Vacation Rentals By Owner In Oakland, MD

*Kitchen and 2 bathrooms renovated 5/2023. brComfortably nestled in a hillside only one street from the lake, Big Rock Candy Mountain Lodge is a 5 bedroom, 4 full bath lodge where modern meets traditional. Centrally located yet secluded, it is less than 4 miles from skiing, ziplining & the coaster @ Wisp, the ASCI adventure park, plus the movie theater, restaurants and hiking! The area truly offers four seasons of fun with skiing, golf, swimming, hiking, kayaking, and fishing.

Child-friendly luxurious lodge one block from the lake

Oakland, Maryland, United States

Bed

Bath

Sleeps

$594.44

Name: Morning Star | Bedrooms: 6 | Bathrooms: 5.5 | Sleeps: 16 | Access: Lake Area | Dogs Welcome Max. 2 | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brMorning Star is a beautiful home with an amazing level of quality! This mountain-top retreat was meticulously crafted with the vacation experience in mind, offering an unrivaled retreat at the lake. You’ll love how the modern design and spacious layout enhances the time spent together with family and friends! Whether you are simmering in the outdoor hot tub or enjoying morning coffee out on the deck, you are guaranteed days full of rest and relaxation. Love to golf Morning Star has you covered! Located near Wisp Resort’s Lodestone Golf Course, it's easy to get in a round or two during your vacation.brbrACCESS DETAILS:brLocated less than one mile from the entrance to Lodestone Golf Course. This golf course is one of the largest on the East Coast with sweeping lake and mountain views.brbrCOMMUNITY/AREA DETAILS:brLocated in the Greenbrier 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- Kitchenbr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Half Bathbr- Laundry Areabr- Bedroom (Suite): King Bed, Attached Bath with ShowerbrbrUpper Level:br- Loftbr- Bedroom: King Bedbr- Bedroom: King Bedbr- Full Bath: Shower/Tubbr- Sitting Area: Queen Sleeper SofabrbrLower Level:br- Den: Bar, Game Roombr- Bedroom (Suite): King Bed, Attached Bath with Shower/Tubbr- Bedroom: King 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.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.

Elevated Dog Friendly Escape w/ Hot Tub & Fire Pit

Oakland, Maryland, United States

6

Bed

Bath

16

Sleeps

$207.23

Welcome to our pocket of joy, enjoy nestling by the fire after a day of ski, views of Deep Creek Lake and Wisp mountain, soak in the jetted tub and enjoy the close proximity to prime waterfront restaurants, Aces Run, Fire Water, the Honi Honi, pizza and coffee

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

Oakland, Maryland, United States

Bed

Bath

Sleeps

$458.98

The perfect location for your Deep Creek escape! Enjoy a quiet retreat in this custom-built oasis near the golf course! Amenities galore: ping pong, foosball, arcade HeadsUp poker, hot tub, disc golf, basketball, golf driving net, kids’ tree fort and play room! Relax by the gas fireplace or in the hot tub after a day of hiking or skiing. Easy access to the fun of Deep Creek (10 min to Herrington/Broadford, 2 min to historic downtown, easy drive to DCL/Swallow Falls/WISP ski resort)! brbrThe spacebrYou’ll have full access to every part of this 4-acre property with a 3-hole disc golf course on site.brbrThe charm of this custom-built home shines from every carefully-planned area:brbr-Newel post at the bottom of the stairsbrcame from gazebo in downtown Oakland in the late 1800sbr- Arched front porch matches the interior arches in the kitchen and represents the flow of the Youghiogheny Riverbr- Stacked stone indoor gas fireplace carries same arch; represents the flowing riverbr-Cherry floors and cabinets made from the cherry trees on the property when cleared to buildbrbrWork from home as desired in your private office or escape from work playing ping pong, foosball, or darts in the game room.brbrGolf is across the street! Wisp Ski Area is a short drive, Swallow Falls and Herrington Manor are just two gorgeous State Parks within a few miles. Deep Creek Lake is less than 5 miles. Oakland is 2 minutes away to hit the farmer's market and great shopping or to savor the eclectic food and brewery options. This property is the perfect location for your Deep Creek vacation! Please reach out if you are interested in a chartered tour of the lake on a pontoon boat or wake surfing boat during your stay! (Upon request, subject to availability.)brbrOther things to notebr4x4 strongly recommended for winter stays. The driveway and surrounding areas are difficult to traverse in wintry weather.

