Vacation rentals with a pool in Old Orchard Beach

5 out of 5 average rating, 53 reviews

Home in Ogunquit

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach

SherylRating, 5 stars1 week ago

We loved staying at this home! Walkable to town and the beach, it was the perfect place for our vacation. The heated pool was unbelievable- it’s more than big enough for 4 kids to splash around and have fun even on colder days. Andrew was a super responsive host, and he gave us lots of great suggestions for places to go and things to do!

4.95 out of 5 average rating, 123 reviews

Home in Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Kathleen AudreyRating, 5 stars3 weeks ago

My stay was very comfortable. The property was well kept and updated. The beds and furniture were were in perfect condition. Both the house and the grounds were exceptionally clean and well maintained. I would visit again!

4.93 out of 5 average rating, 15 reviews

A sign marking the entrance to Gray Gull Cottage Condominium Association is displayed prominently. The sign is affixed to a post alongside a road, with a clear view of the surroundings, including a white fence and nearby buildings in the background.

Condo in York

Cozy One bedroom condo near the beach with pool.

LaurenRating, 5 stars8 months ago

Kristin's cottage is a light filled cottage that is updated, clean and super comfy. I loved the location and how quiet it was as well. The addition of a pool was also such a nice to have. I will definitely be booking again soon. Can't wait to make this my every summer vacation spot!

4.95 out of 5 average rating, 40 reviews

A spacious backyard is captured, featuring a seasonal swimming pool bordered by a stone patio. A grassy area is visible, accented by trees and shrubs. In the distance, a playset is seen, providing a space for outdoor activities. The sky has a gentle evening glow.

Home in Kittery

Fantastic Kittery Home with Pool

BarbaraRating, 5 stars3 months ago

The house was perfect for my family and I- plenty of open space for the kids to play and a great yard- even in December with cold weather the kids loved the play gym outside!! The location was amazing with lots of things to do within a few minutes and the food scene was great. Thanks to Ned for a spotless home and great amenities!! We can’t wait to come back in the summer to use the pool!!

4.92 out of 5 average rating, 122 reviews

A serene view of a calm river surrounded by lush greenery. Gentle slopes lead to sandy banks, while trees provide a natural border on either side. The water reflects the blue sky above, creating a peaceful ambiance ideal for outdoor relaxation.

Condo in Conway

Cozy Family Retreat with Saco River Access

JeanineRating, 5 stars2 months ago

Our 3rd time staying here....great location and reasonably priced. Love the view out back to the trees and a peek of some mountains. Also great snow cleanup - we were here for a big storm and the plows cleared the car park and the paths were shoveled quickly.

4.89 out of 5 average rating, 57 reviews

A shared outdoor area features a heated pool surrounded by lounge chairs and a hot tub. Adjacent seating areas include tables and chairs, enclosed by a low fence. Lush greenery is present around the pool, enhancing the inviting environment.

Cottage in Wells

Cozy beach cottage with pool & hot tub

PeggyRating, 5 stars7 months ago

Lovely one night stay at this sweet little cottage! Grounds are well-kept, enjoyed morning coffee on the front porch. AC kept it nice and cool. Convenient location close to a great donut shop- Congdon’s and our favorite ice scream spot- Scoop Deck. Chloe is a gracious host and even granted us a late check-out!

4.79 out of 5 average rating, 14 reviews

A charming cottage features white siding and green shutters, set amidst tall trees. The front porch is adorned with flower boxes, creating a welcoming entry. A gas grill is positioned nearby for outdoor cooking, complementing the serene environment.

Cottage in Ogunquit

1 bedroom with pool, walk to the beach.

KirstenRating, 5 stars8 months ago

Best getaway for 2 sisters. We each had our own bed in a quiet area away from the street, but still very close to everything. The place was spotless, comfortable and so relaxing. Perfect location for access to the breakfast (across the street), dinner (next door) and Daddy's Homemade Icecream on the other side for dessert. So much to do, we had to get choosy. Neighbors are very welcoming as well. Thank you so much.

A community pool features a clear blue water surface, surrounded by a concrete patio with several white lounge chairs positioned nearby. Lush green trees are visible in the background, offering a sense of openness, while two buildings are situated just beyond the pool area.

4.98 out of 5 average rating, 80 reviews

Faith Lane with community pool

MeghanRating, 5 stars7 months ago

Beautiful house! Lots of space and had everything you need for your visit. The community pool was great too. Very close to Portland and easy to get to other areas of Maine from the location. Jason was a great host and very responsive and helpful! Only minor complaint was mattresses upstairs were a little on the firm side but other than that the house was great!

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Popular amenities for Old Orchard Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

5 out of 5 average rating, 33 reviews

Love OOB! NEW 3 BR, 2.5 BA Maine Home

LoriRating, 5 stars8 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.

5 out of 5 average rating, 3 reviews

A bright and airy living space is highlighted by large glass sliders, allowing natural light to fill the room. A comfortable sofa, a wooden side table, and a television create a cozy atmosphere, while the adjoining dining area is visible through the glass, featuring a patterned rug.

Home in Wells

210 Sea Castle Circle

VincentRating, 5 stars7 months ago

Very nice place, everything was clean and smelling good, we felt right at home! Comfortable beds except the single one which we could feel the springs. Expensive parking everywhere near the beach, be advised, but free parking at the house. Everyone at the place was friendly. The only thing mmissing would be coffee pods, for the rest, everything was there!

A charming beach home features a pitched roof and warm red siding. The covered front porch is accented with white railings, providing a welcoming entrance. Bright windows enhance natural light, while a neatly landscaped area surrounds the home, contributing to its overall appeal.

