Vacation Home Rentals By Owner In Oakland, MD

Offering scenic lake views, Better Lake than Never is a well-appointed home designed with great vacations in mind. Four of the five bedrooms are suites making this a perfect option for couples or families. brbr Attractive decor and an open floor plan make the main level comfortable for any get-together. The great room will be a favorite place to watch TV or warm-up by the gas fireplace. Doors open to the deck where so lovely lake views are just steps away. brbr Prepare homestyle meals in the fully equipped kitchen. There is plenty of seating at the dining table and breakfast bar to share big breakfasts and delicious dinners with your family. brbr The main level primary suite with a King bed and TV has sliding doors that lead to the deck. Step outside to check out the lake view each morning or to stargaze before bedtime. brbr Upstairs, the loft has a fantastic view and a desk if you need to catch up on a little work.There are two suites on this level as well. One has a king bed and the other is outfitted with two bunk beds. Both have TVs. brbr Climb to the uppermost level to the private primary suite with one of the best views in the house. Furnished with a King bed and a TV, it is your own personal retreat when you need a little quiet time. brbr Head to the lower level family room when you want to spend a fun evening at home. You can watch TV or play a game of foosball. A bedroom with a queen bed rounds out the sleeping quarters. brbr Kick-back and savor the amazing view on the expansive deck. It is sure to be a favorite spot where you can sip your coffee in the morning or barbecue in the afternoon. After a day on the ski slopes, take a dip in the bubbling outdoor hot tub. It is sure to soothe tired muscles and melt away your cares. brbr Centrally located, a wide variety of area activities are at your fingertips. You can walk to restaurants and shops. Within a five to ten-minute drive, you will find more eateries, marinas, mini golf, ziplines, and grocery stores. Wisp Resort is nearby, and they are well-known for year-round adventures. You can golf, ski, snow tube, ride the mountain coaster, play disc golf, and much more. brbr Area state parks are brimming with activities for every age and interest. Miles of hiking trails, sandy beaches for swimming, canoe rentals, cross country skiing and fishing are just a few ways to enjoy our public lands. brbr Reserve today and make your vacation memories at Better Lake than Never!brbrIf your rental is listed as having a Boat Dock as an amenity provided with this property, this is subject to weather conditions, water levels, and other natural factors.

Better Lake Than Never | Lake Views + Hot Tub

Oakland, Maryland, United States

Bed

Bath

Sleeps

$424.16

Name: Knee Deep Retreat | Bedrooms: 5 | Bathrooms: 3 | Sleeps: 14 | Access: Lake Access | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brYour vacation awaits at Knee Deep Retreat! This gorgeous Lake Access chalet is brimming with charm and offers all the amenities you need for a perfect stay at Deep Creek. The expansive great room offers soaring ceilings and tons of natural light to fill the main level of the home. Enjoy your evenings with s'mores around the campfire! On the upper level you’ll find the expansive bedroom suite and a private, cozy loft area. There’s also a separate den/game area on the lower level equipped with a pool table and fireplace. Walk out from the larger den area onto the covered patio area. Lake Access area is only a short walk away. Located in a quiet community, very close to local state parks and just a short drive to all other Deep Creek Lake area amenities.brbrACCESS DETAILS:brLake access is located out the driveway, to the left, at the end of Lake Forest Drive.brbrCOMMUNITY/AREA DETAILS:brLocated in the Lake Forest Estates Community at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Living Roombr- Dining Roombr- Kitchenbr- Laundrybr- Bedroom: Two Sets of Twin Bunk Bedsbr- Full Bath: Shower/Tubbr- Bedroom: Queen Bed, Access to BathroombrbrUpper Level:br- Loftbr- Bedroom (Suite): King Bed, Attached Bath with Shower/TubbrbrLower Level:br- Game Room: Queen Sleeper Sofabr- Bedroom: Twin Bed with Twin Trundlebr- Bedroom: King Bedbr- Full Bath: Shower with Separate Garden 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.

Peaceful Rustic Chalet w/ Hot Tub & Fireplace

Oakland, Maryland, United States

Bed

Bath

Sleeps

$655.83

Escape to this peaceful house in picturesque Oakland. This charming retreat boasts 5 bedrooms, including 4 queen beds, 1 full bed, and 1 twin bed. With 3 bathrooms equipped with modern amenities like a hair dryer, shower, and bathtub, guests will feel right at home. Relax in the cozy downstairs living room with an additional full bed for extra comfort. Experience what Oakland has to offer with a stay at our serene house. 2 living rooms, wood burning fireplace, 2 fire pits, 2 kitchens, pool table, hot tub, ping pong, horse shoes and much more. Laundry area available for more than 3 night stay pack and play and high chair upon request

Spacious 5-bedroom house 4 miles from Wisp. Close to all things in Deep Creek!

