Cabin holiday rentals in Oakland

Find and book unique cabins on Airbnb

Quick stats about cabin rentals in Oakland

  • Nightly prices starting at

    Oakland holiday rentals start at $169 SGD per night before taxes and fees

  • Verified guest reviews

    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.

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Guest favourite
The log cabin is situated in a snowy landscape, showcasing a warm glow from its illuminated windows. The covered porch features a railing that extends across the front, surrounded by trees that are dusted with snow, creating a cozy and inviting scene.
Cabin in Oakland
4.89 out of 5 average rating, 437 reviews

Winter is Coming

Your mountain vacation will be filled with magical memories when you choose to stay in this spectacular 3 master suite bedroom log home. You and your guests will immediately feel at home when you step through the front door. Luxurious décor compliments the gorgeous hardwood floors giving the cabin a warm and inviting feel. Cuddle up in front of the wood fireplace after an invigorating day of snowboarding at nearby Wisp Resort or enjoy your morning coffee on the covered porch swing. Pet 50extra

Top guest favourite
A bright sleeping area features a spacious bed adorned with a patterned blue and white bedspread, complemented by yellow accent pillows. Natural light filters through two windows, which are framed by wooden trim. A wooden side table and a chair are positioned next to the bed.
Cabin in Oakland
4.99 out of 5 average rating, 166 reviews

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.

Top guest favourite
Cabin in Accident
4.96 out of 5 average rating, 220 reviews

Fernwood | Secluded | Deep Creek & Wisp | Hot Tub

🌿Welcome to Fernwood - your secluded cozy cabin escape in Garrett County! Nestled near Deep Creek Lake, Wisp Resort, Swallow Falls, and the Youghiogheny River, adventure awaits with year-round activities- skiing, hiking, and more. Enjoy mountain sunrises from the backyard, relax in the hot tub under the stars or gather around the fire pit for cozy evenings watching the flowers bloom. Whether you’re seeking to recharge, an adventure or a slower pace, Fernwood offers the perfect spring getaway!

Top guest favourite
Cabin in Oakland
5 out of 5 average rating, 100 reviews

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!

Top guest favourite
A spacious great room is filled with natural light from large windows. The room features a cozy wood-burning fireplace, a large sectional sofa with throw pillows, and a wooden coffee table. A mounted television is positioned above the mantel, offering an inviting atmosphere.
Cabin in Oakland
4.99 out of 5 average rating, 198 reviews

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!

Top guest favourite
The entrance to the cabin is framed by natural wood logs, featuring double black doors that open onto a spacious porch. A welcome mat sits at the base of the door, while snow gently falls onto the wooden deck surrounded by trees.
Cabin in Oakland
4.98 out of 5 average rating, 113 reviews

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.

Top guest favourite
Cabin in Swanton
4.99 out of 5 average rating, 121 reviews

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.

Top guest favourite
The cabin exterior features a handcrafted log design with a peaked roof. A welcoming porch encircles the front, supported by sturdy wooden posts. Surrounded by lush greenery, the structure blends harmoniously with the natural setting of the wooded area.
Cabin in Oakland
4.96 out of 5 average rating, 226 reviews

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.

Top guest favourite
The cabin's exterior showcases a classic mountain design with a green metal roof and inviting porch. Large windows are framed by wooden beams, and blooming flowers add a splash of color to the landscape. A grassy area surrounds the cabin, enhancing the serene atmosphere.
Cabin in Oakland
5 out of 5 average rating, 100 reviews

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

Top guest favourite
The tiny house features a wooden exterior, complemented by a sloped metal roof. A wooden deck with two chairs is positioned at the entrance, surrounded by greenery. Large windows allow natural light to fill the living space, offering a connection with the outdoors.
Cabin in Oakland
4.98 out of 5 average rating, 179 reviews

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.

Superhost
A charming aframe cabin features a wooden exterior with a sloped metal roof, surrounded by lush green trees. A deck with a wooden railing and a picnic table is visible, alongside a propane grill for outdoor cooking.
Cabin in Mineral County
4.94 out of 5 average rating, 176 reviews

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.

Top guest favourite
Cabin in Oakland
4.97 out of 5 average rating, 107 reviews

Captain's Quarters Deep Creek Log Cabin Oasis

Welcome to our slice of peace and relaxation in beautiful Deep Creek! Spacious and serene log cabin. The Captains Quarters is the perfect getaway. 2BDRM, propane fireplace (Nov-Apr), full kitchen, and a 6+ person hot tub. Dogs welcome but please let us know and pay the fee. 2 comfy Queen mattresses, towels and linens provided, hi speed internet, smart TV’s, and Bluetooth soundbar. Relax in our two heated massage chairs in the family room. We want to earn a 5 star review!

Popular amenities for cabin rentals in Oakland

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  3. Maryland
  4. Garrett County
  5. Oakland
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