Elegant Home Away: Hot Tub, Game Room, Kid Friendly!

Oakland, Maryland, United States

Bed

Bath

Sleeps

$758.89

Glencoe is a brand new, lakefront home in a prime location! Plans for the spacious interior include an open concept main level with beautiful lake and sunrise views. A gas fireplace in the great room will keep you cozy on crisp mountain nights. Fully equipped, the kitchen will have everything you need to make delicious, homestyle meals. brbr Offering plenty of space to spread out, the lower-level family room is a great spot to spend a leisurely evening at home. It will be outfitted with a foosball table and a wet bar. brbr Outside, the expansive deck is the perfect place to soak up some sunshine and enjoy the view. The gently sloping lawn leads to your private dock where you can swim, fish, and keep your boat. brbr Within less than half a mile, you will find boat rentals, restaurants, shops, and locally made ice cream. You only have to venture a few minutes further to find more of the area's most popular attractions. brbr Wisp Resort is ten minutes away, and they have something for all ages. Golf, skiing, snow tubing, ziplines, a mountain coaster, and scenic chairlift rides are just a few of their offerings. brbr When you want fun and relaxation within easy reach, choose Glencoe for your next Deep Creek Lake vacation!

Glencoe | Lakefront + Private Dock, 1 mi to Shops

Oakland, Maryland, United States

Bed

Bath

Sleeps

$388.39

Welcome to Sidetracked, located in the charming neighborhood of Mountainside, West Deep Creek Lake, Maryland. This incredible rental property offers a one-of-a-kind vacation experience surrounded by scenic serenity.brbrIn the heart of nature, Sidetracked brings together the comforts of a luxury vacation with the peace of a secluded getaway. The property features a covered backyard pavilion & fire pit, perfect for unwinding after a day of exciting nearby outdoor activities. The spacious balcony and patio provide ample room to indulge in picturesque wooded views.brbrThe home's interior offers a cozy refuge for your stay. With air conditioning, heating, fireplace, and smart TVs, you'll want for nothing during your stay. The precisely equipped kitchen, which includes a coffee maker, dishwasher, and an array of cookware, makes meal preparation a breeze.brbrOffering three bedrooms that comfortably sleep up to eight guests, each room beautifully captures the spirit of this stunning rental property. Linens are provided for every room and bath towels for each of the three sparkling bathrooms.brbrSituated conveniently near a variety of attractions, Sidetracked offers an array of experiences at your fingertips. Try your hand at fly fishing, explore state parks, get competitive on the golf course, or visit local museums. With so many options, your adventure is simply a few steps away.brbrTake time off the beaten path and give yourself the vacation you deserve. Book your stay at Sidetracked today to enjoy nature in comfort and style.brbr**Please Note: This property's gas fireplace is turned off for the summer season**brbr*Please Note: A 4WD vehicle is required in winter months (November - March).

Sidetracked | Luxe Details, Backyard Pavilion, Fire Pit + Convenient Location!

