Villa vacation rentals in Cumberland County

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Top-rated villa rentals in Cumberland County

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A charming two-story cottage is set amidst tall pine trees, featuring a welcoming front porch with green door and steps leading to the entrance. The surrounding area has natural gravel pathways and a shaded, serene atmosphere created by the tree canopy.

Fletcher Limit 8

285 - 4 Bedrooms, 1.0 Baths (Sleeps 8) OCCUPANCY LIMIT 8 - NO PETS - SEBAGO LAKE BEACHFRONT. Classic four bedroom lakeside cottage overlooking Sebago Lake. Good size livingroom with fireplace to take the chill off a cool evening. Great screen porch overlooking water, beach area and beautiful view. Lovely sunsets. Short ride to shopping. Great swimming, boating and fishing. Hiking within a 20 minute ride. Great spot. Need additional sleeping for your group? Bundle with the Restawhile cottage.

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 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

4.83 out of 5 average rating, 6 reviews

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.

Two lounge chairs are positioned on a wooden dock, facing an expansive view of the lake. Clear blue skies with fluffy clouds reflect on the water's surface, creating a serene atmosphere. The surrounding area offers a peaceful and open waterfront space.

Villa in Sebago

A Sense of Place Limit 17

376 - 6 Bedrooms, 3.0 Baths (Sleeps 17) OCCUPANCY LIMIT 17 Take a step back in time at this turn of the century lakeside cottage. Loads of charm from the fieldstone fireplace in the livingroom to the big wraparound porch overlooking the lake. Plenty of room for the whole family and then some - with 6 bedrooms plus a bunk house with 4 twin beds and a half bath. Wonderful, private lot with big lawn on lake side. Nice L shaped dock plus a mooring. Sandy bottom swimming.

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

5.0 out of 5 average rating, 4 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. 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.

Villa in Sebago

Pine Tree Cottage Limit 5

602 - 2 Bedrooms, 1.0 Baths (Sleeps 5) OCCUPANCY LIMIT 5 - 2-bedroom 1 bath cottage just a short walk away from an association beach. Two bedrooms, 1 with a queen and one with 2 twin beds. There is also a twin bed on the enclosed porch. Quiet area, a great place to enjoy the Sebago Lake. Waterfront/Lot Description: Nice Lot. Dock/Suitable for tie-up: No. Mooring: NO Bedrooms: 2. 1 Queen and 3 twins. Linens and Towels NOT provided.

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.

The living room features wooden paneling and exposed beams, with ample natural light entering through large windows. Seating is provided by a combination of two armchairs and a reclining couch. A light fixture and decorative items add subtle interest to the space.

Villa in Gray

Sunset Shores Limit 4

347 - 2 Bedrooms, 1.0 Baths (Sleeps 4) OCCUPANCY LIMIT 4 - BEACHFRONT on Little Sebago Lake with a dock. 2-bedroom 1 bath cabin with an open floor plan. The living room has a large window with great views of the lake. One bedroom has a king bed, the other bedroom has 2 twin beds. Window AC units in each room. Enjoy the outside with 2 docks and a fire pit. Only one dock can be used for boats.