Oakland, Maryland, United States

Bed

Bath

Sleeps

$785.6

American Dream – Dog-Friendly 5 Bedroom Mountain Escape with Hot Tub, Fireplace in Deep Creek Lake (Oakland)brbrAmerican Dream is the ultimate Deep Creek getaway, offering comfort, convenience, and incredible amenities for your next vacation. This 5-bedroom, 5-bath retreat combines mountain views with lake access just a short drive away, giving you the best of both worlds. Plus, it's dog-friendly—welcoming up to two well-behaved pups to join the fun! Inside, you'll find central air, a warm gas fireplace, and a classic wood-burning fireplace for cozy evenings.brbrThe main level features a spacious king suite, while the upper level offers another private king suite. On the lower level, two additional king bedroom suites and a queen bedroom provide plenty of space for family and friends. This level also boasts a relaxing sauna and a fun game area with a pool table. Step outside to enjoy the fresh mountain air. Fire up the propane grill, gather around the firepit with seating, or soak in the hot tub under the stars. Centrally located near all of Deep Creek's attractions—including Wisp Resort, restaurants, shops, and outdoor adventures—American Dream is the perfect place to make lasting memories.brbrIMPORTANT TO KNOW:br*This home's kitchen is equipped with a standard and k-cup style coffee pot.br*Max parking spaces for this home is 5; garage access is not availablebr*Driveway is very steep br*This home does not have cable tv (streaming is available using your own account)br*This is a non-smoking/vaping propertybr*Check-in is between 4 pm- 9 pm; Check-out is by 10 am.br*Minimum age to rent is 25.brbrWHAT TO BRING:brPlease plan to bring your own supplies. One bath towel and one washcloth per person will be provided. Homes are equipped with cookware, dishes, drinkware, utensils, and bed linens for the max occupancy of the home. Propane will be provided for all propane grills; any refill requests can be made during normal business hours. Some items NOT provided include: paper products, food/spices, coffee filters, trash bags, detergents, soaps, toiletries, beach towels, firewood and makeup remover wipes (recommended to avoid fees for towel damage). brbrPETS:brThis home allows up to 2 well-behaved dogs to join in the fun. No other pets are permitted. Bringing more than two dogs will be charged a fee equal to 3x the standard pet fee, per pet. brbrWINTER RESERVATIONS:brA 4WD vehicle is required to access rentals between November through April. Private driveways will not be snow-plowed unless and until there is 5 inches of snow.brbrRESERVATION PROCESS: brWITHIN 24 HRS OF BOOKING, sign the Rental Agreement to begin receiving your pre-arrival information. (Door Codes will NOT be released without an e-signed agreement.) Once completed, your check-in instructions and door code will be automatically sent ONE DAY PRIOR TO ARRIVAL. If you do not receive this info, please check your spam folder first. If it is still missing, contact us before 4 pm to ensure a smooth check-in. *A non-refundable processing fee applies to all reservations.*brbr brBook your stay today and start making unforgettable memories in the beautiful Deep Creek Lake area!

Deep Creek Retreat | 5BR + Hot Tub + Game Room

Oakland, Maryland, United States

Bed

Bath

Sleeps

$379.51

Tucked among the trees and just minutes from Deep Creek Lake fun and Wisp Resort adventures, Keep Dreaming is the perfect four-season escape. This spacious three-story retreat features four bedrooms, three and a half bathrooms, and comfortably sleeps up to eight guests—ideal for families or a group of friends looking to unwind and reconnect.brbrInside, the open main level invites you to relax in the cozy living room with a gas fireplace, large Smart TV, and seamless access to the expansive back deck and screened-in porch. The well-equipped kitchen includes barstool seating and flows easily into the dining area with a large table for shared meals and board game nights. A main-level bedroom offers private access to the shared bathroom, while two upstairs bedrooms share a full bath. The lower level features a private primary suite with ensuite bath, plus a family room complete with Smart TV, gas fireplace, and foosball table.brbrOutdoors, you’ll find everything you need to savor summer days and starlit evenings—grill on the deck, watch the game on the outdoor TV, soak in the private hot tub, or gather around the fire pit in the spacious backyard. With wooded views and a peaceful setting, it’s easy to unplug and recharge.brbrWhether you’re boating on the lake, hitting the slopes, or exploring shops and restaurants nearby, Keep Dreaming is the perfect Deep Creek basecamp. Book your stay today!

