Vacation Home Rentals By Owner In Oakland, MD

$329.48

Welcome to Lakeski Lodge! Lake and Mountain View! Lake access and dock!

Oakland, Maryland, United States

Welcome to Lakeski Lodge! This updated centrally located cabin next to WISP with direct lake & dock access is family and pet friendly! With 3 bedrooms, 2 bathrooms there is great space to enjoy a week at the lake or on the mountain. brbrNOTE: 7 day minimum during summer high season. Booking Friday to Friday or Saturday to Saturday. 3 night minimum for holiday weekends. brbrNOTE: 4x4 wheel/ ALL wheel drive is required during winter months if snow is present on the mountain. No refunds will be given if vehicle is unable to reach property. brbrEnjoy the expansive lake and mountain view while in the Jacuzzi, wood burning fireplace, fire pit, grilling, or lounging on the deck! Modern appliances, updated amenities will make your stay seamless and relaxing!brbrThis awesome house in Oakland offers 3 cozy bedrooms with 2 queen beds and 4 full beds. Enjoy the convenience of AC, WiFi, heating, an iron, hair dryer, and a washing machine/dryer. The 2 bathrooms feature showers and hair dryers, while the living room provides extra space with a comfy sofa bed. This excellent property is the perfect home base for your trip. We look forward to welcoming you to our place! Cheers! brbrbrKitchenbrGarbage disposal is located on the switch to the right of the sink. brPlease place all plates, bowls, pans, pots back to the same location you found them. brPlease run the dishwasher before check out and please do not leave any items in the sink. brRemove all food and drinks from the fridge and freezer. brIce trays provided in freezer. brbrbrKitchen Appliances brbr6.5 QT Air fryerbrToasterbrHot Water KettlebrSingle Kureg Coffee Machine brBlender brbrFurniturebrbrPlease do not move furniture on the patio. brPlease keep Adirondack chairs around the fire pit area only. brDo not move the interior furniture outside or rearrange furniture during your stay. brNO sitting on the railing of the deck. brbrGrill brbrPlease clean grill and all grill utensils prior to leaving. If you have used all propane please contact owner so we can make sure our next guest have a replacement. brbrFireplace/Fire pitbrbrFirewood (if bundles are available) below the house is $10 a bundle. brDo not leave wood burning in the fireplace if exiting the home. brNo trash in interior fireplace. CLEAN ALL ASHES around fireplace or extra cleaning charge will be applied. brPlease do not place trash in the fire pit. brNO fireworks on property. brbrSmokingbrbrSmoking is permitted OUTSIDE the house only. A fine will be issued if smoking has been inside the home. brPlease dispose of all cigarettes in black cigarette station located by the hot tub. brbrHot Tub/Jacuzzi brbrPlease leave the hot tub at 102 degrees. brMAX 4 persons(including kids) permitted in a hot tub at one time. brDo not add or place any pets, soap, or toys into the hot tub.brbrFans/lightsbrIf the room has a fan in it there will be a remote. Please keep each remote in that room. This will control the light as well. brbrWasher/DryerbrPlease do not overload the washer or dryer. It is a standard washer and has a central control panel. Washer instructions to the left and dryer controls to the right. brbrPetsbrbrIf you have brought a pet please pick up after your pet. Our HOA is very respectful but we will be fined if items are left behind. DO NOT allow pets on beds and sofas. If the sofa is scratched or damaged a replacement fee will be charged. DO NOT place dog food or water bowls on the carpet OR outside(bears will come down the mountain to inspect). Please keep your dog on a leash if outside at ALL times. We will be fined and that will be passed on to renter. brMAX 2 dogs per visit. Please relay during booking pets size/weight. brbrGames and puzzles brbrBoard games and puzzles are located in the buffet behind the blue sofa. Please be respectful and return all pieces back into the appropriate box. brKids toys and art items are located in the bunk room in the brown tall dresser. Please return items to the tall dresser if used.brbrExtra Items brbrLocated in bottom of pantrybrPortable high chairbrIron/Ironing board brLocated under bathroom sinksbrHair blow dryer brbrExterior lightsbrbrThe exterior light switch for the front door is located on the right hand wall walking into the primary suite. brThe exterior light by the hot tub is located to the left of the back door. brbrSecurity CamerasbrbrCameras are located outside only for safety and liability purchases. We do not monitor cameras while guests are in use. They are only viewing the driveway and entrance. It is only used for incidentals after each visit. brbrTrashbrbrALL trash must be taken into the basement. There is one trash can available. If it gets full please take extra trash to the community trash center located 3118 Oakland Sang Run Rd, Oakland, MD 21550. We apologize for this inconvenience and are working with our HOA on adding more trash service. brDO NOT leave full trash bags outside. WE HAVE BEARS and they will come down off the mountain to get a bite! brbrDockbrDock use is available for extra fee per week during summer high season. Contact host prior for updated fees. brDo not bring boat without contacting host. brSwimming is permitted by dock area located across Rt 219. Parking is street parking only during dock use. brbrChecking outbrCheckout is 11am. brPlease place all use sheets and towels in a pile in each room.brClean all dishes and place all in dishwasher or on counter to dry. brShut all windows and doorsbrClean grill and let owners know if propane is empty.brTake ALL trash off site if it does not fit into one trash can. brLock all windows and doors. brbrHave a great stay! We are here if you need anything! Lakeski Lodge

