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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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.

Guest favourite
Flat in Beacon Hill
4.96 out of 5 average rating, 26 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
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!

A bright living area features large windows that fill the space with natural light, offering views of the outside. A sectional sofa is positioned near a round coffee table, complemented by two accent chairs. A simple fireplace is seen along the wall, enhancing the room's comfort.
Flat in Fenway-Kenmore
4.83 out of 5 average rating, 251 reviews

Luxurious Fenway 2BR Penthouse w/ Roof Deck

This luxurious penthouse is nestled in the Fenway area and just a walk from everything you need. This multi-floor penthouse has something for everyone! Enjoy the reading nook, with a selection of board games! Relax on the roof deck, with views of both the Boston Skyline, and the Charles River! Get work done with the unique loft desk over looking the floor to ceiling windows! And fully equipped with utensils, glasses, and everything you need for a full short or long term stay.

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 bright sleeping area is presented, featuring a spacious bed with crisp white linens and a navy blue accent. A modern bedside table holds a lamp and a small plant. Natural light enters through a large window, illuminating the area.
Flat in Fenway-Kenmore
4.76 out of 5 average rating, 667 reviews

Stay in the Heart of Fenway & Berklee

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.

Superhost
Home in Cambridge
5 out of 5 average rating, 4 reviews

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.

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, 80 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.

Top guest favourite
An open-concept living area features polished concrete floors and high ceilings. A spacious white sectional couch adorned with accent pillows faces a glass coffee table. The area is filled with natural light streaming through large windows, while a cozy sleeping space with a queen bed is visible in the background.
Loft in Downtown
4.97 out of 5 average rating, 389 reviews

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.

Popular amenities for Downtown holiday rentals

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