
Vacation rentals with a pool in Downtown
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Downtown
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)

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

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.

Panoramic City-Skyline MIT/Harvard CIC Kendall Sqr
Experience your next high rise apartment retreat in Kendall Square, where sleek interiors harmonize with panoramic city skyline views through large windows. Immerse yourself in a fully equipped kitchen and queen sized bedrooms. Explore the building's shared gym, outdoor garden and business center. Enjoy proximity to innovation hubs such as Harvard Square and Cambridge Innovation Center, creating a vibrant/comfortable retreat. âś” Shared Gym âś” City Skyline âś” Work Station âś” Sleek Stylish Design

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

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...

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.

Cozy 1BR Near Boston w/ Pool & Gym
🌟 Features You’ll Love • 1BR w/ king bed • Fast Wi-Fi + workspace • Smart TVs • Full kitchen • Washer/dryer • Private patio • Private parking • Pool, gym, game room & business lounge 📍 Prime Location • Chelsea, minutes from Boston ✨ Perfect For • Business travelers, travel nurses & city stays 💫 Good To Know • Strictly non-smoking Dont miss out- reserve your stay today and enjoy a memorable Boston experience.

Luxury suite, robes/pool/1GB wifi, near Boston
Every detail of this apartment was personally designed by your host. Plush robes, slippers, toothbrush, toothpaste, bottled water, coffee, and laundry pods are waiting for you. Arrive with just your suitcase. 1GB dedicated fiber internet. Pool, gym, BBQ, and study rooms in the building. Garage parking available — rare in Cambridge. Steps to Lechmere Station, MIT, Harvard, and MGH.
Popular amenities for Downtown rentals with a pool
House rentals with a pool

NEW! Walk To Beach! Sunshine House

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

Boston 15 min away.

Beautiful Spacious 4BRM House!

Free Parking Close to All Major Boston Attractions

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

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

Quiet/Private Neighborhood
Other vacation rentals with a pool

The Murthy : Bright • Spotless • W/D

Hotel-like amenities, all the comforts of home!

Luxury Stay in Somerville | River & City View

Stylish and Cozy at Revere Beach

The Crawford: Spacious • Elegant • W/D

World Cup and Gillette Hub: Modern Loft w/ Pool

The Warren : Groups • Elegant • Cozy • W/D • Pool

The Lister: Luxurious • Cozy • W/D
When is the best time to visit Downtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,732 GYD | G$50,218 GYD | G$51,683 GYD | G$104,413 GYD | G$84,953 GYD | G$100,855 GYD | G$62,773 GYD | G$70,515 GYD | G$65,493 GYD | G$64,447 GYD | G$65,284 GYD | G$62,773 GYD |
| 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 Downtown

Total vacation rentals
Explore 40 vacation rentals in Downtown

Nightly prices starting at
Downtown vacation rentals start at G$29,294Â GYD per night before taxes and fees

Verified guest reviews
Over 570 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Downtown vacation rentals include wi-fi access

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

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

Nearby attractions
Downtown's top spots, include Boston Common, New England Aquarium, and Boston Public Garden
Destinations to explore
- Rentals with outdoor seating Downtown
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- Rentals with a patio Downtown
- Pet-friendly rentals Downtown
- Apartment rentals Downtown
- Fitness-friendly rentals Downtown
- Rentals with a washer and dryer Downtown
- Rentals with breakfast Downtown
- House rentals Downtown
- Rentals with a fireplace Downtown
- Family-friendly rentals Downtown
- Rentals with lake access Downtown
- Rentals with an EV charger Downtown
- Rentals with pools 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
- Brown University
- New England Aquarium
- 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
- North Hampton Beach
- Museum of Fine Arts
- Prudential Center
- Things to do Downtown
- Things to do Boston
- Sightseeing Boston
- Food and drink Boston
- Art and culture Boston
- Things to do Suffolk County
- Sightseeing Suffolk County
- Art and culture Suffolk County
- Sports activities Suffolk County
- Food and drink Suffolk County
- Things to do Massachusetts
- Food and drink Massachusetts
- Sports activities Massachusetts
- Nature and outdoors Massachusetts
- Sightseeing Massachusetts
- Art and culture Massachusetts
- Things to do United States
- Tours United States
- Art and culture United States
- Entertainment United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Food and drink United States
- Sightseeing United States





