Boston vacation rentals
Vacation rentals in Boston by owner — compare homes, condos and cabins, message verified hosts, and book direct with no service fees.
Boston offers attractions like Fenway Park, Quincy Market, the Freedom Trail, and Museum of Fine Arts. It draws enthusiasts for historic explorations, Red Sox games, and gastronomic adventures around the North End. On Houfy, book directly with hosts to maximize your travel budget. Explore rental options from historic brownstones to modern city apartments, with surrounding areas like Cambridge and Brookline nearby. The city blooms in spring, but fall foliage tours offer a colorful visit post-summer.
Top-Rated Vacation Homes in Boston
Browse the highest rated vacation properties in Boston.
$1,761.00 USD total for 4 nights
Oct 4 – 8, 2026
It's hard to know where to start when reviewing this property. The views are unbelievable (pics don't do it justice) and the sound of the ocean is so peaceful and calming. You are RIGHT THERE on the water. We left our windows open most nights just so we could go to sleep to it. The neighborhood and town is so nice, quiet and VERY safe for families. We never had any issues at all. The house itself was perfect for what my family needed. Little things like the beds being comfortable and great water pressure in the showers made it even better. We were able to find everything we needed in the kitchen and then some as well. Air conditioners are in every bedroom, so everyone was able to make the temperature exactly what they wanted. I think our favorite part of the house was the screened in porch. We sat out there every morning and every night. Our oldest teenager even slept out there one night (warning....the sun rises at 5AM). If we ever went back to this part of the country again, we would stay at this house. HIGHLY RECOMMEND!!!
Upcoming Event in Boston
Boston Marathon · Copley Square · Apr 2027
Boston Marathon
Experience the exhilaration of the Boston Marathon, where the world's best runners race along the city's historic streets. Choose a vacation rental to accommodate your entire group comfortably, allowing you to cook meals and enjoy the marathon atmosphere without the hotel hustle.
Copley Square, the marathon's finish line, is central to Boston's Back Bay district. Staying in Beacon Hill, Back Bay, or Fenway-Kenmore provides the best access to the race and the city's celebrated landmarks.
Vacation Homes near Copley Square
Message the host and book direct with verified hosts.
$931.69 USD $923.18 USD total for 3 nights
Oct 31 – Nov 3, 2026
$4,338.75 USD $3,919.88 USD total for 5 nights
Nov 13 – 18, 2026
$450.00 USD total for 3 nights
Oct 1 – 4, 2026
$1,181.55 USD total for 3 nights
Nov 1 – 4, 2026
$1,153.00 USD total for 3 nights
Oct 18 – 21, 2026
$1,179.84 USD total for 3 nights
Oct 5 – 8, 2026
$916.48 USD total for 3 nights
Nov 2 – 5, 2026
$2,050.42 USD total for 3 nights
Oct 16 – 19, 2026
Recommended Homes in Boston
Handpicked properties we think you'll love in Boston.
$2,438.93 USD total for 3 nights
Oct 4 – 7, 2026
$1,639.20 USD total for 3 nights
Oct 1 – 4, 2026
$2,274.49 USD total for 3 nights
Oct 11 – 14, 2026
$2,497.39 USD total for 3 nights
Oct 12 – 15, 2026
$2,323.71 USD total for 3 nights
Oct 18 – 21, 2026
Elegant 1BR Plus: Sky-High City Views + King | Suite 9
$2,664.21 USD total for 3 nights
Oct 30 – Nov 2, 2026
$1,819.15 USD total for 3 nights
Oct 18 – 21, 2026
$3,410.83 USD total for 3 nights
Oct 27 – 30, 2026
Pet friendly vacation rentals in Boston
Bring your furry friend along! Browse pet-welcoming homes in Boston.
$3,755.42 USD total for 3 nights
Oct 25 – 28, 2026
Front Row City Views: 1BR Suite with King Bed | Suite 3
$1,318.66 USD total for 3 nights
Nov 7 – 10, 2026
Cityscape 1BR Plus: King + Queen Pull-out | Suite 7
$3,045.73 USD total for 3 nights
Oct 26 – 29, 2026
Elegant 1BR Plus: Cityscape Views + King and pull out Queen| Suite 5
$3,294.59 USD total for 3 nights
Oct 29 – Nov 1, 2026
$1,002.00 USD total for 3 nights
Oct 23 – 26, 2026
Why visit Boston
Discover what makes Boston a perfect vacation rental destination.
Rich Historical Legacy
Explore centuries of history in Boston.
Visit the Freedom Trail, a 2.5-mile journey through 16 historical sites, including Paul Revere's House and Boston Common, all within a stone's throw from downtown.
Cultural Experiences
Boston's cultural scene never disappoints.
Catch a show at the Boston Symphony Orchestra, located 1.5 miles from the city center, and enjoy world-class performances all year round.
Gastronomic Delights
Delve into Boston's diverse food scene.
