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Private Vacation Homes in Boston

Ocean 2br apt in seaport Boston steps from Downtown

Ocean 2br apt in seaport Boston steps from Downtown

Boston, MA
The price is $599 per night
An outdoor pool is available at this vacation home.
Newly renovated home, top of the line appliances.

Newly renovated home, top of the line appliances.

Malden, MA
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This vacation home includes a garden and barbecue grills.
Charming private townhouse, a block from the ocean

Charming private townhouse, a block from the ocean

Marblehead, MA
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Located in the heart of Marblehead, this romantic vacation home is within 1 mi (2 km) of Massachusetts Bay and Fort Sewall. Salem Harbor and Salem State College are also within 3 mi (5 km).
Satanic Temple Headquarters Bedroom Suite

Satanic Temple Headquarters Bedroom Suite

Salem, MA
The price is $395 per night
Situated in Salem, this vacation home is within a 15-minute walk of Massachusetts Bay and Salem Witch Museum. Salem Witch Trials Memorial and Witch House are also within 1 mi (2 km). Salem Station is 14 minutes by foot and Beverly Station is 25 minutes.
Make Every Trip Halloween-thy

Make Every Trip Halloween-thy

Salem, MA
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An outdoor pool is featured at this vacation home, along with a garden.
Historic Brick Federal Period Mansion on Fabled Chestnut Street, Salem

Historic Brick Federal Period Mansion on Fabled Chestnut Street, Salem

Salem, MA
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This vacation home features a garden, a library, and barbecue grills.
Leslie's Retreat: Spacious home ideally located to everything

Leslie's Retreat: Spacious home ideally located to everything

Salem, MA
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This vacation home features a garden, concierge services, and barbecue grills.
Luxury apartment Boston ma

Luxury apartment Boston ma

Boston, MA
The price is $599 per night
An outdoor pool is available at this vacation home.
Broom & Board

Broom & Board

3.5 out of 5
26 Cross St, Salem, MA
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This vacation home features a garden, laundry facilities, and free self parking. Barbecue grills are provided for your convenience.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Vacation Condos in Boston

Modern Condo in Historic Marblehead, Walk everywhere, Parking, A/C, Deck & Grill

Modern Condo in Historic Marblehead, Walk everywhere, Parking, A/C, Deck & Grill

Marblehead, MA
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This condo includes a garden and barbecue grills.
Suite at House of L

Suite at House of L

20 Hancock St, Chelsea, MA
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Located in the heart of Chelsea, this condo building is 2.1 mi (3.4 km) from Encore Boston Harbor and 2.8 mi (4.6 km) from Revere Beach. Boston Harbor and The Freedom Trail are also within 6 mi (10 km). Chelsea Station is 17 minutes by foot.
West End Corporate Lux

West End Corporate Lux

3.5 out of 5
50 Causeway Street, Boston, MA
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Free WiFi in public areas and a garden are available at this condo.
New! Renovated Private Apartment near Boston, Eateries, Encore Casino, Mass General, Park Off St

New! Renovated Private Apartment near Boston, Eateries, Encore Casino, Mass General, Park Off St

Chelsea, MA
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Located in the heart of Chelsea, this condo building is 2.1 mi (3.4 km) from Encore Boston Harbor and 2.8 mi (4.6 km) from Revere Beach. Boston Harbor and The Freedom Trail are also within 6 mi (10 km). Chelsea Station is 17 minutes by foot.
LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo

LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo

Boston, MA
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This condo features barbecue grills.
Beautiful sunny apt right across Harvard yard

Beautiful sunny apt right across Harvard yard

Cambridge, MA
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Located in Riverside, this condo building is within a 10-minute walk of Harvard University and Harvard Square. Boston University and Newbury Street are also within 3 mi (5 km). Harvard Square Station is only a 5-minute walk and Central Square Station is 15 minutes.
Fully Renovated & Newly Furnished Luxury Condo in the Heart of Old Town

Fully Renovated & Newly Furnished Luxury Condo in the Heart of Old Town

Marblehead, MA
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Located in the heart of Marblehead, this historic condo building is within a 10-minute walk of Massachusetts Bay and Fort Sewall. Salem Harbor and Salem State College are also within 3 mi (5 km).
Sweet Retreat

Sweet Retreat

3 out of 5
139 Pleasant Street, Marblehead, MA
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Situated in Marblehead, this condo building is within 1 mi (2 km) of Massachusetts Bay and Fort Sewall. Salem Harbor and Salem State College are also within 3 mi (5 km).
Walking to Fenway Sunny Perfect Home

Walking to Fenway Sunny Perfect Home

Brookline, MA
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Located in Longwood, this romantic condo building is within a 15-minute walk of Boston University, Fenway Park, and Longwood Medical Area. Children's Hospital Boston and Northeastern University are also within 1 mi (2 km). Saint Mary St. Station and Hawes St. Station are within a 5-minute walk.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

