
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.

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.

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!

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.

Crystal Oasis- Limit 8
CRYSTAL OASIS- 3 Bedrooms,2 Bathrooms sleeps 8 OCCUPANCY LIMIT 8 This completely remodeled waterfront cottage has 2 bedroom 2 bath and a bunkhouse. The large flat yard leads directly to the dock in the Northwest River. You can see Sebago Lake and then Sebago town beach from the dock. Enjoy the large firepit with views of the water. Both bedrooms in the main house have Queen beds. The guest house has a twin bed and a twin over full bunk bed. DOG CONSIDERED WITH $125 PET FEE.

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.

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.
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

Boomfish Limit 5

Daybreak Limit 8

Lily of the Valley Limit 8

R&R White Mountain Retreat (Mtn Views!)

Unusual Latitude Limit 7
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

Owl House Limit 8

Grandview Lakefront Limit 9

New! Cove Overlook Limit 6
Villa rentals with a pool

Nuthatch Limit 4

Titmouse Limit 4

Phoebe Limit 3

Couples Cottage Limit 4

Finch Limit 4

Cardinal Limit 3

Chickadee Limit 4

Hummingbird Limit 3
Quick stats about villa rentals in Portland

Nightly prices starting at
Portland holiday rentals start at $6,400 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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- Pet-friendly rentals Portland
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- Rentals with pools Portland
- Hotel rooms Portland
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- Flat rentals Portland
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- Villa rentals Cumberland County
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- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Scarborough Beach
- Willard Beach
- Pemaquid Beach
- Short Sands Beach
- Popham Beach State Park
- East End Beach
- Pemaquid Point Lighthouse
- Gooch's Beach
- King Pine Ski Area
- Cranmore Mountain Resort
- Footbridge Beach
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Pleasant Mountain Ski Area
- Hills Beach
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