Home Vacation Rentals By Owner In Oakland, MD

Showing 20 Of 528 Vacation Rentals
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Exceptional(122)

$509

/ Nightly
Private Vacation Home

5 STAR OWNER Managed, Lake Xcess, dock, Pool, Pickle-ball, Home Theater, firepit

Oakland, Maryland, United States

CHECK OUR REVIEWS - PRIVATE OWNER MANAGED FOR 8+ YEARS! Lure of the Lake is a spacious and peaceful five bedroom, four bath, three level, air-conditioned home. Featuring a wall of windows and cathedral ceilings in the great room, as well as a cozy sun porch. This unique chalet brings the outdoors in with outstanding results. brbrThe spacious layout, casual décor and 2 master suites ensures comfort and ease for a gathering of family or friends, and puts your soul at ease and provides peace and quiet for your vacation. No matter what the weather, the covered porch invites you to sit back, relax and enjoy your view of the surrounding woodlands. The great room includes a 4K HD big screen TV with Blue-Ray player and gas fireplace - no need to carry wood! A cozy sectional relaxes you with electric recliners so comfortable you will fall asleep in them! Enjoy the fully equipped, gourmet kitchen, including all new appliances, that is perfect for family gatherings, that includes both a Keurig and regular coffee pot. The large dining room table seats up to 12 with counter stools to seat an additional three guests. While your family is enjoying a meal together, your view through the sun-room is of the surrounding woodlands full of wildlife. brbrThe private upper level MBR suite includes a king bed, private balcony, flat screen TV, and large bathroom including a two person Jacuzzi tub and separate shower. The second MBR suite is located on the main level with a king bed and private bath and is separated from other bedrooms (perfect for the in-laws!). A third bedroom on the main level also has a king bed and is adjacent to the main bathroom. The fourth bedroom also features a king bed and is adjacent to a full bath and bunk room, all on the lower level. The bunk room has two sets of bunk beds, one twin over twin and the other twin over full. This level also features a spectacular game room/home theater, including an Ohlhausen pool table, Foosball table, bar, and 1080p HD home theater with a 100 screen, Blue-ray player and surround sound system.brbrIn addition to the home theater, 4 bedrooms include flat screen TV's with DVD players. The home is equipped with high speed wireless internet so that you can keep in touch or stream your favorite show, and there is a private work area upstairs for those people that must bring their work with them. Soak your worries away in the 7 person hot tub that is professionally cleaned after every guest stay. Warm your feet or even make s'mores by the outdoor firepit. Let the grill masters cook everyone dinner on the Weber gas grill. Full size washer, dryer, extra mini fridge, iron and ironing board in laundry room.brbrLocated in the Blakeslee community, a prestigious community because of its quiet, serene setting, and the numerous amenities available. The large, wooded lots provide a feeling of privacy and plenty of play area for the family. Walk or bike to the dock in a few minutes (the home is closer to the lake than what VRBO says!!!)...boat rentals are available at Bill's Marina. The community is fairly level and arranged in a circular (1.6 miles) fashion which makes it perfect for biking, jogging or just an afternoon stroll. In addition, there are 5 miles of hiking trails within the community, as well as trails for snowmobiles and ATV's. Deer, wild turkeys and other wildlife are often seen in the fields by the entrance to the community. The indoor 25' x 50' pool is located in the Community Center (closed on Tuesdays and Wednesdays and open Thursdays and Fridays from Noon to 8PM, and Saturdays, Sundays and Mondays from 10AM - 6PM) and includes a large club room with TV, comfortable chairs, tables and chairs and pool table. Two tennis courts and two pickle-ball courts, basketball court, soccer field and outdoor playground are all adjacent to the community center. The Community Center is literally across the street from the end of our driveway!!!brbrYou can visit any of the Maryland State Parks with the complimentary park pass. You can hike through Swallow Falls, swim at Muddy Creek Falls, use the boat ramp at the Deep Creek State Park, or enjoy the sand beach at the park. brbrAll of Wisp Mountain's skiing, snowboarding, mountain coaster, Segway tours, whitewater rafting and many other activities are only 10 minutes away.brMovie theater, restaurants, golf, horseback riding and shopping are all within 5-10 minutes. The famous Honi Honi bar is only 5 miles away.brbrOakland - There is a nice blend of retail businesses and services including antiques, high quality men and women’s clothing, locally owned full service pharmacies and even an old-fashioned soda fountain. There you can order a milk shake made the old fashioned way!br Oakland, Maryland is also the home to a restored 1884 train station, the new Transportation Museum and the County’s Historical Society Museum.
Bed 5

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Bath 4

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Sleep 12

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$411

/ Nightly
Private Vacation Home

Wine Down: Lake Access, Dogs OK, Fireplace, Hot Tub, Fire Pit!

Oakland, Maryland, United States

Name: Wine Down | Bedrooms: 3 | Bathrooms: 3.5 | Sleeps: 8 | Access: Lake Access | Dogs Welcome! (Max: 2) | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brPerched among the trees of the Mountainside Community in Deep Creek Lake, Wine Down beckons you to a mountain retreat like no other. This enchanting vacation rental seamlessly blends rustic charm with modern elegance, offering a haven of comfort away from the hustle and bustle of everyday life. Step inside to be welcomed with a sense of warmed with an interior adorned with warm tones, cozy furnishings, and a stone fireplace that sets the perfect ambiance for relaxation. The well-appointed kitchen, spacious living areas, and private bedrooms provide an ideal balance of convenience and luxury. Enjoy the fresh mountain air on the expansive deck, or enjoy soak in the outdoor hot tub. The lower level game area is perfect for the rainy days when you just want to hang outside and the cozy loft space is the perfect place to curl up with a good book. Located in the heart of the Deep Creek Lake area, you are never far from the action no matter what season you visit. Just minutes to the lake, hiking trails, and the four-season Wisp Resort, you’ll never run out of things to do. With its prime mountainside location, Wine Down promises an unforgettable escape into the heart of nature, where the beauty of the mountains meets the comforts of an exceptional retreat. Book your stay and get ready to Wine Down at Deep Creek Lake!brbrACCESS DETAILS:brLake access located at the Mountainside Marina Club located off of Route 219, next to the Lakeside Creamery. No Dock Slip.brbrCOMMUNITY/AREA DETAILS:brLocated in the Mountainside Community at Deep Creek Lake.brbrThis home comes with free access to the Community Aquatic Recreation Center (CARC)! This fitness and wellness complex, located in the central Deep Creek Lake area, offers a modern gym and a full-size indoor pool. The free CARC membership is available to all guests in the home for the duration of your stay, up to the home’s full occupancy.brbrLAYOUT DETAILS:brMain Level:br- Kitchenbr- Living Room: Queen Sleeper Sofabr- Dining Roombr- Powder Roombr- LaundrybrbrUpper Level:br- Loft Areabr- Powder Roombr- Den: Queen Sleeper Sofa, Balconybr- Bedroom (Suite): King Bed, Balcony, Attached Bath with Shower and Separate TubbrbrLower Level:br- Game Areabr- Full Bath with Showerbr- Bedroom: Queen Bed, Access to Shared Bathbr- Bedroom (Suite): King Bed, Attached Bath with ShowerbrbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November - March. For more house specific driveway information, please refer to your app/guest portal after booking.brbrDOG BREED LIMITATIONS: Even in dog-friendly homes, it’s prohibited to bring any dog with a history or instance of aggressive or reactive tendencies. We welcome any dog which you know to be well-socialized, trained, and friendly in any situation involving others, both human and canine, as there may be nearby dogs at neighboring properties. However, due to restrictions in place by homeowner insurance policies, breeds listed as most aggressive are banned from all rentals, regardless of the training and temperament of the individual dog. For a list of restricted breeds and our full policy regarding dogs, please contact us directly.brbrAFTER BOOKING: An email will be sent to the address provided during check-out; please check for action items needed to secure your reservation. The subject of this email will start with URGENT: Complete Your Booking For... and may be in your Promotional/Marketing folders depending on your email provider and settings.brbrTOILETRIES & PAPER PRODUCTS: Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrNOTE: A copy of the contract holder's Photo ID, a signed contract, and a list of your full travel party (names/ages of all attending) will be required to complete your booking. If booking last minute, you may be required to stop by our main office to show your photo ID and the credit card used on the reservation. This policy is in place to help combat fraudulent activity that is more likely to occur in last-minute arrivals.
Bed 3