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$348.18

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Private Vacation Home

Hideaway | Dog Friendly, Lake Access + Hot Tub

Oakland, Maryland, United States

Tucked among the trees, Hideaway is a charming dog friendly retreat that is the perfect getaway for a small family or a couple's escape. It offers lake access within a short walk (approximately .25 miles) and is close to favorite area activities.brbrMake yourself at home in the cozy great room that has attractive furnishings and hardwood floors. Spend quality time watching your favorite movies on the large flat screen TV or prepare homestyle meals in the fully stocked kitchen. In addition to a full bathroom, you will also find a beautifully decorated bedroom with a double bed on the main level.brbrHead upstairs to the loft where you will find a daybed with twin trundle and a twin sleeper sofa. Bring a favorite book and enjoy some relaxing quiet time. Your primary suite offers a king bed and a TV.brbrThe bubbling outdoor hot tub provides you with the privacy you need to relax and unwind. In the warmer months, you can cross the road and walk (approximately .25 miles) to your dock slip where you can swim, fish, and dock your boat.brbrLocation is key and you will love being close to popular activities and attractions. Swallow Falls State Park is an absolute must for any trip to Deep Creek. It is only ten-minutes away and is well-known for its stunning scenery and three picturesque waterfalls.brbrThroughout the year, you can have endless adventures at Wisp Resort. Warm weather fun includes disc golf, ziplines, gem mining for the little ones, and two golf courses. When the snow starts to fall you can take the family skiing, snowboarding, or snow tubing. Plus, the mountain coaster offers year-round thrills!brbrIf you seek more leisurely activities, visit historic downtown Oakland. Antique stores, charming shops, restaurants, and museums line the streets.brbrHideaway is a delightful home that provides you with the tranquil setting that you seek but allows you to take a short drive to the fun and excitement that Deep Creek has to offer. Call today to begin planning your next Deep Creek Lake vacation in Hideaway.brbr*Please Note: A 4WD vehicle is required in winter months (November - March).brbrFor your convenience, this home offers free wifi.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.

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$1321.18

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Private Vacation Home

Ever After | Lakefront, Hot Tub + Dock Slip

Oakland, Maryland, United States

Your fairy tale vacation starts at Ever After! This lake front home promises a memorable vacation experience. Three floors of living space plus a separate carriage house with a 120 inch home theater and an oversized game room makes this property stand-out from the crowd.brbrThe main level offers a central gathering area with an open floorplan that is ideal for entertaining. Hardwood floors and cathedral ceilings combine with views of the lake through the treetops to create a bright and inviting atmosphere. Acting as a central hub, the spacious great room is where everyone will meet up throughout the day to make plans for everything from skiing and boating to hiking and biking. When the sun goes down, the wood burning, native stone fireplace provides a cozy backdrop that is hard to resist on cool mountain nights.brbrShare family-style meals together at the expansive handmade dining room table with seating for up to eighteen. The well-equipped kitchen features granite countertops and stainless steel appliances. You can also dine outdoors as you enjoy the view from the adjacent wrap-around deck. It is partially covered, so you can use it rain or shine.brbrTwo spacious bedrooms are located on the main level. Each has a king bed with a flat screen TV and Blu-Ray/DVD player.brbrUpstairs, the loft is a place where both kids and adults can hang-out, watch TV or just relax. Additionally, it is a sleeping area with a queen sleeper sofa. A generously sized primary suite is located on this level with a king bed and private bath with Jacuzzi tub. Above this is a large 4th floor primary suite, also with a king bed and private bath, giving you a separate space where you can catch up on your rest.brbrHead to the lower level family room when you want to kick-back and watch the big game on a 65 inch TV. Just outside on the lower deck, you will find the bubbling hot tub where the weight of your worries will fade away. Three additional bedrooms, one with a king and two with queen beds, are on this floor. Surrounded by tasteful decor, it will be easy to get your beauty sleep each night when you retire.brbrOffering two levels of entertainment, the carriage house boasts a 120 movie theater screen with a Blu-Ray DVD player and surround sound. This is how classic movies and major sporting events are meant to be watched! Upstairs, you can rack 'em up on the pool table or find out who is the best at fussball. You can also relive your childhood or introduce a new generation to the 80's with a classic stand-up 60-in-1 arcade game.brbrLakeside, the fire pit is only steps away for roasting marshmallows and sharing stories. Just beyond that is the idyllic gazebo where afternoon picnics are a must. For time on the lake, bring your boat or rent one from a local marina and get ready for on-the-water fun! Spend sunny days swimming, fishing, and tubing with your favorite people, then just pull into the dock slip and you're back home.brbrThe convenient location puts you in the heart of area activities. Within less than one mile, you will find some of the most popular restaurants along with a well-stocked market. Within ten to fifteen minutes you can visit the Discovery Center at Deep Creek Lake State Park, ski at Wisp Resort, or hike at Swallow Falls State Park. Each season offers exciting adventures for outdoor enthusiasts.brbrMake treasured vacation memories with your favorite people at Ever After!brbrFor your convenience, this home offers free WIFI and electric vehicle charger.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.

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$688.29

/ Nightly

Private Vacation Home

Fir Shore | Spacious Cabin, Hot Tub, Game Room

Oakland, Maryland, United States

Fir Shore is a spacious log chalet that is ready to welcome your family and friends to Deep Creek Lake! brbr Cathedral ceilings and a wall of windows give the main level's open floor plan a bright and airy feel. You will immediately feel right at home as you sink into one of the comfortable sofas in the great room. Warm up by a crackling fire after a day on the slopes as you watch TV or a favorite DVD. brbr Make your best home-cooked meal in the fully equipped kitchen. It has lots of counter and cabinet space. You can share big breakfasts and delicious dinners around the dining table. Seating for ten at the table and five more at the breakfast bar gives everyone plenty of room. Plus, there's a gas grill right outside the sliding doors when you are in the mood for a cookout. brbr Each of the main level bedrooms is furnished with a queen bed. You are sure to get a good night's sleep so that you wake up refreshed and ready to try out new Deep Creek Lake activities. brbr At the top of the stairs, you will find the loft with a queen sleeper sofa. It adds to your options for sleeping quarters should you have the need. There is a primary suite with a king bed, TV and DVD player. This private haven also has a its own balcony where you can stargaze at night and sip your coffee in the morning. A second primary suite is furnished with a king bed and TV. brbr Lacking nothing, this home offers something for everyone. You can hang out in the lower level family room playing billiards or a foosball. Shelves are stocked with books and board games and there is a wet bar with a mini fridge for your snacks and drinks. Curl up on the sofa to watch TV or a DVD with the glow of the gas fireplace in the background. brbr There is a third primary suite with a queen bed on the lower level along with a bedroom with a queen bed. brbr You will truly enjoy the great outdoor space throughout your stay! The partially covered upper deck offers scenic views that change with the seasons. The lower deck is home to the bubbling hot tub that is ready and waiting to soothe tired muscles. brbr Bring a boat in the summer and keep it at your dock slip, located only a short drive away. You are also within a five to ten-minute drive from restaurants, shops, mini golf, marinas and nightlife. brbr Be sure to visit Deep Creek Lake State Park when you are in the area. They have a sandy beach with lifeguards, picnic areas, playgrounds and canoe and kayak rentals. You can also take the kids to the Discovery Center that is home to hands-on exhibits about the local, natural environment. Park staff often have great activities like guided hikes and tours of the aviary. brbr Within a five-minute drive, you can hit the links at Wisp Resort's Fantasy Valley golf course. Wisp is well-known for endless recreation. Skiing, mountain biking, ziplines, snow tubing, Segway tours and Escape Games are just a few of the options. brbr Fir Shore will exceed your expectations for a Deep Creek Lake vacation rental home! Plan your getaway now and get ready to make memories with your favorite people!