Oakland, Maryland, United States

Bed

Bath

Sleeps

$574.76

Name: Blue Skies | Bedrooms: 5 | Bathrooms: 4 | Sleeps: 14 | Access: Lake Area | Dogs Welcome (Max. 2) | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brLocated just minutes from all the action, Blue Skies offers convenience and comfort all in one place! Step inside and be greeted by a warm and inviting atmosphere. The open concept main level features rustic yet modern furnishings, creating a comfortable and cozy space to unwind after a day of exploration. Snuggle up by the crackling fireplace in the spacious, sunken living room, or gather around the dining table for a delicious home-cooked meal prepared in the fully equipped kitchen. The upper loft is great for an afternoon hangout and the lower level den and game area is perfect for evenings when you just want to stay home. The large bar is great for whipping up your favorite drinks while shooting a game of pool with your friends. The outdoor spaces are just as great as the interior. Sit on the covered front porch with your morning coffee breathing in the fresh air as you listen to the birds chirping. Or gather around the fire pit for storytelling as the fire crackles in front of you before heading up to the deck to enjoy a soak in the bubbling hot tub. When you are ready to get out and explore, this home is perfectly situated close to all the action while still allowing plenty of privacy. Head to the state park for a hike or a day at the beach, rent a boat for the day and see the lake by water before stopping at one of the lakefront restaurants for lunch or dinner. In the winter head to the northern tip of the lake to the Wisp Resort for tubing, skiing, or snowboarding. No matter the season, Blue Skies is here to make sure you vacation is one to remember! Book today!brbrACCESS DETAILS:brNo additional details provided for this home.brbrCOMMUNITY/AREA DETAILS:brLocated along Zeddock Miller Rd 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 Roombr- Dining Roombr- Full Bath with Shower/Tub and Laundrybr- Bedroom: Queen Bedbr- Bedroom: King BedbrbrUpper Level:br- Loft Space: Queen Sleeper Sofabr- Bedroom (Suite): Queen Bed, Attached Bath with Shower/Tubbr- Bedroom: Duo Bunk Bed, Twin Bunk Bedbr- Full Bath with Shower/TubbrbrLower Level:br- Den/Game Area with Bar: Queen Sleeper Sofabr- Full Bath with Showerbr- Bedroom: Queen BedbrbrDISCLAIMERS: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.brbrbrDOG 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.

Modern Dog Friendly Cabin w/ Pool & Hot Tub

Oakland, Maryland, United States

Bed

4

Bath

14

Sleeps

$504.27

Name: Beary Relaxing | Bedrooms: 5 | Bathrooms: 4.5 | Sleeps: 10 | Access: Lake Area | Pets Not Permitted | MUST BE 28+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brWelcome to Beary Relaxing, a charming vacation rental nestled in the serene surroundings of Deep Creek. This cozy retreat offers a perfect blend of comfort and tranquility, making it an ideal choice for your next getaway. As you step inside, you'll be greeted by a warm and inviting atmosphere. The tastefully decorated living area features plush furnishings, creating a cozy space to unwind after a day of adventure. Curl up on the comfortable sofa and enjoy a movie night with your loved ones, or simply bask in the glow of the fireplace during colder evenings. The fully equipped kitchen is a haven for culinary enthusiasts, complete with modern appliances and ample counter space. Prepare delicious meals and gather around the dining table to savor them together. Step onto the deck to sip your morning coffee while listening to the sounds of birds chirping, or soak in the private hot tub and let your worries melt away. Conveniently located, Beary Relaxing offers easy access to a variety of outdoor activities. Whether you're interested in hiking, fishing, or renting a boat for the day to explore the lake, there's something for everyone to enjoy. Book your stay at Beary Relaxing and experience the perfect blend of comfort, serenity, and adventure. Create lasting memories with your loved ones in this idyllic vacation rental.brbrACCESS DETAILS:brNo additional details provided for this home.brbrCOMMUNITY/AREA DETAILS:brLocated in Timberlake Village, a tranquil community of Duplex Villas. The community enforces Garrett County's noise ordinance and quiet time from 11pm to 8am as required by TVRU's Licensing Ordinance.brbrLAYOUT DETAILS:brMain Level:br- Great Roombr- Kitchenbr- Dining Areabr- Bedroom: Queen Bed, Attached Bath with Shower/Tubbr- Powder RoombrbrUpper Level:br- Bedroom: Queen Bed, Attached Bath with Shower/Tubbr- Bedroom: Queen Bed, Attached Bath with ShowerbrbrLower Level:br- Den Areabr- Bedroom: Queen Bed, Access to Jack and Jill Bathbr- Bedroom: Queen Bed, Access to Jack and Jill Bath br- Full Jack and Jill Bath: Shower/Tubbr- Laundry AreabrbrDISCLAIMERS: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.

