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.

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Guest favourite
Flat in Beacon Hill
4.92 out of 5 average rating, 26 reviews

Beacon Hill Nights

Entire apt. No shared spaces. 100% private Experience the best of Boston from 40 Hancock Street, nestled in historic Beacon Hill. Walk to the Charles River, Boston Common, and the city’s finest shops and restaurants. This beautifully designed brownstone offers both modern comfort and timeless charm, giving you the perfect home base in one of Boston’s most iconic neighborhoods. Please note: This unit is located on the 3rd floor of a walk-up building. There is no elevator, and stairs are required

Superhost
Flat in Fenway-Kenmore
5 out of 5 average rating, 3 reviews

Red Sox 09.9 - Fenway Park. Longwood Medical. NEU.

Enjoy a stylish experience at this centrally-located place. Perfect location in the Fenway neighborhood (Home of the historic Fenway Park and the legendary Boston Red Sox) Beautiful Brownstone home with small elevator, and the perfect location to get anywhere else in Boston. Fenway Subway station is a five minute walk. Museum of fine Arts subway station is a ten minute walk. You can walk to the Boston Red Sox game in less than ten minutes. Fast wifi. Smart TV. Quarter operated laundry.

Top guest favourite
Apartment in Beacon Hill
4.96 out of 5 average rating, 144 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
A well-lit living area features a cozy white sectional sofa and a stylish floor lamp. Light from large windows illuminates the space, highlighting the warm wooden wall design. A round mirror complements the room, while a small table is adorned with decorative plants.
Flat in Brighton
4.95 out of 5 average rating, 151 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
Flat in Fenway-Kenmore
4.96 out of 5 average rating, 27 reviews

Kasa Boston at Fenway | Two Bedroom

With its prime location and exceptional amenities, Kasa Boston at Fenway is the ideal home in the heart of the city. Enjoy our fully furnished apartments with kitchens, in-unit laundry, and access to the fitness center. Just steps from Fenway Park, the Longwood Medical Area, restaurants and attractions, it’s perfect for short visits or extended stays. Our tech-enabled apartments offer 24/7 guest support through our Virtual Front Desk accessed via mobile device.

A minimalist bedroom features a spacious bed with a dark blue accent. Two circular tables are positioned beside the bed, accompanied by stylish black chairs. Natural light enters through a large window, where a small plant is displayed on the sill, and a vibrant piece of artwork adorns the wall.
Flat in Fenway-Kenmore
4.78 out of 5 average rating, 348 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.

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

702C Brand New XL Studio Walkable Downtown Boston

✨BRAND NEW✨ 1 King-Bed Luxury Studio with private upgraded bathroom & fully-stocked kitchen, located right at Boston Commons and Downtown! NO SHARING OF RESTROOMS OR KITCHEN! *No children under 12. 📍 Centrally located to be able to walk anywhere needed and 200-400 ft. to multiple T stops 🚊. **Location is DOWNTOWN in a newly renovated building. All BRAND-NEW furniture and appliances! Host will confirm location prior to accepting booking.

A bright living area is equipped with a flat-screen television on a modern cabinet. Comfortably arranged seating includes a gray sofa and a cozy armchair. A coffee table with a marble top sits atop a woven rug, while natural light enters through a large window.
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 Downtown
4.8 out of 5 average rating, 195 reviews

Lavish FIDI 2br/2ba | Close to everything!

This enormous 2 bedroom apartment is located in the heart of the Financial District, just a few blocks from the State House, North End, Fanueil Hall, The Seaport! The unit is accessible by self-check-in via our smart lock system. The unit was formerly operated by another company, and we will be improving the design with new furniture! The unit you check into may look slightly different, but will be much improved!

Top guest favourite
A pair of large, double doors with a rich, textured surface stands prominently in the background. The doors are flanked by warm, wooden floors and a light-colored sofa adorned with decorative pillows. A vibrant area rug adds color to the setting.
Apartment in Downtown
4.97 out of 5 average rating, 193 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
Flat in Everett
4.95 out of 5 average rating, 81 reviews

Curated Designer Retreat • Pool • Gym • Dining

Experience modern Everett living in this bright 2BR/2BA home! Enjoy a fully equipped kitchen with stainless steel appliances, in-unit laundry, and spacious sunlit living areas. Relax by the courtyard pool, stay active in the 24/7 fitness center, or unwind in the outdoor lounges and fire pits. Close to Encore, Assembly Row and major highways for easy access to Greater Boston.

Guest favourite
Flat in Back Bay
5 out of 5 average rating, 10 reviews

(Mlb7) Charming and Cozy Back Bay Studio

📍 Stay in the heart of Back Bay, just steps from Newbury Street, the Prudential Center, and Copley Square. This inviting space is close to Boston’s top hospitals—Mass General, Brigham and Women’s, Boston Children’s—prestigious universities like 🎓 Harvard, MIT, BU, and Northeastern, and iconic landmarks such as Boston Common, the Freedom Trail, and the Museum of Fine Arts.

Popular amenities for Downtown holiday rentals

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Suffolk County
  5. Boston
  6. Downtown