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$820.57

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Private Vacation Home

Eagle's Landing | Lakefront Home on Quiet Cove

Oakland, Maryland, United States

Majestically situated right along the lakefront, this premier property will provide you with long lasting vacation memories. brbrEnjoy star gazing and amazing views from the many decks or leave your stress behind while relaxing in the bubbling outdoor hot tub overlooking Deep Creek Lake. brbrThe spacious open living area offers many hours of family enjoyment to create those special memories. A cathedral ceiling with tall windows to match gives nearly every seat a breathtaking lake view. This home also boasts two native stone fireplaces for those cooler, crisp nights. brbrFor added entertainment, escape to the bonus billiards room for a friendly game of pool or play a friendly game of volleyball on our sand volleyball court in the front yard. While outdoors, you just might catch a glimpse of the natural wildlife and our local inhabitants.brbr Eagles Landing is located on a quiet cove with great fishing and swimming and a favorite to many guests. The serenity is timeless here and we promise there is something for everyone at Eagles Landing. brbrFor your convenience, this home offers free wifi.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.

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$565.79

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Private Vacation Home

Just About Paradise | Seasonal Lake Views + Deck

Oakland, Maryland, United States

Ready to discover your favorite Deep Creek vacation home Everyone in your group will love the style, spaciousness and comfort of Just About Paradise! Offering plenty of indoor and outdoor gathering spaces, it is the perfect place for get-togethers.brbr Start your day with a home cooked breakfast -- you'll love taking advantage of the home's fully equipped kitchen! With seating for four at the breakfast bar and ten more at the dining table, there is a spot for everyone at mealtime.brbr One of the best seats in the house is on the oversized sectional in the great room. It is a favorite spot to unwind and watch TV or a DVD. The windows reveal seasonal lake views and let in lots of natural light.brbr A highlight of the main level is the primary suite. You'll find ample room for cozying up and sleeping too, especially in the king size bed, a creature comfort that you'll appreciate after an active day on the mountainside.brbr The kids will love the bedroom with bunk beds and a twin. It is outfitted with cheerful decor a TV and DVD player to keep them entertained. The second main level bedroom will make you feel right at home with its queen bed, TV and DVD player.brbr Head downstairs to the family room where you can challenge a friend to a game of foosball or tune in to watch your favorite team. When it is time to get some shut eye, you can retire to the primary suite with two queen beds. Take a soothing soak in the oversized jetted tub before closing your eyes and dreaming of your next day in Deep Creek. Another bedroom with a queen bed rounds out the sleeping quarters.brbr Outdoor living is easy at Just About Paradise, and there is plenty of room for everyone to spread out. Offering built-in benches and a picnic table, the back deck is perfect for outdoor BBQs! Plus, sliding doors give you easy access to the kitchen.brbr Facing the lake, you'll find both the upper deck and covered lower deck ideal for lounging. Whether it's fall morning with hot cup of coffee or a warm summer day with a glass of cold lemonade, you can kick-back with the sounds of nature all around you. Lush trees offer privacy during the summer months, and the winter views are outstanding. The bubbling hot tub gives you a chance to unwind after a day exploring state park hiking trails. As an added bonus, the large lot gives the kids space to run and play.brbr Just off the beaten path, you will find that popular attractions are within easy reach. A five-minute drive will lead you to Deep Creek Lake State Park where you can swim at the sandy beach, rent a kayak to explore the shoreline or learn about the environment at the Discovery Center. Within a similar distance, you will find favorite restaurants, the movie theater, marinas, a full-service market and more! When the snowflakes start to fall, a fifteen-minute drive is all that it takes to experience winter fun at Wisp Resort. Skiing, snowboarding, snow tubing and ice skating are yours to enjoy!brbr Just About Paradise is an unbeatable choice for an exceptional Deep Creek Lake family vacation!brbr For your convenience, this home offers free wifi.

