Vacation rentals with a pool in Kennebunkport

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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 Derry

4.9 out of 5 average rating, 157 reviews

Sanctum by the Lake

Looking for a place to bring the family, or a get-a-away with friends? This is it! From the light and airy design that makes it feel like home to the large pool, hot tub, and lake access, The Sanctum by the Lake has everything you need for a great stay. It is a short 100 yard walk from the lake and a quick drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston or the NH Seacoast, close to the Lakes Region, White mountains, and great skiing spots as well as the famous NH Outlets.

Guest favorite

Condo in Intervale

4.95 out of 5 average rating, 110 reviews

Cozy stays with Breathtaking views!

Come create wonderful memories with amazing backyard views and fun in every direction! This beautiful, newly updated space is in ideal proximity to all of North Conway’s most popular attractions for every season. Get a tan and cool off just steps from the porch in the perfectly placed pool, which includes wonderful, private, rare views of the summer sky, mountains, foliage and winter slopes! Enjoy a favorite book and beverage on your personal deck swing, with a backdrop comparable to a painting!

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!

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

Apartment in Intervale

4.92 out of 5 average rating, 37 reviews

The Valley Finale *Amazing Views

Location !!! Location !!! TOP FLOOR !! Get the best of everything the Valley has to offer ... Incredible views, right next to the renowned Intervale Lookout. After a dip in the 8 foot inground pool, take a short walk to Subway, Ice Cream or the general store. Perfect distance away from ski resorts, Story Land, small town or big outlet shopping and dining. With these calm, wilderness views, you would never believe that you will find something to do with just a short drive in either direction.

Guest favorite

Condo in Conway

4.92 out of 5 average rating, 121 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

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

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.

Guest favorite

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 the beach. The condo is equipped with linens, towels, beach chairs, kitchenware, grill, cook top, fridge, keurig, air fryer and microwave/convection oven. Enjoy taking a dip in the pool after a long day at the beach. Located close to downtown, many restaurants and bars. A 3 night minimum stay required. No Pets or ACs, Non smoking - 2 parking spots.