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Bath 5

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Sleep 10

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Exceptional(5)

$316

/ Nightly
Private Vacation Home

Dog-friendly home near state parks with firepit, pool table, fireplace, & decks

Oakland, Maryland, United States

The RocksbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrTake some time to relax and reconnect with nature at this spacious two-story home located on over an acre! This home away from home was built in 1973 and has remained in the same family over the years. You will be less than a mile from the entrance gate of the Youghiogheny Mountain Resort. Enjoy the nature surrounding you within the Youghiogheny Mountain Resort, which offers 50+ miles of hiking trails and fishing areas. There are five state parks within 20 minutes drive. Wisp Ski Resort and Deep Creek Lake are located 12 miles away. Canaan Valley Ski Resort is located 45 miles away. Swallow Falls State Park is located adjacent to the property and is one of Maryland's most visited state parks, with four gorgeous waterfalls. Both the Rock Maze and the Cranesville Swamp Nature Preserve with boardwalk are a couple of miles away.brbrThis peaceful retreat boasts a beautifully appointed main living area on the second floor with vaulted ceilings, floor-to-ceiling windows allowing for exceptional views, and carpeted floors. Curl up by the warmth of the gorgeous wood-burning fireplace. When mealtime comes, prepare delicious homemade meals in the well-appointed kitchen with all stainless steel appliances and a cute coffee/tea corner with a Keurig coffee maker. Sliding glass doors lead you to the wraparound deck, which overlooks the forest and offers a great dining spot. From here, you can also admire large boulders perfectly placed apart to create hidden spaces for the eight-person firepit. Some boulders are over nine feet tall, with eight spotlights lighting up the rock formations at night. The ground floor features an entertaining rec room with a pool table, a dartboard, board games, a mini air hockey table, and a smart TV to stream your favorite shows and movies. Sleeping arrangements include two bedrooms on each floor. Additional perks include fiber optic internet, a cornhole board, a washer/dryer, a gas grill, and a dog bowl.brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by Vacasa’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us. The pet fee is per stay and ranges between $150 and $200, depending on the bedroom count, and will apply for each additional dog.brbrParking notes: There is free parking available for 5 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 4

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Bath 3

Bath

Sleep 10

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Exceptional(9)

$427

/ Nightly
Private Vacation Home

Hot tub, fire pit, lakefront, dock, pet friendly and more!

Oakland, Maryland, United States

Lake Haven just listed with Red Barn Vacations. The home was previously five star-rated. I'm sure we'll have a flood of five-star reviews on the website soon, but until then, we have no problem reassuring you: you're gonna love this home!brbrLake Haven is the perfect home for your lake getaway! With 100ft of amazing, level lake front that is exclusively yours to enjoy; you can hop into your boat from the private dock in seconds to explore the lake, or sit inside and take in the expansive lake views from any room. While the boat photographed in the gallery is not available for renter use, the home does comes with a canoe and a kayak for your use! (The boat will be moored in the dock slip, but renters do have use of the dock and may dock a boat to the side of the dock)brbrLocated in a quiet cove that is a fishing enthusiast's delight, you can take in the sunrise views and get some fishing done, or take a leisurely swim around the cove anytime you please. It has two tables for outdoor dining, and a grassy lawn that has plenty of room for the kids to run and play. At the end of the day, you can wind down around the glow of the fire pit by the lakeshore or relax in the hot-tub with a view of the lake and the starry mountain skies above you. brbrThe interior is bright and airy, and decorated in a charming cottage style that is immediately inviting. The single-level floor plan is ideal for sharing quality time with your favorite people. Gather together in the great room to enjoy lake views from the comfort of the sectional sofa or cook up a storm in the adjacent, eat-in kitchen that features a farmhouse sink, ample counter space and all the essentials for making delicious meals. You can also cook on the grill outdoors, and eat at the picnic table as you watch boats cruising by.brbrAdding to your living space is a family room where you can watch TV on the wall-mounted flat screen TV while the kids play foosball. A pass through window to the kitchen makes it easy to serve drinks and snacks for a relaxed evening at home.brbrAll bedrooms have views of the lake, and attention to detail guarantees a good night's sleep in each of the rooms. The spacious primary suite with a queen bed has its own entrance so that guests can come and go as they please. Grab a book off the shelf and settle in to one of the rocking chairs to lose yourself in a story. A second bedroom with two bunk beds is the perfect spot for the kids, and they will love having their own space! The third bedroom is furnished with a queen bed and a reading nook by the window to take in the lake views.brbrWhen you stay at Lake Haven, you are off-the-beaten path yet about ten minutes from favorite restaurants like Dutch's at Silver Tree and Uno Pizzeria & Grill. You can also easily reach marinas, shops, mini golf, and more. Circle R Ranch down the road offers horseback Trail Rides and Horse Drawn Sleigh Rides through old apple orchards and the beautiful countryside. br​​​​​​​brYear-round fun at Wisp Resort is just twenty-minutes away. Wisp is well-known for skiing, golf, snow tubing, zip lines, and more. Plus, they operate the world's only mountaintop white water rafting course. brIf you enjoy hiking or mountain biking, you will be minutes away from Deep Creek Lake State Park and Swallow Falls, where you can enjoy breathtaking waterfalls and scenic trails. Ohiopyle State Park is a short drive away, with some of the best whitewater rafting in the eastern U.S.! Also near Ohiopyle you will find two homes designed by renowned architect, Frank Lloyd Wright - Fallingwater and Kentuck Knob. brFrom the beautiful décor, to the lake steps away, and a choice of activities to enjoy all around, Lake Haven will make your vacation a true pleasure!brbr* Winter Advisory: Deep Creek is a mountainous region that experiences more snowfall and ice than you may be used to. Many roads and driveways can be steep. 4WD/AWD vehicles are advised in the winter months. * brbrDog-Friendly Notice: Maximum of two dogs per reservation. A $175/non-refundable fee will be added for each dog. Dogs should be well-behaved, trained, and friendly; dogs with a history of aggression or destruction are not permitted. In order to comply with many of our home's rental insurance policies, breeds listed as most aggressive are banned for all rentals, regardless of individual training and temperament. If you are planning to bring a dog, please reach out to us upon booking to discuss your dogs breed to get final approval from our staff.
Bed 3