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$367.84

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Private Vacation Home

Lake View | Lakefront, Fire Pit, Dock + Views

Oakland, Maryland, United States

Explore..relax..and take a well-deserved break at Lake View! Centrally located, this is the perfect place to start your dream vacation at Deep Creek Lake.brbr Situated on a gently sloping lakefront lot, this charming cottage offers beautiful views from almost every room. Friends and family will feel right at home in the inviting great room. Make memories by the glow of the gas fireplace and enjoy your favorite shows on TV too. A large bay window reveals spectacular views of the water.brbr Abundant natural light gives the open floor plan a bright and airy feel. The fully equipped kitchen features everything you need to prepare delicious homecooked meals. With seating for two at the breakfast bar and six at the table, there is ample space for everyone. You can also grill out and dine outdoors with the best views in town!brbr Also on the main level, a cozy den with a double futon and TV expands your living and sleeping space.brbr Upstairs, three spacious bedrooms ensure that everyone is comfortable after a long day of adventures. In two of the bedrooms, you will awake to tranquil lake views that are the perfect way to start your morning.brbr The outdoor space is where this home truly shines! Discover sunny days and green mountainsides in spring and summer, vibrant foliage lighting up the horizon in the fall, and views that seem to go on forever in winter. Plus, the night skies are full of stars! Bring your boat or rent one locally to take full advantage of your private dock. It is also the perfect spot to swim, fish and soak up some sunshine. You can also rent fun toys like kayaks and paddleboards and have them delivered right to your door! The grassy lawn gives kids of all ages plenty of room to run and play while you relax on the deck.brbr You are within a five to ten-minute drive from popular Deep Creek Lake activities. Mini-golf, restaurants, arcades and shopping are at your fingertips. Wisp Resort offers four seasons of fun with adventures that include skiing, ziplines, snow tubing, mountain biking, ice skating, a mountain coaster, Segway tours, disc golf and much more!brbr Be sure to explore our area's many state parks where you can hike, bike, sled ride, canoe, cross country ski and swim at sandy beaches. Local guides like All Earth Eco Tours can lead you on excursions giving you great info on the environment and history, and the park naturalists are always offering special programs that are great for kids.brbr Discover a fantastic Deep Creek vacation that will leave you longing to come back again and again to Lake View!brbr For your convenience, this home offers free wifi. Please note that this home has exterior security cameras.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.

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$413.25

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Private Vacation Home

Trailside Tranquility | Pet-Friendly, Great Location

Oakland, Maryland, United States

Trailside Tranquility is a charming, craftsman-style vacation home combines style, comfort and a location that is convenient to the best of Deep Creek Lake. Step inside to find an open floorplan that makes gathering with family and friends entirely effortless.brbrWarm and inviting, the great room is highlighted by hardwood floors, a stone fireplace and a cozy window seat where you can catch up on your reading. This is the spot where you will start each day by planning your adventures at the lake - will it be swimming and kayaking or hiking and biking Or perhaps, you will just want to spend a lazy day relaxing on the adjacent deck. It is spacious enough for a barbecue and is ideal for enjoying cold beverages on a sunny summer day.brbrBack inside, the kitchen has all of the essentials for preparing favorite meals and snacks. A large dining table ensures that sharing meals is a comfortable affair with a spot for everyone. When you don't feel like cooking, you are less than one mile from the famous crabcakes at Dutch's at Silver Tree. Many other area restaurants are within minutes as well giving you a wide variety of options within easy reach.brbrCatch up on your sleep in the primary suite with a queen bed that gives you a private space for the quiet time you crave. Another bedroom with a queen is tastefully decorated so that you can relax in style. Upstairs, the loft gives you another living space where you can watch movies, cheer for your home team or play a game of ping pong. Two bedrooms, each with two twins, are also located on this level. When vacationing with the kids, this gives them a separate place that they will love.brbrTake advantage of the convenient location, and head out to explore the Deep Creek Lake area. Within less than ten minutes, you can drive to Deep Creek Lake State Park where swimming at the sandy beach, renting kayaks or paddleboards, and taking guided nature hikes are popular ways to fill your day. Also within a short drive are area marinas where you can rent a boat to spend a day on the lake. Throughout the year, nearby Wisp Resort has activities for all ages and interests. Experience ziplining through the trees, snow tubing down the hill, leaf-peeping on the scenic chairlift rides, and challenging ski slopes. Atop the mountain, you can take a thrilling whitewater rafting trip on the man-made course at the Adventure Sports Center International (ASCI).brbrWhen you want the right mix of relaxation and adventure at your fingertips, make Trailside Tranquility your Deep Creek destination! For your convenience, this home offers free wifi.brbrPlease note this home has an exterior security camera.

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$337.64

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Private Vacation Home

Hidden Treasure | Quiet Location Near Activities

Oakland, Maryland, United States

Hidden from view, a true Treasure of the mountains awaits. This charming cabin is nestled amongst a soaring canopy of trees at Deep Creek Lake. Hidden Treasure features cozy comfort with all the extra amenities. As an added bonus, you can bring your dog on vacation too!brbr Relax in the great room by the glow of the gas fireplace as you make plans to explore the Deep Creek Lake area with your favorite people. Tasteful furnishings, a TV, DVD player and hardwood floors combine to make this a welcoming spot to gather.brbr The kitchen is equipped with everything you need to make home-style meals when you are not trying out one of the area's many restaurants. Dinnertime will quickly turn into quality time as you swap stories about swimming, skiing or hiking. Access to the adjacent deck is convenient for afternoon barbecues when you have the urge to grill out. You can dine outdoors surrounded by beautiful, natural scenery.brbr During the summer months, you will appreciate the AC window unit in the main level bedroom that is furnished with a queen bed, TV and Blu Ray DVD player.brbr Upstairs, there are two bedrooms that are designed with your comfort in mind. Each has an AC unit, and you will find that it is easy to unwind after a fun-filled day at the lake. A full bath is located on this level as well.brbr The lower level is outfitted for entertainment! Watch the big game on TV, browse the DVD library or break out the board games. Plus, there is a queen sleeper sofa if you need an extra sleeping space.brbr Offering you a private haven, the lower level primary suite has a queen bed, TV, DVD player and a private bath. Access to the patio gives you the opportunity to stargaze before bedtime or get a breath of fresh mountain air when you awake.brbr The two covered decks can be enjoyed no matter what the weather. Start your morning with a leisurely cup of coffee on the front porch that overlooks the yard. The back deck is where you will find the bubbling outdoor hot tub that will soothe tired muscles after hitting the slopes or hiking area trails.brbr Centrally located, the best of Deep Creek Lake is at your fingertips. Drive five to ten-minutes in either direction to reach favorite activities, restaurants and shops. Head to Deep Creek Lake State Park in the summer to swim at the sandy beach, rent a paddleboard or take a guided hike. Local marinas rent boats for the day, so you can cruise miles of shoreline while exploring quiet coves. When the snow starts to fall, you can ski, ice skate, snow tube or snowboard. Throughout the rest of the year, they offer mountain coaster rides, golf, ziplines, Segway tours and much more!brbr When you are seeking a truly memorable vacation, Hidden Treasure is the perfect hideaway to melt your stress away.brbr For your convenience, this home offers free wifi.

