
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.

(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.

(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.

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.

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

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!

(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. 🏛️🎭

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.

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.

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.

(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.

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.

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
Apartment rentals with wifi

Condo in downtown Boston

Spacious Sunlit 3BR in Center of Downtown Boston

Great South End / Back Bay location! 1 bed condo

Boston Townhouse - 3BR/2.5BA - Seaport BCEC

Charming and Historic Apartment

Boston Rooftop Retreat

Gorgeous Beacon Hill 1BR | 1BA

Stay safe in the heart of Beacon Hill in Boston.
Family-friendly house rentals

Vintage 2BR - Walk to Tufts + Train + Parking

Waterfront Escape - Close to Airport & Downtown

the house of id; vintage shop, accessible space

All New Private Country Setting (2 Level-No Share)

Modern 2-bedroom w/parking near Encore and Logan

Cozy & Modern Entire Residential Home ❤️

Getaway in Historic Charlestown

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St
Apartment rentals with air conditioning

Renovated 1-Bed w/ private deck

Perfect North End Studio

A Victorian Secret AMAZING apt. in Historic Home

Red Sox 09.8 - Fenway Park. Longwood Medical. NEU.

Extraordinary 1-Bedroom Apartment in South Boston!

Beacon Hills Studio next to State house

Nxt to ocean, 5 min dntwn by T

Ocean view studio with hot tub & access to Boston
Other great holiday rentals near Freedom Trail

Back-Bay Central Condo w/Roof top, Gym & Parking!

Endless Summer: Oceanside Views

(Mlb7) Charming and Cozy Back Bay Studio

Stay in the Heart of Fenway & Berklee

Bay Village Charm | 99 WalkScore | Short/Long Stay

707C Luxury Downtown King Bed CITY VIEWS By Subway

Boston Fidi Studio Laundry in Building Fast Wifi

The Ellie House 5- Cozy Back Bay Getaway!
Destinations to explore
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Brown University
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- New England Aquarium
- Onset Beach
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Boston College
- North Hampton Beach
- Roxbury Crossing Station
- Northeastern University
- Quincy Market
- Tufts University
- Prudential Center





