Search Vacation Homes in Boston

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Compare 588 Vacation Homes in Boston with updated reviews, rates, and availability.

West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

9.8 out of 10, Exceptional, (57)
"We truly enjoyed our stay. The house is adorable and located in a beautiful suburban neighbourhoid. It was an excellent home base from which to explore Boston. The host is extremely accommodating and is easily contacted.We would 100% recommend this place as long as you have your own car to get around the city."
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

9.8 out of 10, Exceptional, (161)
"Walkable to so many restaurants and transit! Highly recommended!"
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

Clean, Contemporary Escape | Near T

10.0 out of 10, Exceptional, (2)
"One parent and three teenagers in town for college tours. The location was “20” minutes via uber which was great. Everyone had room to decompress at the end of the day. Showers were great and beds were super comfortable. We will strongly consider staying there again for our next visit. "
Clean, Contemporary Escape | Near T

2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything

9.0 out of 10, Wonderful, (30)
"Good place for a stay near Boston."
$399 nightly
The price is $446
May 21 - May 22
Total includes taxes and fees
2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

9.6 out of 10, Exceptional, (74)
"Clean and convenient. Loud neighbors"
$251 nightly
The price is $280
May 21 - May 22
Total includes taxes and fees
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Luxury Oceanfront Bayside Jewel-🔥🔥 20% off- Limited space left

10.0 out of 10, Exceptional, (70)
"House is awesome, team is easy to work with. it was a perfect stay. "
Luxury Oceanfront Bayside Jewel-🔥🔥 20% off- Limited space left

Cozy Apartment | Near T

9.6 out of 10, Exceptional, (8)
Cozy Apartment | Near T

Entire Home 2BR 2BTH Quite Area with parking

10.0 out of 10, Exceptional, (1)
"The Quiet Single Family House was the perfect place to stay for our group of a mom and 3 college-aged girls. We had plenty of space, the home was very clean and comfortable, and we were central to everything we wanted to do in the area. The neighborhood was peaceful and it wasn’t far to restaurants and grocery stores. The homeowner was a great source of information on things to do in the area as well as very responsive to any questions I had. I’d definitely rent from her again. We had a...
Entire Home 2BR 2BTH Quite Area with parking

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

10.0 out of 10, Exceptional, (60)
"Really enjoyed the house. Great location, easy checking in. They even had a decorated Christmas tree for us."
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Belmont Home < 3 Mi to Harvard Square!

2.0 star property
10.0 out of 10, Exceptional, (7)
"Nice place"
$261 nightly
The price is $276
May 26 - May 27
Total includes taxes and fees
Belmont Home < 3 Mi to Harvard Square!

Beautiful renovated 3 bedroom apt near Boston.

9.8 out of 10, Exceptional, (78)
"We loved this house, it was very clean and cozy. Nicely decorated. Kitchen had everything you need. We really enjoyed it."
Beautiful renovated 3 bedroom apt near Boston.

Enchanting Hidden Door Escape

2.0 star property
10.0 out of 10, Exceptional, (14)
"We had a wonderful stay! It was a beautiful property that fit exactly what we needed it to! The table was a perfect place for card games and everyone to gather around!"
$604 nightly
The price is $653
May 21 - May 22
Total includes taxes and fees
Enchanting Hidden Door Escape

CityScape: Sleek Urban Oasis; Parking, Near: Boston, Casino, Airport, Parks, Hospitals, Buses

2.0 star property
9.4 out of 10, Exceptional, (18)
"We stayed for a short trip for a concert, and it worked out great! The space was very comfortable and clean, and was very conveniently located! Would stay again!"
$502 nightly
The price is $574
Jun 3 - Jun 4
Total includes taxes and fees
CityScape: Sleek Urban Oasis; Parking, Near: Boston, Casino, Airport, Parks, Hospitals, Buses

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (228)
"We loved staying here! If we ever come back to Salem this is our first choice!"
Leslie's Retreat: Spacious home ideally located to everything

Cozy 3bdr Free parking/Wifi, 5 min to Encore Close to Boston,Cambridge ,Salem

9.0 out of 10, Wonderful, (26)
"Everything was as expected. Convenient location. Would recommend."
Cozy 3bdr Free parking/Wifi, 5 min to Encore Close to Boston,Cambridge ,Salem

The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

2.0 star property
9.8 out of 10, Exceptional, (6)
"We had a lovely weekend! The views were beautiful and the location was great for our day trips. We will definitely be looking to rebook! "
$566 nightly
The price is $632
Jun 2 - Jun 3
Total includes taxes and fees
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

Charming home with deck- walkable to transit, shops & restaurants

10.0 out of 10, Exceptional, (3)
"Beautiful home outside Boston. Host was very responsive to our questions! Easy access to the T to travel around. Definitely recommend this beautiful home!"
Charming home with deck- walkable to transit, shops & restaurants

Hidden Gem right in the city of Boston!

9.8 out of 10, Exceptional, (19)
"We had a wonderful stay. The apartment was exactly as advertised. It’s very clean and in a cute borough with some great restaurants and shops and any other convenience you might need. The apartment has a large kitchen that’s great for cooking your own meals if you wish to do so. Check in was completely seamless even though we were arriving late at night. "
$354 nightly
The price is $407
Jun 16 - Jun 17
Total includes taxes and fees
Hidden Gem right in the city of Boston!

Family-Friendly Rose Cottage | Near Encore | 4 Beds 3 Baths

10.0 out of 10, Exceptional, (14)
"Place was great and host linda was very accommodating "
Family-Friendly Rose Cottage | Near Encore | 4 Beds 3 Baths

Bright Boston House | near T

9.6 out of 10, Exceptional, (7)
Bright Boston House | near T
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.
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Other property types in Boston

907 Main Hotel Central Square, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very Good, (480)
"The location was great. Close to the metro and good dining options. "
$204 nightly
The price is $237
May 26 - May 27
Total includes taxes and fees
907 Main Hotel Central Square, Sonder by Marriott Bonvoy

Global Luxury Suites Downtown Boston

4.0 star property
8.0 out of 10, Very Good, (552)
"Great place to stay, central and very secure"
$314 nightly
The price is $360
Jun 1 - Jun 2
Total includes taxes and fees
Global Luxury Suites Downtown Boston

Temple Place Suites

2.5 star property
6.8 out of 10, (211)
"Perfect location next to Boston Common. The room was spacious and clean, as were the communal bathrooms. The building itself looked tired in places (e.g. peeling wallpaper) but the location more than made up for it."
$167 nightly
The price is $192
May 21 - May 22
Total includes taxes and fees
Temple Place Suites
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.