Home Vacation Rentals By Owner In Oakland, MD

Showing 500 Of 537 Vacation Rentals
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Exceptional(3)

$1404.92

/ Nightly
Private Vacation Home

Cozy Lake Retreat w/ Dock, Fire Pit & Views

Oakland, Maryland, United States

Name: Rolling in the Deep | Bedrooms: 8 | Bathrooms: 7.5 | Sleeps: 16 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brRolling in the Deep is an exceptional lakefront retreat at Deep Creek Lake, offering everything you need for an unforgettable vacation. This expansive home boasts a perfect balance of luxury, comfort, and fun. Inside, you'll find inviting living spaces designed for relaxation, with cozy wood fireplaces adding warmth to the atmosphere. The fully equipped kitchen and spacious dining areas make it easy to gather for meals or host large family dinners. After a day of adventure, unwind in the large jetted tub or step outside to the private dock, ideal for boating, fishing, or simply soaking in the stunning lake views. The outdoor space is just as impressive, featuring a hot tub, a fire pit for evening relaxation, and a grill for summer cookouts. Whether you’re looking to enjoy the tranquility of the lake or explore the nearby trails, Rolling in the Deep provides the perfect backdrop for creating lasting memories. Whether it’s the serene mornings with the mist rising over the lake or the exciting outdoor activities year-round, this home is the ultimate escape for those seeking both adventure and relaxation in one of Maryland’s most beautiful destinations.brbrACCESS DETAILS:brThis property comes with lake access and a dock slip located at the property. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated in the Stockslager Community at Deep Creek Lake.brbrThis home comes with free access to the Community Aquatic Recreation Center (CARC)! This fitness and wellness complex, located in the central Deep Creek Lake area, offers a modern gym and a full-size indoor pool. The free CARC membership is available to all guests in the home for the duration of your stay, up to the home’s full occupancy.brbrLAYOUT DETAILS:brMain Level:br- Kitchen with Breakfast Nookbr- Great Roombr- Dining Areabr- Powder Roombr- Bedroom: 2 Queen Beds, Access to Shared Bathbr- Full Bath with Shower/Tubbr- Bedroom (Suite): 2 Queen Beds, Attached Bath with Showerbr- Bedroom (Suite): King Bed, Attached Bath with Shower and Separate Tubbr- LaundrybrbrLower Level:br- Denbr- Powder Roombr- Bedroom (Suite): King Bed, Attached Full Bath with Showerbr- Bedroom: Queen Bedbr- Bedroom: 2 Twin Bedsbr- Full Bath with Showerbr- Bedroom (Suite): King Bed, Attached Bath with Shower/Tubbr- Bedroom: King Bed, Access to Shared Bathbr- Full 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.
Bed 8

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Bath 8

Bath

Sleep 16

Sleeps

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Exceptional(3)

$399.97

/ Nightly
Private Vacation Home

Better Lake Than Never | Lake Views + Hot Tub

Oakland, Maryland, United States

Offering scenic lake views, Better Lake than Never is a well-appointed home designed with great vacations in mind. Four of the five bedrooms are suites making this a perfect option for couples or families. brbr Attractive decor and an open floor plan make the main level comfortable for any get-together. The great room will be a favorite place to watch TV or warm-up by the gas fireplace. Doors open to the deck where so lovely lake views are just steps away. brbr Prepare homestyle meals in the fully equipped kitchen. There is plenty of seating at the dining table and breakfast bar to share big breakfasts and delicious dinners with your family. brbr The main level primary suite with a King bed and TV has sliding doors that lead to the deck. Step outside to check out the lake view each morning or to stargaze before bedtime. brbr Upstairs, the loft has a fantastic view and a desk if you need to catch up on a little work.There are two suites on this level as well. One has a king bed and the other is outfitted with two bunk beds. Both have TVs. brbr Climb to the uppermost level to the private primary suite with one of the best views in the house. Furnished with a King bed and a TV, it is your own personal retreat when you need a little quiet time. brbr Head to the lower level family room when you want to spend a fun evening at home. You can watch TV or play a game of foosball. A bedroom with a queen bed rounds out the sleeping quarters. brbr Kick-back and savor the amazing view on the expansive deck. It is sure to be a favorite spot where you can sip your coffee in the morning or barbecue in the afternoon. After a day on the ski slopes, take a dip in the bubbling outdoor hot tub. It is sure to soothe tired muscles and melt away your cares. brbr Centrally located, a wide variety of area activities are at your fingertips. You can walk to restaurants and shops. Within a five to ten-minute drive, you will find more eateries, marinas, mini golf, ziplines, and grocery stores. Wisp Resort is nearby, and they are well-known for year-round adventures. You can golf, ski, snow tube, ride the mountain coaster, play disc golf, and much more. brbr Area state parks are brimming with activities for every age and interest. Miles of hiking trails, sandy beaches for swimming, canoe rentals, cross country skiing and fishing are just a few ways to enjoy our public lands. brbr Reserve today and make your vacation memories at Better Lake than Never!brbrIf your rental is listed as having a Boat Dock as an amenity provided with this property, this is subject to weather conditions, water levels, and other natural factors.
Bed 5

