
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.

The Day-Burrill-Wadsworth-La Voix House
The Day-Burrill-Wadsworth-La Voix House is located in Winthrop, MA in the North Shore of Boston. Super close to Logan Airport for your traveling needs. A Level 2 EV Charger is available! This renovated 3 Bedroom penthouse apartment features a private roof deck, off-street parking, sunroom, and free in-unit laundry! A safe, spacious, and serene space. A historic building, it was one of the first handful of homes in Winthrop... built in 1860 (but since converted to two apartments and renovated).

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

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.

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.

(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.

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.

The Upton - The Upton Boston, South End
As featured in the June 4th Conde Nast online - The Upton was designed to be the ideal home base. Staying here means you are next to restaurants, shopping, site-seeing, & visiting family in the South End. Ideal for business travel or tourism. Our guests choose us for our historic charm and perfect location. The Upton features 2 dining (or work) spaces with expansive Victorian windows giving way to views of Tremont Street & a leafy, calm side street. We look forward to hosting you.

Newly Renovated + Spacious Apt w/ Parking
Our newly renovated space in Dorchester/Roxbury offers comfort and style. Creature comforts and amenities are plentiful in this spacious, bright apartment. You'll love sleeping on the luxury organic latex mattresses and enjoy the spacious interiors and modern, well-appointed kitchen. Cozy up in front of the big screens and stream your favorite movie or the next big game. Conveniently located to public transportation and easy access to all Boston offers - the ideal getaway!

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.

Beacon Hills Studio next to State house 3
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.Take it easy at this unique and tranquil getaway.

Perfectly Renovated Home w/ Private Outdoor Oasis
COMPLETELY PRIVATE - NO SHARED SPACE OTHER THEN WASHER/DRYER AREA IN BASEMENT! Enjoy a private kitchen, 2 bedrooms, 2 baths and private outdoor space. The Master Bedroom has a king Bed with an ensuite bathroom. The Second Bedroom has a queen bed, gas fireplace and is right across from the second full bath. PARKING IS NOT INCLUDED. **outdoor furniture will be put away for the Winter in November & reassembled mid-May*

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.
Popular amenities for holiday rentals near Freedom Trail
Apartment rentals with wifi

Condo in downtown Boston

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

Spacious Sunlit 3BR in Center of Downtown Boston

1 Bedroom Apartment in Boston/South End

Great South End / Back Bay location! 1 bed condo

Boston Townhouse - 3BR/2.5BA - Seaport BCEC

Stylish garden level studio with a private patio

Penthouse 2 Beds /2 Baths luxury in South Boston
Family-friendly house rentals

Free parking in Cambridge-no fees, no garages.

the house of id; vintage shop, accessible space

Prime location near Boston

Getaway in Historic Charlestown

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St

Family Retreat | Huge Yard, Playground & 5BR Home

Beautiful appartement - quiet location - downtown

Heathman Manor
Apartment rentals with air conditioning

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

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

Free Parking | Washer/Dryer | Workspace

Charming Beacon Hill 2brm/1.5bath

Charlestown apartment with private patio

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

The Ellie House 9- Cozy Studio Near Prudential!

2 BDR/2b- walk to Seaport & BCEC
Other great holiday rentals near Freedom Trail

(MGH9-4) Bright Beacon Hill Studio

702C Brand New XL Studio Walkable Downtown Boston

Studio in Theatre District 5930

(Mlb7) Charming and Cozy Back Bay Studio

South End Historic Rowhouse | Reunions + World Cup

Walk to Berklee, Fenway & Newbury St

Luxurious Fenway 2BR Penthouse w/ Roof Deck

Lovely FIDI Studio | Close to Faneuil Hall!
Destinations to explore
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- Revere Beach
- Boston Seaport
- Boston University
- Gillette Stadium
- Northeastern University
- Boston Convention and Exhibition Center
- MIT Museum
- New England Aquarium
- Canobie Lake Park
- Crane Beach
- Onset Beach
- Duxbury Beach
- Roxbury Crossing Station
- Quincy Market
- North Hampton Beach
- Museum of Fine Arts
- Prudential Center
- Good Harbor Beach





