Home Vacation Rentals By Owner In Oakland, MD

Showing 160 Of 537 Vacation Rentals
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Exceptional(1)

$463.96

/ Nightly
Private Vacation Home

Deep Creek Adventure Retreat w/ Hot Tub & Views

Oakland, Maryland, United States

Santa Fe Getaway – Dog-Friendly 5 Bedroom Getaway with Hot Tub, Firepit & Game Tables in Deep Creek Lake (Oakland)brbrWelcome to Santa Fe Getaway, a spacious and inviting 5-bedroom vacation home that comfortably sleeps up to 12 guests. Perfect for large family getaways or multi-family gatherings, this beautifully designed retreat offers the ideal blend of comfort, entertainment, and natural beauty—all just minutes from the best attractions Deep Creek Lake has to offer. Spread out across three levels, the home features two bedrooms on the lower level, two on the main floor, and a cozy bunk room on the upper level. The lower level doubles as a fun-filled game space, complete with a pool table and foosball table for hours of indoor entertainment. brbrStep outside to unwind in the private hot tub, gather around the firepit under the stars, or relax with your morning coffee on the spacious deck offering seasonal views of Deep Creek Lake. Conveniently located near hiking trails, ski slopes, boating, restaurants, and more, Santa Fe Getaway is your home base for year-round adventure. brbr IMPORTANT TO KNOW:br*This home's kitchen is equipped with a standard coffee pot.br*Max parking spaces for this home is 6; garage access is not availablebr*Driveway is steepbr*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!
Bed 5

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Bath 3

Bath

Sleep 12

Sleeps

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Exceptional(2)

$482.34

/ Nightly
Private Vacation Home

Charming Condo, Lake Views, Walk to Restaurants!

Oakland, Maryland, United States

Lakeland Views just listed with Red Barn Vacations. We are sure to have a flood of five-star reviews on the website soon, but until then, we have no problem reassuring you: you're gonna love this home!brbrFrom the perfect location to the inviting amenities, Lakeland Views is the vacation home you've been dreaming of! Perfectly situated in the heart of it all, Lakeland Views offers the perfect blend of cozy comfort and unbeatable location. Imagine waking up to serene lake views and being just steps away from the famous Lakeside Creamery — a must-visit for any Deep Creek adventurer. Whether you're cooling off with a sweet treat or taking in the stunning scenery, this home is as central as it gets!brbrBut that's just the start. Lakeland Views places you within a short drive of all the popular hotspots: grab a drink at The Honi Honi bar, dig into delicious eats at Uno's, or enjoy the lakefront beauty of Dutch's at Silver Tree. It's all right around the corner, so you'll never miss out on the action.brbrStep inside and be amazed by the open, airy floor plan. With smart TVs in every bedroom and living space — including the game room — you can enjoy your favorite shows wherever you are. If you're up for some friendly competition, the game room boasts a pool table that promises hours of fun.brbrWhen it's time to unwind, head out to the deck where the gas firepit table and cozy seating await you. Perfect for making memories with family and friends under the stars! And if you're in the mood to cook, fire up the grill and enjoy a BBQ with a view.brbrBook your stay today and make your Deep Creek Lake experience one to remember! ✨brbrSleeping Arrangements: 3 queen beds, 1 twin rollaway bed, 1 full sleeper sofa brbrGym/ Pool Access: This home comes with free access to the Community Aquatic Recreation Center (CARC)! This fitness and wellness complex, located in the central Deep Creek Lake area, offers a modern gym and a full-size indoor pool. The free CARC membership is available to all guests in the home for the duration of your stay, up to the home's full occupancy.
Bed 3

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Bath 2

Bath

Sleep 9

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Exceptional(6)

$876.25

/ Nightly
Private Vacation Home

Valhalla | Amazing Lakes Views, Hot Tub, Sauna!

Oakland, Maryland, United States

Truly amazing lake and mountain views are yours to enjoy from this recently updated, mountaintop home! Experience Valhalla with your family and friends for fantastic vacation from start to finish. Step inside the grand entry way, and your eyes will be immediately drawn to a massive two-story wall of windows that reveal breathtaking views of Deep Creek Lake. Hardwood floors, cathedral ceilings, and attractive decor highlight the spacious main level. Sink into comfortable leather furnishings in the great room in front of stone fireplace where you can warm up and watch TV after a day on the slopes. Beautifully updated, the well-equipped kitchen has everything you need to make favorite meals to refuel your crew. Gather at the dining table to share meals and stories about the day. The stunning view provides the perfect backdrop. Sliding doors give you access to the deck if you want to barbecue or take your dinner outdoors. Long-range lake views will greet you each morning in the main level primary suite. Furnished with a king bed and TV, early risers can take advantage of the deck access to enjoy colorful sunrises. The sizable private bath has dual vanities as well has a luxurious jetted tub. Decorated in subdued tones ideal for winding down, the main level bedroom is furnished queen bed and TV. An elegant, curved staircase leads to the upper level. Looking out over the lake, the first bedroom has a king bed and TV. It is a restful space where you will wake up refreshed and ready to experience the best of Deep Creek Lake. Warm and inviting, the second bedroom has a queen bed and TV. The lower level family room gives you plenty of space to spread out when you want to spend a fun evening at home. A two-sided fireplace divides it, so some can watch TV while others play foosball or Golden Tee. The wet bar comes in handy for keeping snacks and drinks nearby. Step outside on the lower deck for impressive views or to take a dip in the bubbling outdoor hot tub. You can also unwind inside with a session in the sauna. Offering access to the lower deck, there is a bedroom with a king bed and a TV. Get your beauty sleep knowing that fun and relaxation lie ahead. Two levels of decks give you the opportunity to immerse yourself in the outdoors. You will feel like you are on top of the world as you gaze out over the lake. It will be easy to spend all day watching the boats cruise along the shoreline as you soak up the sunshine and sip your favorite beverage. Centrally located, you are within five to ten minutes from all that the lake has to offer. Restaurants, shops, mini golf, and arcades are within easy reach. Head to Wisp Resort to play all day throughout each season. They have two golf courses, miles of ski trails, snow tubing, ziplines, a mountain coaster, and more. Stop by a marina to rent a boat for the day. It's the best way to check out the scenery and have a good time on the water. While you're out and about, dock at a waterfront restaurant to grab a bite to eat. If you're in the mood to swim and play, Deep Creek Lake State Park has a sandy beach, kayak and canoe rentals, hiking trails, picnic areas, and fishing from the shoreline. You can easily spend an entire day enjoying the outdoors. Fantastic vacation memories are waiting for you at Valhalla! Make your reservation today!brbr*Please Note: A 4WD vehicle is required in winter months (November - March).
Bed 5

