
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)

Cody's Place Boston Airport Pool/Beaches ParkFree
Retreat, relax, & refresh in your own private entry basement in law apartment of our well bunkered Beach House. BEST LOCATION across from the mighty Atlantic & Iconic Winthrop Arms Hotel/Restaurant. Take in the salty air & breathtaking sunrises. Steps from Ocean Sunrise & Sandy Beach Surf. Walking distance to public transport, restaurants, parks, or Uber/Walk to the center bars & other attractions. Vacation living. Ferry minutes to downtown Boston. 1 of 3 officially licensed AirBnB's in town.

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.

Hopkinton Mass 3+ Bedrooms - Great location!
This my home in which I am now an "empty-nester". I have 3 bedrooms available, each with a Queen bed, plus a room over the garage with 2 futons and a mattress. NOTE: I live here and will be home during your stay. You'll have access to a private bathroom and the rest of the house: kitchen, dining room, living room, etc. NO pets allowed My place is close to Boston, Worcester, Providence, state parks, etc. Good for singles, couples, business travelers and families. Great pool and hot tub!

Lux 2BR Apt w/ Pool and Gym
Welcome to your perfect getaway! Our space combines the comforts of home with luxurious amenities to make your stay truly special. Highlights: • Conveniently close to Downtown Boston • Meticulously deep-cleaned before every stay • Complimentary gourmet coffee, fresh linens, and premium bathroom essentials • 24/7 access to a state-of-the-art fitness center • Modern yoga studio and high-tech training equipment • Experience the charm of Somerville while enjoying hotel-quality amenities at home.

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!

1790 Stone Manor Farm
This historic New England farm and home is on almost 7 acres of land with mature gardens and places to hike, it is a warm and inviting place to spend lovely summer days by the pool and enjoy warm nights by the fire in the fall and winter. Kitchen and bathrooms all renovated. Located centrally in Ma- 90/495 interchange. Located 45 minutes from Boston, beach, history, mountains, lakes, & NE sports. This home is in historic Hopkinton, where the Boston Marathon starts, center of MA.

Luxurious 2BR w/ Pool, Gym & W/D, nr Blue Line,
Discover comfort and style in our 2-bed, 2-bath apartment. Modern decor, fully equipped kitchen, and cozy bedrooms await. Enjoy the convenience of nearby attractions, like Revere Beach and downtown Boston. Parking onsite is free. Your home away from home for a memorable Boston experience! The two bedrooms are thoughtfully designed to ensure a restful night's sleep. Both bedrooms are equipped with King sized beds. You will have the apartment all to yourself.

Private Suite with Hot Tub
#BarnQuiltHouse Cozy, private guest suite with hot tub 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 and half drive. May the peace of the wilderness be with you.

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!
Popular amenities for North Shore rentals with a pool
House rentals with a pool

NEW! Walk To Beach! Sunshine House

Fantastic Kittery Home with Pool

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

Bauhaus Retreat in Nature Preserve

Rockport Pool House|4BR/3BA Walk to Bearskin Neck

Sleeps 10-4/2 Cozy Beach Cottage, Pool, Porch, BBQ

Captain's Dream Cottage w/Ocean View Hot Tub Pool

the house of id; vintage shop, accessible space
Condo rentals with a pool

2BR apt, balcony, parking, pool\hot-tub, tennis

Hampton 100 yards to beach

Serenity by the Sea

Ocean View - Steps to the Beach!

Hampton Beach Bailey's Resort

Steps from Beach | Pool | Parking | Sleeps 6

406 Co. Seascape

Village Hideaway
Other holiday rentals with a pool

Elegant & Spacious~Easy Boston Access! STR-25-22

Beautiful Spacious 4BRM House!

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

Beachside Bliss: Hampton North Beach Condo

Historic Old Town Marblehead

Hidden Gem near Boston w/ Private lake access

Quiet/Private Neighborhood

Lux home near Rt 3/MHT/mountain/lake/ocean/Boston
Destinations to explore
- Plainview Holiday rentals
- New York City 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
- Mount Pocono Holiday rentals
- Quebec City Holiday rentals
- The Hamptons Holiday rentals
- Pet-friendly rentals North Shore
- Beachfront rentals North Shore
- Rentals with lake access North Shore
- Loft rentals North Shore
- Rentals with a patio North Shore
- Fitness-friendly rentals North Shore
- Bed and breakfasts North Shore
- Rentals with beach access North Shore
- Townhouse rentals North Shore
- Condo rentals North Shore
- Private suite rentals North Shore
- Family-friendly rentals North Shore
- Rentals with a washing machine and dryer North Shore
- Hotel rooms North Shore
- Waterfront rentals North Shore
- Guesthouse rentals North Shore
- Cottage rentals North Shore
- Smoking-friendly rentals North Shore
- Rentals with a fireplace North Shore
- Rentals with outdoor seating North Shore
- Rentals with a kayak North Shore
- Rentals with a fire pit North Shore
- Apartment rentals North Shore
- House rentals North Shore
- Rentals with a hot tub North Shore
- Rentals with breakfast North Shore
- Rentals with an EV charger North Shore
- Rentals with pools Massachusetts
- Rentals with pools United States
- Hampton Beach
- Ogunquit Beach
- Fenway Park
- TD Garden
- Boston Common
- Wells Beach
- Harvard University
- Revere Beach
- Lynn Beach
- York Harbor Beach
- New England Aquarium
- Long Sands Beach
- MIT Museum
- Good Harbor Beach
- Duxbury Beach
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Museum of Fine Arts, Boston
- Jenness State Beach
- Quincy Market
- Rye North Beach
- North Hampton Beach
- Prudential Center
- Things to do North Shore
- Sightseeing North Shore
- Food and drink North Shore
- Things to do Massachusetts
- Food and drink Massachusetts
- Art and culture Massachusetts
- Nature and outdoors Massachusetts
- Sightseeing Massachusetts
- Things to do United States
- Sightseeing United States
- Entertainment United States
- Art and culture United States
- Food and drink United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States
- Tours United States