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Bath 2

Bath

Sleep 8

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$256

/ Nightly
Private Vacation Home

Deep Creek Lake A Country Life Chateau

Oakland, Maryland, United States

Deep Creek Lake rental A few minutes drive from the lake, Wisp, the ATV trails, town of Oakland, HoniHoni, and Swallow Falls.brbrOur Home has 4 bedrooms, 2 full bathrooms, a loft/game room that sleeps 12 people in beds comfortably. The open living/dining area seats at least 15, that leads to a spacious deck with a propane fire pit and heater. There’s a wood fire pit, and kids play area in the yard. All of which overlook the amazing Mountain View’s full of wildlife sunrise to sunset.brThe spacebrOur rental home offers indoor and outdoor activities for those of all ages all year round.brbrMain living space has an open concept kitchen, living and dining area that comfortably seats 12-15 people at a time. Our kitchen has stainless steel appliances, electric stove, a dish washer, and garbage disposal. All dinner ware and cutlery is provided as well as serving trays, and cookware. Kuerig coffee maker, and other small kitchen appliances are available.brbrDown the hall from the living space is our full laundry room followed but a full bathroom with a tub, and 2 bedrooms at the end of the hall. The room on the right features a Full size bed, Roku tv, and a full closet. The room to the left has a twin over double bunk beds, 2 dressers, a Roku tv, and full closet. The master bedroom features a queen size bed and full bathroom and Roku tv.brbrUpstairs on our second level loft provides games, puzzles, books, and a toy chest for entertainment. There is also a full size ping pong table with a full size mini fridge and sitting area in a nook. We have also provided a Bluetooth speaker in the upstairs for entertainment. Off the loft is the 4th private bedroom with twin bunk beds, and a queen size bed. ALL ROOMS AND LIVING SPACES HAVE ROKU TVS, AND WIFI.brbrOff the main living space we have a sliding door that opens up to our spacious deck with a gas grill, outdoor table and chairs, and propane heater. Off the deck is an equally large patio with chairs and a lounge chair.brbrThe yard is 2 acres of open land for entertaining and fun outside activities. There is a wood fire pit with chairs, a hammock, and a play area for kids with little tykes play grounds. We also have a horse shoe set, croquet set, and a folding baby pool available for use during the warmer months. During the winter we have a small hill kids can sled on in front of the living room.
Bed 4

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Bath 2

Bath

Sleep 12

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Exceptional(7)

$499

/ Nightly
Private Vacation Home

Rockwell: New w/ Dock Slip, Hot Tub, Lake Access, Dog Friendly

Oakland, Maryland, United States

4 Bedrooms, 4.5 Baths, Sleeps 10 brBed sizes: King, King, King, King, and Queen Sleeper Sofa, Dog friendly with additional $100 fee/pet paid after booking brbrRockwell is a brand-new retreat that promises an incredible Deep Creek Lake experience. Four spacious suites, lots of room to entertain inside and out, your own private hot tub, and nearby lake access, make it ideal for any vacation with family or friends. Plus, it is just a short drive from the area's best-loved activities! br brSPACIOUS INTERIOR brAs you make your way through the grand entrance to Timber Rock Village, Rockwell is immediately in sight – ready and waiting to host your Deep Creek Lake vacation. The main level offers an open layout that is perfect for your gathering. Beautifully decorated, you can unwind in the great room and watch TV (70”) by the cozy glow of the modern electric fireplace. brbrDesigned to delight the chef in your group, the kitchen includes highlights like a farm sink, under-counter ice maker, and a five-range gas stove. Make big breakfasts or delicious dinners that can be shared around the dining table. If you need extra space, there is seating for five at the kitchen island too. brbrFor your convenience, the breezeway is outfitted with a second refrigerator. This is also where you will find the main level half bath and the laundry room. brbrWhen it comes to the bed and bath arrangements, everyone in your group will appreciate the floor plan at Rockwell! All four bedrooms are suites (two on each floor), giving each guest the comfort and privacy they deserve while on vacation. brbrWarm wood accents highlight the first main level suite that is furnished with a king-sized bed and 55” TV. The best part of this space The attached bath with a double sink vanity, luxurious soaking tub, and large tile shower with both standard and rainfall fixtures. brbrThe second main level suite is also furnished with a king-sized bed and has a wall-mounted TV to watch before you drift off to sleep. You will love the local artwork that adds to the ambiance and is found throughout the rest of the home as well. brbrThe upper-level suites each have a king-sized bed and 55” TV. Plush bedding will keep you comfortable ensuring a good night's sleep that will leave you completely refreshed. brbrThe game room has a cozy sectional couch that is also equipped with a sleeper sofa. The room boasts a 70” TV, barrel arcade game, and foosball. br brOUTDOOR LIVING SPACE brRockwell's woodland location is especially enjoyable from the covered porch where you can kick-back and relax. Wildlife sightings are common here, so be on the lookout for deer, bear, turkeys, and hawks. On the side of the house, discover a favorite gathering spot on the patio, equipped with a fire pit and bubbly hot tub. Spend enchanting evenings by the warmth of the fire while the moon rises over the treetops. br brCOMMUNITY LAKE ACCESS brRight across the street, you will find the path that leads to your lake access where you can swim, fish, kayak, and canoe. Everyone will love enjoying the amazing sunset view from the dock each evening. brbrWant to bring a boat or rent one for your stay You'll have your very own dock slip within a short walk.br brAREA ATTRACTIONS brDeep Creek Lake is known as a four-season vacation destination and all the fun is at your fingertips when you stay at Rockwell. You can reach the best restaurants, mini golf courses, unique shops, and vibrant nightlife with a ten-to-fifteen-minute drive. brbrWisp Resort is your destination for year-round adventures that will suit every member of your family. Skiing, snow tubing, golf, ziplines, white water rafting, and disc golf are just a few of the options. brbrLocal state parks are sure to please the outdoor enthusiasts in your group. One of the most popular, Swallow Falls State Park, is only four miles from your doorstep. Three stunning waterfalls, miles of hiking trails, and a picturesque river canyon make it a “must do” for any Deep Creek vacation. brbrLook no further – you've found the ultimate Deep Creek Lake vacation rental for relaxation, fun, and adventure. Make your reservation at Rockwell today!brbrADDITIONAL INFORMATIONbrbr4WD/AWD or snow tires are recommended when visiting the area during the Winter months (November-March).brbrPets are permitted with a fee. $100 per dog, maximum 2. brbrWalk towards Skipper's Point Road and go through the Timber Rock Village gate. Turn left on Skipper's Point Road, and walk to the gravel path that will be on your right on the left side of the home Gathering Place. Follow the path to the community dock. brbrAs you look at the dock from land, the dock slip for Rockwell is the third full U slip from the left. The docks can go in the water on April 15th but are not guaranteed until mid May (based on weather). All docks will be removed by mid October. brbrPlease note, there is an exterior security camera in the driveway.
Bed 5