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Bath 3

Bath

Sleep 12

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Exceptional(7)

$417.78

/ Nightly
Private Vacation Home

Cozy Dog Friendly Cabin Near State Park w/ Hot Tub

Oakland, Maryland, United States

Name: Bucks Run | Bedrooms: 3 | Bathrooms: 2.5 | Sleeps: 10 | Access: Lake Area | Dogs Welcome (Max. 2) | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brNestled between state forests and farmland, enjoy a secluded retreat at this cozy log cabin located on 5 acres! Bucks Run is located just minutes from Swallow Falls State Park, less than 10 minutes from Herrington Manor State Park, and about 10 miles from Deep Creek Lake and the four-season Wisp Resort. There are endless possibilities for getting out and immersing yourself in the stunning nature that the area has to offer. Enjoy the expansive wrap deck to take in the stunning views on every side. The sun room is the perfect place to enjoy a snowy day while the porch swing is great for warm spring and summer mornings. After a day of hiking, or enjoying the lake and area, sink into the bubbles of the hot tub to soothe your stresses. Finish out your evenings around the campfire for s’mores, story-telling, and good company. The pool table in the loft and the ping pong table and sitting area with woodstove in the basement are perfect additions to the home for those cold and rainy days. Gather as family and friends in the living room for around the kitchen for entertaining as the fireplace crackles. Good times await inside, outside, and all around Bucks Run. Book your stay today!brbrACCESS DETAILS:brNo additional details provided for this home.brbrCOMMUNITY/AREA DETAILS:brThis home is located in the Bucks Run Community at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Kitchenbr- Living Areabr- Dining Areabr- Powder Roombr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Mud Room with LaundrybrbrUpper Level:br- Loft/Game Area, A/C: (Window Unit)br- Full Bath with Shower/Tubbr- Bedroom: Queen Bed, Twin Sleeper Chair, A/C: (Window Unit)br- Bedroom: Twin Bunk Bed, Daybed with Trundle, A/C: (Window Unit)brbrLower Level:br- Den/Basement Area with Ping Pong Table and Sitting AreabrbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November – March. For more house specific driveway information, please refer to your app/guest portal after booking.brbrThis property offers on-site purchase of firewood bundles from their private wood rack (Cash Only). Please plan accordingly based on your personal expectation of fireplace and fire pit use during your stay.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.
Bed 3

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Bath 2

Bath

Sleep 10

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Exceptional(1)

$739.25

/ Nightly
Private Vacation Home

As You Lake It | New Build, Hot Tub, Pool Table

Oakland, Maryland, United States

Welcome to As You Lake It—your perfect getaway in the heart of Deep Creek Lake! Whether you’re here for lake adventures or ski trips, this stunning six-bedroom, five-and-a-half-bathroom retreat is the ultimate destination for relaxation and fun. With room for up to 12 guests, this three-story home is thoughtfully designed to bring everyone together while offering plenty of space to unwind.brbrStep into the main living area, where plush furnishings surround a large smart TV and a cozy gas fireplace—the perfect spot to relax after a day on the slopes or by the lake. Behind the sofa, a high-top dining table invites you to enjoy snacks or a game of cards, while a separate round table offers a cozy place for a quick bite. The gourmet kitchen features a large island and a dining table, making it easy to prepare and share meals together. Step out onto the deck to enjoy the covered outdoor living space with a fireplace, outdoor dining, comfortable seating, and a gas grill for evening cookouts.brbrDownstairs, the lower level offers a family room with a full wet bar, kitchenette, pool table, fireplace, and another large smart TV—a dream space for entertaining or just hanging out. The covered patio is home to a private hot tub where you can soak your cares away while enjoying wooded views.brbrWith six bedrooms spread across three stories, everyone will find their perfect place to rest. Each level boasts a primary suite, including one with a luxurious standalone soaking tub for ultimate relaxation.brbrLocated in Deep Creek’s lake and ski area, As You Lake It is surrounded by year-round activities. From boating and hiking in the summer to skiing and snowboarding in the winter, there’s something for everyone to enjoy.brbrBook your stay at As You Lake It and experience the beauty and adventure of Deep Creek Lake in total comfort!
Bed 6

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Bath 5

Bath

Sleep 12

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Exceptional(5)

$307.69

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Private Vacation Home

Walnut Cellars | Great Views, Fire Pit, Large Yard

Oakland, Maryland, United States

Discover the epitome of lakeside tranquility at Walnut Cellars, a standout getaway nestled in the heart of Deep Creek Lake.brbrBoasting partial lake views and exclusive lake access, this stellar property provides an ideal blend of comfort, captivating views, and modern conveniences. Unwind in the restful ambiance of the expansive deck while watching a dreamy Maryland sunset.brbrThe interior of Walnut Cellars mirrors the relaxed atmosphere, presenting cozy, well-appointed living spaces. The fireside living room beckons for evening relaxation, while the smart TVs and the fast, reliable wireless internet cater to the entertainment needs of all ages. The comprehensive, contemporary kitchen allows culinary enthusiasts to whip up memorable meals. The fully equipped kitchen features a full-sized refrigerator, stove, oven, dishwasher, and Coffee Maker.brbrThe three-bedroom accommodation scenario includes three queen-sized beds thereby effortlessly sleeping six guests. Stay fresh and relaxed with three individual baths that are finely equipped, offering plush bath towels.brbrCreate lasting vacation memories by engaging in numerous nearby activities including boating, fishing, historic site exploration, skiing, and fine dining at local restaurants. Whether you long for sun-soaked beach days, bike rides along nature trails, or majestically quiet mornings by the lake, Deep Creek Lake region never disappoints.brbrBook your stay at the Walnut Cellars today and experience a concept of vacationing that is as enchanting as it is relaxing!
Bed 3

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Bath 3

Bath

Sleep 6

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Exceptional(7)

