Location

Dates

Guests

Vacation rentals in Oakland, Maryland, United States

Boat Slip and Dock - The middle boat slip is the one you can use for your boat

Main level living room

Wisp'd Away

4 bedrooms·3½ baths

Swanton • Maryland

5(10 reviews)

3 037,04 $ USD totalt för 3 nätter

12–15 nov. 2026

Enjoy the backyard!

Deck overlooking the backyard

Living room with Smart TV and electric fireplace

Mountain Air

4 bedrooms·2½ baths

Garrett County • Maryland

5(125 reviews)

701,10 $ USD totalt för 3 nätter

15–18 nov. 2026

Falls Inn

5 bedrooms·3 baths

Oakland • Maryland

$500/ natt(exkl. avgifter & skatter)

Lazy Bear Lodge At Deep Creek Lake

Lazy Bear Lodge At Deep Creek Lake

Lazy Bear Lodge At Deep Creek Lake

Lazy Bear matching EXTERIOR 31' Stacked Stone Wood Burning Fireplace

Lazy Bear Lodge At Deep Creek Lake

Lazy Bear Lodge At Deep Creek Lake

5 bedrooms·3½ baths

Garrett County • Maryland

4.93(237 reviews)

1 824,00 $ USD 1 539,00 $ USD totalt för 3 nätter

12–15 nov. 2026

Backyard, fire pit, playground

Front, driveway

Absolutely Shore

4 bedrooms·3½ baths

Garrett County • Maryland

5(181 reviews)

978,12 $ USD totalt för 3 nätter

15–18 nov. 2026

Black Eyed Susan

Black Eyed Susan

Black Eyed Susan

Black Eyed Susan

Black Eyed Susan

Black Eyed Susan

3 bedrooms·2½ baths

Garrett County • Maryland

5(132 reviews)

454,86 $ USD totalt för 3 nätter

15–18 nov. 2026

Sit back and relax as you watch the waves roll in or all of the local wildlife around this luxurious lakefront appropriately named - Off the Hook!

Gorgeous lakefront home for all of your vacation memories!

Enjoy your favorite food & beverages on the oversized deck looking over gorgeous Deep Creek Lake!

Oversized hot tub ready for you to relax after a day on the lake or at the ski resort. Enjoy it in any season!

Game room complete with a pool table, arcade games, second fridge/freeezer & a huge TV lounging area. Fun can be found for the whole group!

New Lakefront~4/5 BR! Hot Tub~Game Rom & Firepit!

5 bedrooms·3 baths

McHenry • Maryland

4.97(32 reviews)

2 665,13 $ USD totalt för 3 nätter

12–15 nov. 2026

Bear Escape: 6BR, Sleeps 16, Hot Tub, near Wisp

Bear Escape | Hot Tub | Game Room | Fire Pit | 16+ image 2

Bear Escape: 6BR, Sleeps 16, Hot Tub, near Wisp

Bear Escape | Hot Tub | Game Room | Fire Pit | 16+ image 4

Bear Escape | Hot Tub | Game Room | Fire Pit | 16+ image 5

Bear Escape: 6BR, Sleeps 16, Hot Tub, near Wisp

6 bedrooms·4 baths

McHenry • Maryland

4.76(82 reviews)

2 016,00 $ USD totalt för 3 nätter

12–15 nov. 2026

Sunset View: Lakefront Pet-Friendly | Dock

Sunset View: Lakefront Pet-Friendly | Dock

Sunset View: Lakefront Pet-Friendly | Dock

Sunset View: Lakefront Pet-Friendly | Dock

Sunset View: Lakefront Pet-Friendly | Dock

Sunset View: Lakefront Pet-Friendly | Dock

4 bedrooms·2 baths

Swanton • Maryland

1 368,61 $ USD totalt för 3 nätter

12–15 nov. 2026

Sunset View: Lakefront Pet-Friendly | Dock

Sunset View: Lakefront Pet-Friendly | Dock

Sunset View: Lakefront Pet-Friendly | Dock

Sunset View: Lakefront Pet-Friendly | Dock

Sunset View: Lakefront Pet-Friendly | Dock

Sunset View: Lakefront Pet-Friendly | Dock

4 bedrooms·2 baths

Swanton • Maryland

1 037,25 $ USD totalt för 3 nätter

12–15 nov. 2026

The living room features a warm and cozy gas fireplace, spacious sectional, lounger chair, DVD player and streaming TV.

