
Vacation 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)

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.

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.

Lovely Boston studio with bedroom and city views!
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 Ideal for business travelers, couples, nurses, those in hospital treatment and everyone looking to experience Boston in comfort and peace.

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.

2bed Condo in Cambridge w/balcony Garage Parking
2BR Apartment w Balcony in the Heart of Cambridge Welcome to your stylish home away from home! This modern 2-bedroom apartment is located in one of Cambridge's most desirable neighborhoods - just steps from the Charles River, MIT and Kendall Square, and easy access to downtown Boston. • Two beautifully furnished bedrooms with plush mattresses and hotel-style bedding • Private balcony • Bright and open layout • Fully equipped kitchen • Rooms with smart TV and high-speed Wi-Fi

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...

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.

Lake Link
Beautiful fully stocked 2 BR apartment located in Holliston Historic District. Top of the line swimming pool with waterfall and hottub (May 31-Sep 30). Full kitchen, full bath, washer/dryer, central heat and AC, fireplace, wireless internet, Cable TV with almost all premium channels available, private driveway and entrance. Sorry, but no pets allowed. Note: COVID19- We require all eligible guests to be vaccinated or have 72 hr negative test.

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 Boston rentals with a pool
House rentals with a pool

Mansion in Gloucester with Pool

NEW! Walk To Beach! Sunshine House

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

Bauhaus Retreat in Nature Preserve w/ Pool

Beautiful Spacious 4BRM House!

the house of id; vintage shop, accessible space

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

Spacious 3-BR Furnished Beach Home
Other vacation rentals with a pool

Beachfront apartment with city accessibility

3 King Beds 1 Bath Apt w/ Pool

Just Chill'inn Cottage

Boston 15 min away.

Waterfront Beauty

Luxury Modern Getaway (Near Salem/Boston)

Brand New Luxury Retreat w/ Pool & Fitness Center

Central 2BR Boston w/Pool views near Public Garden
When is the best time to visit Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $282 CAD | $309 CAD | $354 CAD | $448 CAD | $454 CAD | $509 CAD | $481 CAD | $466 CAD | $459 CAD | $461 CAD | $307 CAD | $265 CAD |
| 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 vacation rentals with a pool in Boston

Total vacation rentals
Explore 480 vacation rentals in Boston

Nightly prices starting at
Boston vacation rentals start at $41 CAD per night before taxes and fees

Verified guest reviews
Over 8,610 verified reviews to help you choose

Family-friendly vacation rentals
190 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 290 rentals that welcome pets

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wifi availability
470 of Boston vacation 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 Vacation rentals
- New York City Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Fitness-friendly rentals Boston
- Boutique hotels Boston
- Beachfront rentals Boston
- Rentals with a kayak Boston
- Rentals with a washer and dryer Boston
- Condo rentals Boston
- Pet-friendly rentals Boston
- Serviced apartment rentals Boston
- Rentals with a hot tub Boston
- Private suite rentals Boston
- Rentals with a firepit Boston
- Apartment rentals Boston
- Guesthouse rentals Boston
- Rentals with a fireplace Boston
- Rentals with an accessible height bed Boston
- Rentals with lake access Boston
- Family-friendly rentals Boston
- Townhouse rentals Boston
- Waterfront rentals Boston
- Rentals with breakfast Boston
- Rentals with a home theater Boston
- House rentals Boston
- Loft rentals Boston
- Rentals with outdoor seating Boston
- Hotel rooms Boston
- Rentals with a patio Boston
- Rentals with an EV charger Boston
- Bed and breakfasts Boston
- Smoking-friendly rentals Boston
- Rentals with beach access Boston
- Rentals with pools Suffolk County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Hampton Beach
- TD Garden
- Fenway Park
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- New England Aquarium
- Freedom Trail
- MIT Museum
- Boston University
- Canobie Lake Park
- Boston Seaport
- Crane Beach
- Boston Convention and Exhibition Center
- Duxbury Beach
- Museum of Fine Arts
- Quincy Market
- Onset Beach
- Gillette Stadium
- North Hampton Beach
- Prudential Center
- Roger Williams Park Zoo
- Roxbury Crossing Station
- Things to do Boston
- Food and drink Boston
- Art and culture Boston
- Sightseeing Boston
- Things to do Suffolk County
- Sightseeing Suffolk County
- Art and culture Suffolk County
- Food and drink Suffolk County
- Things to do Massachusetts
- Sightseeing Massachusetts
- Art and culture Massachusetts
- Food and drink Massachusetts
- Nature and outdoors Massachusetts
- Things to do United States
- Sports activities United States
- Food and drink United States
- Nature and outdoors United States
- Entertainment United States
- Tours United States
- Wellness United States
- Sightseeing United States
- Art and culture United States






