Cabin holiday rentals in Oakland

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Top-rated cabin rentals in Oakland

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

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Top Guest favourite
The modern A-Frame cabin is nestled among vibrant trees, featuring large glass windows that illuminate the interior with a warm glow. A welcoming deck extends from the entrance, inviting guests to enjoy the surrounding forest ambiance.
Cabin in Chesterville
4.99 out of 5 average rating, 190 reviews

Off-Grid Escape. Wood Fired Hot Tub. 4 Kayaks

Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- excellent swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Top Guest favourite
A bright sitting area features large windows offering scenic views of Porter Lake and surrounding mountains. Wooden walls create a cozy atmosphere. A comfortable couch sits adjacent to a flat-screen TV. Nearby, a bookshelf displays a variety of books, enhancing the inviting space.
Cabin in Strong
4.92 out of 5 average rating, 167 reviews

Lakefront Stunning Home, just 35 min to Sugarloaf!

Lakefront Paradise! Fully stocked home on Porter Lake, WiFi, Smart TVs, deck & patio, outdoor furniture, grill, hammock, spacious yard & private dock, swim float, only 20 minutes from the college town of Farmington's restaurants, bars, shops, and more! Sugarloaf Ski Resort and the Bigalows are just 35 min away. Direct access to Maine's best network of ATV & snowmobile trails or ice fishing (winter) out the front door! All the comforts of home, Experience Maine's lake lifestyle at its finest!

Guest favourite
The exterior of the cabin is illuminated at dusk, highlighting the wooden structure and large windows. A hot tub is visible on the deck, surrounded by trees, inviting a serene and relaxing atmosphere. Warm light glows from inside, suggesting a cozy interior.
Cabin in Kingfield
4.94 out of 5 average rating, 158 reviews

Apres Ski Haus

This cabin is anything but ordinary! Nestled on an open bluff in the woods of Kingfield, Maine this architectural wonder is a perfect getaway for a couple or group. It's a warm and cozy space to come back and unwind after a long day of hitting the slopes or any four season activity. The open concept living room and newly remodeled kitchen have modern amenities like an espresso machine, Smart TV, and comfortable furnishings that will make you feel at home. Only 20 minutes to Sugarloaf Mountain!

Guest favourite
Cabin in Whitefield
5 out of 5 average rating, 120 reviews

Maybelle the Tiny Cabin on 100 acres

Maybelle is an 8x18 cabin with a full-size loft bed, a Cubic Mini Woodstove (wood provided), Natures Head Composting Toilet and Jetsetter massaging hot tub. Kayaks, paddle board, & canoe included . Hiking trails (some solar lit) surround your cabin. Outside is a fire pit and a quick path to the water. Maybelle's kitchen has all the cooking essentials and there's a small propane grill outside & the fire pit for cooking. Cell reception is okay in the cabin, wifi is from a Starlink booster!

Top Guest favourite
A contemporary cabin built with western red cedar sits amidst a snowy landscape, surrounded by tall trees and large boulders. A spacious deck is visible in front, leading to an entrance with steps, while two chairs are positioned on the deck for tranquil outdoor seating.
Cabin in Appleton
4.94 out of 5 average rating, 357 reviews

Smitten - you will be - Hear Silence.

SMITTEN at The Appleton Retreat is a contemporary near off grid cabin that offers all of the comforts of home in total privacy, including excellent WIFI. The Appleton Retreat encompasses 120 acres hosting seven unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1,300 acre preserve and Newbert pond. If you need a time out and desire to embrace nature's way, Smitten is the perfect place to experience a memorable getaway.

Top Guest favourite
Cabin in Hope
4.98 out of 5 average rating, 367 reviews

Hand built cabin overlooking a pond

Beautiful hand built cabin, overlooking Cotton Pond. Ten minutes from Camden, the sailing mecca of the east coast. Solar lights, (we are off the grid) gravity fed kitchen water, gas-hot water outdoor shower, outhouse overlooking the forest. Hiking trails everywhere! Swimming across the road on Hobbs Pond. If you book in November, there is a possibility that if it gets cold, you will not have a hot outdoor shower and will use water from a 5 gallon ceramic container for drinking and cooking.

