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Vacation rentals with a pool in Portland

Find and book unique homes with a pool on Airbnb

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Vacation rentals for every style

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Popular amenities for Portland rentals with a pool

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a pool

Superhost
An inviting outdoor space features a clear swimming pool surrounded by a wooden deck. Lounge chairs are positioned near the pool, and a patio area with an umbrella is visible. The rustic exterior of the home is complemented by warm lighting, enhancing the tranquil setting.
Home in Yarmouth
4.86 out of 5 average rating, 7 reviews

Coastal, 3 bedroom, 2 bath home with pool!

Guest favorite
The spacious indoor pool area features a large heated swimming pool with a smooth surface. Natural wood paneling adorns the ceiling and walls, providing a warm ambiance. Abundant light enters through multiple windows, enhancing the inviting atmosphere of the space.
Home in Lyman
4.96 out of 5 average rating, 28 reviews

Willow Creek Homestead Indoor Pool Lake Access

Guest favorite
A serene community pool is surrounded by a spacious deck with lounge chairs for relaxation. Tall trees in the background provide a natural setting, while neighboring homes are visible, enhancing the sense of community.
Home in Old Orchard Beach
4.96 out of 5 average rating, 105 reviews

Faith Lane with community pool

Guest favorite
Aerial view of a spacious home surrounded by lush green trees, showcasing a private in-ground pool and outdoor seating area. The structure features a natural roof and large windows, enhancing the connection with nature. The scene conveys a sense of privacy and seclusion.
Home in Windham
5 out of 5 average rating, 15 reviews

New Listing! Pool, Hot tub & Lakes! Mins to Sebago

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
4.98 out of 5 average rating, 58 reviews

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

Guest favorite
Home in Standish
4.96 out of 5 average rating, 48 reviews

Unique Church Firepit Hammock Stock Tank Pool

Guest favorite
An aerial view captures a community pool framed by lush greenery. The pool features a sandy area with scattered lounge chairs, while vibrant trees surround the space, enhancing the natural setting. Nearby buildings and pathways suggest a welcoming atmosphere for guests.
Home in Arundel
5 out of 5 average rating, 13 reviews

Maritime Meadows - Charming Resort-Style Home!

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 Deering Center
4.83 out of 5 average rating, 117 reviews

There's No Place Like Home

Condo rentals with a pool

Top guest favorite
A serene view features a row of houses lining the water's edge, surrounded by natural greenery. The landscape includes telephone poles and nearby picnic tables, with the horizon showcasing a calm bay that reflects the soft light of the evening.
Condo in Wells
4.98 out of 5 average rating, 46 reviews

Cozy Coastal Condo in Wells - Hot Tub & Pool!

Guest favorite
A landscaped outdoor area is highlighted by a sparkling in-ground pool, surrounded by several lounge chairs and shaded by black umbrellas. A dining set is positioned nearby, with a grill area visible at the far end, all framed by lush greenery.
Condo in Kennebunkport
5 out of 5 average rating, 9 reviews

Stylish Designer Retreat on Langsford with Pool

Superhost
A spacious living area features a mix of comfortable seating options, including a striped sofa and a cozy armchair. Natural light floods the space through sliding glass doors that lead to the balcony. A coffee table with a decorative design sits at the center, creating an inviting atmosphere.
Condo in Wells
4.6 out of 5 average rating, 5 reviews

Wells Condo Retreat!

Guest favorite
A spacious saltwater pool area is surrounded by lounge chairs and umbrellas. The pool features a relaxing curve and clear blue water, set against a backdrop of well-maintained landscaping and neighboring buildings. The concrete deck provides ample space for sunbathing and relaxation.
Condo in Wells
4.89 out of 5 average rating, 95 reviews

Starfish Condo Wells Beach

Superhost
A cozy seating area is presented with a patterned armchair and a wooden side table. A flat-screen TV is mounted on the wall, while framed art depicting coastal scenes adorns the walls. Natural light enhances the warm wooden flooring.
Condo in Old Orchard Beach

Ocean View Studio Beach Condo

Superhost
A sign displaying 'Sea Breeze Village' and unit number 'C-310' is affixed to a light gray exterior wall. The sign features a simple design, including a small illustration of a lighthouse, providing clear identification for visitors.
Condo in Wells
4.86 out of 5 average rating, 14 reviews

Awesome get away spot in Wells!