Keep Dreaming | Hot Tub, Fire Pit, Great Location

Oakland, Maryland, United States

Bed

Bath

Sleeps

$346.27

The Rustic Cottage is a 4-bedroom 2.5 bathrooms house in Oakland situated on a 2.6 acres.br The property has a king bed master bedroom on the main floor, br1 king,1 queen bed, and 1 bunk bed on the second floor. brThere are three lofts above the bedrooms upstairs that can be used if more space is needed for an additional fee of $150 . brHouse is not suitable for infants and toddlers, steep stairs throughout the property . We do not have cribs, pack n play or high chairs. Should you choose to stay at our property with kids 5 and under, please do not leave unsupervised. brThe Rustic Cottage is perfect for families or groups of friends. Enjoy amenities like WiFi, AC, heating, a laundry, hot tub, video game console,gazebo and fire pit. brWhether you're looking for a peaceful retreat or a fun getaway, this charming house has everything you need. Enjoy your time in Oakland at our house. brPlease, keep in mind ,as with any cabin in the middle of nowhere, spiders and other critters can find their way inside. If a spider would freak you out and would result in a bad review, this house is not for you. Birds fly around and use the gazebo area for shelter, if there is a bird poop on the chairs and that is something that will disturb your stay, this house is not for you. Moving or rearranging furniture is strictly prohibited. Moving the barbecue to a different location is strictly prohibited. Moving a grill, can create a fire hazard if not done correctly. Gas grills also require careful handling, and guests should be aware of the potential dangers. brWe do everything to make sure the house is clean and ready for guests, but we can't control wildlife. Guests should bring towels to use for the hot tub, we onlyprovidetowelsfor the shower. br. Any stained or damaged towels that have been used to clean your car,floor etc, would result in extra fee.brSmoking, vaping etc is strictly prohibited inside the house, front porch and deck area and it would result a $250 fee.brWe have three security cameras one on the front porch and two in the back. brLinen closet on the second floor is only for owners and cleaners to use. Please do not take out extra towels or linens. brKeep the hot tub covered when not in use. brIf you open the pergola cover on the deck, please close back. brCigarette butts cans,bottles and any other trash that is left lying around the yard would result in extra cleaning fee.brBy booking our property you agree to all terms and conditions listed. brWe want you to enjoy your stay and be comfortable. Be respectful to our little house, we worked really hard to bring it back to live and get it ready for guests. brThank you for considering staying with us. brbrPlease note:brThere is a guest house adjacent to the main house that is used by the owners sometimes. brRest assured, your privacy is important to us and it won't be invaded. We live few hours away and when sometimes needs to be fixed or taken care of ,we have to spend the night at the guest house. We try not to be on property when the main house is booked, but in some cases, we can be there during your stay.br

