Search Holiday Homes in Boston

    price find illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Save instantly and earn perks with One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Boston Holiday Homes

Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean

9.8 out of 10, Exceptional, (6)
The price is £612
includes taxes & fees
9 Jul - 10 Jul
Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean

Clean, Contemporary Escape Near T

9.4 out of 10, Exceptional, (3)
"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

Bright Boston House | near T

9.6 out of 10, Exceptional, (15)
"Jay was absolutely amazing and responded to all of my texts right away, communication was seamless, and the property was beautiful!"
Bright Boston House | near T

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

9.6 out of 10, Exceptional, (79)
"This property is perfect for 2 travelers or for a small family. Close to everything, very clean and easy to get to. Would 100% stay here again!"
The price is £254
includes taxes & fees
3 Aug - 4 Aug
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Best location in Old Town home, 5 minutes to everything, enjoy the difference!

10.0 out of 10, Exceptional, (1)
"This location and space was perfect! There were 6 adults and plenty of space. The outside space was a great asset! Thanks for hosting my family!"
The price is £727
includes taxes & fees
7 Jul - 8 Jul
Best location in Old Town home, 5 minutes to everything, enjoy the difference!

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

10.0 out of 10, Exceptional, (63)
"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

Cozy Apartment | Near T

9.0 out of 10, Wonderful, (10)
"This was much better than a hotel for my son and I. Comfy clean beds. Only downside was no real common area other than kitchen and only TV was in the kitchen. There’s no living room and no TVs in the bedrooms which were bigger than the kitchen sitting spot to use as an alternative. But great for a business person or someone only sleeping there. "
Cozy Apartment | Near T

Perfectly located modern home with smart TVs, high chair, patio, W/D, & AC

9.6 out of 10, Exceptional, (10)
"Beautiful space we were lucky to call home during our visit to Boston! The owners are super responsive, helpful, and kind! We loved our time!"
Perfectly located modern home with smart TVs, high chair, patio, W/D, & AC

Beautiful, Cozy Ultra Convenient Salem Home

7.6 out of 10, Good, (39)
"This was a nice little house, which appeared larger in size upon arrival. I enjoyed the comfortable bed and the ability to cook incomparison to a hotel room. "
The price is £280
includes taxes & fees
21 Jul - 22 Jul
Beautiful, Cozy Ultra Convenient Salem Home

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

9.4 out of 10, Exceptional, (83)
"Easy and fast communication with host, was a great stay."
The price is £551
includes taxes & fees
10 Jul - 11 Jul
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Charming 2-bedroom building in delightful Hull with ocean view

10.0 out of 10, Exceptional, (2)
"Great place to stay we had a great time the host was awesome and easy to communicate with thank you for a wonderful weekend"
The price is £298
includes taxes & fees
13 Jul - 14 Jul
Charming 2-bedroom building in delightful Hull with ocean view

Easy access! 1br, 5 min walk to T train, easy access to Highway

8.8 out of 10, Excellent, (10)
"Our stay was great. Everything we needed. Was close to the commuter rail for our transportation needs. Was clean and in a safe area of Boston. The one and only small complaint we had was the VRBO wasn’t air conditioned. It had a small portable room air conditioner that didn’t seem to work to good, but we managed by opening all the windows. Overall it was perfect!!"
The price is £212
includes taxes & fees
6 Jul - 7 Jul
Easy access! 1br, 5 min walk to T train, easy access to Highway

House near down town Salem

9.6 out of 10, Exceptional, (45)
"The property was very well maintained and the owner was very helpful. Easy parking and very walkable distance to downtown area. The only thing we didn't like was the placement of the tp holder but their isnt much they can do with the limited space. Overall very happy with the visit and would recommend to anyone."
The price is £264
includes taxes & fees
8 Jul - 9 Jul
House near down town Salem

3-bedroom luxury townhome in charming Boston with WiFi, AC and private parking

4.0 out of 10, (3)
"unclean, uninviting"
The price is £410
includes taxes & fees
21 Jul - 22 Jul
3-bedroom luxury townhome in charming Boston with WiFi, AC and private parking

Terrific vacation house only 4.5 miles away from downtown Boston

10.0 out of 10, Exceptional, (42)
"Our host went out of his way to help us in every way Great location for all conveniences."
The price is £584
includes taxes & fees
5 Jul - 6 Jul
Terrific vacation house only 4.5 miles away from downtown Boston

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

9.0 out of 10, Wonderful, (35)
"Great stay, communication was amazing "
The price is £312
includes taxes & fees
9 Jul - 10 Jul
2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

9.6 out of 10, Exceptional, (121)
"We stayed here for four days. It’s very clean nice beautiful place."
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

Spectacular Ocean Sunsets I Pet Friendly

Spectacular Ocean Sunsets I Pet Friendly

3BR1.5BA Retreat - Near Airport

10.0 out of 10, Exceptional, (11)
"Group of friends stayed at this location. The neighborhood is safe and quiet. Plenty of space for our group."
3BR1.5BA Retreat - Near Airport

Spacious, New Renovation | Near T

10.0 out of 10, Exceptional, (6)
"The house was very nice, clean and comfortable. Had all the supplies we needed plus more included. Check-in and check-out were both super smooth. The host was very responsive. Overall great stay!"
Spacious, New Renovation | 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.
Save an average of 15% on thousands of hotels when you're signed in