House vacation rentals in Cumberland County

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Popular amenities for Cumberland County house rentals

House rentals with a pool

Guest favorite
A charming two-story home features a green-shingled exterior and a gabled roof. Large windows allow natural light to fill the interior. A white front door stands at the center, with a covered entryway. A fenced area is visible in the foreground, alongside designated parking spaces.
Home in Old Orchard Beach
5 out of 5 average rating, 33 reviews

Love OOB! NEW 3 BR, 2.5 BA Maine Home

LoriRating, 5 stars10 months ago
Heather’s place was by far the most well maintained and clean Airbnb our family has ever stayed in. She was responsive and kind with all our needs. The pool was conveniently located right across the road and a beautiful place to spend the warmer day. Walking to the OOB trolly, seafood restaurants and the best ice cream place we’ve visited yet. We look forward to making Heather’s place and a trip to the Maine coast an annual family vacation.
Guest favorite
A cozy outdoor area is illuminated by soft string lights and features circular seating around a stone fire pit. The backdrop showcases a charming two-story home nestled among trees, with warm light glowing from the windows, creating an inviting ambiance for evening gatherings.
Home in Sebago
5 out of 5 average rating, 17 reviews

Treehouse Farm - Sebago

AlexaRating, 5 stars1 month ago
I would absolutely stay here again! The check-in process was smooth, and Michael was incredibly flexible and responsive to any questions we had. The directions to the property were clear and easy to follow. Although we didn't cook while we were there, the place had everthing you would need to host. The house comfortably accommodated all six of us for the night, and since the weather was beautiful, we spent much of our time enjoying the stunning backyard. The entire setup was absolutely perfect—couldn't have asked for a better stay!
Guest favorite
The living area features a spacious sectional sofa complemented by a matching ottoman. Light wood flooring contrasts with a large area rug displaying a star motif. Artwork depicting coastal scenes adorns the walls, while windows let in natural light, illuminating the adjacent dining table.
Home in Old Orchard Beach
4.97 out of 5 average rating, 39 reviews

Upscale OOB Beach House | Seasonal Heated Pool

SavannahRating, 5 stars1 week ago
Jason was a fantastic host—responsive, helpful, and easy to communicate with. Although we encountered a few minor issues during our stay, he responded immediately and went above and beyond to ensure everything was resolved quickly. The space itself was absolutely beautiful and made for a wonderful stay. I would highly recommend this place to anyone and hope to return in the future!
Superhost
A spacious kitchen features a large granite island with four supportive stools. Large windows allow natural light to illuminate the area, showcasing the warm wood beams overhead. A festive tree adds a seasonal touch to the corner, while the open space flows into a dining area.
Home in Windham
5 out of 5 average rating, 5 reviews

Nature, Pool, Hot tub&Lakes! Mins to Sebago &More

KimRating, 5 stars1 week ago
We would 100% recommend Dina’s place to ANYONE (and we hope to be back)! The place is beautiful and would accommodate a small to large family. The pool and hot tub are incredibly nice and peaceful surrounded by trees. The furniture is incredibly comfortable and the kitchen great to use. Dina is also incredibly thoughtful and quick with her replies. We got a little turned around arriving at night (the GPS lead us up the road a bit), but we found it!
Guest favorite
A spacious deck features a hot tub with a privacy screen and comfortable seating arrangements. The outdoor furniture includes a sectional sofa and a low coffee table, all set under a large orange umbrella. Lush greenery surrounds the area, providing a sense of seclusion.
Home in Biddeford
4.97 out of 5 average rating, 31 reviews

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK

Morgon-AshliRating, 5 stars1 week ago
Gorgeous house, peaceful area, a great back deck with pool and hot tub! Jey was a great host, very helpful and quick response time. The house was very clean and put together. I would totally recommend staying at jeys house!!
Guest favorite
The backyard features an above-ground pool surrounded by a spacious deck, offering ample seating and relaxation areas. A shaded dining space is visible under an umbrella, while the two-story colonial home stands in the background, framed by lush greenery.
Home in Mechanic Falls
5 out of 5 average rating, 19 reviews

Lovely home with hot tub and pool

AngelicaRating, 5 stars7 months ago
Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!
Guest favorite
Home in Portland
4.95 out of 5 average rating, 126 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

RondaRating, 5 stars2 weeks ago
We had a wonderful stay in Angela’s beautiful home. It had great amenities, was super clean, and had everything we needed. Loved the pool and fire pit. The kitchen was roomy for cooking too. 5 stars!
Guest favorite
A two-story home is presented, featuring a yellow exterior and dark blue shutters. A welcoming front porch is adorned with decorative elements. Lush green grass and various shrubs frame the entrance, while a driveway leads to a garage on the left side.
Home in Portland
4.82 out of 5 average rating, 110 reviews

There's No Place Like Home

JeremyRating, 5 stars8 months ago
Kathi’s place was great! Super close to the Downtown Portland/Old Port area. Kathi was a great host, extremely responsive and genuinely nice, plus she even made my family and I some delicious blueberry muffins for our stay! Her instructions were clear and she made us feel right at home! Would definitely stay again whenever we’re in the area!

