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

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)

The Watkins : Elevated Cozy • W/D • Amenities
Experience Boston in a beautiful luxe jr. 1 bedroom unit! 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 -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed ->Game rooms all across the property Air bed and single rolling cot are only available on request! Ideal for business travelers, couples, nurses, those in hospital treatment and

World Cup Boston • Pool • Sleeps 4 • Near Airport
Cody’s Place is a clean, comfortable stay mins from Boston, airport & beach - with heated pool & free parking. Thoughtfully hosted for a smooth, stress-free stay perfect for travelers, couples, or a quick getaway seeking convenience, comfort & prime location Private entry basement directly across from the ocean. Enjoy fresh sea air, sunrises & a restaurant steps away • Steps to beach • Mins to Airport • Boston access (ferry/Uber) • Free on-site parking • Fast WiFi + Smart TV • Easy self check-in

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.

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.

Sunny Quiet 2 BR MIT, Hrvrd, BU, Fenway, Longwood
Terrific location on very quiet street 15 min walk from MIT, Harvard, BU & Red or Green T stops. Fenway Park and Longwood Medical Area just a little further. 1 block to Trader Joe’s, MicroCenter and Charles River. 2 blocks to Whole Foods and Walgreen’s. 15 min walk to Central Square for shopping, restaurants, theaters, arts, and businesses. Private driveway parking also for rent. Well-equipped kitchen & large, well-supplied pantry. #11 highest quality neighborhood in USA. #1 in Northeast

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.

the house of id; vintage shop, accessible space
🏡🚨‼️ Now Featured in The Boston Globe ‼️🚨🏡 Stay. Id's design is informed by our firsthand experience of living with a chronic/invisible illness. To us, accessibility means joy at your fingertips; and participation without overexertion. Unmask. Shop. We did the legwork, filling the house with buyable treasures. Live with the pieces you love. Then take them home. Take Part. Some of the house is experiential. Change hardware. Move art. Bake for the community. Get involved.

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...

Modern Cambridge Escape | Pool + Garage Parking
Welcome to your modern Cambridge stay—perfectly positioned for easy access to Boston, transit, and the river 🏙️✨ Located in East Cambridge on Leighton Street, you’re just a short walk to Lechmere Station, making it simple to get downtown in minutes. Spend your day exploring nearby spots like the Museum of Science or walking along the Charles River—all close by. After a full day out, come back to a clean, modern space designed for comfort and convenience.

Private Pool Retreat w/Fire Pit Near Singing Beach
Relax in a private coastal retreat with a pool and fire pit just minutes from Singing Beach. This updated suite offers a clean, modern layout with fireplace, comfortable sleeping space, and is ideal for relaxing stays or remote work. Enjoy a secluded backyard—rare this close to the beach. Located in Manchester-by-the-Sea near downtown, dining, and coastal views. Private entrance, free parking, and fast WiFi. Seasonal pool (5/20–9/8).
Popular amenities for Boston rentals with a pool
House rentals with a pool

Summer heated Pool ~Easy Boston Access! STR-25-22

Dog-Friendly 4-Bed Home w/Pool + Walking Trails

Bauhaus Retreat in Nature Preserve w/ Pool

Beautiful Spacious 4BRM House!

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

Explore Boston in style! Dream home (STR-26-3)

Knoll Pocket Park House @ S V

Hidden Gem near Boston w/ Private lake access
Other holiday rentals with a pool

NEW! Walk To Beach! Sunshine House

3 King Beds 1 Bath Apt w/ Pool

2b2b luxury apartment downtown Boston

Just Chill'inn Cottage

Boston 15 min away.

Free Parking Close to All Major Boston Attractions

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

Spacious 3-BR Furnished Beach Home
When is the best time to visit Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £138 | £148 | £157 | £241 | £244 | £274 | £259 | £251 | £247 | £248 | £165 | £142 |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Quick stats about holiday rentals with a pool in Boston

Total holiday rentals
Explore 450 holiday rentals in Boston

Nightly prices starting at
Boston holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 9,460 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 270 rentals that welcome pets

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wifi availability
440 of Boston holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Boston rentals

4.7 Average rating
Boston stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Boston’s top spots include Fenway Park, Boston Common and TD Garden
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island 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
- The Hamptons Holiday rentals
- Island of Montreal Holiday rentals
- Rentals with a washing machine and dryer Boston
- Rentals with breakfast Boston
- Serviced apartment rentals Boston
- Flat rentals Boston
- Waterfront rentals Boston
- Rentals with an accessible-height bed Boston
- Apartment rentals Boston
- Smoking-friendly rentals Boston
- Family-friendly rentals Boston
- Rentals with a patio Boston
- Townhouse rentals Boston
- Rentals with a hot tub Boston
- Rentals with a firepit Boston
- Guest house rentals Boston
- Rentals with lake access Boston
- Boutique hotels Boston
- Private suite rentals Boston
- Rentals with outdoor seating Boston
- House rentals Boston
- Loft rentals Boston
- Pet-friendly rentals Boston
- Rentals with a kayak Boston
- Rentals with a sauna Boston
- Rentals with a fireplace Boston
- Beachfront rentals Boston
- Rentals with an EV charger Boston
- Bed and breakfasts Boston
- Rentals with a cinema Boston
- Rentals with beach access Boston
- Fitness-friendly rentals Boston
- Hotel rooms Boston
- Rentals with pools Suffolk County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- New England Aquarium
- Brown University
- Revere Beach
- Boston Seaport
- Northeastern University
- Boston University
- Gillette Stadium
- Freedom Trail
- Boston Convention and Exhibition Center
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Quincy Market
- Onset Beach
- Roxbury Crossing Station
- Museum of Fine Arts
- North Hampton Beach
- Good Harbor Beach
- Things to do Boston
- Food and drink Boston
- Art and culture Boston
- Sightseeing Boston
- Things to do Suffolk County
- Food and drink Suffolk County
- Art and culture Suffolk County
- Sightseeing Suffolk County
- Sports activities Suffolk County
- Things to do Massachusetts
- Art and culture Massachusetts
- Sightseeing Massachusetts
- Nature and outdoors Massachusetts
- Food and drink Massachusetts
- Sports activities Massachusetts
- Things to do United States
- Food and drink United States
- Nature and outdoors United States
- Sightseeing United States
- Tours United States
- Sports activities United States
- Wellness United States
- Entertainment United States
- Art and culture United States