Charming 4-bedroom house in Oakland WiFi, Foosball table, game console, hot tub

Oakland, Maryland, United States

Bed

2

Bath

6

Sleeps

$770.0

4 Bedrooms, 4.5 Baths, Sleeps 11, Dog Friendly with Additional Fee Bed sizes: King, King, King, Bunk Bed with Single Over Double, Queen Sleeper Sofa brbrDiscover a peaceful Deep Creek Lake retreat at Spruce Hollow. This four-bedroom vacation home combines inviting ambiance, modern comfort, and easy lake access to create a welcoming space for families and friends to gather. This is an accessible friendly home with no steps to enter the property and a 3'6” front door. brbrTIMBER ROCK VILLAGE RESORT AMENITIES INCLUDED WITH YOUR STAYbrbrAs a Timber Rock Village guest, Spruce Hollow comes with access to resort-level community amenities that no other Deep Creek Lake rental can match:brbr-The Reserve: 70'x20' saltwater pool with waterslide, large hot tub, covered pavilion with fireplace, showers, and ADA lift. Open Memorial Day through mid-October (weather permitting).br-Fitness facility: 24-hour gym with Life Fitness equipment, two treadmills, stationary bike, cable machine, free weights, and a massage room.br-On-site massage/wellness services through Mother Maiden Crone Bodywork Shop.br-The Lodge: on-site concierge, multiple fire pits (Solo wood-burning and gas), and seasonal events including wine tastings and children s activities.br-Complimentary kayaks, paddleboards, and an inflatable Reef lounge (reservations required, limited availability).br-Bocce ball, cornhole, and giant Jenga available for pickup at The Lodge.brbr SPACIOUS INTERIOR brbrNatural light and mountain charm fill the great room that features warm thyme and navy tones with copper accents. Two comfortable sectional couches, a 70” TV, and an electric fireplace make it the perfect spot to kick back and relax throughout your stay. brbrThe well-appointed kitchen with its stainless-steel appliances, gas range, farmhouse sink, and quartz countertops is a chef's dream. With space for ten in the dining area and four at the breakfast bar, all guests can be comfortably seated for memorable meals together. You will also love the convenience of the coffee area with a Ninja coffee pot/Keurig combo and the separate bar with a beverage cooler and ice maker. brbrSpruce Hollow offers four spacious suites. On the main level, guests will find two king suites. One includes a luxurious soaking tub and a tile shower, and the other has a large tile shower and sliding doors that open to the deck and woodland views. The upper level has a third king suite with a tile shower. In the fourth suite, a nautical theme and a custom-built bunk bed (twin bed over a double) will delight the kids in your group. brbrOffering hours of entertainment, the game room is decked out with video games, a pool table, a 70” TV, and board games. It's a fun space for family competitions or movie nights. Plus, it doubles as a space for guests with a queen sleeper sofa. brbrOUTDOOR LIVING SPACE brbrTranquil views of trees and boulders greet you from the covered back deck that can be enjoyed no matter what the weather is. Everyone will love spending time outside surrounded by the sounds of nature as they relax in the bubbling hot tub or by the warm glow of the fire pit. brbrCOMMUNITY LAKE ACCESS brbrA short walk leads you to the community lake access where you can dock your boat, take a swim, or cast your line to see what's biting. Western views make it the perfect spot to watch spectacular sunsets night after night. Be sure to ask about our complimentary kayaks and paddleboards that can be reserved during your stay! brbrAREA ATTRACTIONS brbrYou will love being close to the best of Deep Creek Lake! Wisp Resort is about ten minutes away for skiing, snow tubing, and summer mountain adventures like ziplines or mini golf. brbrGarrett County is known for its amazing state parks. Make time to visit Deep Creek Lake State Park to enjoy its sandy beach, playgrounds, kayak rentals, and nature center. Just around the corner from Timber Rock Village, you will find Swallow Falls State Park, home to Maryland's tallest waterfall and miles of scenic hiking trails. brbrTreat yourself to the perfect blend of serenity, comfort, quality, and convenience at Spruce Hollow, where Deep Creek Lake vacation memories are made and relaxation awaits.

Spruce Hollow-Brand NEW, Lake Access with Dock Slip, Dog Friendly, Hot Tub

Oakland, Maryland, United States

Bed

Bath

11

Sleeps

$401.44

Welcome to Log Heaven--your perfect Deep Creek Lake escape! This stunning log and stacked stone retreat combines rustic charm with modern comforts, creating the ultimate mountain getaway. With four bedrooms, three bathrooms, and space to sleep up to 10 guests, it’s the ideal destination for family vacations or group adventures.brbrSoaring ceilings and walls of windows inside Log Heaven frame the serene wooded views, while the impressive stone fireplace and plush seating make the living room a cozy gathering spot. Step out onto the balcony to grill and dine surrounded by nature, or head inside to the fully equipped kitchen featuring stainless steel appliances, granite countertops, and a convenient island with barstool seating. A separate dining table with chair and bench seating brings everyone together for shared meals and laughter.brbrThe lower-level family room is entertainment central, offering a large Smart TV, pool table, foosball, wet bar, and dining space. After a day of fun, unwind in the private hot tub or gather around the fire pit beneath the stars.brbrEach bedroom in Log Heaven is designed for comfort, complete with Smart TVs. The main-level primary suite offers a king bed, ensuite bathroom, and balcony access, while two guest rooms upstairs share a Jack-and-Jill bath. The Queen-size lower-level bedroom provides added privacy and convenience.brbrJust minutes from Deep Creek Lake, state parks, and the scenic Youghiogheny River, Log Heaven offers the best of both worlds—close to adventure yet tucked into peaceful wooded surroundings. Whether you’re hiking, boating, or simply relaxing fireside, this getaway promises memories that last a lifetime.brbrBook your Deep Creek Lake retreat today at Log Heaven and experience the perfect balance of adventure and relaxation!brbrThis property comes with a membership to CARC & you can take advantage of having access to their indoor pool, fitness center and ball courts.