Cozy Deep Creek Cabin w/ Hot Tub & Fireplace

Oakland, Maryland, United States

Bed

Bath

Sleeps

$398.52

Name: Howie's Landing | Bedrooms: 3 | Bathrooms: 2 | Sleeps: 6 | Access: Lake Area | Dogs Welcome: Max 2 | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION: brYour mountain vacation awaits you, and your family here at Howie’s Landing! This home is the perfect location if you are looking for privacy and seclusion, yet it is still only a few miles away from all the fun activities here at Deep Creek. You also can bring along your furry friends! When you arrive, you are greeted by beautiful foliage surrounding the home. Walk in and be welcomed with a rustic, country décor with modern accents. Begin your morning out on the deck breathing in the mountain air or take a small walk down the road enjoying the nature all around. Kick off your vacation right no matter the season! In the Summer rent a boat and take the family tubing, and then take a break and dock at the array of family restaurants along the lake. Explore the nearby State parks, or head over to the Four Seasons Wisp Resort and ride the mountain coaster! Coming in the Winter season Pack your snow gear and spend the day on the slopes skiing, snowboarding or tubing. Take your family to the local movie theater or check out the Deep Creek Fun Zone for arcade games, laser tag, and more family fun. Then come home and start up the grill for a dinner on the picnic table. After that take time to unwind in the warm bubbles of the hot tub, then finish the evening out by the fire pit sharing your favorite vacation memory! It’s time to kick back and relax, book your stay today!brbrACCESS DETAILS: brNo additional details provided for this home. brbrCOMMUNITY/AREA DETAILS: brThis home is located along Lake Shore Drive at Deep Creek Lake.brbrLAYOUT DETAILS: brMain Level: br- Kitchenbr- Living Roombr- Dining Areabr- Full Bath with Shower/Tubbr- Bedroom: King Bedbr- Bedroom: Full BedbrbrUpper Level:br- Bedroom (Suite): King Bed, Balcony, Attached Bath with ShowerbrbrLower Level:br- Den Areabr- 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.brbrThere is a working wood fireplace available for use, however firewood is not provided. Locally available for purchase.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.

Private Dog Friendly Mountain Cabin w/ Hot Tub

Oakland, Maryland, United States

Bed

Bath

Sleeps

$815.83

Name: Middleton Cottage | Bedrooms: 4 | Bathrooms: 3 | Sleeps: 12 | Access: Lake Access | Dogs Welcome (Max. 2) | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brNestled in the highly sought-after Blakeslee Community, Middleton Cottage is truly a unique home. Enter the home to be amazed at the stylish modern interior that combines rustic elements with sleek aesthetics. Walk through the home and take in all the unique elements that the home has to offer like the swinging couches and beds, stunning stone fireplaces, and an oversized open concept main level. Outside the home, the details continue. With a large warping porch with couch swing perfect for your morning coffee, outdoor dining table, outdoor shower, and more this home has something for everyone to enjoy! In the evenings gather around the fire pit and share stories under the starry sky or enjoy a soak in the hot tub. If you can pull yourself away from this stylish home, venture out to explore the community amenities like the pool, playground, lake access, and quiet roads perfect for an evening stroll. Or go further to take in all that the lake area has offer like fantastic restaurants, cute shops, arcades, the four-season Wisp Resort and so much more! Return home at the end of a busy day and curl up on the couches in front of the immaculate stone fireplace for a relaxing evening or gather around the pool table for a game before retiring to the bedrooms for a peaceful and restful nights sleep. If you are looking for a peaceful retreat at the house or an adventure-packed stay, Middleton Cottage is ready to host you! Book now and create unforgettable memories in this stunning cottage!brbrACCESS DETAILS:brLake access can be found at three dock structures located throughout the community grounds. Dock Slip is located at Dock Area #2. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brThis home is located in the Blakeslee Community at Deep Creek Lake.brCommunity Indoor Swimming Pool: Open Thurs.- Fri. 12:00p.m. - 8:00p.m., Sat.- Mon. 10:00a.m. - 6:00p.m., Closed Tues. and Wed.brbrLAYOUT DETAILS:brMain Level:br- Kitchenbr- Living/Game Roombr- Dining Roombr- Full Bath with Shower/Tubbr- Bedroom: King Bedbr- Sitting Roombr- Bedroom (Suite): King Bed, Attached Bath with Shower and Separate Tubbr- LaundrybrbrbrUpper Level:br- Bedroom: Queen Bed, 3 Twin Beds, Access to Shared Bathbr- Full Bath with Shower/Tubbr- Bedroom: King Bed, Twin Bunk BedbrbrDISCLAIMERS: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.

