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

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 exterior of the cottage showcases a two-story structure with a classic design, featuring multiple windows that emit a warm glow. A wooden staircase leads to the front entrance, bordered by flower beds with vibrant blooms.

Villa in Standish

Cozy Cove Cottage Limit 6

COZY COVE COTTAGE 3 Bedrooms,2 Bathrooms sleeps 6 OCCUPANCY LIMIT 6 - 3-bedroom 2 bath just steps away from shared waterfront access with a swim float and a shared dock. You also have access to a larger sandy beach a short walk away. The nice size back yard is flat, has a patio with views of lake. The downstairs is an open concept with one bedroom with 2 twin beds, plus a full bath. A king and queen are in the bedrooms upstairs, along with another full bath and an additional sitting area.

A cottage exterior is shown, featuring wooden shingles and large windows that provide natural light. Two blue adirondack chairs are positioned on the lawn, alongside a picnic table on a flat grassy area, surrounded by trees and under a clear blue sky.

Villa in Windham

Boomfish Limit 5

518 - 2 Bedrooms, 1.0 Baths (Sleeps 5) OCCUPANCY LIMIT 5 - A waterfront 2 Bedroom 1 Bath on Highland Lake in Windham. Enjoy lake living while being less than 30 minutes from Portland. The cottage has an open living space with views of the lake from the living room and kitchen. Both bedrooms are on the main floor with full beds. There is also a loft with 2 twin beds. A nice-sized flat lot with a fire pit near the water. Shallow entry is great for swimming. Also enjoy the 2 kayaks provide.

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

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.

The exterior of a three-bedroom cottage is shown, featuring a white wooden facade with a black roof. A tall tree with autumn foliage stands nearby, and the ground is covered in fallen leaves. Windows allow natural light to enter, enhancing the home's serene appearance.

Villa in Standish

Hate to Leave It Limit 6

HATE TO LEAVE IT 3 Bedrooms,1 Bathrooms (sleeps6) OCCUPANCY LIMIT 6 - NO PETS - SEBAGO LAKE ACCESS. Pleasant three bedroom cottage on quiet side street in Ward's Cove on the west shore of Sebago Lake. Neat and well equippped. Good size eat- in kitchen. Pebbly beach is nearb y as is the local convenience store - Jordan's Store, next to our office. Waterfront/Lot Description: A shared, pebbly beach is a short walk away. Dock/Suitable for tie-up: No dock. Mooring: no. Bedrooms: Three.

The image captures a sandy beach leading to Sebago Lake, with gentle waves lapping against the shore. A wooden dock extends into the clear water, providing access for boats. Multiple boats are anchored in the distance under a bright blue sky with scattered clouds.

Villa in Sebago

Camp Lindy Limit 7

252 - 4 Bedrooms, 1.5 Baths (Sleeps 7) OCCUPANCY - STRICT LIMIT 7 - NO PETS - SEBAGO LAKE BEACHFRONT. Comfortable, classic shorefront summer cottage on Long Beach. WIFI. Nice sandy beach and views of Sebago Lake from the enclosed porch. Well maintained and equipped. Four bedrooms (all on the second floor). Fireplace in livingroom. Smart TV w/internet. Deck for afternoon sunning. Dock. Walking distance to local convenience store and restaurant. Great fishing, boating and swimming.

An expansive view of Sebago Lake is captured at sunset, featuring warm shades of orange and yellow reflecting off the calm water surface. The horizon is lined with distant mountains, creating a serene backdrop against the sky filled with soft clouds.

Villa in Sebago

Grandview Lakefront Limit 9

331 - 4 Bedrooms, 2.5 Baths (Sleeps 9) OCCUPANCY LIMIT 9 - This 4-bedroom 2.5 bath home on Sebago Lake has space for everyone. Expansive lake views and sandy bottom frontage. There is 1 bedroom and 1.5 bath on the 1st floor. The upstairs has a separate living area and kitchen plus 3 bedrooms. 2 separate entrances for both the upstairs and downstairs areas. The 2nd level has a deck directly off the living area. There is a large yard area for plenty of room for gathering outside.

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.

The exterior of the cottage features a wooden deck leading to a gravel pathway. Sunlight filters through the trees, creating patterns on the ground. In the background, the serene blue waters of the lake are visible, enhancing the peaceful setting.

Villa in Sebago

Placyd Pines Limit 8

108 - 4 Bedrooms, 1.0 Baths (Sleeps 8) OCCUPANCY LIMIT 8 - PETS OK WITH $125 FEE - SEBAGO LAKE SHOREFRONT. This lakefront cottage is located at the end of a road on a pretty wooded lot making it nice and private. A very large, shared beach is just a short walk away. Screen porch with open lake and island views from the large rock frontage. Flat rocks allow access into the water for swimming. With four bedrooms, there is plenty of room for everyone. Bath with shower.