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$387.28

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Private Vacation Home

The Mountain Airy | Great Location, Hot Tub!

Oakland, Maryland, United States

Nestled among the pine trees in the Yellowstone Village community, The Mountain Airy the ideal choice for your next Deep Creek Lake vacation. Offering log home charm in a convenient location, you will want to return year after year to make more great memories! brbr The front porch welcomes you to step inside the main level where warm wood walls, vaulted ceilings and well-chosen furnishings are waiting. Sink into the sofa to watch TV as you bask in the glow of a crackling fire. This will be a popular spot to make plans for the day or to unwind after exploring the lake. brbr You will find everything you need to make delicious dishes in the well-equipped kitchen. Homestyle breakfasts, family dinners and good conversation are best enjoyed around the dining table with seating for six. French doors open to the deck, so barbecues are a breeze too! brbr An enclosed porch adds to your living space on the main level. You can watch TV as you take a soothing soak in the bubbling hot tub. The fireplace keeps this room toasty warm and adds just the right ambiance. brbr Furnished with a queen bed and TV, the main level bedroom is decorated with a good night's sleep in mind. You will wake up refreshed and ready to tackle new Deep Creek Lake activities. brbr Upstairs, the loft has a queen futon and well-stocked bookshelf. There is also access to the upper deck. It is the perfect spot to savor your coffee each morning and look out over the wooded community. You will also find a spacious primary suite on the upper level that has a queen bed and TV. brbr Head to the lower level for a leisurely evening at home. You can watch TV or play poker at the card table. Keep snacks and drinks handy at the wet bar with a wine fridge. The second primary suite is located on this level. It is outfitted with a king bed and TV. brbr Outside, the decks allow you to enjoy the outdoors. Both are covered, so you can breathe in fresh mountain air no matter what the weather. brbr Within five miles or less, you will find restaurants, shops, the movie theater, marinas and night life. Deep Creek Lake State Park is right down the street, so you can swim at the sandy beach, rent kayaks or paddleboards, hike miles of trails and see the exhibits in the Discover Center. brbr Venture just a few minutes further to find even more recreation and great food. Wisp Resort has something to keep you entertained throughout all four seasons. Skiing, golfing, snow tubing, mountain biking, ziplines, ice skating and Segway tours are just a few of the options. brbr For a more leisurely experience, visit historic downtown Oakland. From antique shops and a record store to an old-fashioned soda fountain and multiple museums, it is the perfect way to enjoy an afternoon. During the summer, you will also find a wide variety of fresh produce at the Mountain Fresh Farmers Market. brbr Make The Mountain Airy your home base at Deep Creek Lake! The memories you make will leave you longing to return year-after-year. brbrbrbr For your convenience, this home offers free wifi. The Mountain Airy offers a membership to the Community Aquatic Recreation Complex (CARC). You can enjoy the indoor pool and fitness facilities during your stay. Get more info.

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$508.39

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Private Vacation Home

Grande Villa | Lake Views + Near Activities

Oakland, Maryland, United States

Perched on a hillside overlooking Deep Creek Lake, Grande Villa is a well-appointed home is the perfect starting point for a great vacation. Four out of the five bedrooms are suites making this a great choice from couples or families. brbr Tasteful decor and a spacious layout create comfortable surroundings for your gathering of family and friends. The great room will be a popular gathering spot to watch TV or get cozy by the gas fireplace. Doors open to the deck where you can enjoy picture perfect lake views any time you please. brbr An open, fully equipped kitchen makes the preparation of home-cooked meals easy, and there's plenty of seating at the dining table and breakfast bar to share meals with your family. brbr The main level primary suite with a queen 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 is a cozy nook with a fantastic view. It is the perfect spot for an afternoon nap or to curl up with a good book. There are two suites on this level as well. Each has a king bed, TV, and DVD player along with a scenic lake view. 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 leisurely evening at home. You can watch TV or a favorite DVD with Surround Sound. A bedroom with two double beds 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, take a Segway tour, 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 Grande Villa! brbr ** This property is a 4 wheel drive required property in winter seasons.** brbr For your convenience, this home offers free wifi.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.

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$568.51

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Private Vacation Home

American Pride | Dog Friendly, Dock Slip, Hot Tub

Oakland, Maryland, United States

Experience the quintessential Deep Creek Lake getaway at American Pride, a charming chalet nestled in the sought-after Blakeslee Community. Designed for both relaxation and fun, this spacious retreat comfortably sleeps up to 14 guests and offers the perfect setting for group getaways. Enjoy your own private dock for easy days on the water, then unwind in the private hot tub after a day of lake adventures. Guests also have access to fantastic community amenities, including an indoor pool and pickleball courts, ensuring year-round entertainment for everyone.brbrStep inside to be greeted by the elegantly decorated great room, featuring cathedral ceilings, a magnificent gas-stone fireplace, and expansive windows that bring the beauty of nature indoors. The open floor plan seamlessly transitions into the dining area and a well-appointed kitchen with stainless steel appliances and ample counter space. Enjoy the game or family movie night on the 70” flat-screen TV with plenty of seating for the whole group.brbrOn the main level, two beautifully decorated bedrooms with queen-sized beds offer serene spaces to unwind, along with a full bath for added convenience. Step outside onto the wraparound deck with multiple tables and ample patio furniture.brbrUpstairs, the loft provides additional sleeping space with a double futon, perfect for the kids. The attached Primary Suite beckons with a newly upgraded plush organic latex king-sized bed and an oversized jetted tub and walk-in shower for ultimate relaxation.brbrThe lower level invites relaxation and entertainment, featuring a cozy family room with a crackling wood fireplace, a Blu-ray DVD player, and a 55” flat-screen TV. Challenge friends to a game of billiards, video games, or board games, or unwind in the outdoor hot tub under the stars. This level also offers another full bath, a convenient laundry room, and two additional bedrooms, along with an extra refrigerator to keep your beverages cold. Each bedroom provides a unique 'Pillow Menu' for personalized comfort, luxury bedding, suitcase stands, and flat-screen TVs for added indulgence.brbrOutside, share stories or s’mores around the outdoor lighted fire pit or engage in a challenging game of horseshoes or cornhole in the large yard. The covered gazebo houses your steamy outdoor hot tub. Explore the 5 miles of hiking and biking trails nearby or take a short trail to your community dock slip for swimming, fishing, kayaking, paddleboarding, or boating. Enjoy the indoor pool, tennis courts, basketball courts, pickleball courts, and a playground for more entertainment options.brbrDiscover all that Deep Creek Lake offers, from water sports and fishing to skiing and golfing. Marinas, restaurants, shops, mini-golf, aerial adventure courses, zip lines, and more are within a ten to fifteen-minute drive. Don't miss the chance to experience the charm and comfort of American Pride – book your stay today and make unforgettable memories. Plus, enjoy the convenience of free WiFi throughout your stay.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.

