
Cabin vacation rentals in Oakland
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Quick stats about cabin rentals in Oakland

Nightly prices starting at
Oakland vacation rentals start at G$27,189 GYD per night before taxes and fees

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Over 160 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oakland rentals

5 Average rating
Oakland stays are highly rated by guests—averaging 5 out of 5!
Top-rated cabin rentals in Oakland
Guests agree: these cabins are highly rated for location, cleanliness, and more.

Mad Men Lake House*LAKEFRONT*Fam&Dog Friendly*OUTDOOR MOVIE EXPERIENCE*HOT TUB*1.8mi to WISP*WORK SPACES*wood CRIB!
NEW BUILD HOME! Wow! Deep Creek has never seen anything like this before! It's a one-of-a-kind experience that gives you all the amenities you need for your BEST vacation/getaway/staycation ever! With it's unique combination of rustic look and modern features, it will surely delight every guest! After a fun-packed day on the lake, fishing or boating, unwind on our upper deck as you watch and hear the water lap up on the shore with a refreshing drink in hand. Or are you just getting back from an invigorating day on the slopes? Relax those muscles in our lower-deck hot tub, gazing at the stars in the winter sky above! You get the best of the lake and the mountain in this dog-friendly hidden gem! Imagine evenings enjoying the mountain breeze as you roast marshmallows in our fire pit! Or cozy up in front of the gas fireplace in our open-concept great room that allows everyone to be together. Fish and swim from our private dock or use it to moor your own boat or jet-skis. Witness spectacular sunrises as you take an early morning paddle with our kayaks and 2-person canoe. Enjoy a well-lit, private work space with high-speed internet to facilitate your virtual work needs. A real wood CRIB and 2 pack and plays are provided too! Plus, we offer an OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best vacay EVER! NOTE: All Wheel Drive cars/suvs are necessary in winter months due to steep driveway.

Molly
Molly has a garage style window that opens up overlooking our creek at the point of 7 little waterfalls for your sleeping and hangout pleasure! A shared kitchen and bath completes the 3 small structures. Full bath plus an outdoor shower makes for great accommodations. We're within 5 miles from State Parks and Deep Creek Lake. Come see the Garrett County stars, hear the creek and birds and be a million miles from where you are. Friendly dogs are welcomed - check other things to note about pets.

Fern Hill Cabin - rustic cabin near Deep Creek
Enjoy a comfortable rustic cabin with two bedrooms, one full bathroom, a powder room, spacious living room, kitchen and a dining area. Outside you can relax on a large screened porch or by the firepit under a blanket or stars. Some of the most beautiful areas such as Swallow Falls, Herrington Manor and Rock Maze are only a short drive away. Enjoy skiing at Wisp Resort or boating and swimming at Deep Creek State Park. Many wonderful restaurants and fun things to do are also a short drive away.

Romantic Cabin Walk to Lake & Dining/Hot tub/Dogs
Escape to our charming Spruce Cabin, nestled among the trees & designed for ultimate relaxation. Just a 1/4 mile from local restaurants & shopping, you'll enjoy the perfect blend of nature & convenience. This brand new cabin features 2 cozy BRs, full kitchen, hot tub & a modern bathroom, making it ideal for families or a getaway with friends. Access to Starlink WIFI and YouTube TV keeps you connected. And don't forget, we're dog-friendly, so your furry companions can join in on the adventure!

HotTub-FirePit-8MintoWisp-Arcade-N64-NoCleaningFee
Jamesons Cabin: Spacious and pet-friendly, 8 mins from Wisp Resort - Sleeps 12 with 3 bedrooms + loft (4th bedroom), and a full sofa bed. - 75 inch tv over a cozy wood burning fireplace - Hot tub with a bar! - 4-player arcade, karaoke, and darts for entertainment - Putterball golf to show off your skills - A galaxy lamp for kids to sleep under the stars - Full kitchen, coffee bar and grill for delicious meals - 48W EV charger We want to help you make unforgettable memories. Reach out today!

The Falls Cabin ↟↟ secluded log cabin in the woods
hello, and welcome to @thefallscabin! we are so happy you’re here. :) the falls cabin sits quietly tucked away on 11 wooded acres, located just minutes from deep creek lake, swallow falls state park, and wisp resort. it is the perfect spot for getting away from the noise – but being close to it all. the cabin is equipped with brand-new furniture, mattresses, etc. follow us @thefallscabin for more photos and progress as we continue to flip this lovely place into our modern, wooded oasis.

Honeymoon Spa Experience! Pond! Sauna! Hot Tub!
High End, Romantic Escape with Private Pond nestled in the pines, located 1 mile from Deep Creek Lake State Park, Custom Sauna, Hot Tub, Outdoor TV, Cozy Rocking Chairs, Propane Fire Pit, Soaking Tub, Robes, Plush King Bed, Espresso Machine, Margaretaville Margarita Machine, Firepit by the pond, Sound Appealing? Then this is the place for you! Re-connect with your signifiant other in a spa like, mountain setting. We provide all the essentials and much more! Just 15 minutes from Wisp Resort.