Log Heaven | Serene Views, Hot Tub, Fire Pit

Oakland, Maryland, United States

Bed

Bath

Sleeps

$396.7

Tarenga is a Senegalese word for Welcome and our doors welcome you on your next visit to Deep Creek Lake!brbrExperience the unique charm of this hilltop chalet with its hand-woven throws from Mali, hand carved tropical hardwood furniture from Guinea, and masks and other curios collected from over two decades of the owner’s life in West Africa.brbrThe spacious gathering areas and scenic views make for a perfect retreat with family and friends. Get cozy in front of the gas fireplace in the great room where there is ample seating for everyone. You can watch TV or swap stories about your favorite moments from the day's adventures.brbrOutfitted with everything you need; you can prepare favorite family meals in the well-equipped kitchen. There is a spot for everyone at the dining table and breakfast bar making mealtime a breeze. Plus, you have easy access to the wrap-around deck with multiple picnic tables and a large gas grill for when you want to barbecue or have dinners outdoors.brbrGet a good night’s sleep in one of the four bedrooms, two which are located on the main level while the loft and primary suite upstairs offer mountain views with a private balcony.brbrKick-back in the lower-level family room to spend quality time. Or mix up your favorite beverages at the wet bar and settle in to watch TV by a crackling fire. Two double futons also give you options for flexible sleeping arrangements. The fourth bedroom is also located on this level with a queen bed and bunk bed perfect for older children or teens.brbrThe great outdoor space also includes a hot tub, and beautiful scenery. Located in the The Ridge at Paradise Point community, you’ll enjoy lake access with three docks and multiple groves just a short drive away for lakeside summer fun. Go for a swim, bring your paddleboards, or rent a boat to take out and explore the quiet coves and shoreline of the lake.brbrDeep Creek Lake State Park is nearby and is a definite must for any vacation. Offering the only true sandy beach at the lake, you can also rent a kayak or hike miles of trails under the shaded canopies to cool off from the sun.brbrMarinas, restaurants, mini golf, and the movie theater are all within a five to ten-minute drive. Make Wisp Resort your destination for adventure! They offer golf, ziplines, a mountain coaster, disc golf, and much more. During the winter months, you can ski and snow tube.brbrTarenga House has been our happy place to return to after many enjoyable years in Africa. We hope to share a bit of those wonderful memories with you and your family on your next visit to the lake.brbrIf your rental is listed as having a Boat Dock as an amenity provided with this property, this is subject to weather conditions, water levels, and other natural factors.

Tarenga House | Lake Access, Hot Tub, Great Location

Oakland, Maryland, United States

Bed

3

Bath

12

Sleeps

$393.11

Welcome to the Cozy Cabin, a three-story escape nestled in the tranquil woods of Deep Creek Lake, Maryland. With three bedrooms and two bathrooms, this inviting cabin comfortably accommodates up to seven guests, making it perfect for family getaways or small group retreats.brbrStep inside to the main living area on the first floor, where plush sofas and a large Smart TV create a welcoming space to relax after a day of outdoor adventure. The fully-equipped kitchen and adjacent dining area make cooking and dining a breeze, and with plenty of seating, you’ll enjoy memorable meals together. The first floor also hosts the primary bedroom, complete with cozy bedding and a private TV for added comfort.brbrUpstairs, two additional bedrooms await, each thoughtfully designed with plush bedding and individual TVs for a touch of privacy. Downstairs, a game room promises hours of fun with foosball, shuffleboard, a built-in bar, and another large Smart TV – ideal for unwinding after a busy day.brbrOutside, the spacious backyard offers everything you need for an unforgettable experience: a private hot tub, a gas grill for cookouts, a fire pit perfect for s’mores, and a swing set for the kids. Relax on the covered front porch with a porch swing and extra seating to fully embrace the peaceful wooded surroundings.brbrCozy Cabin offers all the comforts of home with the serenity of nature—everything you need for a perfect retreat in Deep Creek Lake.

Cozy Cabin | Hot Tub, Fire Pit, Game Room

Oakland, Maryland, United States

Bed

Bath

Sleeps

$952.63

Name: Paradise Retreat | Bedrooms: 5 | Bathrooms: 5 | Sleeps: 12 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION: brIf you’re looking for a luxury escape to paradise then you’ve come to the right place here at Paradise Retreat! A place where chic and modern design meets plush and cozy furnishings, nothing has been missed when thinking of style and comfort in this home. Come and sit in the large open dining area to enjoy a nice home cooked meal where all can sit together, then finish up in the spacious living room with your family to enjoy a movie night! On a rainy day, cozy up by the fireplace in the lower level and have a family game night including playing pool or fooseball; where the possibilities here are endless! However, the bliss doesn’t stop there. The home sits nestled away in the trees providing a serene sense of privacy while still being right next to the lake! Take time out of your day to enjoy the vast back yard playing basketball or sit by the fire pit and roast s’mores while sharing campfire stories. On cool evenings soak it up in the hot tub while taking in the nature and on hot days take a short walk down to the water to enjoy the dock and surrounding lake views before hopping in your boat to spend the day out and about on the lake! When planning your next vacation book with us here at Deep Creek! brbrACCESS DETAILS: brThis property comes with private lake access and dock located on the property. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS: brLocated in the Paradise Heights Community at Deep Creek Lake.brbrLAYOUT DETAILS: brMain Level:br- Kitchenbr- Living Roombr- Dining Areabr- Sun Roombr- Full Bath with Shower/Tubbr- Bedroom (Suite): King Bed, Attached Bath with Shower/Tubbr- Bedroom: King Bedbr- Bedroom (Suite): 2 Twin Bunk Beds, Attached Bath with Shower/TubbrbrLower Level (Entrance):br- Den/Game Area with Wet Barbr- Mud Room/Entry/Laundrybr- Bedroom: King Bedbr- Full Bath with Showerbr- 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.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.