Bed

Bath 5

Bath

Sleep 12

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Exceptional(13)

$424.16

/ Nightly
Private Vacation Home

Peaceful Rustic Chalet w/ Hot Tub & Fireplace

Oakland, Maryland, United States

Name: Knee Deep Retreat | Bedrooms: 5 | Bathrooms: 3 | Sleeps: 14 | Access: Lake Access | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brYour vacation awaits at Knee Deep Retreat! This gorgeous Lake Access chalet is brimming with charm and offers all the amenities you need for a perfect stay at Deep Creek. The expansive great room offers soaring ceilings and tons of natural light to fill the main level of the home. Enjoy your evenings with s'mores around the campfire! On the upper level you’ll find the expansive bedroom suite and a private, cozy loft area. There’s also a separate den/game area on the lower level equipped with a pool table and fireplace. Walk out from the larger den area onto the covered patio area. Lake Access area is only a short walk away. Located in a quiet community, very close to local state parks and just a short drive to all other Deep Creek Lake area amenities.brbrACCESS DETAILS:brLake access is located out the driveway, to the left, at the end of Lake Forest Drive.brbrCOMMUNITY/AREA DETAILS:brLocated in the Lake Forest Estates Community at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Living Roombr- Dining Roombr- Kitchenbr- Laundrybr- Bedroom: Two Sets of Twin Bunk Bedsbr- Full Bath: Shower/Tubbr- Bedroom: Queen Bed, Access to BathroombrbrUpper Level:br- Loftbr- Bedroom (Suite): King Bed, Attached Bath with Shower/TubbrbrLower Level:br- Game Room: Queen Sleeper Sofabr- Bedroom: Twin Bed with Twin Trundlebr- Bedroom: King Bedbr- Full Bath: Shower with Separate Garden TubbrbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November - March. For more house specific driveway information, please refer to your app/guest portal after booking.brbrAFTER BOOKING: An email will be sent to the address provided during check-out; please check for action items needed to secure your reservation. The subject of this email will start with URGENT: Complete Your Booking For... and may be in your Promotional/Marketing folders depending on your email provider and settings.brbrTOILETRIES & PAPER PRODUCTS: Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrNOTE: A copy of the contract holder's Photo ID, a signed contract, and a list of your full travel party (names/ages of all attending) will be required to complete your booking. If booking last minute, you may be required to stop by our main office to show your photo ID and the credit card used on the reservation. This policy is in place to help combat fraudulent activity that is more likely to occur in last-minute arrivals.
Bed 5

Bed

Bath 3

Bath

Sleep 14

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Exceptional(7)

$785.6

/ Nightly
Private Vacation Home

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

Oakland, Maryland, United States

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

Bed

Bath 5

Bath

Sleep 14

Sleeps

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Exceptional(3)