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Bath 5

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Sleep 10

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Exceptional(2)

$402

/ Nightly
Cabin

Rustic Charm Meets Modern Boutique + DCL Central + Hot Tub, Sauna, Lake Access

Oakland, Maryland, United States

Looking for the perfect small group Deep Creek Lake vacation rental Welcome to Trees Company, a dog-friendly, cozy, mountain cabin where rustic charm meets modern comfort! Nestled in the heart of Deep Creek Lake, Maryland, this boutique retreat offers everything you need to relax, recharge, and explore the great outdoors year-round. We want you to simply...Relax. Unwind. Enjoy!brbrUnwind in Style: Relax in the private 6-person hot tub or rejuvenate in the 2-person sauna, all surrounded by a tranquil forest setting.brbrLake Adventures Await: A quick 5-minute walk takes you to community lake access for kayaking, paddleboarding, swimming, or simply soaking in the serene views.brbrCook and Dine Together: The fully equipped kitchen has a refrigerator, countertop oven, dishwasher, and a coffee bar with single-serve and drip options. Share meals in the dining area or enjoy al fresco dining on the front deck.brbrRestful Nights: Sleep soundly in our three bedroom options -- **Treetop Suite - the primary king suite with a memory foam mattress and private balcony, ** Birch Room which features a queen Sleep Number bed, or ** Fern Room which has a queen memory bed and a twin trundle for additional sleeping options - all with peaceful forest views.brbrCozy Outdoor Fun: Grill your favorites, gather around the fire pit, or enjoy the bistro-lit backyard—perfect for stargazing and evening conversations.brbrYear-Round Activities: Whether skiing, snowboarding, and tubing at Wisp Resort, or boating, hiking, and fishing at Deep Creek, Swallow Falls or any of the nearby parks, adventure is always close by.brbrCentrally located, Trees Company is just minutes from the area’s best attractions, including state parks, hiking trails, shopping, restaurants, and Wisp Resort. Whether you’re planning a winter retreat or summer lake getaway, this cabin is the ultimate base for your adventure.brbrFrom the dog-friendly policy to thoughtful details like the cozy book nook, smart TVs, electric fireplace, and games, this cabin is designed with comfort and fun in mind. Perfect for families, couples, and friends, it’s a place where unforgettable memories are made.brbrNOTE: 4WD/AWD or snow tires are always recommended for the area during the Winter months of November - March. Snow plowing and shoveling service comes when we have over 6 of snow, so please plan ahead.
Bed 3

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Bath 2

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Sleep 6

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$367

/ Nightly
Private Vacation Home

New! Dancing Bears Retreat: Lake Area, Hot Tub, Fire Pit, Grill!

Oakland, Maryland, United States

Name: Dancing Bear Retreat | Bedrooms: 4 | Bathrooms: 3 | Sleeps: 11 | Access: Lake Area | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brIf you’re searching for the classic Deep Creek Lake log cabin, Dancing Bears Retreat is your perfect match. Nestled in a tranquil wooded community, this charming cabin offers the ideal blend of seclusion and convenience, just minutes from lake activities, skiing, and the natural beauty of the whole area. The open-concept main level is a showstopper, featuring large windows that invite the beauty of the outdoors inside. Gather in the great room by the cozy stone fireplace for a cozy movie night or to simply kick back and relax. The lower level family room is a haven for fun, packed with entertainment options to keep everyone engaged. Enjoy TV time, a game of shuffleboard, or a round of pool. Just outside, the bubbling hot tub invites you to soak and unwind in the crisp mountain air. The partially covered deck offers a serene spot to relax and take in the sounds of nature no matter the weather. As night falls, gather around the fire pit for s'mores and stargazing. Conveniently located to offer peace and privacy but never far from all the action, a short drive brings you to all of Deep Creek’s must-do activities, including the four-season Wisp Resort. Dancing Bears Retreat is the perfect destination for your next Deep Creek Lake getaway. Book your stay today!brbrACCESS DETAILS:brNo Additional Details Provided for this Home. brbrCOMMUNITY/AREA DETAILS:brLocated in the Deerfield Community at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Kitchenbr- Living Roombr- Dining Roombr- Bedroom: Queen Bedbr- Full Bath with Shower/Tubbr- Bedroom: Queen BedbrbrUpper Level:br- Loftbr- Bedroom (Suite): King Bed, Attached Bath with Shower/TubbrbrLower Level:br- Den/Game Areabr- Bedroom (Suite): Twin Bunk Bed, Duo Bunk Bed, Attached Bath with Showerbr- LaundrybrbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November - March. For more house specific driveway information, please refer to your app/guest portal after booking.brbrAFTER BOOKING: An email will be sent to the address provided during check-out; please check for action items needed to secure your reservation. The subject of this email will start with URGENT: Complete Your Booking For... and may be in your Promotional/Marketing folders depending on your email provider and settings.brbrTOILETRIES & PAPER PRODUCTS: Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrNOTE: A copy of the contract holder's Photo ID, a signed contract, and a list of your full travel party (names/ages of all attending) will be required to complete your booking. If booking last minute, you may be required to stop by our main office to show your photo ID and the credit card used on the reservation. This policy is in place to help combat fraudulent activity that is more likely to occur in last-minute arrivals.
Bed 4

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Bath 3

Bath

Sleep 11

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Exceptional(1)

