A white church with a steeple and green shutters, surrounded by trees and a clear blue sky.

Westwood Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Westwood holiday rentals

Interior

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

Easy access! 1br, 5 min walk to T train, easy access to Highway
Westwood
9.2 out of 10, Wonderful, (17 reviews)
"Great location. Clean and private."
United States
Eric B.
The price is HK$1,030
HK$2,210 total
includes taxes & fees
30 Aug - 31 Aug
Easy access! 1br, 5 min walk to T train, easy access to Highway
Exterior

2. 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 HK$1,231
HK$1,874 total
includes taxes & fees
20 Sept - 21 Sept
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Property grounds

3. Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Dedham
9.0 out of 10, Wonderful, (67 reviews)
"Great stay! Highly recommend! "
United States
Valeria M.
The price is HK$1,254
HK$2,040 total
includes taxes & fees
4 Sept - 5 Sept
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Iron/ironing board, free WiFi, bed sheets

4. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (331 reviews)
"Lovely apartment and great stay. Location is very good with lots to do around"
United States
Obianuju
The price is HK$769
HK$1,289 total
includes taxes & fees
27 Aug - 28 Aug
Premier Suites - Bay Village
Lobby

5. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (309 reviews)
"Amazing location we loved it"
United States
MARLYN
The price is HK$882
HK$1,825 total
includes taxes & fees
27 Aug - 28 Aug
Kasa Boston at Fenway
Desk, iron/ironing board, free WiFi, bed sheets

6. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (452 reviews)
"Great location so close to everything"
United States
Hunter
The price is HK$762
HK$1,371 total
includes taxes & fees
27 Aug - 28 Aug
Temple Place Suites
Iron/ironing board, free WiFi

7. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.6 out of 10, Good, (17 reviews)
"Great room! Cool place to stay. We walked everywhere and stuff was close by. Woud stay here again"
United States
Cotie
The price is HK$1,291
HK$2,475 total
includes taxes & fees
27 Aug - 28 Aug
The Concord Hotel
Terrace/patio

8. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,258 reviews)
"The hotel was conveniently located with lots of good dining options nearby. The room was very clean, quiet and comfortable ."
United States
CHRISTINE
The price is HK$1,263
HK$1,410 total
includes taxes & fees
28 Aug - 29 Aug
Crescent Suites Hotel
42-inch TV with satellite channels

9. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (168 reviews)
"Well located"
United States
Evelyn
The price is HK$1,157
HK$2,051 total
includes taxes & fees
27 Aug - 28 Aug
Maverick Suites at 400 Columbus Ave
2 bedrooms, desk, WiFi

10. Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway

Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway
Fenway–Kenmore
9.8 out of 10, Exceptional, (9 reviews)
The price is HK$1,097
HK$2,636 total
includes taxes & fees
28 Aug - 29 Aug
Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway
Living area

11. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (37 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is HK$1,467
HK$2,678 total
includes taxes & fees
8 Sept - 9 Sept
The Chester Hotel
Exterior

12. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very good, (201 reviews)
"Great location, really cool place!"
United States
lane
The price is HK$1,171
HK$2,067 total
includes taxes & fees
31 Aug - 1 Sept
Maverick Suites at 245 Newbury St
Front of property

13. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (410 reviews)
"Easy to move-in, location is good for traveler. The shower room not that clean, some hair from previous guests, just clean it can be manage by guest."
Taiwan
LICHIEH
The price is HK$1,184
HK$2,126 total
includes taxes & fees
27 Aug - 28 Aug
Maverick Suites at 28 Fenway
Front of property

14. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (142 reviews)
"Worth the stay"
Canada
Akansha
The price is HK$1,100
HK$1,986 total
includes taxes & fees
27 Aug - 28 Aug
Maverick Suites at 40 Temple St
Exterior

15. Sleek Studio Apartment in the South End

Sleek Studio Apartment in the South End
Back Bay
9.6 out of 10, Exceptional, (5 reviews)
"A little issue getting in with the door code operation but otherwise great"
United States
Unspecified U.
The price is HK$972
HK$2,258 total
includes taxes & fees
3 Sept - 4 Sept
Sleek Studio Apartment in the South End
Premium bedding, desk, iron/ironing board, free WiFi

16. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (228 reviews)
"Kitchen is excellent and rooms excellent"
United States
AKIN
The price is HK$1,411
HK$2,973 total
includes taxes & fees
7 Sept - 8 Sept
Charlesgate Suites
Exterior

17. Stylish Back Bay Retreat, Steps from Prudential

Stylish Back Bay Retreat, Steps from Prudential
Back Bay
9.0 out of 10, Wonderful, (15 reviews)
"The communication with the host was very easy. Great location!"
Canada
Josee
The price is HK$956
HK$2,336 total
includes taxes & fees
31 Aug - 1 Sept
Stylish Back Bay Retreat, Steps from Prudential
Rooftop terrace

18. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (660 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
The price is HK$2,059
HK$2,366 total
includes taxes & fees
30 Aug - 31 Aug
Marriott Vacation Club® at Custom House, Boston
Interior entrance

19. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (310 reviews)
"Stayed in the economy suite, very suitable for a couple! Very clean room and I have never had an easier check-in process!!"
United States
Paula
The price is HK$1,037
HK$1,859 total
includes taxes & fees
27 Aug - 28 Aug
Maverick Suites at 89 Marion
Exterior

20. Stellar South End Studio

Stellar South End Studio
Back Bay
9.0 out of 10, Wonderful, (4 reviews)
"This place is not fancy, but is clean and comfortable and exactly as advertised I had an issue with the WiFi and the host fixed it as soon as they could. I would definitely stay here again."
United States
Daniel
Stellar South End Studio
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 Westwood Hotel Reviews

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

10/10 Excellent
"always stay here, most value in Boston"
Daniel 1-night trip
Posted less than an hour ago
Club Quarters Hotel Faneuil Hall, Boston

Find out more about Westwood

Search for holiday rentals in Westwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Westwood using one of the methods below:

  • View our selection of featured holiday rentals in Westwood
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  • Enter your travel dates to view the best deals on holiday rentals in Westwood while they last

Look no further and take a look at our great range of rental properties in Westwood!

Frequently asked questions

Can I find holiday rentals in Westwood?

Yes, we have holiday rentals where you'll be just 13.4 mi (21.6 km) from New England Aquarium, giving you a more secluded option to escape the hustle and bustle. Westwood is known for its restaurants and shopping. Make sure you have time to check out the monuments and sporting events during your trip.

What are some of the best holiday rentals that Westwood has to offer?

Boston's Best Vacation Home : This holiday home rental outside of Westwood is equipped with a fireplace, air conditioning and laundry facilities to help you feel comfortable during your stay.

How many holiday rentals will I find in Westwood?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Westwood stay.

What can I see and do in Westwood?

Explore the area and family-friendly sights such as New England Aquarium, or get out into nature at a spot like Charles River. While in the area, you can also visit popular places such as Gillette Stadium and Fenway Park.

What are holiday rentals like in Westwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Westwood. Holiday rentals offer amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip.