Villa vacation rentals in Cumberland County

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Top-rated villa rentals in Cumberland County

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A rustic cottage is set among trees, featuring a wooden exterior and a wheelchair-accessible ramp. The scene captures a grassy area leading to the sandy beach, where lakefront seating can be seen in the background. Natural light brightens the surroundings.

Villa in Standish

New! Harmon's Beach Limit 5

109 - 1 Bedrooms, 1.0 Baths (Sleeps 5) OCCUPANCY LIMIT 5- Pet friendly - SEBAGO LAKE BEACHFRONT. Rustic one bedroom cottage with a large sandy beach. Great spot for getting away from it all. Lots of outside seating to enjoy the views and watch the kids play in the sand. The bedroom has a Full bed. There is a twin bed in the front room and a futon in the living room. One dog w/permission and an additional $125 pet fee. Waterfront Description: Beautiful sandy beach - safe spot for children.

The cottage exterior features a single-story design with large windows allowing for ample natural light. A well-maintained lawn surrounds the structure, and a patio area is visible with comfortable seating set against a backdrop of tall trees.

Villa in Sebago

Mary's Lakeview - Limit 10

MARY'S LAKEVIEW 4 Bedrooms,1 Bathrooms OCCUPANCY LIMIT 10 guests - This 4 bedroom 1 bath cottage has a large yard, views of Sebago Lake, and just 0.2 miles from Nason's Beach. Your rental comes with a free walk on pass to Nason's Beach. All the living area is on the 1st floor. A open floor plan combines the living room, dining room, and kitchen. 2 bedrooms with king beds. The 3rd bedroom has a futon. The 4th bedroom has 1 twin bed and 1 full. There is also a sleeper sofa in the foyer.

A view of the charming house situated among tall trees, accessible by a set of stairs leading up from the sandy beach. A wooden dock extends into the water, with a small boat nearby. Outdoor seating areas are present on the beach, enhancing the inviting setting.

Villa in Standish

New! Sandy Cove Escape Limit 8

335 - 3 Bedrooms, 2.0 Baths (Sleeps 8) OCCUPANCY- LIMIT 8 - 3-bedroom 2 bathroom with a large sandy beach. One bedroom on the main floor with a Queen and twin bed. There are 2 bedrooms on the 2nd floor. One bedroom with a full bed. The other bedroom upstairs has a Queen bed and 2 twins. There is a full bathroom on the 1st and 2nd floor. The very large lot with plenty of sitting areas to enjoy the views of the lake. The large sandy beach is one of the biggest we have in our inventory.

A two-story home is surrounded by lush greenery, featuring a wood exterior and a simple entrance with steps leading to the front door. Sunlight filters through the trees, illuminating the area, while a clear view of the water can be glimpsed beyond the house.

Villa in Bridgton

New! Highland Lake Cottage Limit 8

486 - 4 Bedrooms, 2.0 Baths (Sleeps 8) OCCUPANCY- LIMIT 8 - This 2-bedroom 1.5 bath with two bunkrooms, is just steps away from Highland Lake. The home also has a bunk area upstairs and one in the basement. The main floor has a bedroom with a queen bed and a bedroom with 2 sets of bunk beds. The full bath is located on the main floor. Upstairs is another sitting area along with a Queen bed. There is also a half bath upstairs. The basement bunk room has a sitting area, and games.

A rustic cottage is nestled among trees at the water's edge, surrounded by colorful foliage. Sunlight shines through the leaves, casting reflections on the clear water. A wooden dock extends into the tranquil lake, enhancing the serene atmosphere.

Villa in Sebago

Whip Poor Will Limit 5

WHIP POOR WILL 1 Bedrooms,1 Bathrooms sleeps 5 OCCUPANCY LIMIT 5 - ONE PET OK with $125 fee - PEABODY POND SHOREFRONT. What a spot! Loads of privacy at this cottage that sits literally at the water's edge. A perfect getaway spot. Listen to the cry of the Loons and watch beautiful sun and moon rises. Screen porch, large stone fireplace, open living/dining area, well equipped kitchen. Lovely view, relax and listen to the brook that borders the property. Nice dock and swim float.

A firepit made of large stones is situated near the water, with remnants of wood and ash visible. The tranquil lake reflects greenery from trees along the edge. A dock is seen in the distance, leading out over the calm water.

Villa in Sebago

5 out of 5 average rating, 3 reviews

Eva's Place Limit 7

578 - 4 Bedrooms, 3.0 Baths (Sleeps 7) OCCUPANCY LIMIT 7 Waterfront home has 4-bedroom 2 bath. The home has great finishes with a dock on the Northwest River. Direct access to Sebago Lake. Sit around the firepit with views of the water. 3 heat pumps provide AC for the home. Views of the water from the kitchen and living room. 2 bedrooms and 1 bath downstairs. 2 bedrooms upstairs with a Jack and Jill bathroom. 2 kayaks and 1 canoe provided. Fishing poles also provided.

The lakefront property is set against a backdrop of tall pine trees, featuring a grassy yard that gently slopes to the water’s edge. Colorful adirondack chairs are arranged along the shore, complementing the clear water with a sandy bottom.

Villa in Bridgton

Tremont Limit 10

TREMONT LIMIT 4 Bedrooms,2 Bathrooms (sleeps10) OCCUPANCY LIMT 10 - - WOODS POND SHOREFRONT. Lovely lakefront contemporary with all the conveniences of home. Absolutely NO PETS in or on the property due to serious owner allegies. Well equipped and nicely appointed open concept living for vacation gathering. Four bedrooms, 2 1/2 baths. Spacious open living/kitchen/dining area. Great open lake views from the living areas and the master bedroom. Dishwasher. Washer/Dryer.

A rustic shorefront cottage is positioned on a sandy beach, with a wooden walkway leading to the entrance. Surrounding trees offer gentle shade, while clouds drift across a bright sky overhead. The peaceful waters of Sebago Lake are visible in the background.

Villa in Standish

Limberlost Limit 6

LIMBERLOST 2 Bedrooms,1 Bathrooms (sleeps6) OCCUPANCY LIMIT 5- STRICT LIMIT OF 4 OCCASIONAL DAY GUESTS - SEBAGO LAKE BEACHFRONT. Pleasant, yet rustic, shorefront cottage on absolutely beautiful beach on the west shore of Sebago Lake. Picnic table on the screen porch overlooking the water, Nice quiet location. Pretty view of Sebago. WiFi, High speed internet and basic cable. Great spot! DOG CONSIDERED WITH $125 PET FEE Waterfront/Lot Description: beautiful sandy beach.

A serene view of Pettengill Pond captures the calm water reflecting the blue sky and scattered clouds. Lush greenery from surrounding trees frames the scene, creating a peaceful natural setting perfect for relaxation.

Villa in Windham

Shuriken Shores Limit 5

375 - 2 Bedrooms, 1.0 Baths (Sleeps 5) OCCUPANCY LIMIT 5 2-bedroom 1 bath cottage on Pettengill Pond. Enjoy 50 feet of water frontage, dock and amazing water views. The main floor has an open concept Kitchen/Living area. The couch in the living room is a pull out. Both bedrooms and the full bath are also on the main floor. The walkout basement level gives up some extra space during your stay and direct access to the water. The laundry area is in the basement as well.

A cottage is depicted from the exterior, featuring a large red deck that wraps around the front. Green grass surrounds the building, while trees provide natural shade in the background. The structure has a gabled roof and multiple windows, inviting plenty of natural light.

Villa in Standish

New! Ward's Cove Limit 4

601 - 2 Bedrooms, 1.0 Baths (Sleeps 4) OCCUPANCY- LIMIT 4. 2-bedroom 1 bath cottage just a short walk away from an association beach in Ward's Cove. An open floor plan gives you views of the lake from the living room and kitchen. The newly remodeled bathroom is a nice plus. Two bedrooms, both with Queen beds. Nice porch area with great views of Sebago Lake. Waterfront/Lot Description: Nice views of the lake. Dock/Suitable for tie-up: No. Mooring: NO Bedrooms: 2.

A serene view of a calm lake, framed by lush green foliage. Two individuals are engaged in water activities: one on a kayak and the other on a paddle board, both enjoying the tranquil water. The distant shoreline is lined with trees.

Villa in Raymond

New! Thomas Pond Cottage Limit 8

312 - 3 Bedrooms, 1.5 Baths (Sleeps 8) OCCUPANCY- LIMIT 8 - This 3-bedroom 1.5 bath with family room in the daylight basement, is just steps away from Thomas Pond. Large flat lot with plenty of frontage and a sandy beach. The open concept first floor has great views of the water. The main floor has a bedroom with a king bed. The full bath is located on the main floor. Upstairs has 2 bedrooms. One with a Queen and Twin. The other has a Twin over Full bunk bed.

A spacious deck featuring a round glass table surrounded by six cushioned chairs is seen against a backdrop of lush trees. A gas grill is positioned in the corner, with views of the serene lake visible through the greenery.

Villa in Naples

New! Joyfull Camp Limit 10

399 - 4 Bedrooms, 2.5 Baths (Sleeps 10) OCCUPANCY LIMIT 10 - Newly remodeled 4 bedrooms and 2.5 baths. The house has 3 levels. 3 bedrooms on the top level and 1 bedroom on the bottom level. A full bathroom on the main floor and 3rd floor, plus a half bath on the bottom level. 118' of frontage for easy access for swimming. A large deck to enjoy the views of the lake or tie your boat up to. The large deck is a great place to hang out with views of the lake.