A roundabout with a stone tower, autumn trees, and residential houses.

Search Vacation Homes in Weston

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Weston vacation homes

Private kitchen

1. totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.4 out of 10, Exceptional, (15 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
The price is ￥27,608
￥50,296 total
includes taxes & fees
Sep 20 - Sep 21
totally remodeled house with fitness room, close to Boston and Worcester
Living area

2. Cozy house close to Brandeis, Bentley, Moody St

Cozy house close to Brandeis, Bentley, Moody St
South Side
9.2 out of 10, Wonderful, (7 reviews)
"We enjoy our stayed at the place.it’s nice and clean."
United States
Gabriel C.
The price is ￥33,743
￥87,449 total
includes taxes & fees
Sep 9 - Sep 10
Cozy house close to Brandeis, Bentley, Moody St
Interior

3. The Harvard Room conveniently near BC & Harvard

The Harvard Room conveniently near BC & Harvard
Brighton
9.0 out of 10, Wonderful, (40 reviews)
"The stay here was perfect for my wife and me. It is close ( 0.5 miles) to the purple line, even closer (.2 miles) to a bus stop, and close to restaurants and a brewery (Notch).Note: Big Daddy's Pizza is very close.2 miles) and was superb!"
United States
Michael D.
The price is ￥18,960
￥37,762 total
includes taxes & fees
Sep 20 - Sep 21
The Harvard Room conveniently near BC & Harvard
Exterior

4. ✨Private Studio w/ Loft Center Historic Carlisle✨

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.4 out of 10, Exceptional, (36 reviews)
"Wonderful stay"
United States
Brent H.
The price is ￥16,109
￥28,433 total
includes taxes & fees
Sep 9 - Sep 10
✨Private Studio w/ Loft Center Historic Carlisle✨
Living area

5. Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking
Ward Two
9.8 out of 10, Exceptional, (17 reviews)
"We were in Boston to attend graduation. The location is perfect, in a quiet neighborhood yet still central and close to everything. T was readily accessible and just a few minutes walking. Onsite parking space was convenient. Check out was a breeze, hassle free, nothing extra for us to take care of. Great stay. "
United States
Elaine W.
The price is ￥36,029
￥73,648 total
includes taxes & fees
Sep 12 - Sep 13
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking
Private kitchen

6. Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.6 out of 10, Exceptional, (30 reviews)
"Perfect place to stay. Clean and has everything you need. Would recommend anyone to stay here. "
United States
Michelle M.
The price is ￥37,875
￥56,425 total
includes taxes & fees
Sep 20 - Sep 21
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Private kitchen

7. 3BR3Bth Entire House/Steps to Downtown & TD Garden

3BR3Bth Entire House/Steps to Downtown & TD Garden
North End
10.0 out of 10, Exceptional, (18 reviews)
"Wonderful place and close to everything!"
United States
Erin A.
The price is ￥33,296
￥83,459 total
includes taxes & fees
Sep 30 - Oct 1
3BR3Bth Entire House/Steps to Downtown & TD Garden
Private kitchen

8. Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
9.0 out of 10, Wonderful, (6 reviews)
"The apartment was perfect for our needs & the host communicated everything we needed without us needing to ask! Wonderful stay."
United States
Arwen D.
The price is ￥19,790
￥31,911 total
includes taxes & fees
Sep 15 - Sep 16
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Living area

9. Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Westwood
10.0 out of 10, Exceptional, (4 reviews)
"Easy-to-find location and charming accommodations. Everything was organized well and very clean. Would highly recommend this listing."
United States
Eva O.
The price is ￥23,595
￥35,957 total
includes taxes & fees
Sep 29 - Sep 30
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Living area

10. PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino

PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino
Everett
10.0 out of 10, Exceptional, (2 reviews)
"We went to a concert at TD Gardens and this place was perfect for 2 couples in close proximity!"
United States
Chelsea J.
The price is ￥30,608
￥54,438 total
includes taxes & fees
Sep 10 - Sep 11
PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino
Terrace/patio