$247

/ Nightly
Apartment

The Lake Loft

Oakland, Maryland, United States

Your perfect Deep Creek Lake escape awaits at Lake Loft!brbrEscape to this stunning mountain retreat with a beautiful view of Deep Creek Lake, MD! Relax in the cozy living room with vaulted ceilings, exposed wooden beams, and fireplace, or step outside to enjoy the serene outdoor spaces. The ground level outdoor area features a fire pit with Adirondack chairs and a wooden swing. The deck, complete with a dining table, invites you to enjoy your morning coffee or meals while taking in the beautiful view Lake Loft has to offer. Lake Loft’s fully equipped kitchen, with stainless steel appliances and a spacious island, has everything you need to prepare your meals. Not interested in cooking No problem! Lake Loft is located minutes away from many popular area restaurants.brbrLocation: We are steps away from Deep Creek Lake, Trader’s Coffee House, Brenda’s Pizzeria, and High Mountain Sports for boat dock and kayak rentals. This condo is minutes away from Wisp Ski Resort, many restaurants, shopping, entertainment, and other local favorite spots!brbr★☆ NEARBY ATTRACTIONS☆★br.☛ 0.1 mi - Deep Creek Lakebr.☛ 0.3 mi - High Mountain Sports – Kayak and Boat Dock Rentalsbr.☛ 2.2 mi - Monkey Business Adventure Parkbr.☛ 2.6 mi - Deep Creek Fun Zonebr.☛ 3.3 mi - Funlandbr.☛ 4.1 mi - Deep Creek Lake Discovery Centerbr.☛ 4.4 mi - Wisp Ski Resortbr.☛ 4.4 mi - Deep Creek Lake State Parkbr.☛ 8.4 mi - Swallow Fallsbr.☛ 10.0 mi - Town of Oaklandbrbr★☆ NEARBY RESTAURANTS AND BARS☆★br.☛ 0.3 mi - Brenda’s Pizzeriabr.☛ 0.3 mi - Trader’s Coffee Housebr.☛ 1.1 mi - Dutch's at Silver Tree Restaurantbr.☛ 1.2 mi - Ace's Run Restaurant and Pubbr.☛ 1.3 mi - Uno Pizzeria and Grillbr.☛ 1.3 mi - Firewater Kitchen and Barbr.☛ 1.5 mi - Casselman Bakery and Cafebr.☛ 1.8 mi - Honi Honi Barbr.☛ 3.8 mi - Mountain State Brewing Co.br.☛ 4.1 mi - Espresso Alleybrbr★☆ KEY FEATURES ☆★br☀ Self-check-in (unique code provided prior to arrival)br☀ 2 Bedrooms with 2 Baths + Loft Spacebr☀ Full kitchenbr☀ Open living area perfect for bonding with families & friends!br☀ Fast internet, and smart TV’sbr☀ Parking availablebr☀ Washer + dryerbrbr★☆ HOUSE RULES/THINGS TO NOTE ☆★br☀ No smoking or vapingbr☀ No parties or eventsbr☀ No pets per HOA regulationsbr☀ No overnight trailer parkingbr☀ Guest needs to inquire first before booking for stays more than 30 nights.brbrCome relax, explore, and make memories at Lake Loft at Deep Creek Lake, MD!
Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps

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Exceptional(8)

$391

/ Nightly
Private Vacation Home

New! Sage Mountain Retreat: Lake Area, A/C, Fireplace!

Oakland, Maryland, United States

Name: Sage Mountain Retreat | Bedrooms: 5 | Bathrooms: 4 | Sleeps: 10 | Access: Lake Area | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brSage Mountain Retreat is a property with plenty of old comforts! Nestled in the lake view neighborhood of Paradise Heights, this home is a stone’s throw away from the lake with easy access to boat rentals. In less than two minutes, you can get to some of Deep Creek Lake’s top restaurants, shops, and attractions, including the Garret 8 Cinema and famous Lakeside Creamery. With a short stroll down the road, you can enjoy a fantastic meal and great drinks at Dutch's and the Harbor Bar. And in five minutes, you can get to Deep Creek Lake State Park where you can spend the day swimming, kayaking, and picnicking with friends and loved ones. After a long day outdoors, come back home to enjoy a home-cooked meal in the spacious, open kitchen and living area with rustic, warm decor — or hop right into the outdoor jacuzzi. Later on, you can challenge your family to games of shuffleboard in the lower-level den or gather around the TV for a family movie night. And for lazy days after a weekend of excursions, enjoy peaceful seclusion on the wooded backyard patio where you can warm up around the fire with friends or cook out on the grill. Sage Mountain Retreat is a fantastic location for groups looking to get away but still be in the thick of it all!brbrNeed more space Book the neighboring home Once in a Blue Moon to sleep an extra 10 guests for a total of up to 20 people!brbrACCESS DETAILS:brNo additional details provided for this home.brbrCOMMUNITY/AREA DETAILS:brThis home is located in the Paradise Heights Community at Deep Creek Lake.brbrThis home comes with free access to the Community Aquatic Recreation Center (CARC)! This fitness and wellness complex, located in the central Deep Creek Lake area, offers a modern gym and a full-size indoor pool. The free CARC membership is available to all guests in the home for the duration of your stay, up to the home’s full occupancy.brbrLAYOUT DETAILS:brMain Level (Entrance):br- Kitchenbr- Living Roombr- Dining Areabr- Bedroom: King Bed, Access to Shared Bathbr- Full Bath with Shower/TubbrbrUpper Level:br- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom (Suite): King Bed, Attached Bath with ShowerbrbrLower Level:br- Den Area: Queen Sleeper Sofabr- Bedroom: Queen Bedbr- Bedroom: Queen Bedbr- Full Bath with Shower/TubbrbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November – March. For more house specific driveway information, please refer to your app/guest portal after booking.brbrAFTER BOOKING: An email will be sent to the address provided during check-out; please check for action items needed to secure your reservation. The subject of this email will start with URGENT: Complete Your Booking For... and may be in your Promotional/Marketing folders depending on your email provider and settings.brbrTOILETRIES & PAPER PRODUCTS: Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrNOTE: A copy of the contract holder's Photo ID, a signed contract, and a list of your full travel party (names/ages of all attending) will be required to complete your booking. If booking last minute, you may be required to stop by our main office to show your photo ID and the credit card used on the reservation. This policy is in place to help combat fraudulent activity that is more likely to occur in last-minute arrivals.
Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps

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Exceptional(8)

$219

/ Nightly
Cabin

Cabin in the Woods

Oakland, Maryland, United States

(Please note: Between October - April, highly recommend All Wheel or 4 Wheel Dive vehicles. During snow bearing months you travel at your own risk.)brGreat quiet getaway in a private community to enjoy nature. 4-4.5 hours from DC. Minutes from Swallow Falls State Park. 25-30 minutes from Deep Creek Lake and Wisp Ski Resort. brbrThe newly renovated cabin offers a family room, kitchen, reading area, and 1 full bath w/ laundry on the main floor. Upstairs there are two bedrooms (1 queen bed and 1 twin bunk beds), and a half bath. There is a fire pit and two decks (front & back) to enjoy the outdoors.brbrWe do supply bedding, towels, coffee and teas, spices, initial use of paper products (TP & Paper Towels). We DO NOT supply your laundry detergents.brbrEnjoy your coffee on the back deck, in the evenings sit around the fire pit to relax, go hiking at Swallow Falls, rent a boat on Deep Creek Lake, go skiing at Wisp Ski Resort, the list goes on….centrally located to a tons of outdoor fun! brbrThis is a private community. The entire community is dirt/gravel roads ranging from 2400-2700 feet elevation. Speed limit is 20mph, do not speed. It is about a 10 minute drive to/from to the gate. brbrBetween October - April, highly recommend All Wheel or 4 Wheel Dive vehicles. During snow bearing months you travel at your own risk.brbrThis community backs up to a State Forest. There is a lot of wildlife. Be mindful of poison ivy, Bears, Bobcats, rattlesnakes, ticks, & copperhead snakes to name a few.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

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Exceptional(2)

$374

/ Nightly
Private Vacation Home

New! Moonlight View: Lake Access, Hot Tub, Fireplace, Fire Pit!

