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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Westwood holiday rentals

Terrace/patio

1. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,273 reviews)
"Great location, close to restaurants and stores. Beautiful rooms. Close enought to Boston without all the traffic. Close to Mass Pike."
United States
Mark
The price is S$218
includes taxes & fees
20 Sept - 21 Sept
Crescent Suites Hotel
Lobby

2. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (317 reviews)
"Excellent property upscale amenities full kitchen perfect in every way and my room was only a studio I’ll definitely be back next time to try a larger room just to see what they’re like"
United States
Dirk
The price is S$205
includes taxes & fees
20 Sept - 21 Sept
Kasa Boston at Fenway
Interior entrance

3. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (312 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 S$290
includes taxes & fees
20 Sept - 21 Sept
Maverick Suites at 89 Marion
Exterior

4. 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, (203 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is S$298
includes taxes & fees
20 Sept - 21 Sept
Maverick Suites at 245 Newbury St
42-inch TV with satellite channels

5. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (172 reviews)
"Well located"
United States
Evelyn
The price is S$331
includes taxes & fees
20 Sept - 21 Sept
Maverick Suites at 400 Columbus Ave
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, (473 reviews)
"Clean, good location, all what I need for short stay"
United States
Julia
The price is S$240
includes taxes & fees
20 Sept - 21 Sept
Temple Place Suites
Iron/ironing board, free WiFi, bed sheets

7. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (344 reviews)
"Location is great"
United States
Eria
The price is S$235
includes taxes & fees
20 Sept - 21 Sept
Premier Suites - Bay Village
Iron/ironing board, free WiFi

8. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.6 out of 10, Good, (23 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 S$441
includes taxes & fees
20 Sept - 21 Sept
The Concord Hotel
Lobby lounge

9. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (745 reviews)
"Friendly sat at Front and the property is very nice it was useful for a quick work trip. Easy to get around well lit and maintained"
United States
Christopher
The price is S$601
includes taxes & fees
21 Sept - 22 Sept
Global Luxury Suites Downtown Boston
Front of property

10. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (424 reviews)
"Comfortable room, walkable area, beautiful park across the road, and easy to work with."
United States
Amber
The price is S$387
includes taxes & fees
20 Sept - 21 Sept
Maverick Suites at 28 Fenway
Front of property

11. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (146 reviews)
"Worth the stay"
Canada
Akansha
The price is S$381
includes taxes & fees
20 Sept - 21 Sept
Maverick Suites at 40 Temple St
Rooftop terrace

12. 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, (666 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
The price is S$722
includes taxes & fees
20 Sept - 21 Sept
Marriott Vacation Club® at Custom House, Boston
Premium bedding, desk, iron/ironing board, free WiFi

13. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (236 reviews)
"Great location if you go to the BCH"
Mexico
Ana
The price is S$518
includes taxes & fees
21 Sept - 22 Sept
Charlesgate Suites
Living area

14. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (38 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is S$446
includes taxes & fees
20 Sept - 21 Sept
The Chester Hotel
Egyptian cotton sheets, premium bedding, down duvets, memory-foam beds

15. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (22 reviews)
"Great location, close to the T line, grocery store nearby. Clean, quiet and very comfortable accommodations, especially the best bed I’ve slept in at a rental location. Had everything we needed, looking forward to coming back!"
United States
Lori
The price is S$765
includes taxes & fees
20 Sept - 21 Sept
Symple Live
30-inch flat-screen TV with satellite channels, TV

16. Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
8.0 out of 10, Very good, (87 reviews)
"It was very close to stores to go shopping and amazing spot to get last minute reservations for dinner"
United States
Talyciah
The price is S$325
includes taxes & fees
28 Sept - 29 Sept
Maverick Suites at 402 Columbus Ave
Living area

17. The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (40 reviews)
"This place is absolutely stunning I would definitely book again. "
United States
Klaudia
The price is S$948
includes taxes & fees
29 Sept - 30 Sept
The Monty Boston
Interior

18. Boston Duplex w/ Foosball Table: 11 Mi to Downtown

Boston Duplex w/ Foosball Table: 11 Mi to Downtown
3.0 star property
Hyde Park
The price is S$669
includes taxes & fees
22 Sept - 23 Sept
Boston Duplex w/ Foosball Table: 11 Mi to Downtown
Indoor pool, pool umbrellas, pool loungers

19. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (210 reviews)
"Cozy, comfy and cute✨. Would def rent again❤️"
United States
Erica
The price is S$530
includes taxes & fees
20 Sept - 21 Sept
Global Luxury Suites East Boston
Interior

20. Gillette Soccer Event HQ < 1 Mi to Patriot Place!

Gillette Soccer Event HQ < 1 Mi to Patriot Place!
3.0 star property
Foxborough
The price is S$1,670
includes taxes & fees
22 Sept - 23 Sept
Gillette Soccer Event HQ < 1 Mi to Patriot Place!
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

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

8/10 Good
"Room was clean and modern but small, nice the TV can connect with Google screen cast, nice to have water refill in hallway. Beautiful views! Very expensive especially during convention. Door doesn’t seal well and thankfully not a lot of hall noise as can really hear it. They added $700 pending charges to possibly cover room charges, didn’t like that ($200 fees were understood)."
Sheri Lynn 5-night trip
Posted less than an hour ago
Omni Boston Hotel at the Seaport

Frequently asked questions

Can I find holiday rentals in Westwood?

Yes, there are holiday rentals close to the most popular sights in Westwood, or you can select a more secluded option if you're looking for a relaxing stay. Westwood is known for its restaurants and shopping. Make sure you have time to check out the monuments and sporting events during your trip.

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 The Skating Club of Boston, 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.