Holiday rentals with a pool in Kittery

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Kittery

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

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Guest favourite
A spacious room features a large bed with plush bedding against a warm-toned wall. A relaxing jetted tub is positioned beside it, with soft lighting provided by bedside lamps. A window allows natural light to enter, enhancing the overall calm and comfortable ambiance.
Flat in Bartlett
4.89 out of 5 average rating, 298 reviews

Attitash Retreat

Cozy spot for 4, plus your furry friend! (Must be 21 to check-in, no cats) Less than a mile from Attitash Mountain Resort, this spot is home base for your next adventure. IF YOUR DOG IS JOINING YOU, please provide advanced notice, a $25/night pet fee for the first 4 nights (max$100), that rabies vaccination records be provided at check in, and that your dog have access to a crate for times that you must leave him/her behind! One dog is permitted per room, no cats. Thank you for understanding.

Top guest favourite
A spacious living room features a large sectional couch and an accent chair, both positioned on a patterned area rug. A wall-mounted TV is visible, with light streaming through the windows, highlighting the natural wood flooring and airy design.
Home in Derry
4.93 out of 5 average rating, 245 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.

Top guest favourite
A private pool area features a colorful inflatable parrot floating in clear water. Surrounding the pool are several lounge chairs arranged for relaxation. Lush trees provide shade, and a fence ensures privacy for the space, which is brightly illuminated by natural sunlight.
Home in North Deering
4.96 out of 5 average rating, 153 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Your crew will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular shops and restaurants. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, no loud partying after 10 pm. City of Portland License #: STHR-004465-2022

Top guest favourite
A living room displays a gray tufted sofa adorned with decorative pillows and a green accent pillow. A round wooden tray holds two white candles on a leather ottoman. Two elegant lamps provide soft lighting, complemented by large windows draped with sheer curtains.
Flat in Rosemont
4.97 out of 5 average rating, 476 reviews

Apt in Victorian Mansion w/ Pool, Hot Tub, Parking

Mixing contemporary styling with old-world charm, the Apartment in the Registered Chapman House offers a relaxing private stay, only minutes to downtown! Whether you plan to soak in the shared hot tub, cool down in our seasonal pool, or relax by the fire pit, our half-acre yard offers a tranquil experience. The apartment has a chef's kitchen, dining, and living room with gas fp. NB., use of the living room bed may incur a charge. Please ask There is a L2 EV charging outlet. #allarewelcome

Top guest favourite
Apartment in Intervale
5 out of 5 average rating, 104 reviews

Spectacular Mountain Views, at Eagle Ridge !

Eagle 🦅 Ridge North Conway/ Intervale NH . You have the entire condo to share with family/ friends. Mountain Adventures with get togethers right here. Hiking Trails Frogs pond Swimming Tennis Kite flying & more. Trails End “Ice Cream” Rated best ski town in NH. Easy access to Mt. Washington and the Valley. Mt. Cranmore Wildcat Attitash Brenttwoods King Pines Story land Scenic Railroad Saco River canoeing/tubing Fishing StoryLand Saco River canoeing/tubing Tax free shopping

Guest favourite
A well-lit living area features a cozy white sectional sofa and a stylish floor lamp. Light from large windows illuminates the space, highlighting the warm wooden wall design. A round mirror complements the room, while a small table is adorned with decorative plants.
Flat in Brighton
4.96 out of 5 average rating, 130 reviews

Peaceful suite in Boston with city views

Enjoy Boston in an elegant 2 bedroom/bath with sleek interior furnishing for long and short stays. Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston. Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> 50” (x2) Roku TV Bedroom -> Fully Stocked Kitchen -> Washer & Dryer -> 2 Queen Bed -> 1 Twin Bed -> 1 Sleeper Sofa Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Top guest favourite
A bright kitchen area features modern white cabinetry and a spacious countertop. Barstools with woven seats are positioned at the counter. Natural light floods in through a nearby door, illuminating the polished wooden floor and light blue walls.
Cottage in Wells
4.95 out of 5 average rating, 166 reviews

Cozy Cottage with Ocean Views, Wells Maine

Ocean breezes, panoramic views of the Atlantic, comfortable cottage to relax & enjoy your time in Maine, what more could you ask for on a getaway?! This cozy cottage for 6 boasts near panoramic views of the Rachel Carlson preserve and the Atlantic Ocean. Tastefully decorated and newly updated, our cottage offers AC/heat, ceiling fans, fully equipped kitchen with dishwasher, outdoor gas grill, cable TV in all rooms, WiFi, cabled phone, skylights, in unit W/D & a large screened in porch.