$904.3

/ Nightly
Cabin

Family Mountain Escape w/ Pool Table & Large Yard

Oakland, Maryland, United States

The Lake House – Peaceful 5 Bedroom Getaway with Hot Tub, Fireplace, Game Table, Large Yard in Quiet Neighborhood Deep Creek Lake (Oakland)brbrEscape to The Lake House, a welcoming cabin tucked away in a quiet neighborhood. This spacious retreat offers the perfect balance of relaxation and fun, making it an ideal getaway for family and friends. Step inside to find a cozy living area with a fireplace, perfect for curling up after a day of exploring. The kitchen and dining area open to a covered porch with a picnic table and an additional fridge—perfect for extra drinks and snacks during your stay. The home offers plenty of space with five bedrooms- one bedroom with a twin-over-full bunk bed plus an additional twin bed, two queen bedrooms, and two king bedrooms. A sleeper sofa offers additional sleeping space. Entertainment is easy in the lower-level game room, featuring a pool table, foosball, and a wet bar, along with a laundry room for added convenience.brbrStep outside to enjoy the best of mountain living with a private hot tub, a large deck with a gas grill and plenty of seating, and a firepit for evening gatherings under the stars. Whether you're enjoying the peaceful views, gathering for a meal, or sharing laughs over a game, The Lake House is the perfect setting for your next Deep Creek Lake escape.brbrIMPORTANT TO KNOW:br*This home's kitchen is equipped with a standard coffee pot.br*Max parking spaces for this home is 5; garage access is not availablebr*This home does not have cable tv (streaming is available using your own account)br*This is a non-smoking/vaping propertybr*Check-in is between 4 pm- 9 pm; Check-out is by 10 am.br*Minimum age to rent is 25.brbrWHAT TO BRING:brPlease plan to bring your own supplies. One bath towel and one washcloth per person will be provided. Homes are equipped with cookware, dishes, drinkware, utensils, and bed linens for the max occupancy of the home. Propane will be provided for all propane grills; any refill requests can be made during normal business hours. Some items NOT provided include: paper products, food/spices, coffee filters, trash bags, detergents, soaps, toiletries, beach towels, firewood and makeup remover wipes (recommended to avoid fees for towel damage). brbrPETS:brThis home is not pet-friendly. Undisclosed pets 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 5

Bath

Sleep 14

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Exceptional(2)

$379.51

/ Nightly
Private Vacation Home

Keep Dreaming | Hot Tub, Fire Pit, Great Location

Oakland, Maryland, United States

Tucked among the trees and just minutes from Deep Creek Lake fun and Wisp Resort adventures, Keep Dreaming is the perfect four-season escape. This spacious three-story retreat features four bedrooms, three and a half bathrooms, and comfortably sleeps up to eight guests—ideal for families or a group of friends looking to unwind and reconnect.brbrInside, the open main level invites you to relax in the cozy living room with a gas fireplace, large Smart TV, and seamless access to the expansive back deck and screened-in porch. The well-equipped kitchen includes barstool seating and flows easily into the dining area with a large table for shared meals and board game nights. A main-level bedroom offers private access to the shared bathroom, while two upstairs bedrooms share a full bath. The lower level features a private primary suite with ensuite bath, plus a family room complete with Smart TV, gas fireplace, and foosball table.brbrOutdoors, you’ll find everything you need to savor summer days and starlit evenings—grill on the deck, watch the game on the outdoor TV, soak in the private hot tub, or gather around the fire pit in the spacious backyard. With wooded views and a peaceful setting, it’s easy to unplug and recharge.brbrWhether you’re boating on the lake, hitting the slopes, or exploring shops and restaurants nearby, Keep Dreaming is the perfect Deep Creek basecamp. Book your stay today!
Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps

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Exceptional(4)