Charming Dog Friendly Cottage w/ Modern Touches

Oakland, Maryland, United States

Bed

Bath

Sleeps

$276.65

Get ready to escape to a destination like no other at Windy Acres. This stunning chalet-style log cabin located in Herrington Manor State Park offers a unique rustic charm that is perfect for those looking for a true mountain getaway to rejuvenate and unplug from the daily grind. Plus, we are pet-friendly! brStep inside to the warmth of the open-concept main living area and feel your stress fade away! Large windows flank the wood-burning stone fireplace and the smell of leather and wood transports you into a Yellowstone experience you won’t have the pleasure to enjoy elsewhere in Maryland!brTaxidermy mounts, wood accents and vintage flare complement the plush leather seating and serene views from the living area. The adjoining kitchen offers all the essentials you need and a large kitchen island for additional workspace that also serves as your eating area indoors. Lean in to having that stress free vacation and cook up simple hearty meals and one-pot wonders during the colder months. In the summer, dine al fresco on the large deck as you overlook the prairie of the local horse farm of Herrington Manor State Park.brUpstairs, you will find your private master suite with vaulted ceilings, queen-sized bed and luxurious modern bathroom with separate standing shower and soaking tub. You will wake up refreshed and ready for your next adventure in the great outdoors!brTwo additional bedrooms are located on the main level along with a full-sized bath. Both bedrooms provide a comfortable full-sized bed and tasteful decorations for a restful sleep. brKids and teens will feel right at home in their own bonus room on the lower level. This room features a full-sized futon along with twin bunks and a smart TV for plenty of late-night movie watching. The third bathroom is also located here and features a custom antique dresser vanity and vessel along with a standing shower.brExceptional outdoor living space will truly enhance your vacation! The deck is made for afternoon barbecues and peaceful mornings with your coffee and a good book. The seclusion of Windy Acres is perfect for connecting with your family and friends or simply soaking in the sounds of nature and spotting local wildlife. You will especially enjoy taking a dip in the hot tub under a star-filled sky without the city lights interfering. You may just catch a shooting star or two!brWithin a 15-minute drive, you can reach the best of the Deep Creek Lake area and the historic charm of downtown Oakland is a mere 3 miles away! Just minutes from the popular Swallow Falls State Park, venture down the road to view Maryland’s highest free-falling waterfall, Muddy Creek Falls! If you are an outdoor enthusiast, Windy Acres is the perfect cabin for you to explore Garrett County’s best sights and attractions!brHerrington Manor is a 365-acre state park with a 53-acre lake located at its heart. The park offers many outdoor activities to guests including swimming, canoeing, kayaking, biking, and hiking trails, tennis, and basketball courts, and more! Popular winter activities are cross-country skiing. Ski and snowshoe rentals are provided as conditions permit and fat tire bike rentals are offered year-round. brGet ready for the laid-back cabin lifestyle and outdoor adventures you’ve been seeking and reserve your stay in Deep Creek Lake at Windy Acres.

Windy Acres | Dog Friendly + Hot Tub & Great Views!

Oakland, Maryland, United States

Bed

Bath

Sleeps

$897.05

**Make a Splash at Cannonball!** Welcome to Cannonball, your perfect lakefront getaway in the heart of Deep Creek Lake. This four-bedroom retreat is all about fun, relaxation, and making memories on the water. Enjoy the lake life, tucked into a calm cove; it's the perfect spot for kayaking, paddleboarding, or floating the day away in a tube. No gear No problem! We provide one canoe, two kayaks, and two stand-up paddleboards, so you can hit the water as soon as you arrive. The huge flat yard is a playground for fun and games—or just lounging with a good book. Unwind in the brand-new hot tub with lake views, gather around the firepit for s'mores, or claim a lawn chair by the shore for the best seat in the house. There is even a combination dining room table/pool table/ping pong table outside! Bonus: got an electric vehicle The house comes with a private EV charging station in the driveway! Inside, the game room keeps the fun going with a poker table and board games for late-night laughs. Close to everything when you're ready to explore, you'll be just minutes away from the movie theater, Honi Honi Bar, and the must-visit Lakeside Creamery for an ice cream treat. Got a boat Our private dock with available slip is ready for you. Come ready to jump in, chill out, and make some unforgettable memories—Cannonball awaits!brbrSleeping arrangements: 2 queen, 1 king, 2 twin/twin bunk beds brbrGym/ Pool Access: This 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.

