Villa holiday 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 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.

Villa in Sebago

Crystal Oasis- Limit 8

CRYSTAL OASIS- 3 Bedrooms,2 Bathrooms sleeps 8 OCCUPANCY LIMIT 8 This completely remodeled waterfront cottage has 2 bedroom 2 bath and a bunkhouse. The large flat yard leads directly to the dock in the Northwest River. You can see Sebago Lake and then Sebago town beach from the dock. Enjoy the large firepit with views of the water. Both bedrooms in the main house have Queen beds. The guest house has a twin bed and a twin over full bunk bed. DOG CONSIDERED WITH $125 PET FEE.

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.

A wooden walkway leads to the entrance of the cabin, with sunlight casting shadows across the planks. The entryway features a small set of steps and is surrounded by trees. In the background, the lake can be seen through the foliage.

Villa in Sebago

Dockside Retreat Limit 14

333 - 5 Bedrooms, 2.0 Baths (Sleeps 14) OCCUPANCY LIMIT 14 Come enjoy the lake at this fun Sebago retreat. This home is situated on Sebago Lake with over 120' of lake front for all your outdoor activities. Enjoy breathtaking panoramic views of the lake in this 5-bedroom, 2-bathroom home sitting just 30' from the water's edge. Positioned on the western shore, this property faces east for stunning sunrise views.

Villa in Falmouth

4.85 out of 5 average rating, 13 reviews

3,500 Sqft Colonial 3 Bedrm 3 bth, outdoor TV area

Oversized 3 bedroom, 3 bath Colonial attached 2 car garage, master suite , living rm w/gas fireplace, open concept, updated kitchen, finished basement w/ in home gym , outdoor fire pit, cupola with tv and seating, swingset, large back yard , 2 acres in Falmouth, private dead end road. 10 minutes from the old port.