
Places to stay near Freedom Trail
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Top-rated holiday rentals near Freedom Trail
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Astonishing 1 Bed South End Boston's Best Location
Clean, unique, bright, inviting, 1-bedroom on the 1st floor. Newly renovated with astonishing ceilings, new tall custom windows, new appliances. The best of Boston outside your door Located half a block to Restaurant Row, where you’ll find some of the best dining in the city. Famous bakeries, coffee shops are all near, a super effortless walk to the very BEST Boston has to offer. Complimentary Keurig coffee, snacks, Netflix, movie channels, high speed internet. It doesn't get better than this!

Beacon Hill Charm
Entire apt. No shared spaces. 100% private. Welcome to 40 Hancock Street, a charming brownstone in the heart of Beacon Hill. Enjoy easy access to Boston Common, the Charles River, and the city’s best restaurants, shops, & historic sights- all just minutes from your door. With comfort, style, & an unbeatable location, this is the ideal place to stay for your Boston adventure. Please note: This unit is located on the 3rd floor of a walk-up building. There is no elevator, & stairs are required.

Extraordinary 1-Bedroom Apartment in South Boston!
Cozy, comfortable, centrally-located one-bedroom unit in Southie. Unbeatable location, steps from Carson Beach, L Street Bathouse, BCEC, Sail Boston, World Cup 2026! This property presents endless possibilities for creating your perfect getaway! Convenient private entrance ensures hassle-free coming and going. Whether commuting to work, enjoying a concert/game/event/the vibrant local scene, or simply indulging in the beach and parks nearby, you are sure to enjoy it at this very special home!

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.

South Boston retreat w/ patio & full kitchen
Welcome to your private South Boston retreat on Telegraph Hill - a cozy apartment with a patio, a full kitchen, and everything you need to feel at home in the city. - Sleeps 4 | 1 bedroom | 2 beds | 1 bath - Private patio, private backyard & private entrance - Full kitchen w/ GE gas stove, dishwasher & coffee maker - 55" HDTV w/ Roku, dedicated workspace & high speed Wifi - Free in-unit washer & dryer - long term stays welcome - Pet-friendly | Crib available on request | Red Line nearby

BEAUTIFUL BEACON HILL 2 BEDROOM!
Come stay at our charming condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our two bedroom/one full-bath condo is beautifully furnished and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, jump on a Duck Boat Tour, visit a relative at Mass General, shop on Newbury St, or dine on Charles St, you will find it all within walking distance. You could not be more centrally located to take in all the city has to offer.

Nxt to ocean, 5 min dntwn by T
Embark on an urban escape! Immerse yourself in our chic 2BR/1B + office retreat, ideal for up to 4 guests. Enjoy fast WiFi, steps away from an oceanfront park with stunning Boston skyline views. Walk to the Blue Line T station, one stop to downtown or the airport. Safe, historic neighborhood with restaurants, bars, yoga, sailing, and galleries. Not suitable for children, NO PARKING/pets/smoking/cannabis/parties. Make this urban oasis your next unforgettable getaway!

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.

Dream Location! Private Deck, Parking for Rent
We're excited to hosts lucky guests with tickets to FIFA at Gillette in June! Under a mile from the apartment to South Station where you can take the special commuter rail train directly to the stadium! Exquisitely decorated, one-bedroom apartment in the historic downtown pocket neighborhood, Bay Village. Steps to Theatre District, 5-minute walk to subway, 10-minute walk to Whole Foods. Three miles from the airport. Parking available for rent, $30 per night.

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.

(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.

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

1 Bedroom Apartment in Boston/South End

Private studio w/ parking by MIT/Harvard/BU/Fenway

Boston Townhouse - 3BR/2.5BA - Seaport BCEC

Charming and Historic Apartment

Penthouse 2 Beds /2 Baths luxury in South Boston

Boston Rooftop Retreat

Luxury apt w/ sauna & deck | by airport, downtown
Family-friendly house rentals

Waterfront Escape - Close to Airport & Downtown

the house of id; vintage shop, accessible space

Spacious 5BR Executive Retreat - 10 Min to Boston

Cozy & Modern Entire Residential Home ❤️

Getaway in Historic Charlestown

Three level townhouse near South Boston's Best!

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

Airy 2BR: A Blend of East & West
Apartment rentals with air conditioning

Free Parking | Washer/Dryer | Workspace

Light-Filled Luxury Apartment with View

Stylish Boston retreat in a luxury neighborhood

Renovated 2BR | 1.5BA on Charles St

Downtown Boston Famous Nightlife Theater District

Beacon Hills Studio next to State house

2 BDR/2b- walk to Seaport & BCEC

(N3F) Beautiful View, Back Bay, Brownstone Newbury
Other great holiday rentals near Freedom Trail

1BR apt in Downtown Boston 1459

Prime Rental by MGH & TD Garden – Beacon Hill #3

(Mlb7) Charming and Cozy Back Bay Studio

Studio. Steps to Kendall/MIT, Green Line & MGH

Bay Village Charm | 99 WalkScore | Short/Long Stay

Boston Fidi Studio Laundry in Building Fast Wifi

Romantic Boston Harbor Houseboat -Waterfront Suite

Prudential Area Loft Retreat
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