$485.77

/ Nightly
Private Vacation Home

Dog-Friendly Deep Creek Retreat w/ Hot Tub

Oakland, Maryland, United States

Owl's Nest – Comfy 3 Bedroom Dog-Friendly Home with Hot Tub and Game Table in Deep Creek Lake (Oakland)brbrWelcome to Owl's Nest, a charming and dog-friendly vacation home nestled in the heart of Deep Creek Lake! This three-bedroom, two-bath retreat is the perfect place to relax and unwind while staying close to all the area's top attractions. The main level features a kitchen, dining, and seating area with a TV—ideal for gathering after a day of adventure. Also on this level is the first bedroom, offering a cozy and convenient place to rest.brbrStep outside onto the spacious deck, complete with a grill and outdoor seating, where you can enjoy the fresh mountain air. Head downstairs to the lower level, where you'll find an air hockey table and a second seating area with a TV. Two additional bedrooms provide comfortable accommodations for the whole group. Just outside, you can soak your cares away in the hot tub. Whether you're here for outdoor adventures, lake activities, or simply to relax, Owl's Nest offers an ideal home base for your Deep Creek Lake getaway. brbrIMPORTANT TO KNOW:br*This home's kitchen is equipped with a standard coffee pot.br*Max parking spaces for this home is 3; garage access is not availablebr*This home does not have cable tv (streaming is available using your own account)br*FIREPLACE IS NOT AVAILABLE FOR USEbr*Driveway is steepbr*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!
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(14)

$350.37

/ Nightly
Private Vacation Home

Howling Wolf Den | Great Location Near Wisp Resort

Oakland, Maryland, United States

Perched on a hillside, Howling Wolf Den is the ultimate vacation spot for your family and friends. The convenient location is off-the-beaten-path yet still within minutes from the heart of Deep Creek Lake. brbr This beautiful chalet lets you get right to the business of relaxing. Cathedral ceilings and lots of windows combine to give the main level a bright and airy feel. Delight in the perfection of sitting by the stone fireplace and gazing out at the woodland scenery surrounding you. Watch your favorite show on TV in the great room or take a little quiet time to snuggle up on the sofa with a good book. brbr The open living and dining area will bring you together with your loved ones for spending treasured quality time together. Equipped with all the essentials, you can make your family's favorite meals in the kitchen. You can gather at the table, with extra seating at the breakfast bar, to share good food and great conversation about your day at the lake. brbr Two bedrooms are located on the main level. The first is furnished with a queen bed and TV. The second has two twin beds and is the perfect spot for the kids. Each room promises a good night's sleep so that you can wake up ready to tackle fun, new adventures. brbr Upstairs, the loft is a great place to hang out and doubles as a sleeping area. It is outfitted with a queen bed, a daybed with a twin trundle, and TV. There is also a workspace if you need to spend a little time catching up with the real world. brbr Downstairs, the family room featuring a pool table and air hockey, is equipped with entertainment options that are sure to please. Plus, the roomy sectional sofa gives everyone a spot to watch TV. There is also a bedroom with a king bed on this floor. brbr Outside, you will find that the upper deck is ideal for lounging, whether it's napping in the shade or grilling a scrumptious meal. It is partially covered, so you can enjoy the outdoors no matter what the weather. The sloping, grassy lawn gives the kids plenty of room to run and play. In the evenings, gather everyone around the fire pit to make s'mores under starry mountain skies. brbr Within a ten-minute drive, you can experience the best Deep Creek Lake activities, restaurants and attractions. brbr For summer fun, stop by a marina to rent a boat for the day. You can cruise quiet coves, pull the kids on a tube or dock at a waterfront restaurant for lunch. Deep Creek Lake State Park is nearby with a sandy beach for swimming, kayak and canoe rentals, playgrounds, picnic areas, hiking trails and more! The area has several options for mini golf and arcades, and you can follow that up with home-made ice cream at the Lakeside Creamery. brbr When the area is transformed into a winter wonderland, head to Wisp Resort for skiing, the mountain coaster, cross country skiing and snow tubing. They also offer fun adventures throughout the rest of the year like ziplines, mountain biking, Segway tours and golf. brbr There are lots of charming small towns to explore as well. Take an afternoon to visit Oakland's historic downtown where you can shop for classic vinyl, browse antique shops, grab a snack, or tour a restored 1884 train station. brbr Make your reservation at Howling Wolf Den today and find your new favorite place at Deep Creek Lake! brbr Please note that this home has exterior security cameras.
Bed 3

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Bath 2

Bath

Sleep 10

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Exceptional(25)

$571.67

/ Nightly
Cabin

Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!

Oakland, Maryland, United States

Title: Logged and Loaded: A Pet-Friendly Retreat with Modern Comforts in the WildernessbrbrNestled amidst the tranquil embrace of nature, Logged and Loaded stands as a beacon of serenity and adventure in the heart of the wilderness. This cozy cabin, adorned with rustic charm, promises an unforgettable escape from the hustle and bustle of everyday life. With its inviting ambiance, abundant amenities, and breathtaking surroundings, it is the perfect sanctuary for those seeking solace, relaxation, and endless moments of joy with loved ones — including your furry friends.brbrAs you approach the cabin, a sense of anticipation and excitement fills the air. Tucked away in a secluded corner of the wilderness, Logged and Loaded welcomes you with open arms, promising an experience unlike any other. The exterior boasts a classic log cabin design, blending harmoniously with the natural landscape that surrounds it. A spacious wrap-around deck offers panoramic views of the wilderness, inviting you to immerse yourself in the beauty of your surroundings.brbrStepping inside, you are greeted by the warm embrace of a crackling fireplace and the inviting scent of pine. The interior exudes rustic elegance, with exposed wooden beams, cozy furnishings, and charming décor accents that create a welcoming atmosphere. The main living area serves as the heart of the cabin, where friends and family can gather to share laughter, stories, and unforgettable memories.brbrThe cabin features four bedrooms, each thoughtfully appointed with plush bedding, rustic furnishings, and its own flat-screen TV, ensuring a restful night's sleep and personalized entertainment for every guest. Three full bathrooms provide ample space for guests to unwind and refresh after a day of adventure.brbrFor entertainment, the cabin boasts a spacious basement equipped with a pool table, foosball table, and a 70-inch TV, ensuring endless hours of fun for guests of all ages. A dedicated gaming area, complete with a LEGO wall, offers creative inspiration and excitement for young and old alike. Whether you're competing in a friendly game of pool, cheering on your favorite team, or unleashing your imagination with LEGO bricks, the basement is a hub of activity and entertainment.brbrOutside, the adventure continues with a large fire pit and a soothing hot tub, where guests can gather under the stars and indulge in the simple pleasures of good company and relaxation. An adjacent yard provides ample space for outdoor play, whether you're tossing a frisbee, playing catch, or simply basking in the beauty of nature.brbrDespite its secluded location, Logged and Loaded is conveniently located just three minutes from the marina at Deep Creek Lake, offering easy access to a wealth of water-based activities, including boating, fishing, and swimming. For those seeking dining and entertainment options, the bustling town center is just a short drive away, where you can sample local cuisine, browse charming boutiques, and immerse yourself in the vibrant culture of the area.brbrIn the winter months, Logged and Loaded transforms into a cozy haven for snow enthusiasts, with Wisp Resort just eight minutes away, offering world-class skiing, snowboarding, and snow tubing opportunities. As the snow melts and spring blooms, the resort transitions into a playground for outdoor enthusiasts, with miles of hiking and mountain biking trails to explore.brbrFor golf enthusiasts, the cabin is ideally situated just ten minutes from championship golf courses, where you can tee off amidst breathtaking mountain vistas and pristine fairways.brbrLogged and Loaded isn't just a retreat for humans — it's a pet-friendly haven where your furry companions are welcome to join in on the fun. With plenty of outdoor space to explore and cozy corners to curl up in, your pets will feel right at home in this wilderness paradise.brbrAnd for those driving electric vehicles, Logged and Loaded offers the convenience of a private EV charger, ensuring that you can recharge and explore the surrounding area with ease.brbrWhether you're seeking adventure or relaxation, Logged and Loaded offers the perfect blend of luxury, comfort, and natural beauty to ensure an unforgettable retreat with friends, family, and furry companions. From lazy days spent lounging on the deck to evenings gathered around the fire pit, every moment spent at the cabin is a cherished memory in the making. So pack your bags, leash up your pets, leave your worries behind, and escape to Logged and Loaded for the ultimate wilderness getaway.
Bed 4

