
Vacation rentals in Downtown
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Top-rated vacation rentals in Downtown
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Stylish 1BR in Assembly Square | Pool, Gym & Views
Experience elevated living at its finest in the heart of Assembly Square, where sophistication, comfort, and style blend seamlessly to create a luxurious urban escape. Highlights: • Conveniently close to Downtown Boston • Meticulously deep-cleaned before every stay • Complementary gourmet coffee, plush linens and premium bath essentials • 24th-Floor Lookout Lounge offering breathtaking panoramic views of Boston • State-of-the-art fitness center, spin studio, yoga deck & outdoor wellness spaces

Extraordinary 1-Bedroom Apartment in South Boston!
Cozy, comfortable, centrally-located one-bedroom unit in Southie. Unbeatable location, steps from Carson Beach, L Street Bathouse, BCEC, Sail Boston, World Cup 2026! This property presents endless possibilities for creating your perfect getaway! Convenient private entrance ensures hassle-free coming and going. Whether commuting to work, enjoying a concert/game/event/the vibrant local scene, or simply indulging in the beach and parks nearby, you are sure to enjoy it at this very special home!

Luxurious Victorian Carriage House
19th century romance meets 21st century cutting edge modern in this luxury vintage 4 bed/2 bath free-standing JP Pondside carriage house, configured as 2 separate 2 bedroom suites, seamlessly joined to create the ultimate furnished residence. Log cabin-style luxury motif downstairs w/fieldstone gas fireplace, country kitchen, stunning period bath, and lovely deck. Upstairs has 2nd living area, 2 more bedrooms, soaring ceilings, dazzling high-end kitchen and glamorous spa bath. One car parking.

Beacon Hill - Historic Elegance
Step into 40 Hancock Street, a grand Beacon Hill brownstone suite with soaring ceilings, ornate fireplaces, and elegant bay windows that flood the space with light. This historic yet modern retreat blends timeless Boston charm with upscale finishes. Just steps from Boston Common, the Charles River, and the city’s finest dining, this luxury unit offers an unforgettable stay in one of the city’s most iconic neighborhoods. Entire apartment. No shared spaces. 100% private. 🚫 No pets allowed

Charming and Historic Apartment
Located in the heart of the historic Beacon Hill neighborhood, this cozy apartment is on the first two floors of a four-story brick townhouse. Tucked away on a European-style gated courtyard, the apartment is incredibly quiet and private, and only steps away from the shops, restaurants and public transportation of Charles Street and Cambridge Street. The well equipped kitchen has been recently renovated with free in unit laundry, bar, adjacent patio. Also WFH station and gas fireplace.

The Murthy : Bright • Spotless • W/D
Enjoy Boston in this elegant suite 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 -> 2 Queen Bed -> 1 Twin Bed -> 1 Sleeper Sofa Rolling cot and air mattress available on request! Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Large 1+bed in historic Charlestown, Boston!
Large 1 BR condo. This is a brick 3 story home & the rental condo is on the 1st floor only. KING bed, work desk area, living room w/queen pull out bed, fully equipped kitchen & private deck/courtyard. Washer/dryer. Convenient walk to cafes & restaurants, Whole Foods, MBTA, Freedom Trail, Bunker Hill Monument, USS Constitution. Courtyard is broken down Dec-March & NO smoking in house and NO smoking in courtyard. Not suitable for children under 6 years old.

The Chester: Penthouse One Bedroom
Discover The Chester, A Boutique Stay in the heart of the South End. Designed to accommodate up to 4 guests, this space features a king bed, a queen pull-out, and a fully equipped kitchen. Enjoy city views, classic Boston Brownstone original crown moldings, smart TVs, and a sleek, modern tiled shower. Expertly decorated with a mix of contemporary and antique furnishings, this urban retreat offers comfort and style at the heart of the vibrant city.

Beacon Hills Studio next to State house
Come stay at our lovely studio in the heart of Boston's most desirable neighborhood, Beacon Hill! Whether you want to walk the Freedom Trail, or shop on Newbury St, Surrounded by brownstones, coffee shops, and locals, you’ll feel right at home in this community. Steps away from the State House, MGH, and the Boston Common, You could not be more centrally located to take in all the city has to offer.

Downtown Loft Boston - Close to everything
Spacious loft in Downtown Boston, Historic District, with high ceilings, large windows, original wooden floors, private bedroom area-queen bed, also sofa in living room can become a pull-out double size bed. The bathroom is with shower and tub, a complete kitchen, and laundry room. The unit also offers the highest speed available in the area -1 gig internet access and 55" smart TV.

Bright & Spacious Loft Steps to the Freedom Trail
Welcome to our light-filled, open-concept loft in the heart of downtown, just a 4 minute walk to Boston Common and the start of the Freedom Trail. Close to the Public Garden, Theater District, Beacon Hill, North End, Back Bay, Harborwalk and more! Recently updated with a brand new memory foam mattress, new Casper pillows, and a new Samsung smart washer and dryer.

King Bed Loft in the Heart of Downtown Boston
Welcome to our spacious, open-concept loft in the heart of downtown, just a 4 minute walk to Boston Common and the start of the Freedom Trail. Close to the Public Garden, Theater District, Beacon Hill, North End, Back Bay, Harborwalk and more! Enjoy the newly tiled bathroom and a super comfortable king bed with 100% cotton linens.
Popular amenities for Downtown vacation rentals
Other great vacation rentals in Downtown

Perfect Location | Boston Common | Park St Station

The Bostonian Boston

The Dagny

The Lantern on Beacon Hill

Minutes to MIT | Free Breakfast & Wi-Fi

Modern Coastal City Stay | Waterfront & Airport

Timeless Stay | Freedom Trail. Fitness Center

Curated Designer Retreat • Pool • Gym • Dining
Quick stats about vacation rentals in Downtown

Total vacation rentals
Explore 1,010 vacation rentals in Downtown

Verified guest reviews
Over 55,550 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 370 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
610 properties have a dedicated workspace

Wifi availability
1,000 of Downtown vacation rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill 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 a fireplace Downtown
- Hotel rooms Downtown
- Serviced apartment rentals Downtown
- Rentals with a washer and dryer Downtown
- Family-friendly rentals Downtown
- Rentals with outdoor seating Downtown
- Apartment rentals Downtown
- Pet-friendly rentals Downtown
- Fitness-friendly rentals Downtown
- Rentals with pools Downtown
- Condo rentals Downtown
- Rentals with lake access Downtown
- Rentals with a patio Downtown
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- Revere Beach
- Boston Seaport
- Boston University
- Gillette Stadium
- Northeastern University
- Boston Convention and Exhibition Center
- Freedom Trail
- MIT Museum
- New England Aquarium
- Canobie Lake Park
- Crane Beach
- Onset Beach
- Duxbury Beach
- Roxbury Crossing Station
- Quincy Market
- North Hampton Beach
- Museum of Fine Arts
- Prudential Center





