Villa holiday rentals in Portland

Find and book unique villas on Airbnb

Top-rated villa rentals in Portland

Guests agree: These villas are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Villa in Fryeburg

4.97 out of 5 average rating, 71 reviews

R&R White Mountain Retreat (Mtn Views!)

RebeccaRating, 5 stars2 months ago

The white mountains and Fryeburg are incredibly beautiful. I have lived in Maine my whole life and it was the first time I spent a good amount of time in western Maine. What a fantastic location and view. The beds were comfortable and the kitchen was a dream for us! We have a lot of needs so cooking from home was ideal. Being a first floor with easy to maneuver spaces also meant my mom with her walker was never left out of being around family. She didn’t want to leave! Plenty of bathrooms. It was too windy to have a fire pit so maybe next time. Highly recommend the bakery at the train station in North Conway. Best scones anyone in my family had.

Guest favourite

Villa in Ogunquit

4.95 out of 5 average rating, 94 reviews

The Ogunquit House Downtown | Walk 2 beach HotTub

SamanthaRating, 5 stars1 month ago

My husband and I stayed here for our baby moon and it was perfect! The location couldn’t have been better and the airbnb was stocked with everything we needed. Nick was super responsive and made sure our stay was wonderful. We will absolutely be back!!!

Guest favourite

Villa in Falmouth

5 out of 5 average rating, 7 reviews

3,500 Sqft Colonial 3 Bedrm 3 bth, outdoor TV area

RitaRating, 5 stars9 months ago

Matt’s place was welcoming comfortable beds, well equipped kitchen. Matt was always responsive within a few minutes. Matt’s place was conveniently located to Portland with restaurants and shops. Spent A day at Cape Elizabeth, Peaks island and dinner in Naple….. previous visit was to Boothbay Botanical garden Really a great state to visit!!!

Villa in Edgecomb

5 out of 5 average rating, 3 reviews

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

DianaRating, 5 stars8 months ago

We had a great stay at this beatiful house on the river. The view from the house is gorgeous and it was so nice to have the dock right off the property with access to the kayaks. There's tons to do in nearby Boothbay Harbor and Damariscotta. The house had everything we needed and was very comfortable. Very beautiful views. The road out to the house is unpaved for a portion and the driveway is very steep, not an issue at all, just figured I'd mention in case it's helpful for car choice.

Villa in Wells

Sea Rose

Welcome to Sea Rose! This cozy one-bedroom cottage is nestled in the charming Holiday House resort, conveniently located just outside the Ogunquit town line in beautiful Moody, Maine. It's the perfect spot to unwind and experience everything southern Maine has to offer. You’ll love the tasteful decor throughout, plus a full kitchen and an inviting living space. The spacious bathroom features a stand-up shower, while the cozy bedroom comes with a comfortable full-size bed. The resort also has a w

Villa in Standish

New place to stay

New! 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.

Villa in Windham

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.

Villa in Standish

New place to stay

New! 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.

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.

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.

Villa in Windham

Shuriken Shores Limit 5

375 - 2 Bedrooms, 1.0 Baths (Sleeps 5) OCCUPANCY LIMIT 5 2-bedroom 1 bath cottage on Pettengill Pond. Enjoy 50 feet of water frontage, dock and amazing water views. The main floor has an open concept Kitchen/Living area. The couch in the living room is a pull out. Both bedrooms and the full bath are also on the main floor. The walkout basement level gives up some extra space during your stay and direct access to the water. The laundry area is in the basement as well.

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Portland villa rentals

Kitchen

Wi-Fi

Free parking on premises

Air conditioning

Private villa rentals

Villa in Edgecomb

5 out of 5 average rating, 3 reviews

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

DianaRating, 5 stars8 months ago

We had a great stay at this beatiful house on the river. The view from the house is gorgeous and it was so nice to have the dock right off the property with access to the kayaks. There's tons to do in nearby Boothbay Harbor and Damariscotta. The house had everything we needed and was very comfortable. Very beautiful views. The road out to the house is unpaved for a portion and the driveway is very steep, not an issue at all, just figured I'd mention in case it's helpful for car choice.

Villa in Edgecomb

Cute & Cozy 2 bedroom cottage

LauraRating, 5 stars8 months ago

This is a small comfortable place. Could use a few updates and thicker towels, but worked very well for the needs of the weekend.

Guest favourite

Villa in Fryeburg

4.97 out of 5 average rating, 71 reviews

R&R White Mountain Retreat (Mtn Views!)

RebeccaRating, 5 stars2 months ago

The white mountains and Fryeburg are incredibly beautiful. I have lived in Maine my whole life and it was the first time I spent a good amount of time in western Maine. What a fantastic location and view. The beds were comfortable and the kitchen was a dream for us! We have a lot of needs so cooking from home was ideal. Being a first floor with easy to maneuver spaces also meant my mom with her walker was never left out of being around family. She didn’t want to leave! Plenty of bathrooms. It was too windy to have a fire pit so maybe next time. Highly recommend the bakery at the train station in North Conway. Best scones anyone in my family had.

Guest favourite

Villa in Ogunquit

4.95 out of 5 average rating, 94 reviews

The Ogunquit House Downtown | Walk 2 beach HotTub

SamanthaRating, 5 stars1 month ago

My husband and I stayed here for our baby moon and it was perfect! The location couldn’t have been better and the airbnb was stocked with everything we needed. Nick was super responsive and made sure our stay was wonderful. We will absolutely be back!!!

Guest favourite

Villa in Falmouth

5 out of 5 average rating, 7 reviews

3,500 Sqft Colonial 3 Bedrm 3 bth, outdoor TV area

RitaRating, 5 stars9 months ago

Matt’s place was welcoming comfortable beds, well equipped kitchen. Matt was always responsive within a few minutes. Matt’s place was conveniently located to Portland with restaurants and shops. Spent A day at Cape Elizabeth, Peaks island and dinner in Naple….. previous visit was to Boothbay Botanical garden Really a great state to visit!!!

Villa in Windham

Boomfish Limit 5