Cabin vacation rentals in Cumberland County

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Top-rated cabin rentals in Cumberland County

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A hot tub bubbles gently, surrounded by towering trees and a serene view of Moose Pond. The water reflects the clear blue sky and is framed by a tranquil landscape, creating a peaceful atmosphere for relaxation.
Cabin in Bridgton
4.8 out of 5 average rating, 168 reviews

Waterfront,Hot tub,Private dock,Freshly renovated

Welcome to the freshly renovated Cabin on a Moose Pond!Nestled near the hills of Pleasant Mountain.Enjoy a day at the lake fishing,swimming,skiing,hiking or snowmobiling. In the evening,relax in the new hot tub,watch a movie on the home theater or challenge friends to video games.End your day by the campfire making s’mores by the pond. Spend a lazy day on the hammock or take a day trip to explore regional attractions in beautiful ME and NH. For your safety, the area is under video surveillance.

Top guest favorite
Cabin in Old Orchard Beach
4.9 out of 5 average rating, 232 reviews

Spacious 2 bedroom cabin, 50ft from the beach no.8

This spacious, charming cottage features two bedrooms. One bedroom has a queen bed and one has two bunk beds, for a total of 6 people maximum. The open kitchen, dining, living room area has cathedral ceilings. The bathroom offers his & her sinks, shower and whirlpool tub. Relax with the whole family at this peaceful place to stay. Fully equipped efficiency kitchenettes, with dishes, utensils, paper towels, and coffee provided Individually controlled heat & air conditioning All linens provided

Top guest favorite
A spacious living area is adorned with warm wooden paneling and large windows that overlook the natural surroundings. Comfortable seating includes a large sectional sofa and a dark coffee table, complemented by lamps that provide soft lighting. A television is positioned on a media unit against the wall.
Cabin in Denmark
4.96 out of 5 average rating, 158 reviews

Dog-Friendly Near Ski Mtn w/ Hot Tub & Fireplace

Looking for a fun-filled getaway in the heart of the lakes region? Look no further than The Moose Den! Our stylish and cozy cabin is just a stone's throw away from shared water access. Just 4 mins to Pleasant Mountain Ski Resort, every nature lover will feel right at home. After a day of adventure, relax in the new hot tub, enjoy a delicious meal in our fully equipped kitchen, listen to music on the record player, or cozy up by the fireplace. Book now to experience the ultimate cabin retreat!

Top guest favorite
A cozy interior features natural wood paneling and beams. Two upholstered chairs are positioned near a large window, allowing light to fill the space. A small bookshelf holds several books, while kitchenware is organized on a nearby shelf. A white stove complements the rustic setting.
Cabin in Bridgton
4.95 out of 5 average rating, 173 reviews

Writers Cabin in the Woods with Sauna!

Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

Top guest favorite
A wooden dock extends into the calm waters of Crystal Lake, framed by lush green trees on the opposite shore. The sun is setting behind the hills, casting gentle reflections on the water's surface, creating a serene atmosphere.
Cabin in Harrison
4.98 out of 5 average rating, 144 reviews

Get away at Crystal Lake

Escape the lake region crowds on the calm water of Crystal Lake. Watch the sunset from the private waterfront/dock, kayak to take tour of the lake. Steps away from the center of Harrison and 2 boat launches, and only a short drive from downtown Bridgton. If you'd like a hike or bike instead, it's also a short drive to the mountains. Relax lakeside while your family enjoys the small beach, 2 kayaks, dock, or simply float about with a drink in hand. Note: waterfront across street

Top guest favorite
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, 104 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 favorite
The dining area features a round table surrounded by wooden chairs, illuminated by a hanging light fixture. A small television is mounted on the wall, providing entertainment. A black wood stove and a white refrigerator are positioned nearby. Light wooden walls create a cozy atmosphere.
Cabin in Oxford
4.95 out of 5 average rating, 166 reviews

Thompson Lake, No Cleaning Fee Pine Point Cottage,

A refurbish 1967 knotty pine Cottage a short walk to lake and has lake rights. Located 400 feet from lake access. For swimming, FREE docking for your boat to fish, water ski or just cruise in Thompson lake. 14 miles one of Maines cleanest lakes. 6 Bicycles, 2- kayaks, 2-16 ft canoes, a 14 ft rowboat, and a paddle boat, fishing gear, firewood available for guest at no charge for fire pit. Propane and charcoal barbeques available at cottage. THERE IS NO WIFI.

