Holiday 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 favourite

Flat in Bartlett

4.92 out of 5 average rating, 25 reviews

Attitash Family Apartment

This spacious, newly renovated 3 bedroom, 2 bathroom, 3 queen sleeper sofa apartment is perfect to host large groups or families. The large, fully stocked kitchen is open to the dining area and living room, creating a great space for everyone to gather and enjoy meals together. There is also a private deck off the kitchen for grilling or relaxing. The 3 large bedrooms and 2 large bathrooms make for easy living. Guests also enjoy easy access to our heated pool and direct access to the Saco river.

Guest favourite

Home in Derry

4.89 out of 5 average rating, 140 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 favourite

Home in Kennebunk

4.82 out of 5 average rating, 137 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 favourite

Flat in Intervale

4.93 out of 5 average rating, 28 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 favourite

Home in Kittery

4.95 out of 5 average rating, 37 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 favourite

Home in Ogunquit

5 out of 5 average rating, 46 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 favourite

Flat in Bartlett

5 out of 5 average rating, 6 reviews

Mountain Top Hidden Gem-1 King, Therapy Tub, Views

The true highest point of Nordic Village Resort with beautiful mountain views and peaceful surroundings. This is a spacious bedroom offers a king bed and a sitting area to enjoy the gas fireplace and get cozy for the evening. The balcony is great spot to look over the mountains, enjoy a sunrise & your morning coffee. Off the bedroom is a grand bathroom with jetted tub and shower. During the summer Chateau guests have access to a private pool and waterfall, just steps from the front door!

Guest favourite

Apartment in Conway

4.92 out of 5 average rating, 119 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 favourite

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 favourite

Apartment in Bartlett

4.94 out of 5 average rating, 108 reviews

Spectacular condo near skiing - shopping - hiking!

Enjoy the truly amazing White Mountain views from our newly renovated condo minutes from skiing, hiking, shopping, restaurants, Storyland and all the tourist attractions at the nearby North Conway & Jackson. Has a kitchen, washer, dryer, fireplace, A/C, Smart TV, WIFI & internet. Comfy King bed plus a Queen sleeper-sofa in LR. Nordic Village resort offers tennis, swimming, pond, gym, game room, indoor/outdoor pools, sauna, and Jacuzzis, all of which are INCLUDED with your stay!

Guest favourite

Apartment in Intervale

4.94 out of 5 average rating, 102 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 favourite

Home in Conway

4.98 out of 5 average rating, 52 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.