Vacation rentals with a pool in Kennebunkport

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Kennebunkport

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

An aerial view of the property reveals a spacious layout featuring an in-ground pool surrounded by a concrete deck. The house and yard are set amid trees, with ample green space visible in the area. A driveway leads into the property, maximizing accessibility.

Home in Kennebunk

4.83 out of 5 average rating, 143 reviews

Kennebunk/Kennebunkport Beach House w/Pool!

Perfect home for hosting and entertaining! Private in-ground pool, 600+ sq. ft. sprawling deck, large yard, and close proximity to beaches, restaurants, and shopping. Brand new renovations throughout! Amenities and features include: Newly renovated top to bottom 2 beautiful kitchens w/ granite, stainless steel appliances In-ground pool and 600 sq. ft. wrap-around deck Spacious 2 acre yard One mile from the beach Walking distance to Kennebunk Lower Village/Kennebunkport Dock Square Pet friendly!

Top guest favorite

A clear blue pool is surrounded by a spacious concrete deck with a lounge area visible in the background. A tennis court enclosed by a fence is situated beside the pool, with green hedges providing privacy. Forested trees can be seen in the distance.

Townhouse in Conway

4.97 out of 5 average rating, 186 reviews

Trail side townhome

Trail side townhouse in the mountains Bright, airy, three story townhouse with views of the Moat Mountains. Ten minute drive to the Village; then come home to the peace and quiet of this end unit at the edge of the White Mountain National Forest. Top floor master with king bed, en suite bath, and mountain views. Basement bedrooms and bath offer privacy when vacationing with two families. Fully equipped kitchen. A/C. Enjoy the pool and tennis, or xc ski, bike, or hike right out the back door.

Guest favorite

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

4.93 out of 5 average rating, 15 reviews

Cozy One bedroom condo near the beach with pool.

This cozy condo sleeps 4 people and located steps away from both Long Sands and Short Sans Beach. Newly renovated bathroom. The bedroom has a queen size bed and a barn door for privacy. The second bed is a queen size Murphy bed. The condo is equipped with everything you will need- linens, towels/beach towels, kitchenware, cook top, fridge, keurig, air fryer, microwave and toaster oven, beach chairs and grill. 7 night stay required. No Pets or AC. No smoking/vaping in unit. 2 parking spaces.

Guest favorite

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

4.95 out of 5 average rating, 40 reviews

Fantastic Kittery Home with Pool

Modern New Englander boasting a large, private backyard with pool (seasonal, from May to Oct, approx). Our comfortable, 3-bedroom home is a commuter's dream. Working from home? Use our separate dedicated office space with 1 gig WiFi. Playing hooky? So many options! Walk or bike to the fabulous eateries, shopping or breweries our area has to offer! Enjoy our pool or take a short drive to the beach! (Please note, our pool is normally unheated. For an additional $40 a day we'll heat it!)

Top guest favorite

An inground pool is surrounded by a spacious deck, featuring several lounge chairs and tables for relaxation. Nearby, a blue inflatable lounger is partially visible. The area is enclosed by a chain-link fence, with the condo building and parking lot in the background.

Condo in Hampton

5 out of 5 average rating, 18 reviews

Lovely 2 BR beach condo with inground pool

2 BR, 1 bath condo on NH's pristine seacoast. One block (3 minute walk) to North Beach in Hampton. Enjoy a fully equipped kitchen. AC & ceiling fans. Condo sleeps max. 5. Inground pool. Second floor unit with stairs. Sip your morning coffee on outside private deck. Wifi and 2 smart TV's. Linens and bath towels provided. 5 min drive to boardwalk & entertainment. 50 min to Boston. Food & ice cream 1 block away. Coin laundry. Free parking 1-2 cars. No smoking, no pets, no events/parties.

Guest favorite

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

4.92 out of 5 average rating, 122 reviews

Cozy Family Retreat with Saco River Access

An ideal setting to enjoy Mt. Washington Valley's many year round outdoor activities or rest, relax and enjoy the peace. This cozy, comfortable condo has everything you and your guests might need to enjoy themselves. An upstairs, end unit with lots of natural light, and front and back decks. The inground pool is open in summer as are the tennis, shuffleboard and basketball courts. The common fields behind the condo are ideal for snowshoeing in the winter or walking in warm weather.

Guest favorite

An indoor pool is surrounded by light blue walls and gray tile accents. Natural light filters in through large windows, illuminating the water's surface. Steps lead from the pool to a door that opens to the outside area.

Home in Hampton

5 out of 5 average rating, 37 reviews

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok

⭐⭐⭐⭐⭐ Indulge in luxury in this 4-bedroom beach home in Hampton, NH, just a short walk to North Beach, boasting stunning water views of Mill Pond & Meadow Pond. Relax in the indoor heated pool and unwind in the NEW hot tub on the private deck, all while surrounded by the natural beauty of the marsh. Don't forget to check out previous guest reviews in the additional photos section. “Although we are a pet friendly property we do charge a pet fee of $100 for two pups under 50 pounds.”

