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

Home in Kennebunk

4.83 out of 5 average rating, 142 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!

Superhost

Condo in Bartlett

4.86 out of 5 average rating, 140 reviews

Spacious Condo-Attitash Ski-Storyland-Saco & More!

Welcome to your perfect White Mountains getaway! This spacious family/pet friendly 2-bedroom, 2-bathroom condo offers 1200 sq ft just 1 mile from Attitash Mountain. Nestled near the scenic Saco River, Storyland, Diana's Bath, and breathtaking hiking trails, it's an outdoor enthusiast's dream. Indoor heated pool, spa, game room, mini Fenway, and playground. Whether you're here to ski, hike, or simply relax, this condo is your ideal basecamp. Book instantly and receive 10% off on weekly rentals!

Guest favorite

Cottage in Wells

4.94 out of 5 average rating, 190 reviews

Wells Maine Home with a View

Our Contemporary Cottages, at Seagull, gracefully sits on a grassy 11 acre bluff with panoramic views of the Rachel Carson Refuge and the Atlantic Ocean. This tastefully decorated cottages offer air conditioning, heat, ceiling fans, fully equipped kitchen with dishwasher, gas grill, cable TV, skylights, and a large screened in porch with sliding glass doors opening into the livingroom and master bedroom. Cottage has a great pool/hot tub. WIth ocean view and comfortably accommodates six guests.

Guest favorite

Home in Kittery

4.95 out of 5 average rating, 39 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 $25 a day we'll heat it!)

Guest favorite

Home in Ogunquit

5 out of 5 average rating, 47 reviews

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach

Walk to the beach, Marginal Way, Perkins Cove, shops, restaurants, live music, live theater and everything Ogunquit has to offer when you stay at this 2014 built 5 bedroom home with heated year-round pool on the edge of Ogunquit Village. Heat the pool to 104 degrees for winter swimming! Or cool off in the pool in summer! EV charger at the house. Wireless Speakers. Outdoor living room. Gas firepit trimmed in redwood. Relax in this resort-style spacious beach house with all the amenities!

Guest favorite

Townhouse in Glen

4.95 out of 5 average rating, 209 reviews

Riverview, near StoryLand, Attitash

This is a beautiful well kept townhome just minutes from all the major attractions in the area. Our home is in a quiet neighborhood and all of the amenities are available to guests. In the summer, enjoy an outdoor pool and tennis court. Story Land, Diana’s Bath and The Kancamagus are less than 5 min away. In the winter you are less than 5 minutes from Attitash, 13 minutes to Cranmore and 18 minutes to Wildcat. The White Mountain National Forrest and North Conway are also minutes away.

Guest favorite

Condo in Conway

4.92 out of 5 average rating, 120 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

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.”

Guest favorite

Condo in Intervale

4.94 out of 5 average rating, 107 reviews

Cozy stays with Breathtaking views!

Come create wonderful memories with amazing backyard views and skiing in every direction! This beautiful newly updated space is in ideal proximity to all of North Conway’s most popular ski resorts and attractions. This space includes wonderful private rare views of the summer sky, fall foliage, and winter slopes. The view is comparable to a painting! After a fun day on the slopes, enjoy a hot beverage and your favorite book all while you relax in front of the warm cozy fireplace

Guest favorite

Home in Conway

4.98 out of 5 average rating, 54 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

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.

Guest favorite

Home in Bartlett

4.87 out of 5 average rating, 136 reviews

Attitash Mountain Village Condo (Sleeps 5!)

*Must be 21 with ID to Check-In! Large Studio Condo At Attitash Mountain Village! Full-size kitchen and bathroom, murphy bed, pull out sofa and chair, gas fireplace, cable TV, and a small porch. Experience resort hiking, mountain biking, kayaking, fishing, skiing, and ice-skating with full access to indoor and outdoor pools, playgrounds, tennis courts, fitness facility with sauna, and indoor/outdoor hot-tubs.