Bed

Bath

Sleeps

$383.99

/ Nightly

Private Vacation Home

Bear Paws | Hot Tub, Fenced Yard, Pet-Friendly

Oakland, Maryland, United States

Treat yourself to the well-deserved break you’ve been craving at Bear Paws — a cozy, pet-friendly log cabin with a fenced-in yard that’s perfect for pups and peace-seekers alike. This charming retreat blends total comfort with an ultra-convenient Deep Creek location, making it easy to relax, explore, and repeat.brbrInside, vaulted ceilings, polished hardwood floors, and playful bear-themed décor create a warm, welcoming space. The open main level invites you to unwind around the stone fireplace, curl up on the comfy sofas, and stream your favorite movies and shows on the Smart TV.brbrThe fully equipped kitchen has everything you need for home-cooked meals, and the adjacent deck—with a gas grill—makes alfresco afternoons effortless. After days on the slopes, trails, or water, two main-level bedrooms (one king, one queen) provide a restful retreat.brbrHead downstairs for even more fun: a family room with Smart TV for Netflix nights, a cozy second fireplace, a full bar with seating, plus foosball, electronic darts, and board games keep everyone entertained.brbrOutdoor living shines here, too. The partially covered deck is perfect for morning coffee in any weather, while the furnished patio and steaming hot tub invite you to unwind under mountain stars. End your evenings gathered around the fire pit — marshmallows required.brbrWith restaurants, a market, and a movie theater just minutes away, and Deep Creek Lake State Park, Wisp Resort, Swallow Falls, and marinas within a short drive, you’re close to everything while still feeling wonderfully tucked away.brbrWhether you’re planning a romantic escape, a small family getaway, or a pet-friendly adventure, Bear Paws delivers comfort, convenience, and those unforgettable Deep Creek moments you’ll want to relive again and again.brbrFor your convenience, this home offers free wifi. Please note that this home has exterior security cameras.brbr*Please Note: A 4WD vehicle is required in winter months (November - March).

Bed

Bath

Sleeps

$1140.45

/ Nightly

Private Vacation Home

St. Bart's Retreat | Pet Friendly, Lakefront Home!

Oakland, Maryland, United States

Pure vacation fun is what you will find when you choose St. Bart's Retreat for your Deep Creek Lake getaway!brbrThis spacious lakefront home is close to favorite activities and offers lots of on-site amenities too. Upon entering the great room, the towering wall of windows with lake views will instantly catch your eye. A massive stone fireplace is another focal point that adds to the grandeur of this impressive home. It is easy to imaging gathering around its warm glow with family and friends on a crisp fall evening. You can relax on the leather sofa and watch a little TV or pop a movie into the DVD player.brbrAn open layout makes it easy to enjoy the company of others as you are preparing meals or grabbing some snacks. The cooks in your group will appreciate having ample counterspace, an island sink and top-of-the-line appliances. With seating at the table and breakfast bar, you can share quality time as you dine together and share stories of your Deep Creek adventures. The adjacent deck is ready to host an afternoon barbecue and is the perfect spot to sip your coffee each morning as you savor the sounds of Mother Nature.brbrWhen you are ready to relax, the main level primary suite has everything you need to unwind including a king bed, lake view, TV, and private bath with an oversized jetted tub. Access to the deck is an added bonus. You can step outside for a breath of fresh mountain air when you awake so that you are energized and ready to explore mountain trails or kayak along the shoreline.brbrUpstairs, you can rack 'em up on the pool table in the loft when you are ready for some fun and games. Just off the loft are two suites each with a king bed and daybed with trundle, TV, lake view, and private bath. You will love the privacy that they offer when you are ready to curl up for a catnap or just need a little quiet time.brbrThe lower level family room is a fun zone that will keep everyone entertained. Well-chosen Deep Creek-style decor compliments the easy living style of this space. You can watch TV, play shuffleboard, or simply kick-back by the gas fireplace. A wet bar with a mini-fridge keeps snacks and drinks handy. Step outside onto the lower level deck to survey views of the lake or to access the bubbling hot tub.brbrYou will also find a fourth primary suite on this level. A queen bed, deck access, lake view and private bath make it a soothing haven where you are sure to sleep soundly. Three additional bedrooms, each with a queen, round out the sleeping quarters.brbrPlaytime starts at your dock slip! Bring your own boat or rent one at a local marina to experience on-the-water-fun that will fill sunny summer days. Make memories around the outdoor fire pit under starry skies as you roast marshmallows and reminisce with your favorite people.brbrWhen you stay at St. Bart's Retreat, you can even bring your four-legged friend! So, you don't have to worry about leaving Fido behind. There are lots of dog-friendly area activities that you can experience together.brbrNearby, you will find favorite restaurants and shops as well as Deep Creek Lake State Park. Within a ten-minute drive, you can hit the slopes or go snow tubing at Wisp Resort. When winter ends, they offer lots of fun warm weather recreation like ziplining, mountain biking, and Segway tours.brbrMake your plans to stay at St. Bart's Retreat, and start counting down the days until you are on Deep Creek time!brbrFor your convenience, this home offers free wifi.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.

