
Places to stay near Freedom Trail
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Top-rated holiday rentals near Freedom Trail
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Spacious Sunlit 3BR in Center of Downtown Boston
❤️ Welcome to our spacious 1200sqft condo in a historic stone building right in the CENTER of Downtown Boston. Perfect for families & professionals. T-Station is literally next door & supermarket is just across the street. Walkable to all downtown historic highlights. — 3BR, high ceilings, hardwood floor — 2xFull, 2xKing (1 x Pullout) — Stainless steel appliances — Fully stocked kitchen — LG washer/dryer in unit — 3 large-screen smart TVs — Central AC/HT — 2 Elevators — Step-free BLEACHED CLEAN!
5.0 out of 5 average rating, 216 reviews
New 3 bedroom, 2 bath unit, meadow view!
Located on the 2nd floor of a brand-new building, this modern unit is perfect for family and group trips! Living in this quiet, residential neighborhood, you will be minutes away from many universities (BC, BU, Harvard, MIT, NEU, etc.), downtown Boston, and many major attractions (Boston Common, Newbury Street, Freedom Trail, etc.). Relax and enjoy the peaceful meadow views at the back of the building. Subway stations, bus stops, and restaurants and grocery store are within walking distance!
4.99 out of 5 average rating, 141 reviews
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.
4.91 out of 5 average rating, 541 reviews
Stay safe in the heart of Beacon Hill in Boston.
This is true Beacon Hill. Right next to iconic Acorn street! Cozy, clean, quiet apartment. This spacious 1 bedroom apartment includes a comfortable queen bed , 1 full bath room, a sofa, a large flatscreen TV, and high-speed wifi. The kitchen is fully equipped with everything to cook simple meals, included coffee maker, microwave, pots/pans and toaster etc... Location is unbeatable, walking distance to the T, the Boston Commons, restaurants, city tours, night life, and more!
4.95 out of 5 average rating, 189 reviews
Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee
A brand new spacious 3rd floor apartment over 1,000 sq ft centrally locate, near 2 subway stations/bus line, 4 grocery stores within 10 mins walk. The apt has a big kitchen, roof top deck and a huge yard. All brand new furnitures from Crate & Barrel, Pottery Barn and West Elm. Bed sheet sets from Crate & Barrel. NO Cleaning fee. We offer a great atmosphere, high quality amenities and cleanliness are utmost importance. Please read the reviews from prior guests.
4.93 out of 5 average rating, 900 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.
4.86 out of 5 average rating, 887 reviews
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.
4.96 out of 5 average rating, 156 reviews
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.
4.8 out of 5 average rating, 431 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- 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.
4.98 out of 5 average rating, 202 reviews
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
4.88 out of 5 average rating, 171 reviews
Curated Designer Retreat • Pool • Gym • Dining
Experience modern Everett living in this bright 2BR/2BA home! Enjoy a fully equipped kitchen with stainless steel appliances, in-unit laundry, and spacious sunlit living areas. Relax by the courtyard pool, stay active in the 24/7 fitness center, or unwind in the outdoor lounges and fire pits. Close to Encore, Assembly Row and major highways for easy access to Greater Boston.
4.95 out of 5 average rating, 108 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.
4.98 out of 5 average rating, 293 reviewsPopular amenities for holiday rentals near Freedom Trail
Apartment rentals with wifi

Modern Luxury | Free Parking, Near T | Home Cinema
4.95 out of 5 average rating, 156 reviews
Perfectly Renovated Home w/ Private Outdoor Oasis
4.97 out of 5 average rating, 147 reviews
Penthouse 2 Beds /2 Baths luxury in South Boston
4.89 out of 5 average rating, 148 reviews
Beautiful, spacious South Boston Condo, Near T
4.94 out of 5 average rating, 332 reviews
Boston Rooftop Retreat
4.94 out of 5 average rating, 365 reviews
Family Home + Near Downtown + Cool Backyard!
4.94 out of 5 average rating, 257 reviews
GREAT LOCATION! Modern 2 BD and 2 BA w/Parking!
4.86 out of 5 average rating, 140 reviews
Truly Oceanfront! Spacious Family Petfriendly Home
4.99 out of 5 average rating, 241 reviewsFamily-friendly house rentals

Prime location near Boston
4.93 out of 5 average rating, 427 reviews
The Brickhouz at Arlington !
4.99 out of 5 average rating, 117 reviews
Cozy, Spacious Home in the Heart of Cambridge
5.0 out of 5 average rating, 228 reviews
Spacious & Pet-Friendly Modern Home in Charlestown
4.94 out of 5 average rating, 105 reviews
Theatre | Arcade | Pool w. Free 3 Car Parking
5.0 out of 5 average rating, 20 reviews
Waterfront Escape - Close to Airport & Downtown
5.0 out of 5 average rating, 58 reviews
Ultimate Cambridge Mansion Spa Bath&HUGE GameRoom
5.0 out of 5 average rating, 29 reviews
Cambridge Cottage Retreat Near Harvard
5.0 out of 5 average rating, 9 reviewsApartment rentals with air conditioning

Historic townhouse in the heart of Boston
4.85 out of 5 average rating, 259 reviews
Hipster Basecamp | Fireplace • Deck • Parking
4.98 out of 5 average rating, 307 reviews
4br SouthBoston free parkg nrBeach, 6 min>BCEC
4.96 out of 5 average rating, 270 reviews
(42L2) Celtics, Bruins! Lets GO!
4.76 out of 5 average rating, 120 reviews
Designer 3-BR Apt in Historic Charlestown, Boston
4.98 out of 5 average rating, 102 reviews
Charming South End Duplex (Pets Ok)
4.96 out of 5 average rating, 420 reviews
🎖The Ashmont Suite | Close to Subway + Downtown🎖
4.96 out of 5 average rating, 181 reviews
3rd Floor, 2BR Downtown- Walk to Boston Common
4.75 out of 5 average rating, 333 reviewsOther great holiday rentals near Freedom Trail

Bright & Spacious Loft Steps to the Freedom Trail
4.97 out of 5 average rating, 403 reviews
Romantic Boston Harbor Houseboat-AC-Freedom Trail
4.99 out of 5 average rating, 77 reviews
Houseboat in Boston Harbor
4.81 out of 5 average rating, 167 reviews
306B HUGE Downtown Boston Studio | Walk Everywhere
4.95 out of 5 average rating, 20 reviews
Studio in Heart of Beacon Hill (Downtown Boston)
4.87 out of 5 average rating, 38 reviews
802B HUGE New Downtown Boston Studio Walk to T
4.68 out of 5 average rating, 19 reviews
Modern Coastal City Stay | Waterfront & Airport
4.96 out of 5 average rating, 57 reviews
South End Historic Rowhouse | Reunions + World Cup
5.0 out of 5 average rating, 27 reviewsDestinations to explore
- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- New England Aquarium
- Onset Beach
- Boston College
- Canobie Lake Park
- Northeastern University
- Duxbury Beach
- MIT Museum
- North Hampton Beach
- Tufts University
- Crane Beach
- Harvard Square
- Quincy Market
- Saquish Beach
- Jenness Beach





