
Holiday rentals in Downtown
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Quick stats about holiday rentals in Downtown

Total holiday rentals
Explore 1,010 holiday rentals in Downtown

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

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

Pet-friendly holiday rentals
Find 370 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
610 properties have a dedicated workspace

Wifi availability
1,000 of Downtown holiday 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
Top-rated holiday rentals in Downtown
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

The Wave
Your scenic waterfront vacation awaits! This charming houseboat offers a unique blend of comfort, relaxation, and adventure. Wake up to the gentle sway of the water and enjoy your morning coffee on the deck as the sun rises over the horizon. With a fully stocked kitchen you can prepare meals just like at home and enjoy them in the cozy living space. Thoughtfully designed with modern furnishings and amenities, this two bedroom houseboat is offers a one-of-a-kind experience you won’t forget.

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.

Gorgeous Beacon Hill 1BR | 1BA
Come stay at our lovely condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our newly renovated 1 bedroom | 1 bathroom condo comfortably sleeps three adults and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, visit a relative at Mass General, or shop on Newbury St, you will find it all within walking distance. You could not be more centrally located to take in all the city has to offer.

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.

Cambridge Cottage Retreat Near Harvard
Escape to a charming Cambridge cottage just a 15 minute walk (4 min drive) to Harvard Square. Enjoy the best of both worlds - steps from vibrant shops, cafes, and restaurants, yet tucked away as a peaceful retreat. Dine in a cozy nook overlooking a sun dappled garden oasis. This one-bedroom features a queen bed, plus a full pullout sofa in the open living area - perfect for someone travelling alone, couples or small families.

Bay Village Charm | 99 WalkScore | Short/Long Stay
This 1bed, 1bath apartment has laundry in the basement of the building and located on a quiet street just 2 minutes from the Boston Public Gardens. Large windows let in lots of light! Fully stocked kitchen has everything you'd need to cook a basic meal. The unit is accessible by self-check-in via our smart lock system. Its a 10 min trip to Mass General Hospital by car or Public Transportation and the walk is about

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.

Boston Skyline Stay | 1BR + City Views
Enjoy skyline views at Casa Blanca, a cozy 1BR on the Boston Harbor. Full kitchen, Smart TV, WiFi, in-unit laundry, and remote work setup. Walk to Piers Park, the Harborwalk, or ride the Ferry downtown. Quick access to Blue Line T, Logan Airport, Downtown Boston, Seaport, and Charlestown. Boutique hotel feel in the heart of the city!
Popular amenities for Downtown holiday rentals
Other great holiday rentals in Downtown

Luxury 2b2b downtown Boston

(Mlb7) Charming and Cozy Back Bay Studio

South End Historic Rowhouse | Reunions + World Cup

Walk to Berklee, Fenway & Newbury St

Studio in downtown crossing Boston 3937

Timeless Stay | Freedom Trail. Fitness Center

Fenway Park Vintage Brownstone (3C)

Prime Boston Fidi L-Shaped Studio
Destinations to explore
- Apartment rentals Downtown
- Rentals with a washing machine and dryer Downtown
- Rentals with breakfast Downtown
- Smoking-friendly rentals Downtown
- Family-friendly rentals Downtown
- Pet-friendly rentals Downtown
- Serviced apartment rentals Downtown
- Fitness-friendly rentals Downtown
- Rentals with a fireplace Downtown
- Hotel rooms Downtown
- Flat rentals Downtown
- Rentals with outdoor seating Downtown
- Rentals with lake access Downtown
- Rentals with a patio Downtown
- Rentals with pools Downtown
- 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
- Duxbury Beach
- Crane Beach
- North Hampton Beach
- Boston College
- Northeastern University
- Quincy Market
- Tufts University
- Museum of Fine Arts





