
Holiday rentals with a pool in Brookline
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Brookline

Total holiday rentals
Explore 80 holiday rentals in Brookline

Nightly prices starting at
Brookline holiday rentals start at $89 NZD per night before taxes and fees

Verified guest reviews
Over 2,870 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Brookline holiday rentals include Wi-Fi access

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

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

Nearby attractions
Brookline's top spots, include Jamaica Pond, Reservoir Station, and Boston College Station
Top-rated rentals with a pool in Brookline
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Explore Boston in style! Dream home (STR-26-3)
Relax in this calm, elegant lovely home with fully equipped high-end kitchen, 4 modern bathrooms, office with bed, private fenced garden with hot tub and cold pool. Conveniently located in South Newton - desirable and safe suburb of Boston. 3 minutes walk to a temple, 15-20 minutes drive to downtown Boston, 8 minutes drive to BC, 20 minutes drive to Babson, Bentley, Harvard & MIT. 25 minutes walk to a T (Green line "Newton Highlands"). Great restaurants and shopping areas within minutes drive.

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)

Private Suite• Pool • Sleeps 4 • Boston • 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

The Franklin: Wellness • Aesthetic • W/D • Gym
Experience Boston in this incredible eye-catching studio. Comes with a room divider for 1 bedroom like feel! Just a 5 min walk from the T and close to Boston College/Harvard, you can engage with all of Boston tastefully. Unit Features -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed Ideal for business travelers, couples, nurses, those in hospital treatment and everyone looking to experience Boston in comfort and peace.

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.

Private heated Pool *Easy Boston Access! STR-25-22
Exclusive retreat in the heart of Boston's premier neighborhood. Minutes away from top Boston's attractions , our space offers the perfect blend of comfort and convenience. Spacious bedrooms, study/ living rm with king bed upon request, fully stocked kitchen with SS appliances, induction cooktop and double oven, whirlpool tub and bidet toilets, library for those family evening over the board games on main floor. Quiet space with massage chair and home theater TV seating on ground floor

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.

Country Cottage in the City
This poolside cottage is a country retreat in the city. We are nestled into a small bit of woods on top of the "hill" as it is called locally. The cottage is a studio apartment that has a microwave and mini-fridge as well as sitting area and table. It has a lovely view of the pool and gardens. Besides the pool, there are two garden ponds where we keep ornamental fish. Outside the garden fence there is often a parade of various types of birds, bunnies and even wild turkeys and deer.

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...

Exquisite 1 Bedroom Suite-Charming,W/Private Entry
An exquisite and convenient I BR Modern suite nestled between Boston and Worcester is available for you. Bright and charm w/ a . Beautiful kitchen, remodeled bathroom and a bedroom. Private entrance w/ it’s lovely courtyard to sit outdoor, a free parking spot/ WiFi. The apartment is conveniently located to Babson and Wellesley College, both within 7 miles , FSU is 1 mile train station 2 miles , easy drive to Cape Cod. For all travelers & enjoy your stay her !
Popular amenities for Brookline rentals with a pool
House rentals with a pool

NEW! Walk To Beach! Sunshine House

Pool Is Open! 4-Bed Home w/Pool + Walking Trails

Boston 15 min away.

Beautiful Spacious 4BRM House!

Free Parking Close to All Major Boston Attractions

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

Luxury lake retreat- pool, fire pit, trails

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

3 King Beds 1 Bath Apt w/ Pool

Spacious 2 bedroom apartment.

Luxury 2BR 2BA Condo Fenway Boston Washer&Dryer in

Cozy 1BR Near Boston w/ Pool & Gym

Serenity - 36’ Aft Cabin Carver

Luxury suite, robes/pool/1GB wifi, near Boston

Headers’ Haven

World Cup and Gillette Hub: Modern Loft w/ Pool
When is the best time to visit Brookline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $112 NZD | $112 NZD | $151 NZD | $310 NZD | $328 NZD | $328 NZD | $300 NZD | $284 NZD | $300 NZD | $324 NZD | $172 NZD | $129 NZD |
| 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 |
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Newark Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Providence Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Rentals with a fire pit Brookline
- Rentals with an EV charger Brookline
- Pet-friendly rentals Brookline
- Rentals with a fireplace Brookline
- House rentals Brookline
- Townhouse rentals Brookline
- Condo rentals Brookline
- Bed and breakfasts Brookline
- Hotel rooms Brookline
- Rentals with breakfast Brookline
- Fitness-friendly rentals Brookline
- Rentals with outdoor seating Brookline
- Rentals with a hot tub Brookline
- Rentals with a patio Brookline
- Rentals with lake access Brookline
- Apartment rentals Brookline
- Family-friendly rentals Brookline
- Private suite rentals Brookline
- Loft rentals Brookline
- Rentals with a washing machine and dryer Brookline
- Rentals with pools Norfolk County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Revere Beach
- Brown University
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- North Hampton Beach
- Boston College
- Roxbury Crossing Station
- Northeastern University
- Quincy Market
- Tufts University
- Things to do Brookline
- Things to do Norfolk County
- Sightseeing Norfolk County
- Sports activities Norfolk County
- Food and drink Norfolk County
- Art and culture Norfolk County
- Tours Norfolk County
- Things to do Massachusetts
- Art and culture Massachusetts
- Sightseeing Massachusetts
- Food and drink Massachusetts
- Tours Massachusetts
- Entertainment Massachusetts
- Nature and outdoors Massachusetts
- Sports activities Massachusetts
- Things to do United States
- Nature and outdoors United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Wellness United States