Weekly house rentals

Top guest favorite
A single-story house features a gray-shingled exterior with a red roof and front steps leading to a central door. Surrounding landscaping includes neatly trimmed shrubs and vibrant flowers. A gravel driveway provides access to the home, complemented by a lawn area and a few trees in the background.
Home in Falmouth
5 out of 5 average rating, 27 reviews

Charming Coastal Home

KatharineRating, 5 stars5 days ago
Central location, but was surprisingly very quiet and private. Kelsey is an excellent communicator and host.
Top guest favorite
The exterior of the cottage is showcased, framed by lush greenery and tall trees. A wooden deck leads to large windows, allowing natural light to illuminate the interior. A small shed is positioned adjacent to the cottage, with chairs arranged nearby.
Home in Raymond
5 out of 5 average rating, 21 reviews

Cozy Cottage in Raymond

KeeraRating, 5 stars8 months ago
Alexis was very nice and welcoming, the house was clean and as described. We enjoyed our stay here very much.
Guest favorite
The exterior of the recently renovated lakefront home is shown, featuring a dark blue facade with large windows. A small seating area with white chairs is positioned in front of the house on gravel, and the surrounding area is partially landscaped with natural foliage.
Home in Gray
4.97 out of 5 average rating, 33 reviews

Little Sebago Lakefront Getaway

DanielRating, 5 stars8 months ago
Violeta and her space were amazing. The house was exactly as advertised and we felt right at home for our long weekend. We are looking forward to making this a yearly visit!
Top guest favorite
The kitchen features a spacious island with seating for four and a modern design. Recessed lighting complements bright fixtures above the island. Countertops are finished in dark stone, and stainless steel appliances are visible, enhancing the inviting kitchen space.
Home in Gray
4.97 out of 5 average rating, 64 reviews

cozy 3 bedroom ranch with deck and screen porch

MichaelRating, 5 stars5 months ago
The house is lovely and, if it’s not new, it sure feels that way. In a very quiet area with tons of outdoor space yet just a mile or two from more main roads. Had a lovely white Christmas/Hanukkah with fresh snow on the 24th. Diana was a great host, always answering questions promptly and rolling with some last minute travel issues. Would love to stay here in warmer months to take advantage of the outdoors and the lovely sun porch.
Guest favorite
The kitchen features modern appliances with a stainless-steel refrigerator and a spacious island with seating. Large windows provide views of the lake, while exposed brick and wood accents add character to the open layout.
Home in Casco
4.89 out of 5 average rating, 74 reviews

The Sunrise House

Jorge And DeserieRating, 5 stars1 day ago
Such a beautiful and peaceful place!! my kids didn’t want to leave! Lovely cottage feel with a beautiful view to the lake. We had such a great time taking the kayaks and paddleboard out on the water and enjoying our coffee overlooking the water from the sunroom,. Thank you for the great family memories!
Guest favorite
The front exterior of the bungalow is shown, featuring a light-colored facade and a welcoming entrance with a decorative wreath. A set of steps leads up to the front door, flanked by a flowering tree and a bench for seating. The yard is landscaped with gravel and mulch.
Home in Portland
4.84 out of 5 average rating, 51 reviews

Cute Craftsman Bungalow home w/ fenced in yard

CindyRating, 5 starstoday
Such a cute, quiet, well-designed bungalow! The beds and couches were super comfortable, at times it was hard to get up! But we managed to run the half-marathon around the bay, walk the nearby trails and visit downtown. I hope 42 Vermont is available for our next visit to Portland. THANK YOU. The plentiful coffee pods were a bonus!
Guest favorite
A serene bedroom features a queen size bed with white pillows and a navy blue coverlet. Two windows allow natural light, framed by light curtains, while a rustic headboard adds character. A small vase with flowers is placed on a shelf beside the bed.
Home in Waterboro
5 out of 5 average rating, 9 reviews

Mountain View Getaway 4Season Maine

ColleenRating, 5 stars7 months ago
It was a great location for a quick getaway. Close to Portland and plenty of places to eat in town. I only met Clarishell but she was lovely!
Guest favorite
A serene lakeside view is captured from a wooden deck, showcasing calm waters reflecting the sky. Subtle ripples create gentle patterns, while trees frame the scene, adding a natural touch to the tranquil atmosphere.
Home in Greene
4.88 out of 5 average rating, 78 reviews

Beautiful Maine Lakeside Cottage

GeorgeRating, 5 stars1 week ago
Very clean and Host was very responsive, the setting matched the description 100%. Peceful sleeping with the water hitting the beach and the call of the Loon heard throughout the night. Can’t wait to return another day!!

