Vacation rentals with a pool in Andover

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Andover

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

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Guest favorite

Apartment in Waltham

4.98 out of 5 average rating, 209 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You will love this large 400 sq. ft private 1 bedroom studio. This unit has a private entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)

Dec 21 – 28

$108 per night

Superhost

Guest suite in Beverly

4.85 out of 5 average rating, 660 reviews

Historic North Shore, private suite & bathroom

Minutes from Salem! Relax in historic Beverly (walk to Beverly shops) in your private suite; bedroom, living room, and small bathroom, connected to our home, but private entrance. Just minutes from Salem. Commuter line to Boston and close to beautiful North Shore beaches and historic sites. Beaches within biking and driving distances, downtown, parks, hiking. Comfy, soft king bed, queen pull out couch, and plenty of linens. Great for couples, solo adventurers, business travelers, and families.

Aug 30 – Sep 6

$106 per night

Guest favorite

Villa in Cambridge

4.99 out of 5 average rating, 187 reviews

Phil's Harvard & MIT Home

* An entire apartment with a Harvard bedroom and an MIT bedroom Right at the heart of Harvard University, we are seconds away from university facilities and key attractions, making it a perfect place to stay if you are interested in exploring Harvard. The house is in traditional Victorian style with a lot of history while the interior was renovated in 2016. There are two bedrooms of unique styles: The Harvard and MIT rooms. * Please view my other listings for renting one of the bedrooms only

Aug 18 – 25

$289 per night

Guest favorite

Guest suite in Derry

4.92 out of 5 average rating, 142 reviews

Derry home with year round amenites

Private basement apartment with ensuite bathroom, living area with television and kitchenette. Space for up to 4 guests, with a large king size bed and a queen sofa bed. The sofa bed is better for children than 2 full size adults. We do not take same day bookings. We do not allow pets. Our pool is available for our guests to use as well. It is not heated, so best during June, July and August months! This is a no smoking property As the space is a basement we do live in the house above.

Jul 27 – Aug 3

$106 per night

Guest favorite

Apartment in Winthrop

4.95 out of 5 average rating, 193 reviews

Oceanfront Pool. Close to Boston. Free Parking.

Enjoy a relaxing & tranquil beach setting while having quick access to Boston and all it has to offer. Our saltwater pool is nicely terraced and overlooks stunning ocean views. We are 4 short miles from the city and public transportation is easily accessible; a convenient option into Boston. Winthrop is a welcome relief from the hustle and bustle of the city where you can come "home" and wind down to the sound of ocean waves, seaside birds, gorgeous sunrises, and beautiful moon rises.

Oct 2 – 9

$295 per night

Guest favorite

Farm stay in Thompson

4.99 out of 5 average rating, 133 reviews

Rustic Farmette Studio w/ Hot Tub & seasonal pool

Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, a small family. Please include all individuals (&pets) in your booking.

Aug 8 – 15

$171 per night

Guest favorite

Cottage in York

4.98 out of 5 average rating, 118 reviews

Tiny house living close to Ogunquit center!

The cottage was completely remodeled in spring of 2018. It is one of 21 cottages built in 1920. The back of the cottage is a rolling meadow and woods. It feels secluded, yet you are only a mile from all the wonderful happenings in Downtown Ogunquit, Perkins Cove & Ogunquit beach. Come enjoy the beach, shopping and amazing restaurants. Check out the Nubble Lighthouse, shop the outlets in Kittery or walk around Portsmouth NH. This tiny cabin is convenient to so much. Come rejuvenate!

May 15 – 22

$178 per night

Guest favorite

Guest suite in North Smithfield

4.94 out of 5 average rating, 106 reviews

*Country style 2 Bedroom Pet Friendly Guest Suite*

Bring the whole family to this countryside Mini Resort with lots of room for fun. Pet friendly, spacious 2 bedroom, tv in both, full applianced kitchen, bathroom with handicapped shower, washer & dryer. Dining room with coffee station, gorgeous living room with access to a bright sun room overlooking the patio and the large all fenced in yard with pool and fire pit. Separate entrance, with no steps, parking for 3 cars. 1 minute from the highway! 10 minutes from Bryant University.

Sep 3 – 10

$140 per night

Guest favorite

Guesthouse in North Andover

4.97 out of 5 average rating, 185 reviews

Spacious Studio Guesthouse at Winery w/ Tasting

*A North Shore Favorite!* This former art studio is breathtakingly beautiful and is a true getaway to relax and feel at peace. It has great lighting and is located directly off of one of our historic barns. The space is perfect for a romantic retreat or the traveling professional looking for a place to call their home away from home. Located in an affluent neighborhood, minutes away from shopping and restaurants. Booking includes a wine tasting and 10% off all wine purchases!

Jul 11 – 18

$281 per night

Guest favorite

Guest suite in New Boston

4.99 out of 5 average rating, 170 reviews

Cozy, Private In-Law Suite with Hot Tub

#TheBarnQuiltHouse Cozy, private guest suite in the wooded hills of a quaint New Hampshire farming town. Residential neighborhood, centrally located in Southern New Hampshire. 20+/-min to Concord, Manchester Airport, St. Anselms College, New England College, Pat's Peak, Crotched Mountain. Head north to the lakes region, west to Mt. Sunapee, or south to visit Boston..all within an hour drive. May the peace of the wilderness be with you.

Sep 5 – 12

$225 per night

Guest favorite

Farm stay in Rutland

4.97 out of 5 average rating, 317 reviews

Farm Living

We offer a quiet country setting on a small working farm, with cows, horses, pigs, goats, rabbits, dogs, chickens, ducks and wildlife strolling now and then. There’s opportunity to interact with the animals. Pack n play available for little ones upon request and another twin fold up bed. We truly want all of our guest to enjoy all the farm has to offer or replace and enjoy the peacefulness. Please inquire about kayak rentals.

Nov 27 – Dec 4

$127 per night

Guest favorite

Home in North Andover

4.94 out of 5 average rating, 127 reviews

Nana-tucket Inn

Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!

Nov 26 – Dec 3

$771 per night