
Places to stay near Freedom Trail
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Top-rated holiday rentals near Freedom Trail
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1 Bedroom Apartment in Boston/South End
1 BDRM condo quiet South End street. Convenient to Back Bay and Downtown. There are stairs leading to the building. Full size bed. No additional sleeping area. Two guests only. No one under 18. No visitors or parties. Best for one or two people visiting and enjoying the city. This unit is not a good fit if you have any type of mobility issue - including a fairly steep set of stairs to enter the building. No laundry facilities for use in the building. Window units for AC in summer.

(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.

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.

Hipster Basecamp | Fireplace • Views • Parking
Welcome to Hipster Basecamp, a curated space where mid-century design meets modern comfort. Enjoy bold touches like a double-sided fireplace, Smeg appliances, and a ceiling-mounted rain shower. Brew espresso or mix cocktails with everything at your fingertips, then head to the deck to unwind and take in the peaceful view. Admire original artwork throughout — and if a piece speaks to you, it's available for purchase. (*note: record player is currently out of order)

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.

2BR Spacious Yacht - Heat & AC- On Freedom Trail
The coolest way to stay in Boston: not a water view — you're ON the water. Carpe Diem II is a yacht in Charlestown Navy Yard with 2 queen staterooms, each with a private bathroom and shower, for up to 4 adults. Fall asleep to the harbor rocking you, have dinner and cocktails on the aft deck as boats cruise past, and stay comfortable with central A/C and heat. The Freedom Trail, North End, and Downtown are steps away. Hotels have views. You'll have the harbor.

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.

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- king bed, [ that can also be 2 twin xl upon request] also sofa in living room is 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.

(T4) Pizza, Nails, Shopping, South End Studio!
🌆 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.

Condo in downtown Boston
Quintessential Boston Brownstone. Private patio, 2 bedroom, 1.5 bath. Welcome to Bay Village! The most central location in Boston with a safe, residential feel. This condo is perfectly well kept, newly furnished, & comfortable with Central Air. We have a desk set-up for WFH, and kitchenware to cook a fabulous meal. Take a few steps out of the condo and enjoy all the Boston has to offer! STR544848

706B New King Bed Boston Studio By Hospital Subway
✨BRAND NEW✨ 1 King-Bed Luxury Studio with private upgraded bathroom & fully-stocked kitchen, located right at Boston Commons and Downtown! 📍 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. 451 sq. feet. 7th floor. Elevator access, no stairs.
Popular amenities for holiday rentals near Freedom Trail
Apartment rentals with wifi

BEAUTIFUL BEACON HILL 2 BEDROOM!

Family Home + Near Downtown + Cool Backyard!

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

Beautiful, spacious South Boston Condo, Near T

GREAT LOCATION! Modern 2 BD and 2 BA w/Parking!

Boston Townhouse - 3BR/2.5BA - Seaport BCEC

Penthouse 2 Beds /2 Baths luxury in South Boston

Boston Rooftop Retreat
Family-friendly house rentals

Spacious & Pet-Friendly Modern Home in Charlestown

Best House Cambridge/Somerville

Stunning urban hideaway nearby Harvard Square

Prime location near Boston

Getaway in Historic Charlestown

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

Private apartment, quinn bed/parking

Cambridge Cottage Retreat Near Harvard
Apartment rentals with air conditioning

The Murthy : Bright • Spotless • W/D

Extraordinary 1-Bedroom Apartment in South Boston!

Beacon Hills Studio next to State house

Super location! 1st Floor! Walk everywhere!

Theatre District.6 Bost. Common. DownTown.63-9

Dream Location! Private Deck, Parking for Rent

New 3 bedroom, 2 bath unit, meadow view!

The Lantern on Beacon Hill
Other great holiday rentals near Freedom Trail

Private luxury penthouse in Boston downtown.

Endless Summer Oceanside Views

(Mlb7) Charming and Cozy Back Bay Studio

Skyline 2BR 2BA downtown overlooking Boston common

Aug/Sep in a luxury neighborhood with charm

Renovated 2BR | 1.5BA on Charles St

Downtown Boston Famous Nightlife Theater District

Charlestown apartment with private patio
Destinations to explore
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- MIT Museum
- Duxbury Beach
- Northeastern University
- North Hampton Beach
- Crane Beach
- Quincy Market
- Tufts University
- Harvard Square
- Roger Williams Park Zoo
- Prudential Center
- Snhu Arena