Bed

Bath 3

Bath

Sleep 12

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$595.0

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Private Vacation Home

Lakefront w Dock, Pool, & Courts

Oakland, Maryland, United States

Welcome to Your Lakefront Retreat in Oakland, MDbrbrEscape to serenity at this cozy lakefront getaway tucked into Western Maryland’s peaceful mountains. Nestled just outside charming downtown Oakland, MD, in the Blakeslee Community, this retreat offers the perfect mix of lake-life, nature, adventure, and small-town charm — ideal for couples, families, or friends seeking a relaxing escape.brbrThis home is located in The Blakeslee ~ a well-maintained, private community known for its amenities which include an indoor pool, tennis courts and a playground.brbrAccess Details:brDock is located in the community docks (approx 200ft walk from the home), & has a designated slip for the home. Please note that docks are only guaranteed from Memorial Day through Labor Day. brbrCommunity / Area Details:brThis home is located in the Blakeslee Community at Deep Creek Lake.brCommunity Indoor Swimming Pool: Open Thurs.- Fri. 12:00p.m. - 8:00p.m., Sat.- Mon. 10:00a.m. - 6:00p.m.. Closed Tues. and Wed.brbrThe Spacebr- Bright and comfortable living area with large windows offering great views of nature, the lake is only steps awaybrbr- Fully equipped kitchen — great for whipping up local fare or relaxing breakfastsbrbr- Large living room with lake viewsbrbr- Large game room in basementbrbr- Dock slipbrbr- Comfortable bedrooms brbr- A private deck or porch — morning coffee or evening stargazing awaitsbrbr- Wi-Fi, heating, air conditioning, parking, are all available at the home. brbrWhy Guests Love Staying Here: brbr- Proximity to Nature: You’re a reasonable drive from beautiful outdoor attractions — including Swallow Falls State Park, home to the stunning 53-foot Muddy Creek Falls and towering old-growth hemlock forests. brbr- Adventure Nearby: Explore Garrett County’s trails in Garrett State Forest. brbr- Relax & Unwind: Enjoy a picnic, fishing, or kayaking at Herrington Manor State Park, with its peaceful lake and scenic trails. brbr- Small Town Vibes: Stroll through Oakland’s historic district, full of charming architecture from the 19th and early 20th centuries. brbr- Outdoor Fun All Seasons: From leaf-peeping in autumn to snow activities in winter, this area truly transforms with the seasons. brbr- Local Events: Time your stay right, and you might catch the Autumn Glory Festival, one of Oakland’s biggest seasonal celebrations. brbr- Family-Friendly: Great hiking, nature, and kid-friendly spots nearby — including easy trails and state parks. brbrThings to Do Nearbybrbr- Hike the trails at Swallow Falls for scenic waterfalls and forest walks. brbr- Explore Herrington Manor State Park — swimming, boating, and relaxing by the lake. brbr- Tee off at one of the nearby golf courses, multiple great 18-hole course surrounded by nature to choose from. brbr- Visit charming shops, local restaurants, and historical sites in downtown Oakland. brbr- Take a scenic drive along the Maryland Scenic Byways, winding through rugged terrain and forested beauty. brbrPractical Detailsbr- Access: Keyless entry, your access code will be sent 24hrs before check in. brbr- Parking: Ample parking for up to 4 carsbrbr- Nearby Essentials: Grocery store, gas stations, coffee shops, hospitals, are all within a 15 minute drive. brbr- House Rules: Quiet hours are daily 11PM-8AM. brbrWhy This Place Stands Out:brThis is not just another lakefront rental — it’s a thoughtfully located hideaway, located on the lake with a dock slip. Whether you're here to hike, relax, or explore Garrett County’s natural and historic gems, this home gives you a peaceful base. Come unwind, recharge, and make memories.brbr4WD is required for Winter months (Nov - Mar).
Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps

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Exceptional(19)

$297.19

/ Nightly
Private Vacation Home

Views & Brews | Pet Friendly, Great Location!

