Villa holiday rentals in Portland

R&R White Mountain Retreat (Mtn Views!)

Enjoy a fully-stocked Mountain Retreat! Breathtaking sunsets, modern amenities, full kitchen - PLUS popcorn maker, lobster pot, blender, waffle maker, coffee maker, etc! Open floor plan for gatherings that spills out onto the covered patio with grill & fire pit (split wood provided). Beaches and kayak/canoe rentals just minutes away. North Conway Outlets are 12 mi away. Ski slopes galore and snowmobile trails accessible from the house! More adventurous, message me for hikes or family walks.

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.

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.

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.

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.

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.

Unusual Latitude Limit 7

342 - 3 Bedrooms, 2.0 Baths (Sleeps 7) OCCUPANCY LIMIT 7 This centrally located 3 bedrooms, 2 bath home on Frye Island is close to all the wonderful amenities that Frye Island has to offer. 9-hole golf course, tennis courts, pickle ball courts, ballfields, cafe and general store. Best of all there are 14 wonderful community beaches to enjoy on Sebago. The large sandy beach 6 is the closest to the house and is less than a 3-minute walk away.