Cabin holiday rentals in Oakland

Find and book unique cabins on Airbnb

Top-rated cabin rentals in Oakland

Guests agree: these cabins are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
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, 430 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
Cabin in Accident
4.97 out of 5 average rating, 211 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
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, 187 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, 110 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
An inviting outdoor deck features a hot tub beside a wooden railing. Various recreational amenities are showcased, including a skee-ball machine, an arcade game, and a pool table. A pathway leads to the lake and dock area, surrounded by scenic natural views.
Cabin in McHenry
4.98 out of 5 average rating, 163 reviews

SAVE $•Walk to Wisp!~Hot Tub •Game Room•Dogs OK!

The perfect, 5-star log cabin, with tons of amenities! You can WALK to Wisp or the lake! This spacious, two-story home is near marinas, skiing, golf, rafting, restaurants & everything in Deep Creek Lake. ✔ TWO King suites ✔Queen suite w/2 beds ✔TWO Queen sofa beds ✔3 Baths ✔Sleeps 10 ✔Dogs OK (fee) ✔Hot Tub ✔Fire-pit ✔FAST WiFi ✔Game room ✔Pool table ✔Skee Ball ✔PinBall ✔PacMan ✔Coffee/tea bar ✔Stocked kitchen ✔Roku SmartTVs ✔Grill ✔Central heat & AC ✔Washer / Dryer ✔Lake access ✔Dock

Top guest favourite
The cabin is surrounded by lush greenery, with tall trees framing the structure. A metal roof and wooden exterior are complemented by a welcoming front porch. Flags are displayed, and a view of the lake can be seen in the background through the trees.
Cabin in Oakland
4.86 out of 5 average rating, 151 reviews

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

Cozy lake view camp in Deep Creek. Centrally located to all amenities. Open floor layout with full kitchen. Master bedroom has a Queen bed, master BR, closet, and lake view via sliding doors leading to the deck. Second bedroom features bunk beds (weight limit 165lbs) and a computer desk. Lastly, the 3rd BR contains a Full bed. There's also separate laundry room. Back deck overlooks Deep Creek Lake. Large firepit. Wireless internet, ROKU TV's, DVD, Wii gaming and Google Chromecast provided.

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, 225 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 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, 177 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.

Guest favourite
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
4.96 out of 5 average rating, 168 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.

Guest favourite
A fire pit is surrounded by eight colorful Adirondack chairs, with a mixture of red and natural wood finishes. The area is bordered by lush greenery and tall trees, creating a natural and serene setting for gatherings.
Cabin in McHenry
4.94 out of 5 average rating, 109 reviews

Ski & Lake Private Retreat* Hot Tub* Enjoy nature!

Welcome to your family's private, log cabin retreat. This peaceful Deep Creek beauty is nestled in the woods, only 3 miles to Wisp resort and close to all DCL attractions! Relax in the hot tub or lounge on the patio or hammock, sit around the fire pit and roast s'mores among the trees, deer and other intrigues of nature, creating lasting memories! Enjoy family time by the fireplace, arcade, foosball and board games or gather around the cozy well stocked kitchen for family meals.

Top guest favourite
An inviting outdoor area surrounds a contemporary chalet, featuring a walkway made of stepping stones and a cozy fire pit area. Seating is provided nearby, and lush greenery frames the property, creating a serene connection with nature.
Cabin in Swanton
4.99 out of 5 average rating, 132 reviews

Chalet in the Orchard; Romance, Luxury, Relaxation

The Chalet in the Orchard was designed with Romance, Luxury, and Relaxation in Mind. The Chalet offers many first class amenties to Enjoy with your Partner. * Movie Theater with Surround Sound * Tonal Digital Home Gym * Dedicated Work Space * Fast Wifi * Sauna * Hot tub * Outdoor TV * Gas and Wood Burning Fire Pit * Private outdoor Seating * Large Soaking Bathtub * Luxury Stone tile Shower * Heated Tile Bathroom Floors * Full Kitchen * Breville Espresso Machine * King Bed

Top guest favourite
The cabin, featuring a warm yellow exterior, is nestled among lush green trees and ferns. A gravel driveway leads to the structure, surrounded by a tranquil woodland setting that offers privacy and a connection to nature.
Cabin in Deep Creek
4.98 out of 5 average rating, 139 reviews

Boulder Ridge Cabin, close to Deep Creek, Maryland

Boulder Ridge Cabin is surrounded by woods, but within 15 minutes of Deep Creek Lake, swimming, boating, hiking, shopping, restaurants, Wisp Resort with skiing, snowboarding, mountain coaster, whitewater rafting at Adventure Sports Center International, rock climbing, hiking. Swallow Falls State Park and Herrington Manor State Park are about 15 minutes drive. Piney Mountain State Forest is within walking distance. Mountain biking and fishing are also close by.

Popular amenities for cabin rentals in Oakland

Quick stats about cabin rentals in Oakland

  • Nightly prices starting at

    Oakland holiday rentals start at $180 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!

  1. Airbnb
  2. United States
  3. Maryland
  4. Garrett County
  5. Oakland
  6. Cabin rentals