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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Browse Select Boston Holiday Homes

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

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

9.8 out of 10, Exceptional, (169)
"So much better than staying at a hotel and separating our group of seven. Awesome stay, 10 out of 10 recommend"
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
Leslie's Retreat: Spacious home ideally located to everything
Interior

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (239)
"If you are ever in need of a decent sized house for extended family during graduation (ours was at Endicott) this is the place! Convenient, Clean and so many beds to accommodate everyone comfortably (including our dog). It was great… thank you!"
Leslie's Retreat: Spacious home ideally located to everything
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Interior

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

9.6 out of 10, Exceptional, (127)
"We stayed here for four days. It’s very clean nice beautiful place."
The price is £336
includes taxes & fees
15 Sept - 16 Sept
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Spacious 6 bedroom 4.5 bath house in charming Marblehead & close to the ocean
Interior

Spacious 6 bedroom 4.5 bath house in charming Marblehead & close to the ocean

9.4 out of 10, Exceptional, (10)
The price is £626
includes taxes & fees
24 Aug - 25 Aug
Spacious 6 bedroom 4.5 bath house in charming Marblehead & close to the ocean
Charming 3-bedroom house in the HEART of SALEM!
Fridge, microwave, oven, stovetop

Charming 3-bedroom house in the HEART of SALEM!

10.0 out of 10, Exceptional, (2)
"The house was clean and beautiful and easily fit 6 people. The house was in walking distance from all attractions and restaurants on Essex Street. I would recommend this house and would stay there again."
Charming 3-bedroom house in the HEART of SALEM!
House near down town Salem
Exterior

House near down town Salem

9.6 out of 10, Exceptional, (50)
"Had a weekend getaway with my mom and sister for Mothers Day and this was the perfect spot to stay! It was a quick walk across the bridge to get to downtown Salem and all of the shops and museums. Owners were super helpful and responsive, and the house was clean and beautiful. It was nice and quiet and we felt so safe the whole time. Would definitely rebook if we return to the area!! "
The price is £328
includes taxes & fees
18 Aug - 19 Aug
House near down town Salem
Entire Lower Level of the House, Across From The Beach
Beach

Entire Lower Level of the House, Across From The Beach

9.8 out of 10, Exceptional, (17)
"Loved getting to visit the beach and the short drive to Salem!"
The price is £280
includes taxes & fees
10 Sept - 11 Sept
Entire Lower Level of the House, Across From The Beach
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (65)
"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
Clean, Contemporary Escape Near T
TV, offices

Clean, Contemporary Escape Near T

8.6 out of 10, Excellent, (7)
"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
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy
Smart TV, video games, computer monitors, printers

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

9.8 out of 10, Exceptional, (64)
"The property is a great place for a family to stay. Plenty of room, well stocked kitchen, a great location in Boston. Highly recommend! "
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy
The Bungalow @ Elm is located in the heart of Old Town Marblehead, MA.
Interior

The Bungalow @ Elm is located in the heart of Old Town Marblehead, MA.

9.8 out of 10, Exceptional, (37)
"Was a great spot for my spouse and I to visit again. We look forward to visiting this spot next year! "
The Bungalow @ Elm is located in the heart of Old Town Marblehead, MA.
Spacious 3-bedroom house with WiFi, AC in Cambridge- walk to Harvard/MIT+parking
Fridge, microwave, oven, stovetop

Spacious 3-bedroom house with WiFi, AC in Cambridge- walk to Harvard/MIT+parking

Spacious 3-bedroom house with WiFi, AC in Cambridge- walk to Harvard/MIT+parking
Lake Access 4 Bed 3 Full Bath
Fridge, microwave, oven, stovetop

Lake Access 4 Bed 3 Full Bath

10.0 out of 10, Exceptional, (19)
"What a great place to cook dinner and have a night with the girls! "
The price is £751
includes taxes & fees
25 Aug - 26 Aug
Lake Access 4 Bed 3 Full Bath
Charming 3-bedroom townhome in Marblehead 3 miles to Salem 14 miles to airport
Smart TV, books

Charming 3-bedroom townhome in Marblehead 3 miles to Salem 14 miles to airport

10.0 out of 10, Exceptional, (6)
"Nice neighborhood. Placed clean and cozy. Big kitchen area for hanging out. "
Charming 3-bedroom townhome in Marblehead 3 miles to Salem 14 miles to airport
Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location
Exterior detail

Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location

8.8 out of 10, Excellent, (29)
"Excellent property; easy to work with owners."
The price is £401
includes taxes & fees
18 Aug - 19 Aug
Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location
Charming 2 bedroom house 5 miles from Logan Airport/ Boston. Walking to train.
3 bedrooms, desk, iron/ironing board, WiFi

Charming 2 bedroom house 5 miles from Logan Airport/ Boston. Walking to train.

2.0 star property
9.8 out of 10, Exceptional, (6)
"Lived the location and light!!Thanks!!"
Charming 2 bedroom house 5 miles from Logan Airport/ Boston. Walking to train.
Boston's Best Vacation Home
Exterior

Boston's Best Vacation Home

9.8 out of 10, Exceptional, (58)
"Great location easy to get to all of Boston, clean and well maintained, large kitchen and living room. Enjoyed our stay"
Boston's Best Vacation Home
CityScape: Urban Convenience Meets Affordability in this Modern City Living in the Heart of Chelsea!
Fishing

CityScape: Urban Convenience Meets Affordability in this Modern City Living in the Heart of Chelsea!

2.0 star property
9.4 out of 10, Exceptional, (26)
"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!"
The price is £403
includes taxes & fees
14 Sept - 15 Sept
CityScape: Urban Convenience Meets Affordability in this Modern City Living in the Heart of Chelsea!
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Marina

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

9.4 out of 10, Exceptional, (86)
"Easy and fast communication with host, was a great stay."
The price is £553
includes taxes & fees
18 Aug - 19 Aug
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Seaside Sanctuary in Historic Marblehead
Marina

Seaside Sanctuary in Historic Marblehead

Seaside Sanctuary in Historic Marblehead
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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Top Boston Hotel Reviews

Seaport Hotel Boston

Seaport Hotel Boston

10/10 Excellent
"This hotel is situated in the Seaport District. It’s absolutely beautiful - friendliness of staff. Safe "
Katherine 3-night trip
Posted 8 hours ago
Seaport Hotel Boston