Holiday rentals 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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Guest favourite
Flat in Beacon Hill
4.91 out of 5 average rating, 23 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
A bright living space is furnished with a light-colored sofa and a wooden coffee table. A large wall-mounted TV is positioned above a light wood sideboard. A round mirror and a floor lamp add to the decor, while a dining area with a wooden table and benches is situated near a window adorned with natural light.
Flat in Brighton
4.85 out of 5 average rating, 117 reviews

The Franklin: Wellness • Aesthetic • W/D • Gym

Experience Boston in this incredible eye-catching studio. Comes with a room divider for 1 bedroom like feel! Just a 5 min walk from the T and close to Boston College/Harvard, you can engage with all of Boston tastefully. Unit Features -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed Ideal for business travelers, couples, nurses, those in hospital treatment and everyone looking to experience Boston in comfort and peace.

Guest favourite
Flat in South End
4.88 out of 5 average rating, 188 reviews

Walk everywhere! Location! Location! Cute studio!

Walk everywhere! Can you believe this location? 4 minutes from subway stations and in the middle of everything. This studio is located in the heart of Boston. Walking distance to the T stations of Symphony and Hynes Convention Center. Right between South End and Back Bay. Very close to Christian Science Plaza, Prudential Center, restaurants, bars, Fenway Park, plenty of local stores, and more. Includes everything you'll need for your stay. Super safe and one of the best neighborhoods in town.

Superhost
Flat in Back Bay
4.85 out of 5 average rating, 264 reviews

(N2F) Bay Windows, Newbury, Prime Location!

🌆 Stay on Iconic Newbury Street, Back Bay Experience Boston at its most stylish on Newbury Street, famous for its historic brownstones, tree-lined sidewalks, and vibrant atmosphere. 🛍️ Stroll right outside your door to explore designer boutiques, local shops, art galleries, and some of the city’s best cafés and restaurants. You’ll be just steps from Copley Square, the Prudential Center, and the Charles River Esplanade, with easy access to the Green Line T for exploring the rest of the city.

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, 140 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.

Apartment in Downtown
5 out of 5 average rating, 4 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.

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.

Superhost
Flat in South End
4.71 out of 5 average rating, 65 reviews

(T6) Boho Retreat, Prime Location, Food, Walkable!

🌆 Welcome to Boston’s South End! Stay in the heart of a historic and culturally diverse neighborhood, right on Tremont Street. Step outside and explore a vibrant mix of 🍽️ restaurants, art galleries, and unique boutiques—all within walking distance. The South End is the perfect base for discovering Boston, offering a blend of charm, convenience, and local culture that makes every stay unforgettable.

Guest favourite
Flat in Beacon Hill
4.85 out of 5 average rating, 474 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
The living area features a neutral-toned sofa paired with a decorative throw pillow. Natural light filters through large windows, illuminating a patterned area rug. A small side chair and a sleek television are positioned nearby, enhancing the room's contemporary design.
Apartment in Downtown
4.97 out of 5 average rating, 190 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
Flat in Everett
4.94 out of 5 average rating, 66 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.

Superhost
Flat in South Boston
4.8 out of 5 average rating, 20 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 :).

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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