Oakland, Maryland, United States

Good times with friends and family await at Views & Brews! Overlooking Deep Creek Lake, it is in the heart of the fun zone. Currently being updated, the spacious interior will include everything you need for a great getaway. brbr Favorite activities, shops, restaurants and attractions are within easy reach. Take a short drive to a local marina to rent a boat for a day of on-the-water fun. This is one of the best ways to see the beauty of the area. Swim and fish along the way as you soak up summer sun! brbr Deep Creek Lake State Park has something for every member of your crew. There is a sandy beach for swimming, playgrounds, hiking trails and kayak, canoe or paddleboard rentals. It is home to the Discovery Center that offers insight into the local environment. Their programs and activities led by naturalists will be a big hit with the kids. brbr There are six more state parks to explore during your time at the lake. Each is home to one-of-a-kind experiences that will please all ages. You can hike scenic trails, canoe on quiet lakes or cross-country ski through a pristine forest. Outdoor adventures can be found everywhere you turn! brbr Wisp Resort is only ten minutes away, and they have something for every season. Skiing, golf, snow tubing, mountain coaster rides, disc golf, and summer concerts are just a few of the ways to have fun at Wisp. On top of the mountain, you can take a thrilling white water rafting trip at the Adventure Sports Center International. brbr Each small town surrounding the lake area has special experiences too. From fun festivals and free concerts to unique antique shops and local museums, there are lots of great options to add to your itinerary. brbr Choose Views & Brews as your home-base at the lake and look forward to a fun and relaxing getaway in the Mountains of Western Maryland.
Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps

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Exceptional(14)

$1214.53

/ Nightly
Private Vacation Home

Signature Lakefront w/ Dock & Pool Table

OAKLAND, Maryland, United States

Name: Sundance | Bedrooms: 7 | Bathrooms: 6.5 | Sleeps: 22 | Access: Lake Front | Pets Not Permitted | MUST BE 30+ YEARS TO RENT | Free WIFI ProvidedbrbrThe relaxed furnishings and clear mountain air highlight the best of both worlds at Sundance!brbrDESCRIPTION:brA Signature Collection home! Inspired by the majesty of the surrounding area, Sundance offers enjoyment on a grand scale! Echoing the wide-open feel of the lake and mountains, this incredible chalet possesses immense, beautifully appointed rooms. You are sure to be delighted by this stellar location; this home is situated within 5 minutes of restaurants and shopping, and only 10 minutes to skiing and golf. The foosball and pool tables will provide hours of entertainment for the whole family! Your expansive deck offers endless opportunities to enjoy captivating views of the lake. Savor a tranquil afternoon of swimming and sunbathing by your private dock, less than 20 yards from your back door. Enjoy the good life at Sundance!brbrACCESS DETAILS:brPrivate Lake Front and Dock slip on 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- Living Areabr- Dining Areabr- Kitchenbr- Half Bathbr- Bedroom (Suite): King Bed, Attached Bath with Shower and Separate TubbrbrUpper Level:br- Loft/Game Room: Queen Sleeper Sofabr- Bedroom (Suite): King Bed, Daybed w/Trundle, Attached Bath with Showerbr- Bedroom (Suite): King Bed, Daybed w/Trundle, Attached Bath with ShowerbrbrLower Level:br- Den: Wet Bar, Arcade & Queen Sleeper Sofabr- Bedroom: Queen Bed, Access to Jack and Jill Bathbr- Jack and Jill Bath with Showerbr- Bedroom: Queen Bed, Access to Jack and Jill Bathbr- Full Bath with Shower/Tubbr- Bedroom: Queen, Access to Shared Bathbr- Bedroom (Suite): Queen 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.brbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November - March. For more house specific driveway information, please refer to your app/guest portal after booking.brThere is a working wood fireplace available for use, however firewood is not provided. Locally available for purchase.brbrDOG BREED LIMITATIONS: Even in dog-friendly homes, it’s prohibited to bring any dog with a history or instance of aggressive or reactive tendencies. We welcome any dog which you know to be well-socialized, trained, and friendly in any situation involving others, both human and canine, as there may be nearby dogs at neighboring properties. However, due to restrictions in place by homeowner insurance policies, breeds listed as most aggressive are banned from all rentals, regardless of the training and temperament of the individual dog. For a list of restricted breeds and our full policy regarding dogs, please contact us directly.brbrAFTER BOOKING: An email will be sent to the address provided during check-out; please check for action items needed to secure your reservation. The subject of this email will start with URGENT: Complete Your Booking For... and may be in your Promotional/Marketing folders depending on your email provider and settings.brbrTOILETRIES & PAPER PRODUCTS: Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrNOTE: A copy of the contract holder's Photo ID, a signed contract, and a list of your full travel party (names/ages of all attending) will be required to complete your booking. If booking last minute, you may be required to stop by our main office to show your photo ID and the credit card used on the reservation. This policy is in place to help combat fraudulent activity that is more likely to occur in last-minute arrivals.
Bed 7

Bed

Bath 6

Bath

Sleep 22

Sleeps

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Exceptional(14)

$1420.66

/ Nightly
Private Vacation Home

Spacious Mountain Escape w/ Hot Tub and Fireplace

OAKLAND, Maryland, United States

Name: Absolute Delight | Bedrooms: 8 | Bathrooms: 6.5 | Sleeps: 25 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brSuperior in every way, Absolute Delight is an absolute dream! Located in the elite community of Alpine Shores, this spectacular 8-bedroom chalet reigns supreme with its lush wooded setting and top of the line home furnishings. An unbelievable western exposure is yours to enjoy from the total comfort of the home’s many over sized rooms. The newly remodeled kitchen boasts granite counter tops and stainless steel appliances that you’ll love, including a new gas cook top that will satisfy the chefs and gourmands among you. An excellent array of amenities await you, from the romance of your lovely stone fireplace and spacious family room, to the welcoming warmth of your outdoor hot tub and huge wraparound deck. Irreplaceable Deep Creek vacation memories are in store for all who experience Absolute Delight!brbrACCESS DETAILS:brPrivate lake front. Dock slip located down the path from the house. Dock is shared with neighboring homes. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated along Glendale Rd at Deep Creek Lake.brbrLAYOUT DETAILS:brunbelievable western exposure is yours to enjoy from the total comfort of the home’s many over sized rooms. The newly remodeled kitchen boasts granite counter tops and stainless steel appliances that you’ll love, including a new gas cook top that will satisfy the chefs and gourmands among you. An excellent array of amenities await you, from the romance of your lovely stone fireplace and spacious family room, to the welcoming warmth of your outdoor hot tub and huge wraparound deck. Irreplaceable Deep Creek vacation memories are in store for all who experience Absolute Delight!brbrACCESS DETAILS:brPrivate lake front. Dock slip located down the path from the house. Dock is shared with neighboring homes. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated along Glendale Rd at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level (Entrance):br- Living Areabr- Dining Areabr- Kitchenbr- Half Bathbr- Bedroom: Queen Bed, Access to Jack and Jill Bathbr- Jack and Jill Bath with Showerbr- Bedroom: Queen Bed, Access to Jack and Jill BathbrbrUpper Level:br- Game Room/Loftbr- Bedroom (Suite): King Bed, Daybed with Trundle, Attached Bath with Showerbr- Bedroom (Suite): King Bed, Daybed with Trundle, Attached Bath with ShowerbrbrLower Level:br- Living Area with Wet Bar: Queen Sleeper Sofabr- Laundrybr- Full Bath with Shower/Tubbr- Bedroom: Duo Bunk Bed, Access to Bathbr- Bedroom (Suite): Queen Bed, Attached Bath with Showerbr- Bedroom: Duo Bunk Bed with Trundle, Access to Jack and Jill Bathbr- Jack and Jill Bath with Showerbr- Bedroom: Queen Bed, Access to Jack and Jill BathbrbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November - March. For more house specific driveway information, please refer to your app/guest portal after booking.brbrAFTER BOOKING: An email will be sent to the address provided during check-out; please check for action items needed to secure your reservation. The subject of this email will start with URGENT: Complete Your Booking For... and may be in your Promotional/Marketing folders depending on your email provider and settings.brbrTOILETRIES & PAPER PRODUCTS: Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrNOTE: A copy of the contract holder's Photo ID, a signed contract, and a list of your full travel party (names/ages of all attending) will be required to complete your booking. If booking last minute, you may be required to stop by our main office to show your photo ID and the credit card used on the reservation. This policy is in place to help combat fraudulent activity that is more likely to occur in last-minute arrivals.
Bed 8