Game room includes pool table, ping pong table, shuffleboard, dart board, and poker table. Area includes bar top seating. Perfect area for a game night or football Sunday!

Spacious eating space with gas grill and beautiful Mountain View’s. Grilling utensils are located in the kitchen.

Downstairs includes cozy wood burning fireplace, beautifully updated epoxy flooring, Roku TV, gaming console, comfortable seating. Perfect for a movie night!

Beautiful fire pit and comfortable Adirondack chairs. Additional chairs are available on the property. Includes grill top, skewers, fire wood and starter logs.

Mountain Escape! Deep Creek Lake, MD

3 bedrooms·2½ baths

Oakland • Maryland

4.84(228 reviews)

666,22 $ USD totalt för 3 nätter

15–18 nov. 2026

Welcome to Mulligan Manor - The lake's best cabin vacation rental. Home is less than 5 minutes to skiing, lake and more! The home has a game room, hot tub, fire pit and fireplace! Everything needed

Wintertime is magical at Mulligan Manor. The large yard and golf course behind the home provide tons and tons of space for sledding, tubing and snow fun!

The fire pit overlooking the gorgeous views of Lodestone golf course and wooded area is perfect for evening s'mores!

Clean and ready for relaxing, the hot tub at Mulligan Manor is located outside the patio door on a private and secluded deck overlooking the gorgeous views of the woods and golf course.

The s'mores station provides everything you need to enjoy s'mores by the fire!

Mulligan Manor on WISP Mountain & Lodestone Golf!

3 bedrooms·2½ baths

McHenry • Maryland

5(88 reviews)

1 570,33 $ USD totalt för 3 nätter

12–15 nov. 2026

Mountain Escape | Hot Tub | Game Room | 16+ Guests image 1

Mountain Escape | Hot Tub | Game Room | 16+ Guests image 2

Mountain Escape | Hot Tub | Game Room | 16+ Guests image 3

Mountain Escape | Hot Tub | Game Room | 16+ Guests image 4

Mountain Escape | Hot Tub | Game Room | 16+ Guests image 5

Mountain Escape: 6BR, Sleeps 16, Hot Tub, Wisp

6 bedrooms·4 baths

McHenry • Maryland

4.87(98 reviews)

2 016,00 $ USD totalt för 3 nätter

12–15 nov. 2026

Chalet-style retreat with wraparound deck and peaceful wooded setting

Take a soak in the hot tub and relax away the days play!

Cozy mountain-style living room with fireplace, big sectional, and balcony

Bright vaulted kitchen with island seating and warm cabin charm

Cozy rustic king bedroom with private deck access and warm cabin charm

ESCAPE

5 bedrooms·5½ baths

Oakland • Maryland

1 232,00 $ USD totalt för 3 nätter

16–19 nov. 2026

Almost Heaven

4 bedrooms·3 baths

Swanton • Maryland

5(3 reviews)

1 054,00 $ USD totalt för 3 nätter

12–15 nov. 2026

Fall Fun at our close everything Lake View Condo! image 1

Fall Fun at our close everything Lake View Condo! image 5

Fall Fun at our close everything Lake View Condo!

3 bedrooms·2 baths

Oakland • Maryland

4.97(126 reviews)

674,40 $ USD totalt för 3 nätter

12–15 nov. 2026

Night Sky Escape | Game Room | Fire Pit | 16+ image 1

Night Sky Escape | Game Room | Fire Pit | 16+ image 2

Night Sky Escape | Game Room | Fire Pit | 16+ image 3

Night Sky Escape | Game Room | Fire Pit | 16+ image 4

Night Sky Escape | Game Room | Fire Pit | 16+ image 5

Night Sky Escape: 6BR, Sleeps 16, Soaking Tubs

6 bedrooms·4 baths

McHenry • Maryland

4.88(41 reviews)

$449 – $1 299/ natt(exkl. avgifter & skatter)