Modern + Stunning! Private + Flat Lakefront!

Oakland, Maryland, United States

Bed

Bath

Sleeps

$1109.24

Name: Life is Good | Bedrooms: 4 | Bathrooms: 4.5 | Sleeps: 14 | Access: Lake Front | Pets Not Permitted | MUST BE 30+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brbrLife is Good at Deep Creek Lake! Tucked along Lake Shore Drive, one of our quietest lakeside coves, this lakefront home ushers in all the peace and serenity you could wish for. Inside, you will find four large master suites graciously inviting you to lay and rest awhile. Gather around the huge combined dining and kitchen space for a family meal that hums with conversation and laughter. Curl up with board games or a good book in either of the two living rooms perfect for a relaxing night in. An expansive patio allows for summertime relaxation by the outdoor fireplace or a cool winter night simmer in the large hot tub. Spend the day on the lake enjoying your private dock while swimming, boating, fishing, or just taking in the view. This beautiful vacation home getaway is sure to leave you with memories to last a lifetime. Book your stay today!brbrACCESS DETAILS:brThis property comes with private lake access and a private dock slip. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated along Lake Shore Drive at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Kitchenbr- Living Areabr- Dining Roombr- Mud Room with Laundry Areabr- Powder RoombrbrUpper Level:br- Bedroom (Suite): 2 Twin Beds, 2 Twins with 2 Trundles, Attached Full Bath with Showerbr- Bedroom (Suite): King Bed, Attached Full Bath with Showerbr- Bedroom (Suite): King Bed, Daybed with Trundle, Attached Full Bath with ShowerbrbrLower Level:br- Den/Sitting Areasbr- Game Roombr- Powder Roombr- Bedroom (Suite): King Bed, Duo Bunk Bed, Attached Full Bath with Shower/TubbrbrDetached Garage:br- Indoor PoolbrbrDISCLAIMERS: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.

Serene Lakefront Getaway w/ Dock, Hot Tub & Views

Oakland, Maryland, United States

4

Bed

Bath

14

Sleeps

$448.89

Enjoy the wide-open lake views from this Newly Renovated Condo! All new flooring, carpet, paint, and furnishings were added in January 2023. This unit has a full kitchen, living and dining areas, a Queen bed, and Twin Sleeper Chair in the bedroom, and a bath all on one level. You can gather around the wood-burning fireplace in the living area or enjoy a morning coffee by the bedroom electric fireplace. Two balconies make for a great view and extra privacy. This comfortably furnished unit is the perfect spot for your next lake getaway. Located on the third floor across the hall from the pool and hot tub entrance and a short walk to the game room. brbrJust a few steps away from the third-floor building entrance and exit, you can conveniently retreat outdoors and down to the lake area or on-site restaurants. There is a Queen bed and Twin Sleeper Chair in the bedroom and there is one Queen Sleeper Sofa in the living room. Enjoy a meal around the spacious dining room area, or enjoy the large dining table for working remotely or playing games together. Couples or small families will enjoy this comfortable condo living in any of our beautiful four seasons at the lake!