Bed

Bath 6

Bath

Sleep 25

Sleeps

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Exceptional(6)

$2116.55

/ Nightly
Private Vacation Home

The Haven | Lakefront + 8 Suites, Indoor Pool, Hot Tub, Dock!

Oakland, Maryland, United States

Amazing vacations start at The Haven! Conveniently located on the shores of Deep Creek Lake, this home boasts a private indoor pool, generously sized rooms, and every bedroom is a suite. brbr The private pool will delight your entire family! You can splash and play all day ~ no matter what the weather brings. It is the ultimate amenity that takes your vacation for good to great! brbr Featuring an open central gathering area on the main level, The Haven has soaring ceilings in the impressive great room, which includes ample seating, a floor-to-ceiling fireplace, and a wall mounted TV. brbr No detail was overlooked in the well-equipped kitchen. You will love having double appliances and everything is high-end. The massive island has seating for fifteen and plenty of counter space for meal prep. You can also eat together at the at the dining table that has room for everyone in your crew. brbr Each of the eight bedrooms is a suite with a private bath. There are two on the main floor along with six more upstairs. This is the perfect set-up for family vacations or a trip with couples. brbr Head down to The Haven's lower level where you'll discover a beautifully decorated family room and entertainment area. Switch on the TV to watch the big game and sink into the comfy sectional sofa. The gas fireplace provides the perfect ambiance on a crisp mountain night. There is bar seating as well and a full kitchen so you can make your favorite snacks too. While others watch TV, you can rack 'em up for a friendly game of pool. brbr Outside, the expansive deck is ideal for cookouts and it also features a wood-burning fireplace. Pull up a few chairs, relax, and create memories with special people that will last a lifetime. The deck overlooks the yard that has an adorable playhouse and a fire pit for making s'mores. brbr A path leads through the trees to your private dock. Bring your boat or rent one at a local marina, and cruise Deep Creek Lake's miles of shoreline. At the end of the day, you can take a soothing soak in the bubbling outdoor hot tub. It the ideal spot to unwind throughout all four seasons. brbr The Haven is close to favorite Deep Creek Lake activities! Within a five-to-ten-minute drive, you will find restaurants, shops, the movie theater, mini golf and more. Wisp Resort is close-by putting skiing, golf, snow tubing, ziplines, and disc golf within easy reach. brbr The Haven is the lakefront escape for your family to spread out and enjoy all that the Deep Creek Lake area has to offer.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 8

Bed

Bath 9

Bath

Sleep 16

Sleeps

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Exceptional(5)

$823.1

/ Nightly
Private Vacation Home

Stylish Lakefront Escape w/ Hot Tub, Bar & Dock

Oakland, Maryland, United States

Name: Deep Creek Fever | Bedrooms: 4 | Bathrooms: 5.5 | Sleeps: 10 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brWelcome to Deep Creek Fever—one of the few true lakefront homes at Deep Creek Lake where you can park your car and walk to restaurants, bars, and groceries. This is rare here, and it changes everything. Designed for comfort and privacy, the home features four king bedrooms, each with a private en-suite bath, plus a spacious loft—perfect for couples, families, or groups who want to be together without feeling on top of each other. Expansive lake views and multiple gathering spaces set the tone for slow mornings, full lake days, and relaxed evenings at sunset. The home offers three distinct living and gathering spaces—a main level living area, a lower-level living area, and a listening lounge featuring oversized leather seating, a sleek linear fireplace, a turntable with curated vintage vinyl, and a TV. The lower level is designed for relaxing and entertaining, with an inviting seating areas, a game table, and a bar that naturally brings everyone together.brbrStep outside and you’re in one of the most walkable pockets of the lake. Stroll to Honi-Honi Bar, Ace’s Run Restaurant, Firewater, the Arrowhead Market, or grab ice cream at Lakeside Creamery—all just minutes away on foot. For adventure, Wisp Resort is just a five-minute drive for skiing, golf, and year-round activities. After a full day, come back to the hot tub, fire pit, and lake views that make this place unforgettable. Whether you’re here for lake days, ski weekends, or simply to slow down, Deep Creek Fever delivers a walkable, elevated lakefront experience you won’t find just anywhere. brbrACCESS DETAILS:brPrivate Lake Front with Dock on property. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated along Route 219 at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Living Areabr- Dining Areabr- Kitchenbr- Full Bath with Showerbr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom (Suite): King Bed, Attached Bath with Shower/TubbrbrUpper Level:br- Loft: 2 Queen Sleeper SofasbrbrLower Level:br- Den Area with Barbr- Powder Roombr- Laundrybr- Bedroom (Suite): King Bed, Attached 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.
Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps

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Exceptional(11)