Dancing Bears
***PLEASE NO PETS*** Meticulously maintained authentic log cabin in the woods getaway! Our 800 sf cabin has two bedrooms, one bathroom and large bonus 3rd bedroom/loft area (queen bed, two cots, kids' play area, TV and home office space). Our location is secluded yet conveniently located to all of the activities Deep Creek Lake has to offer. The property backs up to 65 wooded acres at the end of a private road. Peaceful setting with a stream, fire pit, picnic table, and horse shoe pit.

CharmingHome7PersonHotTubFirePit2Arcades9MintoWisp
Spacious and secluded, 9 mins from Wisp Resort! -Updated cabin in woods, hot tub, 12 ft shuffle board, arcade games, darts, fire-pit! -Sleeps 16 with four bedrooms, two pull out sofa beds, futon, and daybed with trundle -7 person hot tub with 49 jets and waterfall -Large outdoor seating area around a custom fire pit -Two full length decks on front and back of the cabin -Peak-a-boo lake-view -Full kitchen and outdoor grill -High speed wifi -Community Aquatic Recreation Center access

SUGARBUSH - Sweet Serenity Tiny House
Welcome to SUGARBUSH! "Suga" is a 450 sq. ft. custom built tiny house. She will comfortably accommodate 2 adults or a family with 2 small children. AGE REQUIREMENT to book this space is 25+. At this time we DO NOT allow pets. Suga sits on a 3+ acre lot that use to be used for cross country skiing. She got her name from two trails, Sugarbush Run and Sugarbush Shortcut that ran through the lot! We welcome you to stay and enjoy our wonderful little getaway here in Pleasant Valley.

Glamping in a Creekside Aframe
This cozy aframe is a perfect glamping getaway for two! You'll stay on 20 acres with over 700 feet of frontage on Abrams Creek. Ready to unplug? The aframe is completely off grid with solar energy and a wood-fired stove. Sleep in luxury with fine linens and a queen size bed, but spend your day splashing in the crystal clear creek and hiking through the forest. Enjoy your evening playing cornhole while dinner cooks on the grill, topped off with a favorite beverage around the campfire.

Martha’s Cabin
Mountain Maryland's private cabin retreat is a completely renovated 1 bedroom, 1 bathroom getaway perfect for up to two guests. The peaceful wooded surroundings with walking paths to the property's creek will bring you relaxation and peace. Only minutes from Frostburg's small town attractions, Frostburg State University campus, downtown entertainment, shopping, local area hiking trails and state parks! Martha's Cabin is a perfectly tucked away yet with everything you need nearby.
Popular amenities for Oakland cabin rentals
Cabin rentals with a hot tub

Cozy Mountain Cabin, Near Ohiopyle, Hot-tub

"Whispering Pines"

Lake Access•Dock~Hot Tub •Game Room•Dogs OK!

Cozy Cabin w/ Hot Tub/Game Room – near Deep Creek!

Romantic Couples Getaway, Hot Tub! Fire Pit!

Hot Tub Fire Pit Gas Grill Wood Stove Roku

The Crick House

Log Home on 11 acres w/ Hot Tub
Pet-friendly cabin rentals

Multi-Family Cabin: Huge Yard + Resort Perks!

Holler Hut

C Box MountainTop

Bear Creek Get-A-Way

Whispering Pines: Cabin in woods near Thomas/Davis

Kaya Cabin on Deep Creek Lake

Cabin G at Abrams Creek

Dog Friendly Cabin in the Woods, Hot Tub & Firepit
Private cabin rentals

Rustic Luxe Cabin (4x4 Required)

Family A-Frame | Kayaks Included | Deep Creek Lake

White Tail Cabin, private woods private hot tub

Cabin near lake, family & pet friendly, hot tub!

Cozy cabin on the Lake!

Wooded camp w/lake views/fire pit. Great location.

Rated 3rd Best Glamping Destination in the USA!

Renovated rustic & cozy log cabin
Destinations to explore
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- Fallingwater
- Wisp Resort
- Seven Springs Mountain Resort
- Timberline Mountain
- Ohiopyle State Park
- Canaan Valley Resort & Conference Center
- Blackwater Falls State Park
- Canaan Valley Ski Resort
- Tygart Lake
- White Grass
- Rock Gap State Park
- West Virginia University
- Deep Creek Lake State Park
- Swallow Falls State Park
- Laurel Hill State Park
- Fort Necessity National Battlefield
- Coopers Rock State Forest
- Lodestone Golf Course
- Audra State Park
- Western Maryland Scenic Railroad
- Smoke Hole Caverns