Top Guest favourite
A charming A-frame cabin is set amidst the lush greenery of the woods. The natural wooden exterior complements the surroundings, while two teal chairs invite guests to relax. A gravel pathway leads to the entrance, framed by large stones and trees casting gentle shadows.
Cabin in Oakland
4.98 out of 5 average rating, 134 reviews

Sister a-frame in Woods (A)

Escape to one of our two sister A frames. These cozy cottages are nestled in the Oakland, Maine woods. Close proximity to I-95, Messalonskee and prestigious Belgrade Lakes you will find home to a wide variety of wildlife and nature. Boating, fishing and ATV riding close by! The campus includes a loft with a view, walking trail, free/overflow parking. A luxury, campy feel makes this a perfect getaway for you and your family. Check out our other listings managed by Hall’s Homes RE online!

Guest favourite
Cabin in Skowhegan
4.82 out of 5 average rating, 447 reviews

The Cabin -Skowhegan

Main floor has living area, kitchen and dining area, 1 queen bed, with a daybed and trundler. Loft has 2 twin beds. The couch could be used as a bed, full bathroom. Has no kitchen sink but has a kitchen area with microwave, large air fry oven, fridge/freezer, toaster and coffee maker, iron/board. Also has TV, DVD/Blue ray player, Gas BBQ (May to November 1st.), as well as a picnic table, out door fire pit. For guest who are traveling by plane, towels are provided, upon request.

Top Guest favourite
A tranquil outdoor space features a wooden pergola with seating and a grill, situated beside a hot tub. The fenced backyard is surrounded by tall trees, and the charming house is accentuated by a beautiful sunset sky.
Cabin in Kingfield
4.99 out of 5 average rating, 133 reviews

Cozy Cabin with Modern Amenities. Pet Friendly!

Kick back and relax in this beautifully renovated home with amenities you didn't know you were missing. Despite its small stature, every square inch is utilized, boasting 4 beds and 1.5 bathrooms, including a huge shower with multiple shower heads and hurricane force water pressure. Located on a quiet street just minutes from the Kingfield village, steps from the snowmobile trail system, and 20 minutes from Sugarloaf. Designed with dogs in mind, complete with a fenced in backyard.

Top Guest favourite
The exterior of the A-frame cabin is showcased, featuring a unique wooden facade and metal roof. Sunlight streams through tall triangular windows, illuminating the surrounding wooded area. A gravel path leads to the entryway, enhancing the cabin's connection to nature.
Cabin in Freeport
5 out of 5 average rating, 126 reviews

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Top Guest favourite
A serene outdoor space is shown with a fire pit surrounded by wooden benches, nestled among tall trees. A calm pond reflects the vibrant colors of the surrounding landscape, while distant mountains create a tranquil backdrop beneath a clear blue sky.
Cabin in New Vineyard
4.93 out of 5 average rating, 147 reviews

Mill Pond Waterfront Cabin On The Way To Sugarloaf

***Please Message me to ask about possible discounts and length of stay minimums.*** Year round waterfront Cabin Located on a private road off Rte. 27 & on the way to Sugarloaf. Only 15 minutes to Farmington, about 30 to Carrabassett Valley & Sugarloaf area and about an hr. to the Rangeley and Saddleback Mtn. area. The cabin is situated on 2+ acres with tall trees and plenty of wildlife. Come relax on the covered porch overlooking the pond or around the fire pit

Top Guest favourite
The cabin is viewed from the water, framed by lush greenery and tall trees. A spacious porch extends across the front, highlighting the cabin's inviting structure, while the calm water reflects the surrounding nature and the bright exterior of the building.
Cabin in Augusta
5 out of 5 average rating, 110 reviews

Price's Point - Cabin on the water

Brand new Cozy Cabin on a small 181 acre pond. Enjoy the cabin feel of knotty pine and a big country porch overlooking the water. Walk in access to the water or ice in the winter. Kayaking, canoeing, ice fishing, snowmobiling and more depending on the time of year. A peaceful location a mile down a private road but 10 minutes away from a grocery store etc. Eagles, loons and fish will be your neighbors as you are in the moment at Price's Point.

Popular amenities for Oakland cabin rentals

Quick stats about cabin rentals in Oakland

  • Total holiday rentals

    Explore 20 holiday rentals in Oakland

  • Nightly prices starting at

    Oakland holiday rentals start at $152 NZD per night before taxes and fees

  • Verified guest reviews

    Over 250 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    10 of Oakland holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oakland rentals

  • 4.9 Average rating

    Oakland stays are highly rated by guests—averaging 4.9 out of 5!

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