Private house rentals

Guest favorite
A serene beach scene captures a sandy shoreline beside Sebago Lake, where the sun sets on the horizon. Gentle waves reflect the warm light, and trees frame the view, enhancing the peaceful ambiance of the early evening.
Home in Raymond
5 out of 5 average rating, 16 reviews

Amazing 2bed vaca home with sandy beach!

JoanneRating, 5 stars7 months ago
Cute place. Perfect for our family of 4. Close to hiking and short walk to lake. The wifi was spotty but otherwise it was great.
Superhost
A comfortable living area features a cozy red sofa and a single armchair, accented by colorful cushions. Large windows allow natural light to fill the space, complemented by a floor lamp. A wooden coffee table with a chess set is positioned at the center, with bookshelves in the background.
Home in Freeport
4.8 out of 5 average rating, 35 reviews

Amazing location! Cheerful home near LL Bean

EmilyRating, 5 stars8 months ago
Such a lovely, cozy spot! We stayed for two nights with toddlers and our dog and everyone was very happy there.
Guest favorite
A bright living area features large windows draped with light-colored curtains, allowing natural light to fill the space. A grey sofa and matching chairs are arranged around a central coffee table, creating a cozy yet open atmosphere, with tasteful decorations adding a welcoming touch.
Home in Gorham
4.97 out of 5 average rating, 73 reviews

Beautifully, Gambrel style home

HannahRating, 5 starstoday
Such a lovely spot! Our dogs and little family really appreciated how clean the home was, and that there was so much privacy/space for our dogs to be outside (off leash)! A nice, cozy stay while we attended a wedding for the weekend.
Guest favorite
A spacious home is nestled among trees, featuring a wooden facade and large windows. A stone patio leads to a well-maintained lawn, bordered by vibrant flower beds. Outdoor seating areas are visible, inviting guests to enjoy the natural surroundings in a tranquil setting.
Home in Windham
5 out of 5 average rating, 5 reviews

Sebago Pine Lodge +Bonus Yurt!

TeganRating, 5 stars10 months ago
Although my son was disappointed that her cat Batman didn't come with our rental (wink;), this house exceeded our expectations! We visit Maine every summer because we have family there and typically stay with Aunt Jeanne. This time there was an abundance of family staying at her house towards the end of our vacation so we opted to get this beautiful Airbnb for the weekend. This house is BIG. Has a lovely deck with a great outside garden. We heard a family of Barred Owls at night! If you follow the path it opens up to this HUGE field with a (very clean and stylish) yurt and a fire pit. At night- the stars are AMAZING in this field. One thing that we now have to get back at home- a bidet. This trip was the first time we have tried one.... hahah!
Top guest favorite
A modern exterior of the eco-friendly retreat is displayed, showcasing a sloped roof and large windows. The deck features comfortable seating and steps leading to the welcoming entryway. Surrounding greenery adds a natural backdrop, enhancing the serene atmosphere of the waterfront sanctuary.
Home in Sweden
4.99 out of 5 average rating, 82 reviews

New Waterfront |Near the White Mountains |Firepit

JennRating, 5 stars1 week ago
Just got back from our weekend stay . Beautiful space that looked just like the photos. House was spotless. The house is located in a very peaceful and private area. Our family enjoyed the kayaks on the pond during the day and the fire pit on the deck at night . Very relaxing weekend .
Guest favorite
The cozy cottage exterior features warm brown siding and large windows, providing a welcoming entrance. A stone pathway leads to the front door, and an American flag flutters gently nearby. The grassy yard is surrounded by trees, creating a serene setting.
Home in Raymond
5 out of 5 average rating, 15 reviews

Cozy Cottage on Big Sebago Lake

NancyRating, 5 stars1 week ago
This cottage is perfect for Sebago if you own a boat. She has everything you could need for a stay on the water. I would love to stay here again this year.
Top guest favorite
The exterior of the property showcases a light lavender façade with white trim and large windows. A muted green front door is flanked by two rectangular windows. A stone step leads up to the entrance, bordered by a small garden featuring blooming white flowers.
Home in New Gloucester
5 out of 5 average rating, 18 reviews

The Old Bell Tavern - Luxury in the Country

RezaRating, 5 stars7 months ago
We really enjoyed our stay at the Old Bell Tavern and will absolutely recommend to our friends and family. Cynthia is a fantastic host.
Top guest favorite
A spacious great room features high wooden cathedral ceilings and large windows, allowing natural light to fill the space. A plush sectional sofa is positioned on a decorative area rug, with a media console and a wood stove nearby. The open layout connects to the dining area and kitchen.
Home in Naples
5 out of 5 average rating, 56 reviews

Charming 3 BR + Loft & Workspace - Close to Sebago

AbbyRating, 5 stars7 months ago
Jared was a responsive and welcoming host. From the beginning, he was curious about our check in and our overall stay; he always wanted to be available if needed and gave multiple recommendations for our weekend. His house was welcoming and warm, and had everything my family needed. The area was beautiful and my family is already discussing coming back next year. If you’re thinking about a trip to Maine, this home should definitely be a consideration!

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