Places to stay near Freedom Trail

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Top-rated holiday rentals near Freedom Trail

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

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Superhost
A bright living area showcases a green couch with a scalloped white base, accompanied by a red accent chair. A small dining table is positioned nearby. Natural light filters through windows with red curtains, while a large mirror reflects the space and enhances its openness.
Flat in Boston
4.85 out of 5 average rating, 59 reviews

(F22) Charming Boho-Inspired Studio in Fenway!

In the heart of the city’s 🏟️ sports and cultural hub, steps from iconic Fenway Park. This lively neighborhood offers easy access to Back Bay and its upscale shopping along Newbury Street, as well as countless dining and entertainment options. Top hospitals like Brigham & Women’s and Beth Israel Deaconess 🏥 are nearby, making this a convenient choice for both leisure and medical stays. With excellent transit connections, you’ll enjoy a well-connected Boston experience right outside your door.

Superhost
A private patio features two hanging egg chairs adorned with green patterned cushions, positioned on a wooden deck. A small round planter sits in the center, adding a touch of greenery. The backdrop showcases urban buildings with a clear blue sky above.
Flat in Boston
4.82 out of 5 average rating, 261 reviews

(N2R) Private Deck, Styled Studio, 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.

Superhost
Flat in Somerville
4.88 out of 5 average rating, 170 reviews

Lux 2BR Apt w/ Pool and Gym

Welcome to your perfect getaway! Our space combines the comforts of home with luxurious amenities to make your stay truly special. Highlights: • Conveniently close to Downtown Boston • Meticulously deep-cleaned before every stay • Complimentary gourmet coffee, fresh linens, and premium bathroom essentials • 24/7 access to a state-of-the-art fitness center • Modern yoga studio and high-tech training equipment • Experience the charm of Somerville while enjoying hotel-quality amenities at home.

Guest favourite
Flat in Boston
4.96 out of 5 average rating, 25 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

Superhost
Flat in Boston
4.87 out of 5 average rating, 77 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!

Superhost
Flat in Boston
4.81 out of 5 average rating, 93 reviews

(476-8) Studio, South End/ Back Bay , Roof Deck!

📍 Columbus Avenue in Boston is a vibrant and bustling street that runs through the heart of the Back Bay and South End neighborhoods. Lined with charming brownstones, trendy shops, and a wide variety of dining options, it offers a delightful urban experience for guests. 🚶‍♂️🍽️🛍️ The avenue is well-connected and provides easy access to many of the city’s top attractions, making it an ideal home base for exploring Boston’s rich history and cultural offerings. 🏛️🎭

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 Boston
4.86 out of 5 average rating, 863 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
A living area displays a light-colored sofa adorned with patterned pillows, accompanied by two blue armchairs. A sleek work desk and a television are positioned near an elegant marble fireplace. Natural light fills the room, highlighting the wooden flooring and soft color palette.
Apartment in Boston
4.98 out of 5 average rating, 152 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.

Top guest favourite
A living area features a contemporary black sofa and two matching armchairs arranged around a round glass coffee table, all placed on a vibrant blue rug. A large artwork hangs on the wall, and a window allows natural light to enter the space.
Apartment in Boston
4.99 out of 5 average rating, 112 reviews

1 Bedroom Apartment in Boston/South End

One bedroom condo quiet South End street. Convenient to Back Bay, Financial District, Downtown. There are stairs leading to the building. Full size bed. There is no additional sleeping area. Wi-Fi. Two guests only. No one under 18. No visitors or parties. Best for one or two people visiting and enjoying the city. No laundry facilities for use in the building. Window units for AC in summer.

Superhost
Flat in Boston
4.71 out of 5 average rating, 66 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.

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 Boston
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.

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 Boston
4.99 out of 5 average rating, 276 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 holiday rentals near Freedom Trail

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