Condo

Will O' The Wisp: 302B One Bedroom/One Bath

Oakland, Maryland, United States

Bed

Bath

Sleeps

$611.63

On The Rocks is a luxury log home, located at Deep Creek Lake. With lake, sunset, and mountain views, the 3 level chalet is fully provisioned and sleeps 12. Featuring an outdoor fireplace, hot tub, gas grill, and fire pit, all adjacent to a winding creek. A mile from watercraft rentals, UNO's, Honi Honi Bar, Dutch's Restaurant, Silvertree Marine, Garrett Cinemas, Lakeside Creamery, ArrowHead (grocery, homemade food, fuel, bait, spirits). Minutes from Wisp Resort and Deep Creek Lake State Park.brbrThis mountain chalet features a two level wrap around deck that overlooks Deep Creek lake and the Allegheny mountains. The outdoor space includes a furnished deck with a fireplace, gas grill, backyard fire pit with Adirondack chairs, and a covered hot tub. The chalet has wifi, a fully equipped kitchen, stainless steel appliances, and a game room. brbrThe master suite has a queen size bed, with a private outdoor balcony. En suite master bathroom, with a jacuzzi tub, and double rain shower heads. The loft offers a workspace/desk and a separate reading nook. Chef's kitchen is stocked with cutlery, serving ware, and cooking utensils. The dining area has a 4 stool breakfast bar and dining room table that seats 8. Smart TV, with surround sound, and a gas fireplace in the great room. Sliding glass doors lead to the main level deck, overlooking the lake and mountains. There are 2 bedrooms on this floor; a queen size bed and bunk beds with a separate twin bed. The downstairs family room features a gas fireplace, pool table, ping pong table, board games, and smart TV. Sliding glass doors lead outside to another wraparound around deck, with a covered hot tub.

Chalet

ON THE ROCKS Lakeside Mountain Chalet

Oakland, Maryland, United States

Bed

3

Bath

12

Sleeps

$713.29

Our home “Absolutely Shore” at Deep Creek Lake is located on a quiet cove that provides lakefront access to calm waters from our private dock. The playground is next to the fire pit for hours of outdoor enjoyment in our spacious backyard. We are unique with a level yard and quiet street making it a great place for families of all ages to play inside and out.brbrWe provide a MD State Park pass for your use during your stay. The MD State Park pass allows you (1 vehicle, up to 10 people) free entry to any state park, unlimited boat launching at the park, and 10% discount on all state-operated concessions items.brbrFirewood is included and available at the house for you to use in the fire pit!brbrOur home has plenty of extras inside including a well-stocked kitchen with double appliances, game room with pool table and bar, two fireplaces, smart TVs, k-cup machine, drip coffee maker, crock-pot, ice makers, WIFI, and plenty of seating in the living/family room and dining room. Outside we have a hot tub, basketball hoop, large private dock, off street parking, upper deck, lower patio, gas grills, porch swing, playground, fire-pit, variety of seating, and absolutely beautiful lake views. We have 2 restaurant style child's highchairs along with a plastic set of plates and cups.brbrBed layout: King, King, Queen, Full+single bunk, triple single bunk, Full (Murphy bed)brUtilities: Central air conditioning, central heat, ceiling fans, cable/internet, weekly trash pickupbrbrFresh linens, including beach towels, are included at no extra fee. Upon arrival all beds will be made and plush towels will be provided for each guest. Accurate guest counts are important to ensure correct supplies are provided. The driveway can easily hold 4-5 vehicles off the street. A boat trailer would count as a vehicle. Our private dock can hold 2 boats and is available through the summer months. Launch your boat at the nearby MD State Park boat launch. (4 miles away). Checkout the Oakland Farm Market on Wednesdays and Saturdays all summer. brbrWe are renting our home directly to your family and we want to do everything possible to ensure you enjoy your stay. Any extra fees you pay are required by VRBO and not distributed to owners. Unlike most of the other properties in the area, we manage our own home and do not add resort fees, surcharges, admin fees, guest fees, or hot tub fees. We have exterior security cameras that are enabled when the house is vacant.brbrOur calendar is accurate and we make every effort to respond to inquiries within a few hours. Book today to ensure you can visit Deep Creek Lake, MD and make memories in our home “Absolutely Shore”. brbr4WD/AWD or snow tires are always recommended for the area during the Winter months of November – March.

