
Villa holiday rentals in Portland
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Top-rated villa rentals in Portland
Guests agree: these villas are highly rated for location, cleanliness and more.

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.

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.

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!

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.

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.

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.

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.

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.

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.

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.

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
Private villa rentals

Eva's Place Limit 7

Lovely 3BR Oceanfront - Views, Own Dock, Chefs Kit

New! Northwest Eagle Nest Limit 9

Dockside Retreat Limit 14

Cute & Cozy 2 bedroom cottage

Limberlost Limit 6

R&R White Mountain Retreat (Mtn Views!)

New! Upta Camp Limit 8
Luxury villa rentals

New! Stargazer Shores Limit 8

Friendly Inn Limit 5

Placyd Pines Limit 8

New! Barker Pond Escape Limit 8

Clearview Limit 6

Grandview Lakefront Limit 9

New! Cove Overlook Limit 6

A Sense of Place Limit 17
Villa rentals with a pool
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
Destinations to explore
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- Pet-friendly rentals Portland
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- Rentals with a firepit Portland
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- Villa rentals Cumberland County
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- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Scarborough Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Popham Beach State Park
- Pemaquid Beach
- Willard Beach
- Pemaquid Point Lighthouse
- East End Beach
- Short Sands Beach
- King Pine Ski Area
- Cape Neddick Beach
- Gooch's Beach
- Cranmore Mountain Resort
- Coastal Maine Botanical Gardens
- Footbridge Beach
- Crescent Beach State Park
- Funtown Splashtown USA
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
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