Top guest favorite
A cozy cottage is surrounded by greenery, featuring a combination of stone and wood accents. Large windows allow natural light to enter, while a welcoming entryway is flanked by blooming shrubs. The landscaped yard offers a peaceful setting among the trees.
Cabin in Freeport
4.97 out of 5 average rating, 541 reviews

Cozy Cottage-Near Harbor & Park

Bailiwick Cottage is a cozy, private cottage that looks south down Freeport (Harraseeket) Harbor in Freeport, ME. It is a 4 season accommodation that is close to Freeport shopping, Portland eating, and the Adventure Schools of LL Bean. The cottage sits approximately 50 yards from our main house, has its own parking space and patio, and offers the ability to come and go as you wish. We have had 12 honeymoons in the cottage. Freeport Registration # STRR-2022-59

Top guest favorite
The cabin is nestled among trees and showcases a light exterior. A small porch provides access, with containers of flowers adorning the entrance. Sunlight filters through the branches, creating a dappled effect on the gravel path leading up to the cabin.
Cabin in Naples
4.9 out of 5 average rating, 108 reviews

Songo Lock Cabins #2 (Located at Historic Site)

2026 special: After booking your 5 or more nights, message me and I will add your free night. Cabins on the water, Songo Lock Cabins are located at the Historical Songo Locks. The cabins are over 100 years old and date back to the early 1900's. The cabins are on the water and have their own dock. The Songo Locks is hand operated and opens to allow boats into the lock, the water lowers the boats down and then opens so they can continue down river into Sebago Lake.

Top guest favorite
A spacious great room features vaulted wooden ceilings and is adorned with large arched windows, allowing natural light to fill the space. A cozy seating area with plush sofas is complemented by a stone fireplace, creating an inviting environment. The kitchen area is visible in the background.
Cabin in Bridgton
4.94 out of 5 average rating, 270 reviews

Cozy Cabin, Close to everything

Charming Cabin located on a dead end road in a wooded setting. Walk to Long Lake for a swim or 15 minute drive to ski slopes, 30 miles to North Conway, 60 minutes to Portland or just walk the town of Bridgton to visit the restaurants and antique shops. If you like to snowmobile the (ITS) trail is 200 feet outside the back door. The Perfect vacation spot. The house has Wi-Fi (GIG Access) which is plenty of bandwidth for work or play. Please read House Rules

Top guest favorite
The cabin is nestled among tall trees, featuring a rustic wooden exterior and welcoming warm lighting from the windows. A stone barrier lines the property, while several outdoor chairs offer a comfortable space for relaxation.
Cabin in Denmark
4.95 out of 5 average rating, 213 reviews

Barrett’s Cabin-Ski Pleasant Mountain

Welcome to Barrett's Cabin located in the foothills of the White Mountains with water views of Hancock Pond, 50 minutes to Portland, 35 to North Conway and 15 to Bridgton and Pleasant Mountain. Open concept first floor, 2 bedrooms, 1 bathroom, Carriage House has 2 bedrooms. Driveway fits up to 6 cars. Enjoy outdoor patio, shower, fire-pit, private mini hiking trail system and quick access to snowmobile trails and public boat launch 1/3 mi away.

Top guest favorite
A rustic cabin is presented, featuring a wooden exterior with a wrap-around porch. Steps lead to the front door, while a grassy area surrounds the cabin, inviting outdoor relaxation. Tall trees in the background offer a sense of privacy and natural beauty.
Cabin in Bridgton
4.96 out of 5 average rating, 220 reviews

Misty Mountain Hop - minutes to Pleasant Mountain!

The perfect retreat for families & friends or even a romantic getaway! Plenty of room to stretch out, relax & feel at home. Full kitchen, comfy beds, wrap around porch, seasonal use of grill, fire pit and lots of space to explore and launch adventure from. Five minutes to Pleasant Mountain, ten minutes to downtown Bridgton, thirty minutes to North Conway and about forty-five minutes to Mt. Washington. Well behaved dogs welcome!

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