Top guest favorite

A fenced-in pool area features a sparkling saltwater pool surrounded by a concrete patio. Comfortable lounge chairs are positioned nearby, while a fire pit adds a cozy element to the setting. Lush greenery provides a serene backdrop, enhancing the outdoor living space.

Guesthouse in Rye

4.96 out of 5 average rating, 26 reviews

Rye Poolhouse Oasis

Relaxation and memories await you at this Rye poolside oasis! Whether you're staying for one night or a few, this 2 bedroom pool house offers full privacy and all the comforts of home. The heated saltwater pool, outdoor living space, and proximity to the beaches of Rye will make sure that this is one unforgettable stay! Included in your visit with us is a 2 bedroom pool house with full kitchen, bath, laundry, solo stove fire pit, and outdoor entertaining space. Don't miss out!

Guest favorite

The private in-ground pool is framed by lush green trees and well-maintained landscaping. A gentle slope leads to the water, which is clear and inviting. The surrounding area includes a spacious deck and a secure fence, providing a secluded space for relaxation.

Home in Conway

4.98 out of 5 average rating, 55 reviews

Private Pool walking distance to Downtown Village

Come enjoy a fun and relaxing getaway at this centrally located home. We are the ONLY privately owned vacation home with a private in-ground pool within walking distance to the Village! Our home offers many different spaces indoor and outdoor to relax and build memories with friends and family. We hope you get out and enjoy all the area has to offer, while also feeling like you can return to unwind in our thoughtfully updated space.

Guest favorite

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.

Home in Old Orchard Beach

4.98 out of 5 average rating, 80 reviews

Faith Lane with community pool

Newly built open concept with gorgeous quartz counters and vanities. 4 spacious bedrooms so large parties will be very comfortable. Deck with gas grill, table and chairs, and kids picnic table. Community pool and only minutes drive to the beach and pier. Located in the brand new Church Street Station community. The beach trolley stop is right at the entrance to the complex so makes for an easy quick ride to the beach.

Top guest favorite

Home in Old Orchard Beach

5 out of 5 average rating, 101 reviews

OOB Oasis - 5BR private Retreat w/ Pool

Welcome to our stunning home, and your private oasis in Old Orchard Beach! Inside, this custom-built home features 3 suites (each with its own private bathroom), a gourmet kitchen w/ high-end appliances, a sprawling open floor plan, and ample parking for large groups. Outside, you'll find a large fenced backyard, deck with BBQ grill, and in-ground pool perfect for cooling off on hot summer days.

Guest favorite

Home in Arundel

5 out of 5 average rating, 10 reviews

Heated Pool! Gorgeous Home Close to Kennebunkport

Welcome to your perfect vacation retreat in Arundel, Maine! This private home, nestled at the end of a tranquil dead-end road, offers an idyllic escape for you and your loved ones. With a range of amenities and a prime location, this 4-bedroom, 3-bathroom haven is the ideal destination for relaxation and enjoyment.

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What guests are saying

1 bedroom with pool, walk to the beach.

4.79 out of 5 average rating, 14 reviews7 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.

Cottage in Ogunquit

What guests are saying

Cozy beach cottage with pool & hot tub

4.89 out of 5 average rating, 57 reviews7 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!

Cottage in Wells

What guests are saying

NEW Beachside Wells Beach Condo with Pool

4.97 out of 5 average rating, 38 reviews4 days 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,

Condo in Wells

What guests are saying

Sleeps 13! Game Room, Pool. Storyland closeby!

4.88 out of 5 average rating, 49 reviews6 months ago

I read reviews that said photos don’t do justice and they are absolutely right. This place is beautiful!! All of the children and adults loved how spacious it is, beds are comfortable and it had everything we needed. We enjoyed everything about it. None of kids wanted to leave especially with that amazing game room!! I highly recommend. Also, Colleen was great, she made the whole process easy. She provided all the information I needed for a smooth check in, and was always available for any questions I had. Thank you and I appreciate you a lot for letting us stay at your beautiful place and allowing us to have a stress free weekend.

Townhouse in Conway

What guests are saying

Seaside Condo w/stunning views, 2 Queen sized beds

5 out of 5 average rating, 6 reviews6 months ago

Evelyn has a beautifully well kept condo that suited our needs perfectly! Rooms were clean and stocked - very nice accommodations. Thank you, Evelyn for keeping in touch with us about check in/out, local restaurants and answering any other questions we had. Very enjoyable visit to Maine! Thank you again, Evelyn.

Condo in Wells