Savor Italian cuisine in the North End, known as Little Italy, just 0.8 miles from downtown, or explore Seaport's seafood restaurants.
Home to Legendary Teams
Feel the excitement in a sports-loving city.
Visit Fenway Park, 2 miles from the heart of Boston, home of the Boston Red Sox, and experience an unforgettable baseball game.
Where to stay in Boston
The best areas and neighborhoods for your vacation rental in Boston.
Back Bay
Renowned for its Victorian brownstone homes and designer boutiques. Stroll down Newbury Street for chic shopping.
South End
Known for its vibrant art scene and diverse dining. This area hosts a thriving LGBTQ+ community.
Cambridge
Home to Harvard University, stunning architecture, and a vibrant student atmosphere. A bustling intellectual hub.
Beacon Hill
Charming cobblestone streets and historic row houses make it a visually arresting neighborhood, ideal for history enthusiasts.
Find Boston vacation rentals that suit your style
Vacation homes, condos, apartments and more — pick the kind of Boston vacation rental you want, then book it direct with the host.
Boston vacation rentals with free WiFi, hot tub or air conditioning
Free WiFi, hot tub, air conditioning and more — every Boston vacation rental here is listed by a verified host and bookable direct, with the price the host set.
Top attractions in Boston
All within driving distance of Boston vacation rentals.
Freedom Trail
A self-guided walking tour through 16 historic sites. · 0 miles
Boston Symphony Orchestra
World-class performances in an iconic venue. · 1.5 miles
Museum of Fine Arts
Hosts over 450,000 pieces of art ranging from ancient to contemporary. · 3 miles
Fenway Park
The oldest baseball stadium in MLB, home to the Red Sox. · 2 miles
North End
Boston's 'Little Italy' offers authentic Italian dining. · 0.8 miles
Boston Public Garden
America's first public botanical garden, renowned for its swan boats and florals. · 0.5 miles
Getting to and around Boston
Boston's compact size makes it easy to explore via public transit, biking, or walking.
- BOSTON LOGAN INTERNATIONAL AIRPORT
- Located 3 miles from downtown, this major airport is the main gateway for international and domestic flights.
- MBTA
- Boston's public transit system offers subway, bus, and ferry services across the city, with the 'T' being the most popular.
- BLUEBIKES
- Boston's bike-sharing program with convenient locations city-wide for exploring on two wheels.
Similar vacation rentals near Boston
Homes within 60 miles of Boston, from verified hosts.
$1,605.00 USD total for 3 nights
Oct 5 – 8, 2026
$1,454.73 USD total for 3 nights
Oct 1 – 4, 2026
$1,671.09 USD $1,465.60 USD total for 3 nights
Oct 1 – 4, 2026
$1,032.75 USD total for 3 nights
Nov 8 – 11, 2026
$4,155.00 USD total for 3 nights
Oct 4 – 7, 2026
$4,405.10 USD total for 7 nights
Oct 12 – 19, 2026
$552.00 USD total for 3 nights
Oct 22 – 25, 2026
$1,076.28 USD total for 3 nights
Nov 1 – 4, 2026
$1,160.10 USD total for 3 nights
Oct 25 – 28, 2026
$4,796.60 USD total for 3 nights
Oct 10 – 13, 2026
$1,230.00 USD total for 4 nights
Jun 10 – 14, 2027
Explore near Boston
Cities and towns within driving distance of Boston, each bookable direct with the host.
Direct with the host
Message the host before you book. Ask questions, confirm details, and deal with the person who owns the property.
Verified hosts
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Itemised pricing
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More vacation rental destinations around Boston
Frequently asked questions
Quick answers about booking vacation rentals in Boston and what direct booking on Houfy actually means.
Prices vary by location and size, but expect around $200–$400 per night for a centrally located two-bedroom apartment.
Yes, many rentals on Houfy accommodate pets. Check specific listings for pet policies and any additional fees.
Back Bay, Beacon Hill, and the Seaport District are popular for their attractions, dining, and central location.
Spring (April–June) and Fall (September–November) offer mild weather and vibrant city events, perfect for exploring.
Boston offers everything from luxury apartments in downtown to cozy townhouses in historic neighborhoods.
Vacation rentals offer more space and privacy, typically making them a cost-effective alternative to hotels.
Take a Charles River kayaking tour for a unique perspective on the city's skyline and landmarks.
Houfy is a direct booking platform allowing guests to book vacation rentals. Guests pay the listed price directly.
Yes, Houfy supports secure booking directly with property owners, ensuring safe and transparent transactions.
Begin your search six to twelve months in advance, as many rentals fill quickly upon the marathon's qualification announcements.
Back Bay is ideal for its proximity to the finish line, while Beacon Hill provides historic charm. Fenway-Kenmore offers a vibrant atmosphere nearby.
Most central areas are within walking distance to the race course, but public transit via the MBTA is available for accessing less central spots.
You're in for a thrilling day with enthusiastic crowds, historic city vistas, and the chance to witness top athletes, all culminating in festive community spirit.