Oakland, Maryland, United States

Name: Moonlight View | Bedrooms: 4 | Bathrooms: 3.5 | Sleeps: 10 | Access: Lake Access | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrbrDESCRIPTION:brEnjoy all the views from the wrap deck at Moonlight View; Soak in the sun, relax in the hot tub, or snack on some s’mores around the fire. Gather in the living room as the sun pours through the floor to ceiling windows as you plan our your day on and around the lake. Head down to the community lake access for a dip in the lake or a picnic by the water. Venture into town to enjoy an amazing lunch or dinner at one of the local favorite restaurants then take a stroll through the State Park as the sun flickers between the trees. Come together in the lower den for a relaxing evening on the sectional or around the pool table as the large stone fireplace flickers in the background. The bubbles of the hot tub will be calling your name after a long day running around the lake in the summer or tearing it up on the slopes in the winter. Located in the Paradise Ridge community, Moonlight View is located just a short drive away from all the action Deep Creek Lake has to offer. When all is said and done and the day has come to the end, step out onto the deck to enjoy the moon and the stars scattered across the sky before going in and drifting off to sleep. Perfect views await on the deck of Moonlight View. Book your stay today!brbrACCESS DETAILS:brLake Access is located off of Paradise Point Rd. Go about 100 yards Gravel Rd. on the right with black iron gate.brbrCOMMUNITY/AREA DETAILS:brLocated in the Paradise Ridge Community at Deep Creek Lake.brbrThis home comes with free access to the Community Aquatic Recreation Center (CARC)! This fitness and wellness complex, located in the central Deep Creek Lake area, offers a modern gym and a full-size indoor pool. The free CARC membership is available to all guests in the home for the duration of your stay, up to the home’s full occupancy. brbrLAYOUT DETAILS:brMain Level:br- Living Areabr- Dining Areabr- Breakfast Areabr- Kitchenbr- Powder Roombr- Bedroom (Suite): King Bed, Access to Deck, Attached Bath with Showerbr- LaundrybrbrUpper Level:br- Bedroom (Suite): Queen Bed, Daybed w/ Trundle, Attached Bath with Shower/TubbrbrLower Level:br- Den: Wet Barbr- Game Areabr- Bedroom: Queen Bedbr- Bedroom: Queen Bedbr- Full Bath: Shower/TubbrbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November - March. For more house specific driveway information, please refer to your app/guest portal after booking.brbrAFTER BOOKING: An email will be sent to the address provided during check-out; please check for action items needed to secure your reservation. The subject of this email will start with URGENT: Complete Your Booking For... and may be in your Promotional/Marketing folders depending on your email provider and settings.brbrTOILETRIES & PAPER PRODUCTS: Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrNOTE: A copy of the contract holder's Photo ID, a signed contract, and a list of your full travel party (names/ages of all attending) will be required to complete your booking. If booking last minute, you may be required to stop by our main office to show your photo ID and the credit card used on the reservation. This policy is in place to help combat fraudulent activity that is more likely to occur in last-minute arrivals.
Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps

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Exceptional(21)

$676

/ Nightly
Private Vacation Home

Enchanting waterfront home with hot tub, game room, fireplace, & washer/dryer

Oakland, Maryland, United States

Veneto WoodsbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrFind both tranquility and adventure along the shores of Deep Creek Lake at this exquisite Maryland getaway. This property offers three distinct spaces for creating unforgettable memories. Head to the detached carriage house to challenge your guests to games of pool, air hockey, or shuffleboard in the game room. After a day of adventure on the lake, unwind in the bubbling hot tub. Nearby attractions include hiking at Swallow Falls State Park, the Wisp Resort Mountain Coaster, and Oakland Golf Course, all within a 10-mile radius. Skiers will also love the world-class slopes just down the road. Plus, enjoy a CARC membership, giving you access to a pool, hot tubs, and a gym.brbrInside the main house, you'll be greeted by a bright and cozy atmosphere. Make yourself at home on the plush furniture, stream your favorite movies on the large TV, or curl up with a good book by the crackling stone fireplace. Gather at the formal dining table for board games or home-cooked meals. The sophisticated kitchen, equipped with stainless steel appliances and ample cabinet space, will delight any hobby chef, perfect for preparing both grand meals and lakeside snacks. Spacious bedrooms with comfortable beds ensure that everyone gets a restful night's sleep after a day full of activities.brbrThe cabana house provides a relaxing lakeside retreat, complete with a full-size refrigerator, cabinetry, counter space, and bar-style seating, ideal for enjoying the lake views and socializing. The property’s abundant amenities include access to a peaceful 2.5-mile walking trail, large outdoor seating areas, a firepit, a gas grill, a private beach, and a dock slip for easy access to the lake.brbrbrTHINGS TO KNOWbrThe docks are only guaranteed from Memorial Day through Labor Day.brTo use streaming services, guests must log in with their own credentials.brFor little guests, a Pack N Play is provided.brbrParking notes: There is free parking available for 5 vehicles.brbrDock details: Private dock located behind home down wooden pathway. Available Memorial Day thru Labor Day.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 24 years of age to book. Guests under 24 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 5

Bed

Bath 5

Bath

Sleep 14

Sleeps

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Exceptional(4)

$855

/ Nightly
Private Vacation Home

New! Paradise at Deep Creek: Lakefront, Private Dock, Hot Tub!

Oakland, Maryland, United States

Name: Paradise at Deep Creek | Bedrooms: 7 | Bathrooms: 5.5 | Sleeps: 18 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brWhat’s better than Paradise This dreamy lake-front home is the nature lover’s haven, with beautiful wooded areas, a private dock, and endless spots for sunbathing just steps from your door. Spend sunrise to sunset swimming and boating on the lake with no commute time, or pass the morning marveling at Deep Creek’s stunning nature from the raised deck, coffee in hand. Bring along your resident grillmaster to show off their skills and enjoy their delicious creations at the outdoor dining areas. Then, gather around the fire pit or take a dip in the hot tub while the calming sounds of the lake move around you. Once inside, the relaxation only continues - 2 fireplaces, an oversized jetted bathtub, and 6 TVs make for incredibly cozy evenings, and the pool table is just the cherry on top! Truly an escape, Paradise at Deep Creek has everything your group needs for the perfect vacation, whether you are planning to enjoy summer on the water, celebrate the holidays, or escape for the weekend. Book your stay in Paradise today!brbrACCESS DETAILS:brThis property comes with private lake access and a private dock slip located on the property. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILSbrLocated in the Paradise Point Community at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Great Roombr- Kitchenbr- Dining Roombr- Sunroombr- Bedroom (Suite): King Bed, Attached Full Bath with Showerbr- Powder Roombr- Laundry AreabrbrUpper Level:br- Loft Areabr- Bedroom (Suite): King Bed, Attached Full Bath with Showerbr- Bedroom: Queen Bedbr- Full Bath with Shower/Tubbr- Bedroom: King BedbrbrLower Level:br- Den/Game Area: Queen Sleeper Sofabr- Bedroom (Suite): King Bed, Attached full Bath with Shower and Separate Tubbr- Bedroom: Duo Bunk and Twin Bunk, Access to Shared Bathbr- Bedroom: Queen Bedbr- Full Bath with Shower/TubbrbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November - March. For more house specific driveway information, please refer to your app/guest portal after booking.brbrAFTER BOOKING: An email will be sent to the address provided during check-out; please check for action items needed to secure your reservation. The subject of this email will start with URGENT: Complete Your Booking For... and may be in your Promotional/Marketing folders depending on your email provider and settings.brbrTOILETRIES & PAPER PRODUCTS: Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrNOTE: A copy of the contract holder's Photo ID, a signed contract, and a list of your full travel party (names/ages of all attending) will be required to complete your booking. If booking last minute, you may be required to stop by our main office to show your photo ID and the credit card used on the reservation. This policy is in place to help combat fraudulent activity that is more likely to occur in last-minute arrivals.
Bed 7