Bed

Bath

Sleeps

$497.88

/ Nightly

Private Vacation Home

Whispering Pines | Spacious Townhome, Attractions!

Oakland, Maryland, United States

Maximum occupancy 10.brbr Look no further! Whispering Pines is an extraordinary five bedroom duplex that will warmly welcome you and your family.brbr Highlights of the spacious main level include gleaming hardwood floors, warm earth tones, and an open floor plan that is just right for spending time with your favorite people. The handsome stone fireplace creates a cozy focal point in the great room where you can spend crisp mountain nights chatting about the day's adventures. Comfortable furnishings provide plenty of room for everyone to watch a favorite show or DVD. Doors leading to the covered deck give you the opportunity to sit outside with your coffee each morning for a leisurely start to your day. Tranquil mountain views will inspire you to explore the area.brbr The well-equipped kitchen will please the cooks in your crew when it is time to dine. With seating at the breakfast bar and table, there is room for everyone to share meals together when you are not trying out area restaurants.brbr Offering a quiet spot to unwind, the main level primary suite with a queen bed is perfect when you want some me time. Bring your DVDs and fall asleep to a classic movie.brbr This level also has a half bath as well as access to the garage so that you have a place to store skis, snowboards, bikes and other outdoor gear.brbr Upstairs, you will find a second primary suite that is outfitted with a king bed, TV, DVD player and private bath. The third primary suite has a queen bed and private bath. Both are tastefully decorated and furnished with your comfort in mind.brbr Hours of enjoyment will be spent in the lower level family room! You can watch a movie in the impressive theater-style room in front of the large screen TV or challenge a pal to some board games at the game table. Keep drinks and snacks close-by in the wet bar with a mini-fridge.brbr Two bedrooms are located on this floor. One offers a bunk bed and the other two twins. They are great options to give the kids a separate space of their own.brbr Just outside on the lower level deck, you will find the bubbling outdoor hot tub. Throughout all four seasons, you can relax in its warm water as you gaze at starry mountain skies.brbr The convenient location makes it easy to experience the best of the Deep Creek Lake area. Within one mile, you will find Arrowhead Market, Garrett 8 Cinemas, Uno Chicago Grill, the Honi-Honi Bar and Dutch's at Silver Tree. These are some of the area's best loved options for dining and entertainment, so be sure to include them on your itinerary. A ten-minute drive (or less!) will lead you to swimming at the sandy beach at Deep Creek Lake State Park, skiing or snowboarding at Wisp Resort, white water rafting at the Adventure Sports Center International (ASCI) and much more! Choose Whispering Pines as your Deep Creek Lake vacation rental, and look forward to making amazing memories in a beautiful place!brbrbrbr For your convenience, this home offers free wifi.

Bed

Bath

Sleeps

$509.23

/ Nightly

Private Vacation Home

LakeStar Chalet | Hot Tub, Minutes from Activities

Oakland, Maryland, United States

The perfect home base for your Deep Creek experience, LakeStar Chalet is a brand new and conveniently located within minutes from favorite activities.brbr Brimming with log home charm, the main level offers an open layout that is ideal for spending time with family and friends. A stunning floor-to-ceiling gas fireplace it the focal point of the great room. It is flanked by large windows that let in lots of natural light. Everyone will enjoy spending time watching TV and relaxing on the sectional sofa.brbr This well-equipped kitchen has plenty of counter space so that the chef in your group can whip up delicious dishes that you can enjoy at the breakfast bar or dining table. When you are in the mood to barbecue, step outside onto the wrap-around deck to savor your meal surrounded by the sounds of nature.brbr When you need to catch up on your sleep, the two main level bedrooms are decorated with your comfort in mind. One offers a duobunk making it great for kids or adults, and the other has a queen bed. Both have TVs so that you can unwind at bedtime.brbr Upstairs, the spacious primary suite with a king bed is a haven where you can unwind by the gas fireplace or watch TV. Your private bath has a tub for soaking, a dual vanity and a beautiful tile shower.brbr The lower level family room expands your living space and is a great spot to watch the big game on TV. On this floor, you will also find a bedroom with a queen and a bedroom with a king bed. Both have TVs and offer access to the patio where the bubbling outdoor hot tub is ready and waiting to soothe tired muscles. brbrbrbr The best of the Deep Creek Lake area is within a short drive, so be ready to head out and explore. Marinas, restaurants, kayak rentals, mini golf and arcades are within a five-minute drive. Wisp Resort is also close-by offering fun activities throughout the year. You can ski, golf, zipline, snow tube, ice skate, mountain bike, ride the mountain coaster and much more. Plus, there is a white water rafting course on top of the mountain!brbr Visit local state parks to swim at a sandy beach, fish from the shoreline, canoe on a quiet lake, hike miles of scenic trails or cross country ski through a pristine forest.brbr Choose LakeStar Chalet for your next Deep Creek vacation and look forward to fun and relaxation in the mountains of Western Maryland.brbr For your convenience, this home offers free wifi.

