Holiday houses in Downtown

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Top-rated holiday rentals in Downtown

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
Condo in Downtown
5 out of 5 average rating, 4 reviews

702B Brand NEW Boston Large Lux Studio Walk to T

✨BRAND NEW✨ 1 King-Bed Luxury Studio with private upgraded bathroom & fully-stocked kitchen, located right at Boston Commons and Downtown! NO SHARING OF RESTROOM/KITCHEN! *No children under 12. 📍Centrally located to be able to walk anywhere needed and 200-400 ft. to multiple T stops 🚊 Perfect for traveling professionals, mid-term stays and more! ALL UTILITIES INCLUDED. 494 sq. ft. 7th floor. Elevator access, no stairs. Need more space, different dates, or multiple rooms? Inquiry for more!

Guest favourite
A cozy living space features exposed brick walls complemented by warm wooden accents. A spacious sectional sofa is arranged around a circular coffee table, adorned with a vase of flowers. Nearby, framed artwork is displayed on the wall, adding character to the room.
Apartment in East Boston
4.94 out of 5 average rating, 170 reviews

Quiet brownstone close to city

Welcome! Our cozy 2 bedroom (king+queen beds) haven offers the best: quiet yet close to everything. Piers Park's stunning water & city views are a 2-min walk. 4-min Uber to the airport, 3-min walk to subway (2 stops from downtown), and ferry to Aquarium/North/Seaport. Nearby, find affordable groceries, 4.5+ star dining, and a yoga studio next door. Recently renovated in New England brownstone style. Parking available 3 mins away for an additional fee. Join us for an amazing stay!

Guest favourite
Apartment in Brighton
4.97 out of 5 average rating, 66 reviews

The Barton: Luxe • Comfortable • W/D

Experience Boston in this beautiful 2BR unit near the heart of the city! 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” Roku TV Master Bedroom -> Fully Stocked Kitchen -> Washer & Dryer -> 1 Queen Bed -> 1 Full Bed -> 1 Rolling Twin Bed Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Guest favourite
Wooden pilings extend vertically from the calm water, their reflections creating a series of vertical lines. In the background, sailboats are visible moored gently, while a clear blue sky complements the serene atmosphere of the harbor.
Houseboat in North End
4.95 out of 5 average rating, 41 reviews

Endless Summer: Oceanside Views

Stay a weekend. Stay a week! All of the amenities of home are included in this spectacular apartment-on-the-water in the heart of Boston's North End. Enjoy amazing harbor views and cool ocean breezes in the light-filled stateroom. Prepare breakfast in the fully stocked chef's kitchen, complete with stainless steel appliances and a granite island. Invite friends over for drinks on the enormous deck. This is truly Boston's most unique and memorable vacation experience.

Guest favourite
A small private studio apartment is shown at the corner of a quaint street. The building features a gray exterior with black shutters and several windows. Nearby, tree-lined streets and street lamps enhance the neighborhood's charm.
Guest suite in Beacon Hill
4.86 out of 5 average rating, 843 reviews

Second Oldest Home in Beacon Hill

Small private studio apartment built in 1789, located at the top of Beacon Hill. It is next door to the oldest house in Beacon Hill and is close to many tourist attractions while still being in a quiet local neighborhood. You will be with in 5 minutes of the Massachusetts State House and the oldest park in the country known as the Boston Common. You will also be within walking distance of Back Bay and the North End. We welcome you to our small home in Beacon Hill.

Top Guest favourite
The living room features a dark sofa with teal accent pillows, complemented by a wooden coffee table. A light fixture hangs from the ceiling, and natural light fills the space through large windows. A small dining table with two chairs is visible, enhancing the cozy layout.
Condo in Beacon Hill
4.97 out of 5 average rating, 349 reviews

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.

Guest favourite
The living room features a comfortable sofa adorned with decorative pillows, complemented by two large, framed black-and-white photographs on the walls. A small coffee table sits in front, with a remote control placed atop. Soft lighting is provided by lamps beside the sofa.
Apartment in North End
4.98 out of 5 average rating, 42 reviews

North End 1 BR + Patio in Little Italy

Newly renovated 1 Bedroom | 1 Bath ground-level apartment located in Boston's historic North End. This full floor condo is located on the ground floor and offers central A/C, brand new kitchen and bath, a cozy living room, direct access to a private patio, and 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
Apartment in Beacon Hill
4.85 out of 5 average rating, 458 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
A cozy living room is depicted, featuring a brown sofa, two accent chairs in light blue, and a dark coffee table. A textured area rug anchors the seating area. Exposed brick walls provide a warm backdrop, while soft lighting enhances the inviting ambience.
Apartment in North End
4.95 out of 5 average rating, 373 reviews

Large 1-Bed. Condo in the Heart of the North End

Perfectly appointed, clean and comfy 1 bedroom condo unit steps from the Old North Church in Boston's historic North End. A full kitchen, a full bathroom with shower & washer/dryer, one bedroom with a comfy queen bed, a living room with one sofa bed, and a dining room with ample room all make this the perfect place to plop down during your visit to Boston. Centrally located, quiet and private.

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.
Condo in Downtown
4.97 out of 5 average rating, 188 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.

Superhost
Apartment in South Boston
4.83 out of 5 average rating, 12 reviews

Luxury 2BD/2Bath in South Boston

This place is ultra modern and stylish , 2 full bedrooms and 2 bathrooms in the heart of Boston. Brand new condo just renovated , has everything you need for a comfortable stay while being in the bustling South Boston , walking distance to the Train restaurants and more . Full serviced for longer stays. Me and my brother build the place ourselves :).

Top Guest favourite
An open living area features a gray sofa facing a television on a low console. A wooden dining table with stylish chairs is positioned near the windows, which are dressed with light-colored curtains that allow natural light to fill the space.
Loft in Downtown
4.98 out of 5 average rating, 266 reviews

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 holiday rentals

When is the best time to visit Downtown?

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Quick stats about holiday rentals in Downtown

  • Total holiday rentals

    Explore 1,030 holiday rentals in Downtown

  • Verified guest reviews

    Over 53,560 verified reviews to help you choose

  • Family-friendly holiday rentals

    300 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 460 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    670 properties have a dedicated workspace

  • Wi-Fi availability

    1,030 of Downtown holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Downtown rentals

  • 4.6 Average rating

    Downtown stays receive an average rating of 4.6 out of 5 from guests

  • Nearby attractions

    Downtown's top spots, include Boston Common, New England Aquarium, and Boston Public Garden

Destinations to explore

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  5. Boston
  6. Downtown