Bed

Bath 6

Bath

Sleep 18

Sleeps

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$167

/ Nightly
Private Vacation Home

Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi

Oakland, Maryland, United States

Birdhouse LodgebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis cozy and quiet home, nestled on a wooded hillside overlooking Deep Creek Lake, offers a rural retreat perfect for the whole family. Despite the feeling of seclusion, you’re just a short drive from all the area’s attractions. Sweet birdhouse accents throughout the home create a charming ambiance, making you feel like you’re tucked away in your own little nest.brbrThe updated kitchen allows the family chef to easily prepare meals, while the recently renovated basement family room provides ample space for movies, games, and relaxation. Turn on the gas fireplace and enjoy stunning views from the living room as you read or watch your favorite shows on the flatscreen TV.brbrWhen you’re ready to explore, you’re just a few miles from all that Deep Creek Lake has to offer, including Wisp Resort, Deep Creek Lake State Park, Swallow Falls State Park, Herrington Manor State Park, a movie theater, and various restaurants. This cozy getaway is sure to create unforgettable memories!brbrThings to Know:brDog-friendly for a small fee (two dog max; 90-pound weight limit)brFire pit availablebrFree WiFibr4WD (and possibly chains) required in winterbrbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us. The pet fee is per stay and ranges between $150 and $200, depending on the bedroom count, and will apply for each additional dog.brbrParking notes: There is free parking available for 3 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

Bed

Bath 2

Bath

Sleep 5

Sleeps

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$418

/ Nightly
Private Vacation Home

Lakefront, Wooded, & Secluded Home - Family Dogs Welcome.

Oakland, Maryland, United States

Nestled in a quiet and wooded original lake neighborhood on the west wide of Deep Creek Lake, our home “Lake View Escape” is a perfect spot for your relaxing year round retreat. Our spacious property includes plenty of (flat) off street parking, a large deck with a hot tub/grill/picnic table, a great back yard to spread out in, and a fire pit with plenty of outdoor seating. brbrYou will take a very brief stroll from the back deck down to the lake where you will find a sandy beach, dock, and an amazing kid friendly swimming area. Our kids and dogs love swimming in the shallow cove, swimming across to the other nearby shore, and setting up imaginary worlds all around the beach area. brbrYour guests will immediately feel at home inside our home where there is a cozy living room with a wood stove, a large kitchen and adjacent dining area, a sunroom for lazy book reading in the mountain air or watching a movie, as well as the three bedrooms (5 beds), and two full baths with showers. brbrWe are located 15-20 minutes from most of the deep creek attractions including The Wisp, Swallow Falls, Deep Creek State Park, white water rafting, area golf courses, and McHenry, Maryland. brbrMost of our guests plan to return again due to the very special connection with our home and property - we hope you come stay with us soon!brbrPlease note that the DNR adjusts the lake depth throughout the year, outside of our control, so the water depth at the dock varies, please check and also be aware if parking a boat at the dock in low water. The dock is removed from the water in October based on lake rules. The boat dock is an amenity that is subject to weather conditions, water levels, and other natural factors. brbrPending availability, we offer an early check in of 1:00 PM and/or a late check out of 12:00 PM for a fee. Please message after booking if this is requested (this must be advance planned).brbrThe family dogs are allowed with a small kennel provided in the home. There is a pet fee per reservation that needs to be selected at checkout, this includes two dogs max, additional dogs need to be discussed and would require additional fee if approved.brbrWe have both a woodstove and firepit with firewood provided. A 4x4 is recommended in the winter.brbrYou must be 21 years or older to rent this property.
Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps

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Exceptional(7)

$575

/ Nightly
Private Vacation Home

New! Fair Winds: Lakefront, Dock Slip, Hot Tub, Fire Pit!

Oakland, Maryland, United States

Name: Fair Winds | Bedrooms: 4 | Bathrooms: 2 | Sleeps: 8 | Access: Lake Front | Pets Not Permitted | MUST BE 30+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brFair winds and calm and relaxing days await with a stay at this beautiful lakefront property. With decks for days, this home was made for outdoor entertaining. Equipped with multi-level decks, a hot tub and built-in benches, there is room for everyone. Hike down the stairs to your private lakefront and dock to take the boats out for a day on the water. Warm summer evening can be spent around the campfire relaxing and reminiscing about the day and planning the days ahead. Winter nights can be enjoyed watching movies on the plush sectional in the sunken living room with the warmth and crackle of the fire place in the background as the snow falls outside. With fantastic restaurants, cute boutiques and other shops, and all kinds of on and off lake, summer and winter activities just a short drive from the home, you’ll have a fun and exciting stay at Fair Winds any time of the year. brbrACCESS DETAILS:brLake access and dock slip are located down the stairs and path from the back of the home. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brThis home is located in the Paradise Gardens Community at Deep Creek Lake.brbrThis home comes with free access to the Community Aquatic Recreation Center (CARC)! This fitness and wellness complex, located in the central Deep Creek Lake area, offers a modern gym and a full-size indoor pool. The free CARC membership is available to all guests in the home for the duration of your stay, up to the home’s full occupancy.brbrLAYOUT DETAILS:brMain Level (Entrance):br- Kitchen br- Great Room: A/C: (Mini-Split)br- Dining Areabr- Bedroom: Full Sleeper Sofabr- Powder RoombrbrUpper Level:br- Bedroom (Suite): King Bed, Attached Bath with Shower and Separate Tub, Balcony, A/C: (Mini-Split)br- Bedroom: Queen Bed, Balcony, A/C: (Mini-Split)br- Bedroom: Queen Bed, A/C: (Mini-Split)br- Full Bath with Shower/Tubbr- LaundrybrbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November – March. For more house specific driveway information, please refer to your app/guest portal after booking.brbrThis home’s air conditioning is not central air and may only be available in certain areas of the home. Please review the layout details listed above for the specific types and locations of this home’s air conditioning.brbrAFTER BOOKING: An email will be sent to the address provided during check-out; please check for action items needed to secure your reservation. The subject of this email will start with URGENT: Complete Your Booking For... and may be in your Promotional/Marketing folders depending on your email provider and settings.brbrTOILETRIES & PAPER PRODUCTS: Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrNOTE: A copy of the contract holder's Photo ID, a signed contract, and a list of your full travel party (names/ages of all attending) will be required to complete your booking. If booking last minute, you may be required to stop by our main office to show your photo ID and the credit card used on the reservation. This policy is in place to help combat fraudulent activity that is more likely to occur in last-minute arrivals.
Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps

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Exceptional(2)

$873

/ Nightly
Private Vacation Home

New! Cabin Fever: Lake Area, Dogs Welcome, Indoor Pool, Hot Tub!

