
Holiday rentals with a pool in North Shore
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in North Shore
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

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'll love this good sized 300 sq. ft PRIVATE 1 bedroom studio. This unit has its own 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)

Rustic Farmette Studio w/yearround Hot Tub
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, or a family with a young kid. Please include all individuals (&pets) in your booking.

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. Stunning ocean views can be seen from our seasonal saltwater pool and all-season hot tub (exclusive during your stay). We are 4 short miles from Boston & public transportation is easily accessible. 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.

Stylish and Cozy at Revere Beach
Unwind in the stylish Studio apt in the heart of Revere. Enjoy the apartment all to yourself and your family. The city is full of award-winning restaurants, bars, shops, historic landmarks, and attractions. Adventure through Revere and the metro Boston region easily from this prime location with very close walking distance to Blue Line subway station and Revere Beach. ✔ Fully Equipped Kitchen ✔ Comfortable Bedroom w/ Full Bed ✔ Office Desk ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Pool ✔ Gym

Cozy Private Suite halfway between Cape & Boston
Large private room located in the Basement of a single family home. The home is conveniently located less than one minute from route 3 half way between Boston and Cape Cod. The room has a full size bed, and a euro lounger that can be used to relax and watch TV or reclyned for sleeping. There is a kitchenette located in the room which has a Fridge with top freezer, a microwave and a Keurig . The private bath is located inside the bedroom. Cool off in the pool during summer months.

Ideal for long stays | elegant suite Boston views
Experience Boston in an ultra unique midcentury Jr. 1 bedroom with views of downtown Boston! Just a 5 min walk from the T and close to Boston College/Harvard, you can engage with all of Boston and tastefully long term. Unit Features -> 24/7 Concierge -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

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.

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!

The Haven at Doherty Homestead
Our pricing is transparent; there are no cleaning fees or surprise costs. Looking for a cozy place to crash after adventuring about? One hour from Boston, the ocean or the mountains, we are 10 minutes from city life as well as local hiking spots. Prefer a restful respite? Our backyard is your oasis; firepit, meditation treehouse, hammocks and patio area complete with a dining table, outdoor TV and lounge furniture.

Antique Home - Steps from Harbor - Private Pool
HIGHLIGHTS: • Marblehead Harbor - 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 • One king bed • Two twin beds • One queen sofa bed • 2-car off-street tandem parking spaces

Modern Space With Pool Close To Singing Beach
Situated in a very quiet neighborhood, you will rest comfortably. Drive five minutes and you can be in downtown Manchester-By-The-Sea with singing beach and great restaurants. secluded back yard with fire pit and pool. Inside you'll find a freshly updated and modern living space with fireplace. (Pool open from 5/27-9/8).
Popular amenities for North Shore rentals with a pool
House rentals with a pool

Mansion in Gloucester with Pool

Beach Getaway Minutes from the Ocean!

Fantastic Kittery Home with Pool

Hopkinton Mass 3+ Bedrooms - Great location!

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Spacious vacation unit in premium suburban town

STEPS to Private Beach-7 Beds, Pool, Fenced Yard

Ocean Side, Amazing View, close to town/beach, Spa
Apartment rentals with a pool

P-Town Beach Beauty on the Bay. Water View!

Lovely Spacious Studio, Pools, Walk to Everything!

Serenity by the Sea

Two-Bedroom Condo on the Wells/Ogunquit town-line

Luxury Waterfront Getaway

Hampton Beach Bailey's Resort

Steps from Beach | Pool | Parking | Large Deck

Centrally located Ocean Towers condo in Ogunquit
Other holiday rentals with a pool

Amazing House, Peaceful Shangri-La w/Pool &Hot-Tub

Bauhaus Retreat in Nature Preserve w/ Pool

Serenity - 36’ Aft Cabin Carver

Beachwalk - Steps to the Beach!

Paradise Found Minutes from Ogunquit | Heated Pool

Modern Studio Apt with Pool

Quiet/Private Neighborhood

Lux home near Rt 3/MHT/mountain/lake/ocean/Boston
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- Boutique hotels North Shore
- Rentals with a patio North Shore
- Guest house rentals North Shore
- Rentals with a kayak North Shore
- Rentals with lake access North Shore
- Rentals with a washing machine and dryer North Shore
- Cottage rentals North Shore
- Smoking-friendly rentals North Shore
- House rentals North Shore
- Hotel rooms North Shore
- Rentals with a hot tub North Shore
- Bed and breakfasts North Shore
- Rentals with a firepit North Shore
- Townhouse rentals North Shore
- Beachfront rentals North Shore
- Waterfront rentals North Shore
- Rentals with outdoor seating North Shore
- Rentals with beach access North Shore
- Rentals with an EV charger North Shore
- Apartment rentals North Shore
- Loft rentals North Shore
- Private suite rentals North Shore
- Rentals with a fireplace North Shore
- Flat rentals North Shore
- Family-friendly rentals North Shore
- Fitness-friendly rentals North Shore
- Pet-friendly rentals North Shore
- Rentals with breakfast North Shore
- Rentals with pools Massachusetts
- Rentals with pools United States
- Hampton Beach
- TD Garden
- Fenway Park
- Harvard University
- Boston Common
- Ogunquit Beach
- Wells Beach
- Revere Beach
- Freedom Trail
- Boston University
- New England Aquarium
- Long Sands Beach
- MIT Museum
- Boston Seaport
- Canobie Lake Park
- Boston Convention and Exhibition Center
- York Harbor Beach
- Crane Beach
- Duxbury Beach
- Museum of Fine Arts
- Gillette Stadium
- Quincy Market
- North Hampton Beach
- Prudential Center
- Things to do North Shore
- Food and drink North Shore
- Sightseeing North Shore
- Things to do Massachusetts
- Nature and outdoors Massachusetts
- Food and drink Massachusetts
- Art and culture Massachusetts
- Sightseeing Massachusetts
- Things to do United States
- Sightseeing United States
- Nature and outdoors United States
- Sports activities United States
- Art and culture United States
- Entertainment United States
- Tours United States
- Food and drink United States
- Wellness United States




