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Cabin holiday rentals in Oakland

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Quick stats about cabin rentals in Oakland

  • Nightly prices starting at

    Oakland holiday rentals start at €112 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
Cabin in McHenry

Mad Men Lake House*LAKEFRONT*Fam&Dog Friendly*OUTD

Welcome to the BEST Deep Creek experience. Unwind on our decks as you watch water lap up on the shore with a refreshing drink in hand. Relax those muscles in our hot tub, gazing at the winter sky above after an invigorating day on the slopes! Take in the mountain breeze as you roast smores around our fire pit! Fish/swim off our shared dock. Witness spectacular sunrises as you take an early morning paddle w/ our kayaks & canoe. Plus, we offer an OUTDOOR MOVIE EXPERIENCE for the best vacay EVER! 

4.96 out of 5 average rating, 166 reviews
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

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.

4.99 out of 5 average rating, 170 reviews
Top guest favourite
Cabin in Oakland

Romantic Cabin Walk to Lake & Dining/Hot tub/Dog

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!

5.0 out of 5 average rating, 116 reviews
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

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.

4.98 out of 5 average rating, 121 reviews
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

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!

4.99 out of 5 average rating, 205 reviews
Top guest favourite
Cabin in Swanton

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.

4.99 out of 5 average rating, 141 reviews
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

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.

4.97 out of 5 average rating, 231 reviews
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

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

5.0 out of 5 average rating, 113 reviews
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

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.

4.98 out of 5 average rating, 180 reviews
Top guest favourite
Cabin in Oakland

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!

4.97 out of 5 average rating, 119 reviews
Guest favourite
An outdoor deck is furnished with a dining table surrounded by six chairs, offering a shaded seating area beneath a large umbrella. A gas grill is positioned nearby, with a wooded landscape providing a natural backdrop.
Cabin in Oakland

Mountain Escape - Hot Tub, Game Room, Fire Pit

Welcome to Sweet Honey Hideaway! No Pets | 25+ to Rent | No Parties Private home located in quiet neighborhood overlooking the mountains. Located minutes away from Deep Creek Lake State Park, Wisp Ski Resort & many other attractions & restaurants. Includes game room, gas fireplace, well-equipped kitchen, office area w/ wireless printer, free wifi w/ streaming TV. Outdoor area includes covered parking, hot tub, fire pit, deck w/ gas grill, private balcony & fitness center.

4.85 out of 5 average rating, 198 reviews
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

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.

4.98 out of 5 average rating, 146 reviews

Popular amenities for cabin rentals in Oakland

KitchenWifiPoolFree parking on premisesAir conditioning

Cabin rentals with a hot tub

Top guest favourite
A cabin exterior is shown, featuring a wooden facade and a welcoming front door. A stone pathway leads to the entrance, framed by a grassy area and surrounded by tall trees, offering a natural setting.
Cabin in McHenry

Romantic cabin getaway with hot tub

4.98 out of 5 average rating, 174 reviews
Top guest favourite
A spacious hot tub is situated under a wooden gazebo, surrounded by lush greenery. The structure features a slatted wooden ceiling, and the floor is made of warm-toned decking. A bench is placed nearby, providing additional seating in the tranquil outdoor space.
Cabin in McHenry

Hot Tub Fire Pit Gas Grill Wood Stove Roku

4.91 out of 5 average rating, 181 reviews
Guest favourite
A cozy fire pit area is surrounded by multiple Adirondack chairs, nestled among mature trees. The spacious log home is visible in the background, featuring a gabled roof and large windows. The natural landscape offers a tranquil setting, enhancing the outdoor experience.
Cabin in Grantsville

Log Home on 11 acres w/ Hot Tub

4.96 out of 5 average rating, 123 reviews
Top guest favourite
Cabin in Swanton

Chalet in the Orchard; Romance, Luxury, Relaxation

4.99 out of 5 average rating, 173 reviews
Guest favourite
The kitchen area features modern stainless steel appliances and a spacious island with a granite countertop. Light wood paneling adorns the walls, complemented by a large dining table that seats several guests. Natural light floods the space through windows, creating a warm ambiance.
Cabin in McHenry

Renovated*Dog Friendly*5 Minutes to Wisp*Hot Tub

4.85 out of 5 average rating, 110 reviews
Top guest favourite
Cabin in Albright

Mountain Getaway! | Hot Tub | King Bed | Vet Owned

5.0 out of 5 average rating, 107 reviews
Guest favourite
A serene landscape showcases rolling hills and open fields under a clear blue sky. A rustic bench is positioned on the grassy area, surrounded by trees displaying autumn foliage in shades of orange and red.
Cabin in Terra Alta

Mystic Mountain/Near Deep Creek Lake/No Extra Fees

4.97 out of 5 average rating, 155 reviews
Top guest favourite
An outdoor seating area is surrounded by trees, featuring four dark chairs arranged around a circular firepit. The house in the background is light blue with a stone chimney and deck, offering a cozy woodland retreat.
Cabin in McHenry

Romantic Couples Getaway, Hot Tub! Fire Pit!