Luxury Lake Escape w/ Hot Tub & Fire Pit

Oakland, Maryland, United States

Bed

Bath

Sleeps

$564.45

Just purchaced!Escape your busy to your happy❤️. 20' to the water's edge. Located seconds from ice cream, pizza, coffee, The Honi Honi, Firewater and other restaraunts. A few steps from boat and Jetski rentals. or bring your own and dock at the house.br Relax by the fireplace or on the decks with coffee/wine drifting out to panoramic views of the lake. 6 bedrooms, 2 living areas, 1 for the kiddos.br Book today and start countinging down the days!brMUST BE 27 to rent

Best Location, lakefront, dockslip, family friendly, safe.

Oakland, Maryland, United States

Bed

Bath

Sleeps

$415.33

Name: Waves and Moguls | Bedrooms: 5 | Bathrooms: 4.5 | Sleeps: 10 | Access: Lake Area | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brWaves and Moguls is your ultimate getaway destination, combining stunning lake views with nearby skiing excitement. Perched above Deep Creek Lake, this inviting home offers a perfect mix of comfort and adventure. Step inside to find a warm and welcoming interior, highlighted by a stone fireplace that sets the stage for cozy evenings after a day exploring the area. The open-concept design ensures everyone can gather together, whether you’re preparing meals in the fully equipped kitchen or enjoying quality time in the spacious living area. The deck offers breathtaking views of Deep Creek Lake, making it the ideal spot to sip your morning coffee or unwind in the hot tub as the sun sets over the water. Whether you're soaking in the scenery or simply relaxing, the outdoor space provides the perfect backdrop for your stay. In winter, you’re just a short drive from Wisp Resort, where you can enjoy skiing, snowboarding, and snow tubing. During warmer months, explore nearby hiking trails, state parks, and a variety of lake activities. Thoughtfully designed with your comfort in mind, Waves and Moguls features cozy bedrooms and modern conveniences to keep everyone entertained. It’s the perfect retreat for families, friends, or couples seeking a peaceful escape with the perfect balance of adventure and relaxation. Discover the beauty and excitement of Deep Creek Lake at Waves and Moguls, your home away from home.brbrACCESS DETAILS:brLake access is only available through purchase of a day-use dock from High Mountain Sports, if available. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated in the Trader's Landing 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- Half Bathbr- Bedroom (Suite): Queen Bed, Attached Bath with Showerbr- LaundrybrbrUpper Level:br- Bedroom (Suite): Queen Bed, Attached Bath with Shower/Tubbr- Bedroom: Queen Bedbr- Bedroom: 2 Twin Bedsbr- Full Bath with ShowerbrbrLower Level:br- Game Roombr- Denbr- 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.

New! Scenic Lake Escape Minutes from the Slopes

Oakland, Maryland, United States

Bed

Bath

Sleeps

$1354.15

brJUNE 27-JULY 11 STILL AVAILABLE! NEW FIRE PIT PATIO WITH HARDSCAPE NOT YET PICTURED. CONTACT OWNER FOR DETAILS. 703 772 5007brbrNestled in the mountains of Western Maryland on Deep Creek Lake, there is a home that satisfies your every need, offering the finest amenities including a LAKE FRONT private dock slip located in a no wake zone PERFECT for swimming and fishing. Hot tub, pool table, patio with fire pit, Flat Screen TVs, high speed wireless internet and MUCH MORE! MT. DEW offers FANTASTIC CENTRAL LOCATION with Wisp Mountain resort located just minutes away offers Skiing, Tubing, Golfing, Mountain Coaster, Aerial Adventures, and more. Once you see what the rest of Mt. Dew has to offer; we are sure you will be on your way to Deep Creek!brbrbrbrbrKeywords: House

