
Villa holiday rentals in Portland
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Top-rated villa rentals in Portland
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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.

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.

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.

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.

Beach Villa w/Ocean Views 2 Blocks from Shore
6 bedrooms, 5 baths; sleeps 12. 3,200 sq. feet. Property features eat-in kitchen w/ gas range; screened-in porch; 2 master suites on 2nd floor; huge 2nd-floor deck with ocean views; 3 bedrooms on main level; lower level w/bedroom, full bathroom, family room, game room, and access to yard. There is plenty to do, including ping pong, foosball, and air hockey, piano, 4 TVs, and whole-house sound system. The huge backyard has a badminton/volleyball net, horseshoes, and a putting green.

Friendly Inn Limit 5
119 - 3 Bedrooms, 1.0 Baths (Sleeps 5) OCCUPANCY LIMIT 5 - NO PETS ALLOWED! - SEBAGO LAKE BEACHFRONT. This is a real classic lakeside cottage and one of the oldest places on the lake. Comfortable living/dining room. Three bedrooms. Open and airy with simple charm throughout. Located at the end of a private road with both lake and brook frontage. The lovely sandy beach with a dock and an open water view is just steps from the screened porch. Walking distance to small convenience store.

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.

New! Highland Lake Cottage Limit 8
486 - 4 Bedrooms, 2.0 Baths (Sleeps 8) OCCUPANCY- LIMIT 8 - This 2-bedroom 1.5 bath with two bunkrooms, is just steps away from Highland Lake. The home also has a bunk area upstairs and one in the basement. The main floor has a bedroom with a queen bed and a bedroom with 2 sets of bunk beds. The full bath is located on the main floor. Upstairs is another sitting area along with a Queen bed. There is also a half bath upstairs. The basement bunk room has a sitting area, and games.

New! 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.

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.

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.
Popular amenities for villa rentals in Portland
Private villa rentals

Boomfish Limit 5

Tremont Limit 10

Sebago Sunrise Limit 8

Beach Villa w/Ocean Views 2 Blocks from Shore

Limberlost Limit 6

Owl House Limit 8

Whip Poor Will Limit 5

Unusual Latitude Limit 7
Quick stats about villa rentals in Portland

Nightly prices starting at
Portland holiday rentals start at $6,530 SGD per night before taxes and fees

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Portland rentals

Nearby attractions
Portland’s top spots include Peaks Island, Crescent Beach State Park and Portland Museum of Art
Destinations to explore
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
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- Popham Beach State Park
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- Dunegrass Golf Club
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