All Vacation Rentals in Boston

Homewood Suites by Hilton Boston Logan Airport Chelsea

Homewood Suites by Hilton Boston Logan Airport Chelsea

3 out of 5
145 Beech St, Chelsea, MA
Free Cancellation
Reserve now, pay when you stay
2.92 mi from city center
The price is $123 per night
This aparthotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy the free continental breakfast each morning.
Homewood Suites by Hilton Boston-Peabody

Homewood Suites by Hilton Boston-Peabody

3 out of 5
57 Newbury St, Peabody, MA
Free Cancellation
Reserve now, pay when you stay
11.96 mi from city center
The price is $113 per night
A gym, free self parking, and laundry facilities are featured at this aparthotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A 24-hour business center, a terrace, and a snack bar/deli are also on offer.
Homewood Suites by Hilton Boston Seaport District

Homewood Suites by Hilton Boston Seaport District

3 out of 5
670 Summer Street, Boston, MA
Free Cancellation
Reserve now, pay when you stay
1.56 mi from city center
The price is $154 per night
This aparthotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Free continental breakfast is served.
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
8 Harrison Ave, Boston, MA
0.49 mi from city center
The price is $140 per night
A 24-hour gym is featured at this aparthotel, along with free WiFi in public areas and luggage storage. Business travelers can take advantage of the 24-hour business center. Multilingual staff can provide around-the-clock assistance and concierge services are on offer.
HYATT house Boston/Burlington

HYATT house Boston/Burlington

3 out of 5
2 Van De Graaff Dr, Burlington, MA
Free Cancellation
11.03 mi from city center
The price is $134 per night
A restaurant and a 24-hour gym are featured at this aparthotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Homewood Suites by Hilton Needham Boston

Homewood Suites by Hilton Needham Boston

3 out of 5
200 First Avenue, Needham, MA
Free Cancellation
Reserve now, pay when you stay
9.18 mi from city center
The price is $127 per night
This aparthotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking.
Homewood Suites by Hilton Boston/Cambridge-Arlington, MA

Homewood Suites by Hilton Boston/Cambridge-Arlington, MA

3 out of 5
1 Massachusetts Ave, Arlington, MA
Free Cancellation
Reserve now, pay when you stay
4.88 mi from city center
The price is $141 per night
This aparthotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and laundry facilities and concierge services are also offered.
HYATT house Boston/Waltham

HYATT house Boston/Waltham

3 out of 5
54 4th Ave, Waltham, MA
Free Cancellation
10.4 mi from city center
The price is $129 per night
This aparthotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Home2 Suites by Hilton Boston South Bay

Home2 Suites by Hilton Boston South Bay

3 out of 5
15 JAN KARSKI WAY, Boston, MA
Free Cancellation
Reserve now, pay when you stay
2.32 mi from city center
The price is $123 per night
A restaurant and a gym are featured at this aparthotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free continental breakfast each morning.
Don't see what you're looking for?
See all available properties in Boston
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Boston Vacation Rentals

As one of the largest metropolitan areas in New England, Boston hosts more than 16.3 million visitors each year, making it one of the top tourist locations in the United States. And why not? This city has something for everyone, from world-famous Harvard and Cambridge universities and professional sports to fine arts and scrumptious seafood. It’s called “sacred cod” for a reason! And did we mention the history? Freedom Trail brings you to 16 historic sites, and these are just the tip of the revolutionary iceberg. Boston has been an important cultural, political, and artistic city for centuries.

Trying to do it all is enough to make your head spin. Instead, why not get to know this incredible city like a local? Slow down, settle in, and get to know your (temporary) neighbors at one of our Boston vacation rentals.

The Local Life

Ever wanted to follow in the footsteps of great American heroes? Now’s your chance. Follow Paul Revere’s ride through the city, or gaze up at Benjamin Franklin’s statue. Looking for less-visited historic sites? Head north of Boston proper to Salem and visit the House of Seven Gables (the inspiration for Nathaniel Hawthorne’s novel of the same name) or the Salem Witch Museum. Perhaps the homey accommodations at Extended Stay America - Boston - Peabody nearby will inspire your own masterpiece—or at the very least, a great Instagram post.

Of course, you could stay in South End like the locals who wake up to sunrises on Old Harbor and local ball games at Joe Moakley Park. In a city with sports fans that are this dedicated, even Little League gets the adrenaline pumping, so hang your baseball cap at a Charming 2BR in South End by Sonder.

Whatever brings you to Boston, savings and home-like amenities that include a kitchen and separate living room will bring you back again and again. Book our vacation rentals in Boston today and get the Travelocity price guarantee!

Save Big on Vacation Rental Packages

Broom & Board

Broom & Board

3.5 out of 5
Price was $1,057, price is now $1,049 per person
per person
Mar 26 - Mar 28
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
This vacation home features a garden, laundry facilities, and free self parking. Barbecue grills are provided for your convenience.