AMAZING LAKE FRONT 7 BR Home, Hot Tub, Fire Pit, Dock, Pool Table, NEW FIRE PIT

Oakland, Maryland, United States

Bed

Bath

Sleeps

$966.97

Experience the ultimate getaway at Johnny Appleseed, a premier Deep Creek Lake vacation home situated on a stunning lakefront point. This contemporary home offers an expansive open floor plan, combining modern comfort with the natural beauty of Western Maryland.brbrThe exterior is designed for outdoor living, featuring a wrap-around deck with panoramic lake views. Start your morning with coffee on the deck, spend the afternoon lounging in the sun, or unwind in the hot tub under the stars. The level, grassy lawn is perfect for friendly games of volleyball and cornhole, leading directly to your private dock. Spend your days swimming, fishing, or boating right from your backyard.brbrInside, the light-filled great room boasts vaulted ceilings and hardwood floors, creating an inviting space for movie nights. The fully equipped kitchen, complete with a breakfast bar and large dining table, makes preparing home cooked meals effortless. For those needing to stay connected, Johnny Appleseed includes dedicated workspaces perfect for remote work. The sleeping accommodations provide ample privacy across three levels, including a luxurious main level primary suite with a king bed, deck access, and a jetted tub. The middle level offers a secondary primary suite and two additional bedrooms, while the upper level loft serves as an ideal hangout for the kids with a queen bed, four twin beds, and an additional living area with TV.brbrLocated in the prestigious Blakeslee community, guests enjoy access to an indoor pool, tennis courts, and a playground. While you'll enjoy total privacy, you are only minutes away from Wisp Resort skiing and golf, ASCI whitewater rafting, and the scenic hiking trails of Maryland's state parks. Explore nearby historic downtown Oakland for local shopping and dining, or enjoy the various activities offered by local adventure centers. Book your stay at Johnny Appleseed and discover why Deep Creek Lake is Maryland's favorite year-round destination.brbr*Please Note: A 4WD vehicle is required in winter months (November - March).brbrIf your rental is listed as having a Boat Dock as an amenity provided with this property, this is subject to weather conditions, water levels, and other natural factors.

Johnny Appleseed | Lakefront, Hot Tub, Private Dock

Oakland, Maryland, United States

5

Bed

Bath

14

Sleeps

$1275.95

Name: Double Eagle Ranch | Bedrooms: 5 | Bathrooms: 4.5 | Sleeps: 12 | Access: Lake Access | Dogs Welcome Max. 2 | MUST BE 28+ YEARS TO RENT | Free WIFI Providedbr*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.brbrDESCRIPTION:brEnjoy and experience the ranch life with a stay at this stunning 60-acre Deep Creek ranch! The 5-bedroom home is designed and decorated to encompass an elegant ranch style with comfort in mind. With large windows all around, natural light and warmth will flood the home throughout the day and provide stunning views of the property. While the home itself is filled with plenty of amenities, including a beautiful kitchen, multiple living spaces, dedicated game room, and large mudroom with doggy shower, the true amazement of the property rests in the outside spaces! The large patio with a hot tub is great for evening entertaining and the fenced back yard is great for kiddos and dogs alike! Enjoy your morning coffee as you breathe in the mountain air to start your day or unwind on the side deck with a glass of wine while the sun sets in the distance. Take a stroll along the property and enjoy the views as you explore all that the 60-acres has to offer including the multiple fish-stocked ponds, fire pit, and pavilion! Enjoy hikes along the wooden trails (the colors in the fall are to die for!) or head down to the lake access for a day at the water’s edge or explore the lake by boat! Located just minutes from the heart of the lake, you are never far from the adventures that the area has to offer. brbrACCESS DETAILS:brLake Access and Dock Slip are located down Paradise Acres Rd on a gravel road with a sign saying farm use lake access.brbrPlease note that the only vehicles allowed down the path are UTVs and golf carts. Standard vehicles are not permitted and fines will be issued.brbrCOMMUNITY/AREA DETAILS:brThis home is located in the Boy Scout/Penn Point Area at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Great Roombr- Family Roombr- Kitchen with Breakfast Nookbr- Dining Roombr- Powder Roombr- Bedroom: Queen Bedbr- Bedroom (Suite): King Bed, Attached Bath with Shower and Separate Tubbr- Mud Room with Laundry, Powder Room, and Dog Showerbr- Game RoombrbrUpper Level:br- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom (Suite): King Bed, Attached Bath with Shower/Tubbr- Bedroom (Suite): 2 Queen Beds, Attached Bath with ShowerbrbrUpper Level 2:br- Reading Nook Loft/Sitting RoombrbrDISCLAIMERS:brOwners will leave their horses in the side field at the property. These horses are off limits for guests.brbr4WD/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.