$346.27

/ Nightly
Private Vacation Home

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

Oakland, Maryland, United States

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

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Bath 2

Bath

Sleep 6

Sleeps

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$770.0

/ Nightly
Private Vacation Home

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

Oakland, Maryland, United States

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

Bed

Bath 4

Bath

Sleep 11

Sleeps

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$401.44

/ Nightly
Private Vacation Home

Log Heaven | Serene Views, Hot Tub, Fire Pit

Oakland, Maryland, United States

Welcome to Log Heaven--your perfect Deep Creek Lake escape! This stunning log and stacked stone retreat combines rustic charm with modern comforts, creating the ultimate mountain getaway. With four bedrooms, three bathrooms, and space to sleep up to 10 guests, it’s the ideal destination for family vacations or group adventures.brbrSoaring ceilings and walls of windows inside Log Heaven frame the serene wooded views, while the impressive stone fireplace and plush seating make the living room a cozy gathering spot. Step out onto the balcony to grill and dine surrounded by nature, or head inside to the fully equipped kitchen featuring stainless steel appliances, granite countertops, and a convenient island with barstool seating. A separate dining table with chair and bench seating brings everyone together for shared meals and laughter.brbrThe lower-level family room is entertainment central, offering a large Smart TV, pool table, foosball, wet bar, and dining space. After a day of fun, unwind in the private hot tub or gather around the fire pit beneath the stars.brbrEach bedroom in Log Heaven is designed for comfort, complete with Smart TVs. The main-level primary suite offers a king bed, ensuite bathroom, and balcony access, while two guest rooms upstairs share a Jack-and-Jill bath. The Queen-size lower-level bedroom provides added privacy and convenience.brbrJust minutes from Deep Creek Lake, state parks, and the scenic Youghiogheny River, Log Heaven offers the best of both worlds—close to adventure yet tucked into peaceful wooded surroundings. Whether you’re hiking, boating, or simply relaxing fireside, this getaway promises memories that last a lifetime.brbrBook your Deep Creek Lake retreat today at Log Heaven and experience the perfect balance of adventure and relaxation!brbrThis property comes with a membership to CARC & you can take advantage of having access to their indoor pool, fitness center and ball courts.
Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps

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Exceptional(1)

$1017.97

/ Nightly
Cabin

Luxury Deep Creek Lake Cabin • Sauna • Hot Tub • Arcade • Fire Pit •Pet Friendly

Oakland, Maryland, United States

Welcome to Pine & Paw Lodge—a luxury mountain retreat near Deep Creek Lake designed for relaxation, adventure, and unforgettable memories.brbrWhether you're planning a family getaway, a group trip, or a cozy weekend escape, this cabin delivers the perfect balance of comfort, fun, and location.brbrWake up to peaceful forest views and fresh mountain air. Enjoy your morning coffee on the private deck before heading out to explore Deep Creek Lake, nearby hiking trails, or Wisp Resort.brbrAfter a day of adventure, come home to unwind in the sauna or hot tub under the stars, gather around the fire pit, or relax by the cozy fireplace.brbrAt Pine & Paw Lodge, every moment is designed to help you slow down, reconnect, and enjoy the best of Deep Creek.brbrWHY GUESTS LOVE PINE & PAW LODGEbr• Private sauna and hot tub under the starsbr• Outdoor fire pit + cozy indoor fireplacebr• Arcade system with 13,000+ gamesbr• Ninja slushi machine (guest favorite!)br• Fully stocked kitchen for group mealsbr• Fast WiFi + Smart TVsbr• Peaceful, private setting surrounded by naturebrbrSLEEPING ARRANGEMENTSbrDesigned for comfort and flexibility, the lodge is perfect for families and groups:brbrMain Floorbr• King bedroombrbrSecond Floorbr• King bedroombr• Queen bedroombrbrLower Levelbr• Queen bedroombr• Twin-over-queen bunk roombrbrWith multiple sleeping options, everyone has space to relax.brbrbrKITCHEN & LIVING SPACEbrbrThe fully stocked kitchen makes it easy to cook, entertain, or enjoy a quiet breakfast. The open living area features comfortable seating, a stone fireplace, and large windows that bring the outdoors inside. The kitchen includes a SMEG coffee pot, Ninja Slushi Machine, Blackstone grill, and propane grill.brbrOUTDOOR SPACEbrbrStep outside to enjoy everything that makes Deep Creek special:br• Private deck with seatingbr• Saunabr• Hot tub for relaxing eveningsbr• Fire pit for late-night conversationsbr• Peaceful wooded surroundingsbrbrLOCATIONbrbrPine & Paw Lodge is perfectly located just minutes from:brbr• Deep Creek Lake (boating, swimming, kayaking)br• Wisp Resort (skiing, snowboarding, year-round activities)br• Swallow Falls State Park (waterfalls & hiking)br• Local restaurants, shops, and entertainmentbrbrPERFECT FORbrbr• Family vacationsbr• Group getawaysbr• Couples retreatsbr• Weekend escapesbrbrBOOKING DETAILSbrbr• Self check-in with smart lockbr• Professionally cleanedbr• Fast, responsive host supportbrbrBook your stay at Pine & Paw Lodge today and experience one of the most unique and relaxing cabin getaways in Deep Creek Lake.brbrReserve now to secure your dates.
Bed 5