Lake Escape | Hot Tub | Game Room | Sleeps 16+ image 1

Lake Escape | Hot Tub | Game Room | Sleeps 16+ image 2

Lake Escape | Hot Tub | Game Room | Sleeps 16+ image 3

Lake Escape | Hot Tub | Game Room | Sleeps 16+ image 4

Lake Escape | Hot Tub | Game Room | Sleeps 16+ image 5

Lake Escape: 6BR, Sleeps 16, Hot Tub, Deep Creek

6 bedrooms·4 baths

McHenry • Maryland

4.75(72 reviews)

2 016,00 $ USD totalt för 3 nätter

12–15 nov. 2026

Snow Escape | Walk to Wisp Lift | Hot Tub | 16+ image 1

Snow Escape | Walk to Wisp Lift | Hot Tub | 16+ image 2

Snow Escape | Walk to Wisp Lift | Hot Tub | 16+ image 3

Snow Escape | Walk to Wisp Lift | Hot Tub | 16+ image 4

Snow Escape | Walk to Wisp Lift | Hot Tub | 16+ image 5

Snow Escape: 6BR, Sleeps 16, Hot Tub, Walk to Lift

6 bedrooms·4 baths

McHenry • Maryland

4.78(58 reviews)

2 016,00 $ USD totalt för 3 nätter

12–15 nov. 2026

Experience the enchanting charm of the log cabin, illuminating brightly under the night sky. The warm glow of The Big Dipper invites you to unwind and soak in the wooded and peaceful surroundings. Perfect for cozy summer and winter memories!

Oversized pool is heated to 84 degrees year-round in a temperature controlled pool room. Lounge chairs and sitting areas, along with the ROKU smart tv, provide lots of space and entertainment for your group!

Gather around the outdoor fire-pit, where you can enjoy seasonal lake views amidst a backdrop of lush wooded areas with wildlife. Roast your s’mores as deer gracefully pass by & if you are lucky, catch a glimpse of a bear exploring the nearby woods.

Challenge friends and family to a nostalgic match of Pac-Man or feel the thrill of speed with Ridge Racer. Enjoy friendly competition at the shuffleboard table or showcase your skills on the pool table. Perfect for all ages, let the games begin!

Indoor Pool Cabin! Brand New~Game Room~EV Charger

5 bedrooms·5 baths

McHenry • Maryland

4.93(27 reviews)

2 419,99 $ USD 2 231,14 $ USD totalt för 3 nätter

15–18 nov. 2026

Floor-to-ceiling glass allows complete lakefront experience!

Top of the line Kingston outdoor furniture - with seating for 10 on upper deck - great views of lake, lakefront and outdoor fire pit.

Main floor living area with HD TV and wood-burning fireplace - and lake views!

Main floor living area - open floor plan and independent heat/ac allows for fine-tuning your comfort.

Lakefront pup-friendly home on Deep Creek Lake!

4 bedrooms·3 baths

Swanton • Maryland

5(29 reviews)

2 017,10 $ USD totalt för 3 nätter

26 feb.–1 mars 2027

The Blue Sky Bungalow: A-frame/Lake Access/Firepit

The Blue Sky Bungalow: A-frame/Lake Access/Firepit

The Blue Sky Bungalow: A-frame/Lake Access/Firepit

The Blue Sky Bungalow: A-frame/Lake Access/Firepit

The Blue Sky Bungalow: A-frame/Lake Access/Firepit

The Blue Sky Bungalow: A-frame/Lake Access/Firepit

3 bedrooms·2 baths

Swanton • Maryland

5(44 reviews)

725,00 $ USD totalt för 3 nätter

14–17 nov. 2026

Point View 2.0

4 bedrooms·2 baths

McHenry • Maryland

5(10 reviews)

5 487,00 $ USD 4 708,95 $ USD totalt för 7 nätter

14–21 nov. 2026

"Woodlore" at Deep Creek Lake MD

"Woodlore" at Deep Creek Lake MD

"Woodlore" at Deep Creek Lake MD

"Woodlore" at Deep Creek Lake MD

"Woodlore" at Deep Creek Lake MD

"Woodlore" at Deep Creek Lake MD

3 bedrooms·1½ baths

Swanton • Maryland

5(16 reviews)

1 022,00 $ USD totalt för 3 nätter

12–15 nov. 2026