Top guest favourite
Home in Weston
4.97 out of 5 average rating, 108 reviews

Spacious vacation unit in premium suburban town

Weston is one of Boston area's most desirable towns. <30 min to downtown Boston with a lot of open space. Centrally located with easy access to highways, train stations, etc. Next to a park with hiking trails, this is a secondary unit (Duplex units) with its own separate entry/exit. 3 bedrooms (one on lower level, two on 2nd level), kitchen, 2 baths (both on lower level). ~2000 square feet of space. Some seasons (including some winters) we have hens in the backyard...

Top guest favourite
A cozy studio apartment is presented with a spacious bed covered in a plaid blanket. A dining table with wooden chairs is positioned nearby, alongside a small kitchenette area. Bright curtains frame the sliding doors, leading to a balcony with views of the surrounding greenery.
Apartment in Lincoln
4.97 out of 5 average rating, 184 reviews

Stunning Mountain Views! Cozy Studio Resort Condo

Be inspired as you relax to the sound of the Pemigewasset River Flowing by. Enjoy your favorite beverage on our balcony as you gaze at the gorgeous Loon Mountain. Cozy Studio Apartment is nested at the base of Loon Mountain South Peak Ski trails! Central to all that Lincoln has to offer! Walking distance to fantastic restaurants and pubs. Minutes to Loon Ski Resort, The Flume Gorge, Lost River, Clarkes Trading Post, Franconia Notch, Ice Castles and More!

Guest favourite
A spacious living area features a comfortable sectional sofa with patterned upholstery, situated alongside large windows offering expansive views of the waterfront. Natural light floods the room, complemented by warm wooden accents on the ceiling and floor. A dining table for four is placed near the windows.
Cottage in Plum Island
4.92 out of 5 average rating, 129 reviews

Sunset Waterfront Privacy Beach

Newly renovated waterfront with private beach and panoramic views. Enjoy the private pool (open June through September). Unmatched privacy and large outdoor living. Front row wildlife views of marsh. Bikes to venture out and discover the island. Evenings by the firepit watching the tides roll in. Amazing sunsets! Private sleeping loft in bedroom 3 perfect for older kids. Modern kitchen with a washer/dryer combo. Wake up to a fresh Tea or Coffee.

Top guest favourite
An open-concept kitchen features a central island with a light-colored countertop. Wooden beams and paneled walls add warmth to the space. Large windows provide natural light, displaying views of the surrounding trees. A rustic dining table is positioned nearby, enhancing the inviting atmosphere.
Cabin in Thornton
4.97 out of 5 average rating, 149 reviews

3 BR Cozy + Renovated Cabin in the White Mountains

Welcome to Birchwood Lodge, located in the cherished Waterville Estates neighborhood! Enjoy the comforts of home, coupled with the amenities of a resort! Relax in front of the warm pellet stove, curl up with a book on the loft, or create home-cooked meals in the brand new, open-concept kitchen. Enjoy unique details and design throughout the space, and then head out to explore the White Mountain region all year long.

Top guest favourite
The inviting backyard features a clear pool reflecting a serene atmosphere. A patio with seating is visible near the pool. The house, with large windows, provides a bright indoor space that overlooks the outdoor area, surrounded by lush greenery and charming landscaping.
Cottage in Marblehead
4.99 out of 5 average rating, 147 reviews

Steps from Harbor, Pool, Backyard Garden, Parking

HIGHLIGHTS: • Marblehead Harbor - 4 houses away • The Barnacle Restaurant - 4 houses away • Private backyard pool • 0.2 Miles to Fort Sewall • 0.3 Miles to Gas House beach • 0.4 Miles to Old Town Marblehead • 300 Feet to The Barnacle Restaurant • Walkable to restaurants and shopping • Beautiful private garden • 1 King, 2 Twin and 1 Sofa Bed • 2-car off-street tandem parking spaces

Popular amenities for Kittery rentals with a pool

When is the best time to visit Kittery?

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Avg. price£90£87£76£88£123£143£193£265£174£142£80£71
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Quick stats about holiday rentals with a pool in Kittery

  • Total holiday rentals

    Explore 20 holiday rentals in Kittery

  • Nightly prices starting at

    Kittery holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 1,410 verified reviews to help you choose

  • Wifi availability

    20 of Kittery holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kittery rentals

  • 4.9 Average rating

    Kittery stays are highly rated by guests – averaging 4.9 out of 5!

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