Bed

Bath 3

Bath

Sleep 12

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Exceptional(10)

$396.7

/ Nightly
Private Vacation Home

Tarenga House | Lake Access, Hot Tub, Great Location

Oakland, Maryland, United States

Tarenga is a Senegalese word for Welcome and our doors welcome you on your next visit to Deep Creek Lake!brbrExperience the unique charm of this hilltop chalet with its hand-woven throws from Mali, hand carved tropical hardwood furniture from Guinea, and masks and other curios collected from over two decades of the owner’s life in West Africa.brbrThe spacious gathering areas and scenic views make for a perfect retreat with family and friends. Get cozy in front of the gas fireplace in the great room where there is ample seating for everyone. You can watch TV or swap stories about your favorite moments from the day's adventures.brbrOutfitted with everything you need; you can prepare favorite family meals in the well-equipped kitchen. There is a spot for everyone at the dining table and breakfast bar making mealtime a breeze. Plus, you have easy access to the wrap-around deck with multiple picnic tables and a large gas grill for when you want to barbecue or have dinners outdoors.brbrGet a good night’s sleep in one of the four bedrooms, two which are located on the main level while the loft and primary suite upstairs offer mountain views with a private balcony.brbrKick-back in the lower-level family room to spend quality time. Or mix up your favorite beverages at the wet bar and settle in to watch TV by a crackling fire. Two double futons also give you options for flexible sleeping arrangements. The fourth bedroom is also located on this level with a queen bed and bunk bed perfect for older children or teens.brbrThe great outdoor space also includes a hot tub, and beautiful scenery. Located in the The Ridge at Paradise Point community, you’ll enjoy lake access with three docks and multiple groves just a short drive away for lakeside summer fun. Go for a swim, bring your paddleboards, or rent a boat to take out and explore the quiet coves and shoreline of the lake.brbrDeep Creek Lake State Park is nearby and is a definite must for any vacation. Offering the only true sandy beach at the lake, you can also rent a kayak or hike miles of trails under the shaded canopies to cool off from the sun.brbrMarinas, restaurants, mini golf, and the movie theater are all within a five to ten-minute drive. Make Wisp Resort your destination for adventure! They offer golf, ziplines, a mountain coaster, disc golf, and much more. During the winter months, you can ski and snow tube.brbrTarenga House has been our happy place to return to after many enjoyable years in Africa. We hope to share a bit of those wonderful memories with you and your family on your next visit to the lake.brbrIf your rental is listed as having a Boat Dock as an amenity provided with this property, this is subject to weather conditions, water levels, and other natural factors.
Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps

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$393.11

/ Nightly
Private Vacation Home

Cozy Cabin | Hot Tub, Fire Pit, Game Room

Oakland, Maryland, United States

Welcome to the Cozy Cabin, a three-story escape nestled in the tranquil woods of Deep Creek Lake, Maryland. With three bedrooms and two bathrooms, this inviting cabin comfortably accommodates up to seven guests, making it perfect for family getaways or small group retreats.brbrStep inside to the main living area on the first floor, where plush sofas and a large Smart TV create a welcoming space to relax after a day of outdoor adventure. The fully-equipped kitchen and adjacent dining area make cooking and dining a breeze, and with plenty of seating, you’ll enjoy memorable meals together. The first floor also hosts the primary bedroom, complete with cozy bedding and a private TV for added comfort.brbrUpstairs, two additional bedrooms await, each thoughtfully designed with plush bedding and individual TVs for a touch of privacy. Downstairs, a game room promises hours of fun with foosball, shuffleboard, a built-in bar, and another large Smart TV – ideal for unwinding after a busy day.brbrOutside, the spacious backyard offers everything you need for an unforgettable experience: a private hot tub, a gas grill for cookouts, a fire pit perfect for s’mores, and a swing set for the kids. Relax on the covered front porch with a porch swing and extra seating to fully embrace the peaceful wooded surroundings.brbrCozy Cabin offers all the comforts of home with the serenity of nature—everything you need for a perfect retreat in Deep Creek Lake.
Bed 3

Bed

Bath 1

Bath

Sleep 7

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Exceptional(6)