Level lakefront, family-friendly, hot tub, low fees, private dock

Oakland, Maryland, United States

4

Bed

3

Bath

12

Sleeps

$428.67

Name: Lake View Estate | Bedrooms: 3 | Bathrooms: 2 | Sleeps: 10 | Access: Lake Access | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brDiscover the charm of Lake View Estate, an exquisite retreat set against the serene backdrop of Deep Creek Lake. Nestled in the mountainside, this property offers an unrivaled blend of luxury, comfort, and natural beauty. With expansive views of the sparkling lake and surrounding mountains, every moment at this stunning home feels like a peaceful escape. Unwind on the deck, where you can enjoy a cup of coffee while taking in the panoramic vistas, or gather around the fire pit for an evening of laughter under the stars. The outdoor hot tub offers a perfect way to relax after a day of adventure, whether you're hiking nearby trails or exploring the lake. Inside, the spacious and airy living areas provide a welcoming space for family and friends to connect, while the game table offers endless entertainment. Lake View Estate is more than just a vacation home—it's a destination in itself. Whether you're seeking quiet relaxation or outdoor thrills, this is the perfect place to create unforgettable memories.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 Roombr- Dining Roombr- Bedroom (Suite): King Bed, Attached Full Bath with ShowerbrbrUpper Level:br- Loft AreabrbrLower Level:br- Den/Game Areabr- Full Bath with Showerbr- Bedroom: King Bedbr- Bedroom: Queen Bedbr- 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.

New! Mountain-Chic Retreat Overlooking the Lake

Oakland, Maryland, United States

Bed

Bath

Sleeps

$540.6

Paradise Getaway combines modern luxury with fun adventure. This spacious 1,800 sq/ft home is centrally nested in the most breathtaking area of Deep Creek. Minutes walk to bars and restaurants. Just a road away from the lake, 0.5 miles to a local sand beach, and a 13 minute drive to Swallow Falls. There are also many activities for families nearby like ski resorts, water parks, and amusement centers. This cabin can serve as your family vacation, year round getaway, or work station destination. Come make some unforgettable memories! This cottage/cabin was recently reconstructed. It offers 5 bedrooms 2 Queen beds; 6 Twin beds; 1 full bed; 1 futon).

Cottage

5 Bedroom Cottage in Deep Creek

Oakland, Maryland, United States

Bed

Bath

Sleeps

$734.89

Name: Castaway Cove | Bedrooms: 5 | Bathrooms: 5 | Sleeps: 14 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brLand, ho for Castaway Cove! Boasting an incredible location, this lakefront home makes it easy to seek out good times and dockside thrills for a day full of adventure; whether you are exploring the lake by boat or enjoying the area’s many festivals and fairs, every season is full of unique opportunities and grand adventures! Catch up on your summer read on the spacious deck, snag some quality time with fam and friends while curled up on the great room’s massive sofa, or crack a cold one and gather in the large open concept dining and kitchen areas for good food and great conversations. After a day out on the water, you’ll find this home full of all your favorite comforts, as you and yours soak in the rest and relaxation. Pop some bubbly and simmer in the bubbling hot tub, gather ‘round the fire pit for toasted marshmallows, or spread out a blanket and star gaze the night away from the property’s sprawling yard–the good times are unending! Take time for laughter this summer and set your sails for Castaway Cove–smiles and good times are ensured and included.brbrACCESS DETAILS:brDock is located down the path from the backyard. Dock space is shared with other homes but has multiple spaces. Use center slip labeled with the property's name. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated along Glendale Rd 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 Areabr- Living Areabr- Powder Roombr- Bedroom (Suite): King Bed, Attached Full Bath with Showerbr- Laundry brbrUpper Level:br- Bedroom (Suite): King Bed, Attached Full Bath with Showerbr- Full Bath with Shower/Tubbr- Bedroom: Full Bed, Duo Bunk Bedbr- Bonus Room: Sleeper SofabrbrLower Level:br- Den w/ Wet Barbr- Full Bath with Shower/Tubbr- Bedroom (Suite): Queen, Attached Full Bath with Shower/Tubbr- Bedroom: Queen, Access to Shared Full BathbrbrDISCLAIMERS: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.

Dockside Bliss w/ Hot Tub, Fire Pit & Big Deck

Oakland, Maryland, United States

Bed