Superhost
An outdoor pool area is featured, surrounded by lounge chairs and umbrellas. A hot tub is visible in the foreground, with jets creating bubbles in the water. The backdrop includes a two-story building, with several guests enjoying the outdoor space under clear blue skies.
Condo in Wells
4.47 out of 5 average rating, 19 reviews

Cozy 1BR Condo near Beaches

Top guest favorite
Condo in Old Orchard Beach
5 out of 5 average rating, 16 reviews

Steps to Beach, Pier, Park | Condo with Pool • 6

Other vacation rentals with a pool

Guest favorite
A bright studio space features light blue walls and a combination of yellow and navy decor. A spacious bed with a navy bedspread is positioned next to a cozy gray couch. Natural light floods the room from large windows and a door providing access to the outdoors.
Apartment in Wells
5 out of 5 average rating, 7 reviews

Studio Condo, Deck, Pool, Hot Tub, Playground

Top guest favorite
A spacious living area features a stone fireplace, surrounded by comfortable seating options and rustic decor. Natural wood accents are present in the beams and walls, while a Christmas tree adds a festive touch. Large windows provide views of the outdoors.
Home in Fryeburg
4.98 out of 5 average rating, 43 reviews

The Lodge at Hidden Pines

Guest favorite
An aerial view displays a saltwater pool, surrounded by lounge chairs and red umbrellas. A hot tub is located adjacent to the pool, and well-maintained landscaping is visible around the area, contributing to a spacious relaxation environment.
Home in Wells
4.99 out of 5 average rating, 70 reviews

2BR, Sea & Relax w/ Wells Reserve View

Top guest favorite
A comfortable seating area is highlighted by a sectional sofa adorned with decorative pillows. Two lamps provide soft lighting, while a round coffee table rests on a patterned rug. Bright natural light streams in through multiple windows dressed with blinds.
Cottage in Wells
5 out of 5 average rating, 65 reviews

Paradise Found Minutes from Ogunquit

Top guest favorite
The exterior of the studio is shown, featuring a main entrance with large windows that provide natural light. A charcoal grill is positioned nearby, along with two blue adirondack chairs on a simple porch. The area is surrounded by gravel and concrete, with green grass visible in the background.
Cottage in Wells
4.95 out of 5 average rating, 62 reviews

Cottage in Wells Maine

Superhost
A bright, airy open-concept living space features striped sofas, a large area rug, and a wall-mounted television. The kitchen, equipped with modern appliances, flows into the dining area set with wicker chairs. Decorative nautical elements add a charming touch throughout the room.
Home in Kennebunkport
5 out of 5 average rating, 3 reviews

Costal Cottage at Goose Rocks Resort

Guest favorite
An outdoor heated pool is surrounded by a spacious patio featuring blue lounge chairs and umbrellas. The well-maintained area is complemented by a large clubhouse in the background, with a clear blue sky overhead, creating a refreshing and inviting environment.
Home in Arundel
5 out of 5 average rating, 6 reviews

Cheerful 2 Bdrm Home with Pool!

Guest favorite
A spacious outdoor pool area is surrounded by lounge chairs and umbrellas, with vibrant blue water reflecting the sun. Nearby, a landscaped garden features colorful flowers and greenery, enhancing the serene environment and creating a welcoming atmosphere for relaxation.
Cottage in Wells
4.95 out of 5 average rating, 64 reviews

Beach Cottage on the Marsh Wells, ME

Quick stats about vacation rentals with a pool in Portland

  • Total rentals

    100 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 before taxes and fees

  • Total number of reviews

    4.4K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

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