Dog Friendly Mountain Ranch Escape w/ Ponds & Trails

Oakland, Maryland, United States

Bed

Bath

Sleeps

$427.49

Name: The Bonanza | Bedrooms: 4 | Bathrooms: 3 | Sleeps: 10 | Access: Lake Area | Pets Not Permitted | MUST BE 30+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:br“Bonanza”: a situation or event that creates a sudden increase in wealth, good fortune, or profits. Around the Deep Creek Lake area, we measure wealth in good times, great company, and lasting memories—so you’re guaranteed to experience a bonanza at our Bonanza home! Situated just minutes from the lake, within 10 minutes of the area's top restaurants, bars, shops, and Swallow Falls State Park, this property puts you in the heart of all the best attractions DCL has to offer. And when you come home, you’re in the calm and peaceful neighborhood of The View, where you and your loved ones can enjoy quiet evenings surrounded by trees on the patio, or splashing around in the hot tub. Inside, you’ll feel at one with nature with the sensational wooden decor throughout the house, including gorgeous wood floors, open wood beams, and hand-carved furniture. Have a fun night in with friends and family competing over a game of pool, or cooking up a storm together in the completely open kitchen. Not only will you feel rested and recharged after a visit to the Bonanza, but with all the fun memories (“wealth”) accumulated, you’ll walk away feeling like the richest family on Earth!brbrACCESS DETAILS:brNo additional details provided for this home. brbrCOMMUNITY/AREA DETAILS:brThis home is located in The View Community at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Kitchenbr- Dining Areabr- Living Roombr- Full Bath with Shower/Tubbr- Bedroom: Duo Bunk Bed with Trundlebr- Bedroom: Queen BedbrbrUpper Level:br- Loft Areabr- Bedroom (Suite): King Bed, Tub, Attached Bath with Shower, BalconybrbrLower Level:br- Den/Game Areabr- Full Bath with Shower/Tubbr- Bedroom: King 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.

Rustic Woodsy Getaway w/Hot Tub & Fireplace

Oakland, Maryland, United States

Bed

Bath

Sleeps

$753.08

Name: Tullamore | Bedrooms: 4 | Bathrooms: 3 | Sleeps: 12 | Access: Lake Access | Dogs Welcome Max. 2 | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brImmerse yourself in the tranquil surroundings of mature trees and roaming deer at this charming lake access home with modern updates. Tastefully decorated with thoughtful touches, this home is complete with spacious living spaces and four bedrooms plus an extra bonus space! Embrace the easy, flat access to the water and walkability of the desired Blakeslee community, ideal for family bike rides and morning dog walks. Conveniently across the front lawn is one of three community lake access points where adventure begins, from jumping off the dock or spending a day on the boat!brbrEnjoy your days soaking in the sun on the expansive upper deck or take in the serenity of the park-like setting relaxing on the lower covered deck. Unwind in the hot tub or hammock, while the kiddos and pups enjoy the spacious, level yard and lawn games. Evenings at the home can be magical with the expansive fire pit, stargazing, s’mores and stories around the campfire. Don't forget to enjoy the luxury community amenities which include an indoor pool, tennis-pickleball-basketball courts, playground, and a pool table, conveniently located just a short walk away!brbrStuck inside on a rainy day Gather in the den for some board games, air hockey, classic arcade games, and shuffleboard while your favorite shows and movies play on the TV and the rain falls outside. Kiddos will love the bonus room, furnished with their own TV, DVD player, books, toys, and puzzles. On chilly winter days and nights, set up the fire in the stunning stone fireplace in the living room and cozy up for a family movie night and hot cocoa while the snow falls softly outside the floor to ceiling windows.brbrShould you manage to pry yourself away from this amenity-rich haven, you’ll find the year-round Wisp Resort, charming shops, farmers markets, arcades, state parks, and lakeside dining are just a short drive away. Come rain or shine, in every season, Tullamore is the ultimate destination for your next getaway to Deep Creek Lake.brbrACCESS DETAILS:brLake access and dock slip (#49) are located across the front lawn and quiet community road at Dock #2. Lakeside parking is just minutes away at Dock #3. Please note docks are only guaranteed from Memorial Day through Labor Day. Fishing is allowed all along the Blakeslee waterfront. Kayak and Paddle boards are available for rent and delivery to the home through High Mountain Sports. Contact High Mountain Sports for details. 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: A/Cbr- Kitchenbr- Living Room: A/C: (Wall Unit)br- Dining Roombr- Full Bath with Shower/Tubbr- Bedroom: King Bed, A/C: (Wall Unit)br- Bedroom: Queen Bed, A/C: (Wall Unit)brbrUpper Level: A/Cbr- Loft: Queen Sleeper Sofabr- Bedroom (Suite): King Bed, Attached Bath with Shower, A/C: (Wall UnIt)brbrLower Level:br- Den/Game Area: Queen Sleeper Sofabr- Bedroom: Queen Bedbr- Bonus Room: Daybed with Trundlebr- 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.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”.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.

Dog Friendly Lake Home w/ Easy Walk to Dock & Pool

Oakland, Maryland, United States

Bed

Bath

Sleeps

$318.67