Bed

Bath

Sleeps

$315.7

/ Nightly

Private Vacation Home

Bear Feet | Private Hot Tub + Close to Activities

Oakland, Maryland, United States

Prepare yourself for a relaxing getaway when choose Bear Feet as your vacation getaway. Exploding with charm, this 3 bedroom townhome will easily beckon you to return time and time again.brbrStep inside and appreciate the open floor plan and the wall of windows that boast extraordinary lake views. Picture yourself gathering with friends and family in the Great Room as you get cozy around the wood fireplace. A large flat screen TV decorates the wall above allowing you to watch your favorite movies or catching the big game!brbrYour kitchen is fully stocked with everything you need to create a simple breakfast or put together your family's favorite meal! Enjoy dining around the rectangular dining table or barbecue on the deck with the provided charcoal grill.brbrIn addition to full standard bath you will also find a bedroom with a Queen sized bed and a bunk bed with a trundle. Walking up to the upper level you will find your Primary Suite. Beautifully decorated, this bedroom boasts a single jetted tub and deck access.brbrIn your lower level Family Room, the kids will love challenging each other to a game of foosball or watching TV. Step outside and you will find your bubbling, steamy hot tub! This will easily become a favorite amenity after hiking around Deep Creek State park, just a few miles away.brbrThis home offers key location as you are only minutes away from the movie theater, dining options, and all area activities. Bear Feet is a wonderful townhome that features the classic comforts of home and the thrill of being in the action. Call today and let us help you plan your next special Deep Creek stay in Bear Feet!brbrFor your convenience, this home offers free wifi.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.

Bed

Bath

Sleeps

$335.86

/ Nightly

Private Vacation Home

Strawberry Fields | Hot Tub, Amazing Location!

Oakland, Maryland, United States

Your magical mountain getaway begins with your stay in Strawberry Fields. Nestled in the heart of the Deep Creek action, you and your guests will love having so many adventurous options at your fingertips! With 3 levels of optimal living space, this amazing home is perfect for reuniting friends and family. Spend time with loved ones in the elegantly decorated Great Room which showcases glistening hardwood floors, plush leather furnishings, and a dramatic stone fireplace. The open and spacious living area allows you to whip up delectable dishes in the overly stocked kitchen while still socializing with guests in the dining and Great Room. Don't forget your camera when you step outside onto your balcony which boasts breathtaking lake views! Imagine waking up in the upper level primary suite to the exquisite backdrop of Deep Creek Lake and the surrounding mountains! You will never want to leave! Within walking distance you will find superb dining options and kayak, canoe, and lake equipment rentals! Other area attractions include Wisp Ski Resort, white water rafting, horseback riding, and more and all within a short drive away! Strawberry Fields is a truly extraordinary townhome that will warmly welcome you from you first step inside. Deep Creek Lake is beckoning, call today! For your convenience, this home offers free wifi.

Bed

Bath

Sleeps

$388.03

/ Nightly

Private Vacation Home

Heart and Soul | Spacious Deck + Central Location

Oakland, Maryland, United States

This chalet is the ideal place to relax and enjoy the spectacular views of the mountains. Located in a private, peaceful community of Mountainside, this home is just right for your vacation needs. Beautiful decor and attention to detail accent the cathedral ceiling and fireplace of the relaxing living room. Step outside onto the expansive deck to experience the true Heart and Soul of the mountains, or retreat indoors to the comfort of mountain serenity. Join your friends for a challenging game of tennis or basketball on the community courts. What better way to top off the evening than with a soak in the outdoor hot tub enjoying time spent with someone special. Make unforgettable vacation memories that you will treasure a lifetime at this mountaintop retreat.brbr*Please Note: A 4WD vehicle is required in winter months (November - March).brbrFor your convenience, this home offers free wifi.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.

Bed

Bath

Sleeps

$828.78

/ Nightly

Private Vacation Home

Bear Hollow Lodge | Pet-Friendly, Boat Dock, Hot Tub

Oakland, Maryland, United States

Find the time to reconnect with family and friends at Bear Hollow Lodge! Centrally located, this pet-friendly and spacious log home it outfitted for fun and relaxation. You will feel an immediate sense of relaxation upon entering the main level that is highlighted by lake views, cathedral ceilings and a floor to ceiling stone fireplace.brbrbrbr Prepare homestyle meals in the fully equipped kitchen, share laughs around the family dining table, and watch your favorite shows on TV with cable service while sitting on the sectional sofa in the great room. For your convenience, this home also offers free wifi.brbrbrbr Tastefully furnished, the main level bedroom with a king is a comfortable place where you can catch up on some much needed rest. A second bedroom with a queen is equally as comfortable. You can dream of Deep Creek and wake ready to take on the day!brbrbrbr Upstairs, a private primary suite is your own personal haven when you need to unwind. A king bed and TV welcome you to rest up. Before you retire for the evening, let your worries fade away with a soothing soak in the jetted tub that will leave you completely at ease.brbrbrbr Outfitted with all of the essentials for entertainment, the lower level family room has a pool table, TV and a wet bar with a full-sized refrigerator. Everyone will love kicking back to watch a favorite movie or breaking out the board games. The gas fireplace provides a warm and cozy ambiance. At the end of each evening, step outside onto the patio to take a dip in the bubbling hot tub. The lower level is also where you will find the second primary suite with a queen bed and TV. It has a door that leads outside so that you can take one last glimpse of the stars before getting a good night's sleep. Rounding out the sleeping quarters is a bedroom with two duobunks that gives the kids a place to call their own.brbrbrbr Everyone will be drawn outdoors to lounge on the expansive deck that overlooks the gently sloping lake front. It is the best spot to sip your morning coffee as you watch the sunrise or to host an afternoon barbecue in the summer sunshine. Bring your boat or rent one locally to make use of your private dock. You can fill your days with swimming, fishing, kayaking or paddleboardiing. There is plenty of space for the kids to run and play on the grassy lawn too. When dusk falls, warm yourself around the outdoor fire pit as you roast s'mores and reminisce.brbrbrbr It is an easy drive in either direction to experience all that Deep Creek Lake has to offer. Restaurants, shops, kayak rentals, mini golf, the movie theater, nightlife, and arcades are all close-by. Plus, Wisp Resort is just five-minutes away. Their four seasons of adventures include skiing, golfing, snow tubing, mountain biking, ice skating, canopy tours and much more! You can also try white water rafting at the Adventure Sports Center International on top of the mountain.brbrbrbr Get together with your favorite people at Bear Hollow Lodge and look forward to making lasting memories in a very special place! Bear Hollow Lodge offers a membership to the Community Aquatic Recreation Complex (CARC). You can enjoy the indoor pool and fitness facilities during your stay. Get more info.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.

5

Bed

4

Bath

14

Sleeps

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