$952.63

/ Nightly
Private Vacation Home

Luxury Lake Escape w/ Hot Tub & Fire Pit

Oakland, Maryland, United States

Name: Paradise Retreat | Bedrooms: 5 | Bathrooms: 5 | Sleeps: 12 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION: brIf you’re looking for a luxury escape to paradise then you’ve come to the right place here at Paradise Retreat! A place where chic and modern design meets plush and cozy furnishings, nothing has been missed when thinking of style and comfort in this home. Come and sit in the large open dining area to enjoy a nice home cooked meal where all can sit together, then finish up in the spacious living room with your family to enjoy a movie night! On a rainy day, cozy up by the fireplace in the lower level and have a family game night including playing pool or fooseball; where the possibilities here are endless! However, the bliss doesn’t stop there. The home sits nestled away in the trees providing a serene sense of privacy while still being right next to the lake! Take time out of your day to enjoy the vast back yard playing basketball or sit by the fire pit and roast s’mores while sharing campfire stories. On cool evenings soak it up in the hot tub while taking in the nature and on hot days take a short walk down to the water to enjoy the dock and surrounding lake views before hopping in your boat to spend the day out and about on the lake! When planning your next vacation book with us here at Deep Creek! brbrACCESS DETAILS: brThis property comes with private lake access and dock located on the property. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS: brLocated in the Paradise Heights Community at Deep Creek Lake.brbrLAYOUT DETAILS: brMain Level:br- Kitchenbr- Living Roombr- Dining Areabr- Sun Roombr- Full Bath with Shower/Tubbr- Bedroom (Suite): King Bed, Attached Bath with Shower/Tubbr- Bedroom: King Bedbr- Bedroom (Suite): 2 Twin Bunk Beds, Attached Bath with Shower/TubbrbrLower Level (Entrance):br- Den/Game Area with Wet Barbr- Mud Room/Entry/Laundrybr- Bedroom: King Bedbr- Full Bath with Showerbr- Bedroom (Suite): King Bed, Attached Bath with ShowerbrbrDISCLAIMERS: br4WD/AWD or snow tires are always recommended for the area during the Winter months of November – March. For more house specific driveway information, please refer to your app/guest portal after booking.brbrAFTER BOOKING: An email will be sent to the address provided during check-out; please check for action items needed to secure your reservation. The subject of this email will start with URGENT: Complete Your Booking For... and may be in your Promotional/Marketing folders depending on your email provider and settings.brbrTOILETRIES & PAPER PRODUCTS: Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrNOTE: A copy of the contract holder's Photo ID, a signed contract, and a list of your full travel party (names/ages of all attending) will be required to complete your booking. If booking last minute, you may be required to stop by our main office to show your photo ID and the credit card used on the reservation. This policy is in place to help combat fraudulent activity that is more likely to occur in last-minute arrivals.
Bed 5

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Bath 5

Bath

Sleep 12

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Exceptional(2)

$415.33

/ Nightly
Private Vacation Home

New! Scenic Lake Escape Minutes from the Slopes

Oakland, Maryland, United States

Name: Waves and Moguls | Bedrooms: 5 | Bathrooms: 4.5 | Sleeps: 10 | Access: Lake Area | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brWaves and Moguls is your ultimate getaway destination, combining stunning lake views with nearby skiing excitement. Perched above Deep Creek Lake, this inviting home offers a perfect mix of comfort and adventure. Step inside to find a warm and welcoming interior, highlighted by a stone fireplace that sets the stage for cozy evenings after a day exploring the area. The open-concept design ensures everyone can gather together, whether you’re preparing meals in the fully equipped kitchen or enjoying quality time in the spacious living area. The deck offers breathtaking views of Deep Creek Lake, making it the ideal spot to sip your morning coffee or unwind in the hot tub as the sun sets over the water. Whether you're soaking in the scenery or simply relaxing, the outdoor space provides the perfect backdrop for your stay. In winter, you’re just a short drive from Wisp Resort, where you can enjoy skiing, snowboarding, and snow tubing. During warmer months, explore nearby hiking trails, state parks, and a variety of lake activities. Thoughtfully designed with your comfort in mind, Waves and Moguls features cozy bedrooms and modern conveniences to keep everyone entertained. It’s the perfect retreat for families, friends, or couples seeking a peaceful escape with the perfect balance of adventure and relaxation. Discover the beauty and excitement of Deep Creek Lake at Waves and Moguls, your home away from home.brbrACCESS DETAILS:brLake access is only available through purchase of a day-use dock from High Mountain Sports, if available. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated in the Trader's Landing Community at Deep Creek Lake.brbrThis home comes with free access to the Community Aquatic Recreation Center (CARC)! This fitness and wellness complex, located in the central Deep Creek Lake area, offers a modern gym and a full-size indoor pool. The free CARC membership is available to all guests in the home for the duration of your stay, up to the home’s full occupancy. brbrLAYOUT DETAILS:brMain Level:br- Living Areabr- Dining Areabr- Kitchenbr- Half Bathbr- Bedroom (Suite): Queen Bed, Attached Bath with Showerbr- LaundrybrbrUpper Level:br- Bedroom (Suite): Queen Bed, Attached Bath with Shower/Tubbr- Bedroom: Queen Bedbr- Bedroom: 2 Twin Bedsbr- Full Bath with ShowerbrbrLower Level:br- Game Roombr- Denbr- Bedroom: Queen Bedbr- Full Bath with Shower/TubbrbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November - March. For more house specific driveway information, please refer to your app/guest portal after booking.
Bed 5

