Villa holiday rentals in Cumberland County

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.

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.

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.

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.

New! Camp Marion Limit 6

579 - 2 Bedrooms, 1.0 Baths (Sleeps 6) OCCUPANCY LIMIT 6- 2-bedroom 1 bath with a loft. Enjoy the amazing views with 220' of private frontage and 1.2 acre lot, with flat areas for games. Bring your boat and keep it right on the dock. There is a 2nd smaller dock for launching kayaks and canoes. The house comes with 2 inflatable kayaks and 1 inflatable paddle board. The main bedroom is on the 1st floor with a queen bed. The 2nd bedroom is off the enclosed porch with 2 twin beds.

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.

Lily of the Valley Limit 8

LILY OF THE VALLEY 2 BEDROOM 1 BATH WITH AC OCCUPANCY LIMIT 6 2-bedroom 1 bath remodeled cottage with a bunkroom. It's just a short walk to an association beach. The cottage is very nicely updated. A great option for guests who want the comforts of home but still can walk to the beach. 2 AC units will keep the house nice and cool. Also, a backup generator in case the power goes out. 2 kayaks and 2 paddle boards will be available for guest. A washer and dryer is a great plus.

New! Cove Overlook Limit 6

538 - 3 Bedrooms, 2.5 Baths (Sleeps 6) OCCUPANCY LIMIT 6 - 3-bedroom 2.5 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. Enjoy spectacular views of Sebago Lake from most of the rooms in the house including all the bedrooms. This new home was built in 2019 and has a lot of very nice finishes. The three bedrooms are on the 2nd floor. The main suite has an attached bath.

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.

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.

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. The water is deep enough for a boat, great for fishing off the dock, but not ideal for swimming. Kayak or drive over to the town beach. 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.

New! Beachside on Sebago Limit 6

186 - 2 Bedrooms, 1.0 Baths (Sleeps 6) OCCUPANCY LIMIT 6 - NO PETS - SEBAGO LAKE SHOREFRONT. MONDAY - FRIDAY RENTAL. 11AM check in. 1PM check out. This Guest Cottage on an Estate Property sits on 330 ft and over 3 acres of privately owned sandy beachfront on the renowned 'Gold Coast of Sebago Lake', which prides itself for the rocky coastline-like shore fronts combined with gorgeous, clean sandy beaches and crystal clear, aqua like, warm waters.