11. Gorgeous Beacon Hills Studio next to State house

Gorgeous Beacon Hills Studio next to State house
Beacon Hill
9.6 out of 10, Exceptional, (37 reviews)
"Loved the private outdoor patio"
United States
Robin P.
The price is ￥28,996
￥55,837 total
includes taxes & fees
Sep 20 - Sep 21
Gorgeous Beacon Hills Studio next to State house
Private kitchen

12. Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
9.4 out of 10, Exceptional, (3 reviews)
"This is our second stay here and both times have been good. The house is quiet, even for it being on a well traveled road. "
United States
John W.
The price is ￥20,810
￥45,133 total
includes taxes & fees
Sep 22 - Sep 23
Charming 3-bedroom house in delightful Ashland for your getaway
Exterior

13. Cozy Large House close to TUFTS/Harvard/MIT 4BR

Cozy Large House close to TUFTS/Harvard/MIT 4BR
South Medford
9.8 out of 10, Exceptional, (11 reviews)
"Great location, lovely property"
United States
Jill S.
The price is ￥42,222
￥96,700 total
includes taxes & fees
Sep 11 - Sep 12
Cozy Large House close to TUFTS/Harvard/MIT 4BR
Private kitchen

14. Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston

Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
Framingham
10.0 out of 10, Exceptional, (5 reviews)
"The house was nice. The beds were very comfortable. The house was close to everything. Check-in and check-out process was easy."
United States
Christina S.
The price is ￥53,413
￥90,483 total
includes taxes & fees
Sep 14 - Sep 15
Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
Room

15. Eagles Landing - Logan Airport

Eagles Landing - Logan Airport
East Boston
10.0 out of 10, Exceptional, (1 review)
The price is ￥17,342
￥33,491 total
includes taxes & fees
Sep 13 - Sep 14
Eagles Landing - Logan Airport
Interior

16. Exclusive Summer Offer · Spacious 4BR Boston Stay w/ Parking & Pet-Friendly 37/2

Exclusive Summer Offer · Spacious 4BR Boston Stay w/ Parking & Pet-Friendly 37/2
Dorchester
10.0 out of 10, Exceptional, (1 review)
"Was clean and easy to get into. Good amount of parking and easy to contact host with questions!"
United States
Julie C.
The price is ￥22,799
￥59,696 total
includes taxes & fees
Sep 9 - Sep 10
Exclusive Summer Offer · Spacious 4BR Boston Stay w/ Parking & Pet-Friendly 37/2
Interior

17. Harvard Charm / Near Boston + New build

Harvard Charm / Near Boston + New build
Ward Two
The price is ￥22,475
￥65,595 total
includes taxes & fees
Sep 13 - Sep 14
Harvard Charm / Near Boston + New build
Living area

18. Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Wilmington
The price is ￥16,107
￥75,781 total
includes taxes & fees
Sep 9 - Sep 10
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Room

19. Cozy House close to TUFTS, Harvard, MIT 3BR

Cozy House close to TUFTS, Harvard, MIT 3BR
South Medford
9.6 out of 10, Exceptional, (15 reviews)
"Great stay and as advertised. Beds were very comfortable, unit was very clean, and ideal location for visiting Medford area!"
United States
Michael C.
The price is ￥38,152
￥89,703 total
includes taxes & fees
Sep 10 - Sep 11
Cozy House close to TUFTS, Harvard, MIT 3BR
Living area

20. Centrally located in the heart of Boston near T

Centrally located in the heart of Boston near T
Dorchester
9.4 out of 10, Exceptional, (30 reviews)
"Excellent stay! "
United States
Melissa R.
The price is ￥28,163
￥69,762 total
includes taxes & fees
Sep 9 - Sep 10
Centrally located in the heart of Boston 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Weston Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"This was the most ideal location to experience all of Boston's gems. Super value, very walkable to everything. Highly recommend."
Andrea 2-night trip
Posted less than an hour ago
Harborside Inn Of Boston

Find out more about Weston

Weston Vacation Homes information

Number of reviews
189
Accommodation
464 Vacation Homes
Lowest Price
￥28,433
Highest Price
￥96,700

Explore a world of travel with Expedia