$849.35

/ Nightly
Private Vacation Home

Waterfront Fun Dog Friendly Home w/ Hot Tub & Dock

OAKLAND, Maryland, United States

Name: AAH Chalet | Bedrooms: 5 | Bathrooms: 3 | Sleeps: 12 | Access: Lake Front | Dogs Welcome (Max. 2) | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:br“Aaahh” - that's all that will be left to say at the end of each day you stay in this cozy lakefront chalet. With a covered hot tub, a warm soak with lakefront views is the perfect way to spend any day - rain or shine. Looking for a different way to take in the lake view Gather around the fire pit for s’mores and stories as you watch the evening boaters go by. Your private dock is just steps away as well! Swim, fish, boat, or just soak up the sun all day long on a prime location on the lake. Not feeling like being out and about Be a homebody here with two separate gathering places to fit your needs. Cozy up around the fireplace on the main level or have a casual (or competitive) game of Air Hockey or Ping Pong on the lower level. With two separate living places, adults and kids can break off and enjoy their own spaces to hang out and relax. For dinner, either grill up your favorites on the deck or take a small drive (or boat ride) to many local favorites like Ace’s Run, Firewater, Dutch’s, Pine Lodge and more! The central location of the home provides easy access to all kinds of Deep Creek fun for all ages! Play some mini golf, ride some go-karts, explore any of various State Parks, just don’t forget to swing by Lakeside Creamery for an afternoon or evening treat (it’s walking distance from the house!)! Once you are finally ready to wind down for the night, enjoy a nice warm shower or bath thanks a state-of-the-art water heater and find the bed that is “Aaah just right.” Relax, get some sleep, and prepare for the next exciting day ahead!brbrWith improvements and updates being made every year, with your stay in mind, there is no better time to say “Aaah yes” to Aah Chalet!brbrACCESS DETAILS:brPrivate lake front with dock located on property. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated along Route 219 at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level (Entrance):br- Living Areabr- Dining Areabr- Kitchenbr- Full Bathbr- Bedroom: King Bedbr- Bedroom: Queen BedbrbrUpper Level:br- Loftbr- Bedroom (Suite): King Bed, Attached Bath with ShowerbrbrLower Level:br- Game Roombr- Laundrybr- Full Bathbr- Bedroom: King Bedbr​​​​​​​- Bedroom: King BedbrbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November - March. For more house specific driveway information, please refer to your app/guest portal after booking.brbrDOG BREED LIMITATIONS: Even in dog-friendly homes, it’s prohibited to bring any dog with a history or instance of aggressive or reactive tendencies. We welcome any dog which you know to be well-socialized, trained, and friendly in any situation involving others, both human and canine, as there may be nearby dogs at neighboring properties. However, due to restrictions in place by homeowner insurance policies, breeds listed as most aggressive are banned from all rentals, regardless of the training and temperament of the individual dog. For a list of restricted breeds and our full policy regarding dogs, please contact us directly.brbrAFTER BOOKING: An email will be sent to the address provided during check-out; please check for action items needed to secure your reservation. The subject of this email will start with URGENT: Complete Your Booking For... and may be in your Promotional/Marketing folders depending on your email provider and settings.brbrTOILETRIES & PAPER PRODUCTS: Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrNOTE: A copy of the contract holder's Photo ID, a signed contract, and a list of your full travel party (names/ages of all attending) will be required to complete your booking. If booking last minute, you may be required to stop by our main office to show your photo ID and the credit card used on the reservation. This policy is in place to help combat fraudulent activity that is more likely to occur in last-minute arrivals.
Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps

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Exceptional(17)

$1704.02

/ Nightly
Private Vacation Home

Tranquil Lakefront w/ Twin Hot Tubs & Dock

Oakland, Maryland, United States

Name: Journey's End | Bedrooms: 8 | Bathrooms: 9.5 | Sleeps: 26 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brEscape to the pinnacle of tranquility at Journey’s End, a resplendent lakefront chalet adorned with the timeless allure of cedar and stone. This haven promises an unrivaled experience, boasting a myriad of lavish amenities that redefine the art of retreat. Immerse yourself in the cozy embrace of two stunning stone fireplaces, where stories unfold, and memories are kindled. Engage in spirited games on the foosball table or surrender to the blissful heat of the sauna - a sanctuary for relaxation. As the day unfolds, indulge in the ultimate serenity with twin hot tubs, as you take in the filtered lake views and embrace the soul-soothing ambiance of Deep Creek Lake. Beyond the relaxation of the home, adventure awaits just past your doorstep. A short drive opens the door to a world of outdoor delights, from invigorating hikes to thrilling rounds of golf, and the exhilaration of skiing down snow-kissed slopes. Journey’s End is not just a destination; it's an invitation to revel in the extraordinary. Seize the opportunity to harmonize indulgence and recreation—reserve your stay at Journey’s End today and unlock a realm where every moment is a celebration of life.brbrACCESS DETAILS:brPrivate Lake Front and dock slip located on 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- Living Areabr- Dining Areabr- Kitchenbr- Half Bathbr- Laundrybr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom (Suite): King Bed, Attached Bath with Shower/TubbrbrUpper Level:br- Loft/Game Room: Queen Sleeper Sofabr- Bedroom (Suite): King Bed and Daybed w/Trundle, Attached Bath with Shower and Separate Tubbr- Bedroom (Suite): King Bed and Daybed w/Trundle, Attached Bath with Shower and Separate TubbrbrLower Level:br- Family Room: Wet Barbr- Bedroom (Suite): Queen Bed, Attached Bath with Shower/Tubbr- Bedroom (Suite): Queen Bed, Attached Bath with Showerbr- Bedroom (Suite): Queen Bed, Attached Bath with Shower/Tubbr- Bedroom (Suite): Queen Bed, Attached Bath with Showerbr- Half Bathbr- SaunabrbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November - March. For more house specific driveway information, please refer to your app/guest portal after booking.brbrAFTER BOOKING: An email will be sent to the address provided during check-out; please check for action items needed to secure your reservation. The subject of this email will start with URGENT: Complete Your Booking For... and may be in your Promotional/Marketing folders depending on your email provider and settings.brbrTOILETRIES & PAPER PRODUCTS: Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrNOTE: A copy of the contract holder's Photo ID, a signed contract, and a list of your full travel party (names/ages of all attending) will be required to complete your booking. If booking last minute, you may be required to stop by our main office to show your photo ID and the credit card used on the reservation. This policy is in place to help combat fraudulent activity that is more likely to occur in last-minute arrivals.
Bed 8

Bed

Bath 9

Bath

Sleep 26

Sleeps

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Exceptional(6)