Oakland, Maryland, United States

Name: Cabin Fever | Bedrooms: 5 | Bathrooms: 5.5 | Sleeps: 12 | Access: Lake Area | Dogs Welcome: Max 2 | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brCome catch some Cabin Fever! This stunning log cabin with seasonal lake views will have you wanting to stay forever! Be as active or chill as you wish, taking advantage of the many amenities including pool table, foosball, corn hole, fire pit, hot tub, and indoor pool! Gather in the main level great room to enjoy the cozy fireplace, plush furnishings, and stunning seasonal views. The dining room is the perfect place to come together for meals cooked in the gourmet kitchen or on the outside grill. The large deck is the place to be to soak up some summer sun or enjoy the changing of the leaves in the fall. The indoor pool is the perfect place for a quick swim no matter the weather! The quiet neighborhood area increases your relaxation with little road noise allowing you to take in the sounds of nature and breathe in the fresh mountain air. Reconvene in the lower level to utilize the game area, additional living space, fireplace, or pop onto the patio to enjoy a refreshing soak in the hot tub. Located on top of the mountain, Cabin Fever is just a short drive from the lake and from the four season Wisp Resort which allows for fun filled days no matter what the season! A 5-minute drive to the top of the mountain gets you started on your ski or snowboard adventures. There is no better spot for a winter getaway! Travel down the mountain to indulge in local favorite restaurants and activities including the beach at Deep Creek State Park, Firewater Bar and Grill, the Creamery, and various arcades and mini golf courses. After one stay here, you’ll be begging for some more Cabin Fever and we will be happy to host you! Book your stay today!brbrACCESS DETAILS:brNo additional details provided for this home.brbrCOMMUNITY/AREA DETAILS:brLocated in the Sandy Shores Community at Deep Creek Lake.brbrThis home comes with free access to the Community Aquatic Recreation Center (CARC)! This fitness and wellness complex, located in the central Deep Creek Lake area, offers a modern gym and a full-size indoor pool. The free CARC membership is available to all guests in the home for the duration of your stay, up to the home’s full occupancy. brbrLAYOUT DETAILS:brMain Level:br- Kitchenbr- Dining Roombr- Living Roombr- Sitting Areabr- Full Bath with Shower and Separate Tubbr- Powder RoombrbrUpper Level:br- Loftbr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom (Suite): King Bed, Attached Bath with ShowerbrbrLower Level:br- Den: Queen Sleeper Sofabr- Full Bath with Shower/Tubbr- Bedroom: Queen Bedbr- Bedroom (Suite): Queen Bed, Attached Bath with Shower/Tubbr- Bedroom: Double Futonbr- LaundrybrbrDetached Pool House:br- Indoor Pool (15ft x 9ft, depth 2.5ft to 5 ft)brbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November – March. For more house specific driveway information, please refer to your app/guest portal after booking.brbrDOG BREED LIMITATIONS: Even in dog-friendly homes, it’s prohibited to bring any dog with a history or instance of aggressive or reactive tendencies. We welcome any dog which you know to be well-socialized, trained, and friendly in any situation involving others, both human and canine, as there may be nearby dogs at neighboring properties. However, due to restrictions in place by homeowner insurance policies, breeds listed as most aggressive are banned from all rentals, regardless of the training and temperament of the individual dog. You can view this restriction list and our full policy regarding dogs at https://www.deepcreek.com/contact-railey under “Pet Policies”.brbrAFTER BOOKING: An email will be sent to the address provided during check-out; please check for action items needed to secure your reservation. The subject of this email will start with URGENT: Complete Your Booking For... and may be in your Promotional/Marketing folders depending on your email provider and settings.brbrTOILETRIES & PAPER PRODUCTS: Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrNOTE: A copy of the contract holder's Photo ID, a signed contract, and a list of your full travel party (names/ages of all attending) will be required to complete your booking. If booking last minute, you may be required to stop by our main office to show your photo ID and the credit card used on the reservation. This policy is in place to help combat fraudulent activity that is more likely to occur in last-minute arrivals.
Bed 5

Bed

Bath 6

Bath

Sleep 14

Sleeps

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Exceptional(3)

$376

/ Nightly
Private Vacation Home

New! Rustic Getaway: Lake Area, Hot Tub!

Oakland, Maryland, United States

Name: Rustic Getaway | Bedrooms: 5 | Bathrooms: 3 | Sleeps: 14 | Access: Lake Area | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brLooking to connect with nature without sacrificing comfort and style Your search ends here! Tucked in the trees, Rustic Getaway offers a peaceful environment to connect with family and friends while also providing luxurious amenities, ensuring your vacation is fun and relaxing from start to finish. Located off Mayhew Inn Road, this charming home is just minutes from Deep Creek Lake and Swallow Falls State Park, making days spent enjoying nature easily accessible. However, you need not go far to enjoy the natural beauty of Deep Creek - step outside onto the deck and take in the fresh mountain air, with shelter from the warm sun provided by the surrounding trees. Enjoy a fresh cup of coffee from the coffee bar as you listen to the critters rustling through the grass. Bring your master chef along to show off their skills on the grill, or swing by the local markets for marshmallows and hot dogs to roast over the fire pit. When the hours of adventure catch up to you, enjoy a soothing soak in the hot tub, or head inside for a movie marathon courtesy of 3 Smart TVs. Don’t forget to leave an hour or two for a friendly competition around the pool table! However you choose to relax, Rustic Getaway is sure to be the perfect home-base. We can’t wait to host you!brbrACCESS DETAILS:brNo additional details provided for this home.brbrCOMMUNITY/AREA DETAILS:brLocated in the Mayhew Inn Rd./Millhouse Area at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Kitchenbr- Living Roombr- Dining Roombr- Bedroom: 2 Twin Bedsbr- Full Bath with Shower/Tubbr- Bedroom: Queen BedbrbrUpper Level:br- Loftbr- Bedroom (Suite): King Bed, Attached Bath with ShowerbrbrLower Level:br- Den/Game Area: Queen Sleeper Sofabr- Bedroom: Queen Bedbr- Full Bath with Shower/Tubbr- Bedroom: 2 Twin Bedsbr- LaundrybrbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November – March. For more house specific driveway information, please refer to your app/guest portal after booking.brbrAFTER BOOKING: An email will be sent to the address provided during check-out; please check for action items needed to secure your reservation. The subject of this email will start with URGENT: Complete Your Booking For... and may be in your Promotional/Marketing folders depending on your email provider and settings.brbrTOILETRIES & PAPER PRODUCTS: Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrNOTE: A copy of the contract holder's Photo ID, a signed contract, and a list of your full travel party (names/ages of all attending) will be required to complete your booking. If booking last minute, you may be required to stop by our main office to show your photo ID and the credit card used on the reservation. This policy is in place to help combat fraudulent activity that is more likely to occur in last-minute arrivals.
Bed 6

Bed

Bath 3

Bath

Sleep 12

Sleeps

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