Villa holiday rentals in Portland

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Top-rated villa rentals in Portland

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Top guest favourite
A spacious kitchen features modern appliances, including a stainless steel stove and overhead lighting. Wooden cabinets and an island with bar seating complement the open layout, which flows into the dining and living areas. Large windows allow natural light and views of the outdoors.
Villa in Fryeburg
4.98 out of 5 average rating, 85 reviews

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.

Villa in Sebago

New! Northwest Eagle Nest Limit 9

368 - 3 Bedrooms, 3.0 Baths (Sleeps 9) OCCUPANCY LIMIT 9 - Waterfront home has 3-bedroom 3 bath. This stunning waterfront property offers the perfect blend of serenity and modern living. Prime waterfront location on Northwest River Road with direct access to Sebago Lake. Open concept living and dining area with breathtaking views of the water. Expansive deck overlooking the lake. Easy access to boating, fishing, and swimming right from your backyard. Waterfront/Lot Description: Flat Lot.

Top guest favourite
A well-maintained putting green is featured in the foreground, with two flags positioned on the artificial turf. In the background, a spacious deck with outdoor seating is visible, shaded by two blue umbrellas. Lush greenery and flowers surround the area, enhancing the outdoor space.
Villa in Ogunquit
4.94 out of 5 average rating, 122 reviews

The Ogunquit House Downtown | Walk 2 beach HotTub

ULTIMATE OGUNQUIT BEACH HOUSE! Renovated & fully equipped private oasis located in the heart of beautiful downtown Ogunquit, ME Park on site & walk to the beach, restaurants/bars & village shops all in under 5 minutes! Ideal for families, friends or couples looking for a perfect beach getaway. Our goal is to provide you with everything you need so there’s less time spent on essentials & renting equipment. Queen, double bunk bed, & 2 pull out couches can sleep 6 comfortably!

Villa in Baldwin
New place to stay

New! Upta Camp Limit 8

381 - 3 Bedrooms, 3.0 Baths (Sleeps 8) OCCUPANCY LIMIT 8 - 3-bedroom, 2.5 bath nestled in a peaceful, wooded setting on the shores of Sand Pond with a Sandy Beach. The home has a great Maine feel. 2 bedrooms and 2 full bathrooms on the 1st floor. One bedroom with a Queen bed. The other bedroom has a Twin over a Full and another twin bed. One King bedroom and a half bath on the 2nd floor. Heat Pumps in the house offer AC and Heat. Enjoy great views of Sand Pond from the back deck.

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.

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 out of 5 average rating, 3 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. 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.

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 house showcases a striking red facade with large windows that allow natural light to flood the interior. A spacious deck is featured at the front, furnished with seating for relaxation. A pathway leads to a well-maintained yard surrounded by lush greenery.
Villa in Frye Island

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.

A row of cabins with yellow accents is positioned along a reflective pond. A walkway connects the cabins to the waterfront, while greenery and a firepit are visible in the foreground. The setting showcases a harmonious blend of nature and cabin architecture.
Villa in North Sebago

Cardinal Limit 3

701 - 1 Bedrooms, 1.0 Baths (Sleeps 3) OCCUPANCY LIMIT 3. The cabin includes a private bedroom and bath, plus a common room with kitchenette. This one-bedroom cabin has a direct walk out onto the pond side floating boardwalk. A queen bed and a small futon in the common room. This allows for up to 3 guests. Guests will also have access to the natural pond. You can also enjoy Sebago Lake with private access for guests staying at the estate.

A contemporary home is situated directly by the lake, featuring a welcoming deck and large windows that offer views of the surrounding nature. A wooden dock extends into the water, leading to a sandy beach area. Vibrant decor lines the yard, adding a touch of color.
Villa in Shapleigh

Owl House Limit 8

116 - 3 Bedrooms, 3.0 Baths (Sleeps 8) OCCUPANCY LIMIT 8 - Beautiful contemporary 3 bedroom and 2.5 bath home on Square Pond. On the 1st floor is an open concept Kitchen/Dining/Living area, with a 4-season room directly off the dining area and a deck off the 4-season room, plus a full bath. The finished basement gives you extra living space with a bonus room and a half bath. With a bar and walk-out access to a patio and the lakefront.

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.

Popular amenities for villa rentals in Portland

Quick stats about villa rentals in Portland

  • Nightly prices starting at

    Portland holiday rentals start at £3,691 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, Portland Museum of Art and Crescent Beach State Park

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