Holiday rentals in Downtown

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Top-rated holiday rentals in Downtown

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Guest favourite
Flat in Beacon Hill
4.96 out of 5 average rating, 24 reviews

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

Top guest favourite
The image captures a quiet cobblestone street lined with brick townhouses. Decorative black shutters adorn the windows, and subtle greenery peeks from the planters. A street sign for Goodwin Place is visible, adding to the neighborhood's charm.
Apartment in Beacon Hill
4.96 out of 5 average rating, 141 reviews

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.

Guest favourite
Flat in Brighton
4.95 out of 5 average rating, 149 reviews

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!

Guest favourite
Apartment in Downtown
5 out of 5 average rating, 6 reviews

306B HUGE Downtown Boston Studio | Walk Everywhere

**BRAND NEW LISTING. Be the first to stay in our new home with new furnishings** Live in the Heart of Boston – Steps from Everything Experience Boston like a local from this perfectly located downtown studio. You’re right in the middle of the action—step outside and you’re surrounded by historic landmarks, shopping, restaurants, and nightlife. No Uber needed. No wasted time commuting. Just walk. ✅ NEED MORE SPACE/DATES? Message us about our other units in the building.

Top guest favourite
Flat in South End
5 out of 5 average rating, 12 reviews

South End Historic Rowhouse | Reunions + World Cup

In the heart of Boston’s South End is this newly finished, design-forward 3 bedroom, 2.5 bath historic brick rowhouse. Stay in a legacy neighborhood with classic architecture, tree lined streets, and true character. This home is high-end with thoughtful finishes and furnishings. Laundry, fireplace, and private outdoor space. Surrounded by green parks, cafes and restaurants, and one block from Boston’s only Michelin-star. Accessible to the best of the city.

Top guest favourite
Apartment in Charlestown
4.98 out of 5 average rating, 151 reviews

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 exterior of a four-story brick building is showcased, featuring large windows framed with decorative stonework. Two vehicles are parked in front on a tree-lined street, with a pathway leading to an inviting entrance that is bordered by greenery.
Flat in Fenway-Kenmore
4.78 out of 5 average rating, 334 reviews

Walk to Berklee, Fenway & Newbury St

Experience a unique and comfortable stay in Boston at Maverick Suites' 28 Fenway. Located in the heart of the Fenway District, this modern studio apartment provides luxury and style with a hint of rebellion. Enjoy the convenience of being close to the city's best restaurants, museums, and attractions. With comfortable furnishings, stylish decor, and a spirit of exploration, Maverick Suites' 28 Fenway is the perfect place to experience life in Boston.

Flat in Back Bay
4.79 out of 5 average rating, 215 reviews

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

Guest favourite
Flat in North End
4.92 out of 5 average rating, 49 reviews

North End 1 BR with Common Roof Deck

Newly renovated 1 Bedroom | 1 Bath apartment centrally located in Boston's historic North End. This full floor condo is located on the fourth floor and offers central A/C, brand new kitchen and bath, a comfortable living room, new hardwood floors, and access to a common roof deck! This apartment is located by the corner of Charter and Henchman Street and you are only 1 block from Hanover Street and the waterfront.

Guest favourite
Flat in Beacon Hill
4.85 out of 5 average rating, 475 reviews

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.

Top guest favourite
Apartment in Downtown
4.97 out of 5 average rating, 191 reviews

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.

Guest favourite
A waterfront view captures the skyline of Boston, showcasing various high-rise buildings under a partly cloudy sky. A bench faces the water, while decorative railings border the pathway, inviting peaceful moments by the harbor.
Flat in East Boston
5 out of 5 average rating, 44 reviews

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

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

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