$1642.52

/ Nightly
Private Vacation Home

Magical Lake Escape w/ Dock Slip & Game Room

Oakland, Maryland, United States

Name: Enchanted Lakefront | Bedrooms: 8 | Bathrooms: 7.5 | Sleeps: 22 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brMagic is alive at Enchanted Lakefront! When you step into the warm interior, or outside onto the impressive backyard stone patio, you will immediate fall under the home’s irresistible spell: one where every day cares are left behind and you emerge refreshed, renewed, and ready for adventure. In this spacious and professionally decorated home, entertainment is easy. The home’s expansive great room, with stone fireplace and large sectional couch, is the perfect place to gather together for a movie night in and the home’s pool table are sure to be a huge hit! Then, step outside for some fun in the sun while engaging in a game of horseshoes, grilling out on the patio, and gathering together before the outdoor stone fireplace, the lake glistening just beyond the tree line. Enchanted Lakefront weaves one beguiling spell! Book your stay today! brbrACCESS DETAILS:brPrivate Lake Front. Dock structure behind the house is shared with the neighbors. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated along Glendale Rd at Deep Creek Lake.brbrThis home comes with free access to the Community Aquatic Recreation Center (CARC)! This fitness and wellness complex, located in the central Deep Creek Lake area, offers a modern gym and a full-size indoor pool. The free CARC membership is available to all guests in the home for the duration of your stay, up to the home’s full occupancy. brbrbrLAYOUT DETAILS:brMain Level:br- Living Areabr- Dining Areabr- Kitchenbr- Half Bathbr- Bedroom (Suite): King Bed, Access to Deck, Attached Bath with Shower and Separate TubbrbrUpper Level:br- Loft/Game Roombr- Bedroom (Suite): King Bed, Balcony, Attached Bath with Shower and Separate Tubbr- Bedroom (Suite): King Bed, Balcony, Attached Bath with Shower and Separate TubbrbrLower Level:br- Living Area: Wet Barbr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom (Suite): Queen Bed, Attached Bath with Showerbr- Bedroom (Suite): Queen Bed, Attached Bath with Showerbr- Full Bath: Showerbr- Bedroom: King Bedbr- Bedroom: King BedbrbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November - March. For more house specific driveway information, please refer to your app/guest portal after booking.brbrAFTER BOOKING: An email will be sent to the address provided during check-out; please check for action items needed to secure your reservation. The subject of this email will start with URGENT: Complete Your Booking For... and may be in your Promotional/Marketing folders depending on your email provider and settings.brbrTOILETRIES & PAPER PRODUCTS: Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrNOTE: A copy of the contract holder's Photo ID, a signed contract, and a list of your full travel party (names/ages of all attending) will be required to complete your booking. If booking last minute, you may be required to stop by our main office to show your photo ID and the credit card used on the reservation. This policy is in place to help combat fraudulent activity that is more likely to occur in last-minute arrivals.
Bed 8

Bed

Bath 7

Bath

Sleep 22

Sleeps

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Exceptional(10)

$2383.6

/ Nightly
Private Vacation Home

20-Acre Estate w/ Pool, Games & Meeting Space

Oakland, Maryland, United States

Name: The Herrington | Bedrooms: 10 | Bathrooms: 10.5 | Sleeps: 34 | Access: Lake Area | Pets Not Permitted | MUST BE 30+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brLooking for a royal retreat The Herrington will make you will feel as if you are living in a castle. Whether on a family vacation or a business trip, The Herrington is equipped with multiple gathering rooms and meeting rooms, as well as plenty of bedrooms, full baths, and half-baths. For family fun, play a game of pool, ping pong, or foosball in the game room. Gather in the in-home theater to spend a night together watching a family favorite film. If visiting for business, gather around the large meeting table in the business room downstairs, with access to the computer room. If more meeting space is needed, utilize the upstairs ballroom with two large hanging projectors, two sofas, two tables seating 24 guests, a wet bar, and access to a computer. Whether your trip to Deep Creek Lake is for business or pleasure, The Herrington has endless features that all will love. Offering a pool, two hot tubs and over 20 acres of beautiful landscaping to explore, you are going to love your surroundings! State parks and historic Oakland are both nearby, as are the tranquil shores of Deep Creek Lake, for all your boating and recreational needs. Call today to book this one-of-a-kind home!brbrACCESS DETAILS:brNo additional details provided for this home.brbrCOMMUNITY/AREA DETAILS:brLocated in the Herrington Manor area of Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Living Roombr- Dining Roombr- Kitchenbr- Half Bathbr- Ballroom: Bar, Half Bathbr- Bedroom (Suite): King Bed, Attached Bath with Two Showers and Separate Tubbr- Full Bath with Showerbr- Indoor Pool and Indoor Hot Tubbr- Half Bathbr- Game Room with Home TheaterbrbrUpper Level:br- Bedroom: King Bedbr- Sitting Areabr- Sitting Roombr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom (Suite): King Bed, Twin Sleeper Chair, Balcony, Attached Bath with Shower/Tubbr- Kitchenettebr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom (Suite): King Bed, Balcony, Attached Bath with ShowerbrbrLower Level:br- Bedroom (Suite): King Bed, Attached Bath with Shower/Tubbr- Bedroom (Suite): Queen Bed, Attached Bath with Shower/Tubbr- Family Roombr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Living Area: Barbr- Kitchenbr- Half Bathbr- Living Areabr- Dining Areabr- Officebr- LaundrybrbrDISCLAIMERS:br***All Wedding and Events at this property require prior approval. Fees and restrictions apply, please call 1-800-846-7368 to be put in touch with our wedding and event coordinator for details.***br4WD/AWD or snow tires are always recommended for the area during the Winter months of November - March. For more house specific driveway information, please refer to your app/guest portal after booking.brbrAFTER BOOKING: An email will be sent to the address provided during check-out; please check for action items needed to secure your reservation. The subject of this email will start with URGENT: Complete Your Booking For... and may be in your Promotional/Marketing folders depending on your email provider and settings.brbrTOILETRIES & PAPER PRODUCTS: Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrNOTE: A copy of the contract holder's Photo ID, a signed contract, and a list of your full travel party (names/ages of all attending) will be required to complete your booking. If booking last minute, you may be required to stop by our main office to show your photo ID and the credit card used on the reservation. This policy is in place to help combat fraudulent activity that is more likely to occur in last-minute arrivals.
Bed 10

Bed

Bath 11

Bath

Sleep 34

Sleeps

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