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Bath 4

Bath

Sleep 10

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Exceptional(37)

$377.02

/ Nightly
Chalet

Spacious family-friendly chalet w/fenced dog run & large deck near the lake/Wisp

Oakland, Maryland, United States

Welcome to Parks and Deck, our centrally located, dog friendly chalet with filtered lake views just 1/4 mile from the lake! Wisp Ski Resort and Deep Creek Lake State Park are both within a 10 minute drive. After a day of adventures, relax on the deck or cuddle up in front of the fireplace with a good book and a glass of wine. Our fully-stocked kitchen is ready for you, but Brenda’s Pizza and other restaurants are just minutes away. Games, a fenced in dog run, and a pack n play are available too!brbrThe spacebrEnter the house through the front yard, which is a fenced in dog run for your furry companions. Walk into the kitchen which is stocked with all the gadgets you’ll need to whip up a meal including a full set of pots and pans, baking ware, kitchen aid mixer, and a dual drip/single serve coffee maker. The den/living area next to the kitchen has a day bed with two twin mattresses (the bottom one pulls out). The great room has open concept living and dining, and filtered lake views out over the deck. Step onto the huge back deck (the full length of the house) which is also fenced, and enjoy a meal or sit by the fire. There are a couple couches and chairs in the living room in front of the gas fireplace, along with a TV with a DVD player (we stock lots of movies!) and a Roku with sound bar. On your way to the main floor primary bedroom with en suite bathroom and walk in closet, indoor and outdoor games are stocked, including a Ms. Pac-Man arcade unit.brbrUpstairs, there are two additional bedrooms, one king and one queen, which each have their own closet and dresser and smart TV.brbrThe house has high speed Xfinity wifi, and there are desks in the primary bedroom and upstairs king bedroom - great for remote/telework.brbrFor families, we have a pack n play, high chair, and children’s dinner ware on hand. We have two small step stools, one on each floor to help little ones reach the sinks if needed.brbrNOTE: 4 wheel drive and/or chains are REQUIRED in winter months. There is a steep gravel road that leads up to the house.brbrNearby Attractions:br* 7 minute drive to Wispbr* 5 minute drive to boat rentals in McHenrybr* 5 minute drive to groceriesbr* 2 minute drive to Brenda's pizza and kayak rentalsbr* 4 minute drive to Uno, Honi Honi Bar and Arrowhead Marketbr* 10 minute drive to Deep Creek Lake State Park w/ boat launchbrbrOther features:br* Gas grill located on front porchbr* Books, DVDs/Blu raysbr* Indoor board gamesbr* Outdoor games (Cornhole, Giant Jenga)br* HammockbrbrFollow us on insta @parksanddeckdclbrGuest accessbrA unique secure smart lock code will be provided prior to check in. There is parking for 4-5 vehicles in the circular driveway in front of the house.brbrThere is a steep hill and gravel road leading to the house, so 4 wheel drive or chains are required in the winter months.brOther things to notebr$50 Pet fee per stay applies, please note pets on your booking request.brNo smoking indoors or outdoors.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

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