4.97 out of 5 average rating, 34 reviews

Upscale OOB Beach House | Seasonal Heated Pool

MichaelRating, 5 stars2 weeks ago

Great place and an even better host! Everything was seamless and I was able to contact Jason with no issues at all!

5 out of 5 average rating, 27 reviews

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

AshleyRating, 5 stars7 months ago

Thank you for allowing us to stay at your beautiful home. The photos did it no justice! I can’t wait to be back, we will be stay here again.

4.97 out of 5 average rating, 32 reviews

A clear blue in-ground pool invites relaxation, surrounded by a spacious deck. A screened gazebo offers shade nearby, with comfortable lounge chairs positioned for sunbathing. Lush greenery borders the area, and a clay tennis court is visible in the distance.

Home in Madison

Secluded cozy family retreat, dog friendly!

SusanRating, 5 stars6 months ago

My family loved this house! The property is absolutely gorgeous! We enjoyed being close to Conway, but out of the crowds and traffic. The layout of the house gave everyone their own space, while also offering the downstairs area where we could all sit together and watch TV or play ping pong. The house feels very homey and welcoming--lots of cute touches. Even before we left, we were all talking about renting this house again next year, but for longer next time, so we could fully enjoy the pool, tennis court and lovely deck! Highly recommend!!

A two-story cape-style home is featured, showcasing a welcoming front porch with two blue chairs and potted plants. The exterior includes light brown siding and a gray roof, surrounded by a well-maintained yard and ample parking space.

5 out of 5 average rating, 40 reviews

Our Beach House Getaway

JenniferRating, 5 stars8 months ago

It was exactly as the pictures on the website. I reached out to Linda prior to leaving. She was very responsive answered all my questions. Great memories made with the family this week. Would definitely come back again. The ease of getting in and out of old Orchard Beach was great. Was only a 3-4 min drive to the beach. The pool there was a huge hit with the grandkids as the ocean in Maine is never really that warm.

5 out of 5 average rating, 47 reviews

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

2BR, Sea & Relax w/ Wells Reserve View

BobbiRating, 5 stars6 months ago

Clean, quiet, and quaint cottage with everything we needed for a weekend getaway with our two kids.

4.82 out of 5 average rating, 109 reviews

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

There's No Place Like Home

JeremyRating, 5 stars7 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!

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Condo rentals with a pool

4.74 out of 5 average rating, 19 reviews

A spacious living area features a sectional sofa and a dining table surrounded by chairs. Large windows invite natural light and offer views of the outdoor balcony. A flat-screen TV is mounted on the wall, creating a comfortable space for relaxation or dining.

Condo in Ogunquit

Lovely 1 Bedroom condo with amazing ocean view

FrankRating, 5 stars8 months ago

Marko was outstanding with responses and caring about our stay. The location is perfect.. walking distance to everything! And the VIEW was more beautiful than the photos!

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.

4.96 out of 5 average rating, 28 reviews

Cozy Beach Condo in Wells - Hot Tub & Pool!

SharonRating, 5 stars1 day ago

We went for a weekend trip it rained most of the time but we still had a great time. The movie theater is right across the street. We got a chance to walk on the beach when the rain stopped. Great time! Great place! Great location! Thank you!

4.98 out of 5 average rating, 44 reviews

An outdoor pool surrounded by lounge chairs is visible, framed by lush green trees. The spacious pool area features a sleek design, and a laid-back vibe is conveyed. Adjacent buildings are seen along the pathway leading to the pool.

Condo in Ogunquit

Lovely Seaglass Studio, Pool, Walk to Everything!

IanRating, 5 stars6 months ago

I booked this place because of reviews indicating the place was clean, spotless and I can confirm it was. It's right off of Highway 1, about 20-min walk from the town center. Thank you Denise for being a great host and for being very responsive and flexible.

A large outdoor pool area is surrounded by lounge chairs in vibrant colors. The pool is complemented by neighboring buildings with multiple windows, providing a welcoming atmosphere. The concrete patio offers ample space for relaxation and sunbathing, with a barbecue area visible in the background.

4.84 out of 5 average rating, 178 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

EverRating, 5 stars2 weeks ago

100 percent recommended!!

A clear swimming pool is showcased, surrounded by a concrete deck. Lounge seating and umbrellas are positioned nearby, with a fenced area providing an additional layer of privacy. Residential buildings are visible in the background, completing a relaxed outdoor atmosphere.

4.97 out of 5 average rating, 38 reviews

NEW Beachside Wells Beach Condo with Pool

MarilynRating, 5 stars1 week ago

The Wells Beach condo was very comfortable and clean. It was off season so it was pleasantly quiet. It is very close to a great beach with a long stretch to walk and great for swimming and sunbathing in the good weather. There was a pool right outside the condo door which would be super convenient in the warm weather. The condo is well maintained and the ability to walk across the street to the beach is a great benefit. Plus there are restaurants and shops close by,

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.

4.91 out of 5 average rating, 90 reviews

Starfish Condo Wells Beach

Kay-LeeRating, 5 stars1 month ago

Danielle was an excellent host. super responsive, and flexible when we needed it ! the rental is lovely and was a joy to stay in. the area was quiet and private 😁

An outdoor heated pool is framed by lounge chairs, providing a space for relaxation. The pool reflects the two-story building behind, with large windows visible. Umbrellas offer shade on sunny days, and well-maintained grass surrounds the pool area.

4.75 out of 5 average rating, 126 reviews

Generic Two Bedroom - Stair access only

Rose-MarieRating, 5 stars2 months ago

The condo was very clean, tasteful decorated. Beds were comfortable. Loved the big table to play games and the living room was cozy for the evening and morning chats. Pretty views.