4.99 out of 5 average rating, 159 reviews

Pet-friendly cabin rentals

Superhost
A chalet-style cabin features a multi-gabled roof and a welcoming brown exterior. The entrance is enhanced by a wooden staircase leading to the main level. Lush greenery surrounds the property, with sunlight filtering through the trees on a clear blue sky.
Cabin in Terra Alta

Multi-Family Cabin: Huge Yard + Resort Perks!

4.89 out of 5 average rating, 158 reviews
Top guest favourite
The clear, gently flowing creek is framed by lush greenery and tall trees. Smooth stones and patches of moss are visible along the water's edge, with dappled sunlight filtering through the leaves, creating a serene and natural atmosphere.
Cabin in Friendsville

Bear Creek Get-A-Way

5.0 out of 5 average rating, 137 reviews
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

Glamping in a Creekside Aframe

4.93 out of 5 average rating, 184 reviews
Top guest favourite
The cabin features a rustic wooden exterior, framed by vibrant green grass and assorted wildflowers. A spacious front porch displays bright chairs, providing a welcoming area for relaxation. Mature trees surround the property, enhancing the privacy and natural setting.
Cabin in Friendsville

The Crick House

4.97 out of 5 average rating, 365 reviews
Guest favourite
A charming cabin exterior is presented, featuring a mix of log and modern materials. The metal roof reflects natural light, while a deck surrounds a large hot tub. A rustic picnic table is positioned nearby, enhancing the outdoor space amid lush greenery.
Cabin in Accident

Analog Cabin: Cozy retreat - 15 min from DCL

4.82 out of 5 average rating, 165 reviews
Guest favourite
A rustic camping cabin with a red exterior and white accents is framed by greenery. Nearby, a picnic table and a charcoal grill are positioned beside a fire pit. The peaceful surroundings overlook a creek, emphasizing a connection with nature.
Cabin in Elk Garden

Cabin G at Abrams Creek

4.82 out of 5 average rating, 106 reviews
Superhost
The cabin is nestled within a wooded area, surrounded by trees and vibrant fall foliage. A clear path leads from the foreground to the cabin, which is partially obscured by greenery. Sunlight filters through the leaves, creating a serene and natural environment.
Cabin in Bruceton Mills

Broken Tractor Cabins: Rustic and Cozy.

4.8 out of 5 average rating, 206 reviews
Guest favourite
Cabin in Oakland

Quiet 2 bdrm cottage w/firepit & trees

4.9 out of 5 average rating, 88 reviews

Private cabin rentals

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

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

4.86 out of 5 average rating, 161 reviews
Top guest favourite
A spacious living room features a wood-burning fireplace set in a stone surround, complemented by two cozy armchairs. A dark leather sectional encircles a round coffee table on a patterned rug. Large windows let in natural light, with wooden walls enhancing the cabin's charm.
Cabin in Oakland

Speakeasy | Bunk Room | Hot Tub | Private 2 acres

4.98 out of 5 average rating, 49 reviews
Top guest favourite
Cabin in Oakland

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

5.0 out of 5 average rating, 83 reviews
Guest favourite
The cabin is nestled in a wooded area, featuring a sloped roof with a stone chimney. The exterior walls are clad in wood, and large windows provide natural light. A covered porch offers a view of the surrounding greenery and stone landscaping.
Cabin in Oakland

Cozy Cabin in the Woods

4.99 out of 5 average rating, 67 reviews
Superhost
Cabin in Oakland

The Lodge-ical Choice

4.65 out of 5 average rating, 51 reviews
Top guest favourite
Cabin in Aurora

Whispering Pines: Cabin in woods near Thomas/Davis

5.0 out of 5 average rating, 9 reviews
Guest favourite
A charming log cabin is surrounded by lush greenery, displaying a classic design with multiple levels and spacious balconies. Tall trees provide shade, while well-kept landscaping complements the natural setting. Clear blue skies create an inviting atmosphere for outdoor relaxation.
Cabin in Oakland

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

4.91 out of 5 average rating, 94 reviews
Top guest favourite
A spacious cabin exterior is surrounded by trees, featuring large windows that provide woodland views. A wrap-around deck offers outdoor seating, while a fire pit area is set with multiple Adirondack chairs. Soft lighting enhances the inviting atmosphere during twilight.
Cabin in Oakland

Logged and Loaded Cabin

4.99 out of 5 average rating, 77 reviews

Destinations to explore