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

Westwood Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Westwood vacation rentals

A spacious living area with a large sectional sofa, a glass coffee table, and a view of the outdoors through large windows.

1. 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, (8 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 ￥28,361
￥39,775 total
includes taxes & fees
Nov 14 - Nov 15
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

2. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,342 reviews)
"Great place. Friendly staff and comfortable rooms. We always stay at crescent when visiting Boston"
United States
Michael
The price is ￥20,850
￥23,289 total
includes taxes & fees
Dec 3 - Dec 4
Crescent Suites Hotel
A gazebo with a stone barbecue grill and a table with chairs.

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, (73 reviews)
"Our stay was exactly what we needed while vacationing in Boston. Our host was gracious enough to even let us check in early. We had a ton of space and the beds were very comfortable. Would definitely stay again!"
United States
Cortney
The price is ￥21,743
￥33,439 total
includes taxes & fees
Nov 9 - Nov 10
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

4. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (42 reviews)
"Charming historic building with modern room interiors and amenities, high quality linens/towels, and an easy walk to BSO, Northeastern University, and shopping."
United States
Andrew
The price is ￥22,689
￥46,003 total
includes taxes & fees
Nov 3 - Nov 4
The Chester Hotel
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

5. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (770 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is ￥16,908
￥38,054 total
includes taxes & fees
Nov 22 - Nov 23
Global Luxury Suites Downtown Boston
A wooden hallway with a patterned floor leading to a door.

6. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (351 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is ￥16,166
￥32,136 total
includes taxes & fees
Dec 1 - Dec 2
Maverick Suites at 89 Marion
A row of brick buildings with storefronts, including a bakery and a liquor store.

7. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.4 out of 10, Very good, (216 reviews)
"It was a great location right in a little neighborhood with shops and restaurants. There are two subway stations within a 5 minute walk which made getting to the T very easy. The room was perfect for us!"
United States
David
The price is ￥22,689
￥40,570 total
includes taxes & fees
Nov 22 - Nov 23
Maverick Suites at 245 Newbury St
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

8. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (389 reviews)
"Good place to stay."
United States
Jaetaek
The price is ￥13,330
￥23,473 total
includes taxes & fees
Nov 9 - Nov 10
Premier Suites - Bay Village
A modern kitchen with white cabinetry, stainless steel appliances, a large island with bar stools, pendant lighting, and a view of the outdoors through a window.

9. 🎖The Ashmont Suite - Close to Subway + Downtown🎖

🎖The Ashmont Suite - Close to Subway + Downtown🎖
Dorchester
10.0 out of 10, Exceptional, (62 reviews)
"We had a great visit and the house gave us everything we needed for a comfortable stay. The rooms were nicely furnished and the bedrooms were spacious. The location was convenient for accessing the bus and the subway. The host was very friendly and responsive. We hope to visit again!"
United States
Christina B.
The price is ￥36,727
￥78,986 total
includes taxes & fees
Nov 4 - Nov 5
🎖The Ashmont Suite - Close to Subway + Downtown🎖
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

10. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (37 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
The price is ￥25,241
￥48,938 total
includes taxes & fees
Nov 9 - Nov 10
The Concord Hotel
An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

11. 🎖The Boiler Room - Close to Subway & Downtown🎖

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (98 reviews)
"Great location to explore Boston. Nice quiet historic neighborhood. Room is large and well furnished."
United States
brian b.
🎖The Boiler Room - Close to Subway & Downtown🎖
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

12. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
8.0 out of 10, Very good, (162 reviews)
"Great property in a great location. Tons of food options nearby. Walking distance to Target and Whole Foods. Easy access to the Blue line. The neighborhood was quiet and clean. Boston common is just a block away. Definitely would stay again and highly recommend."
United States
TommyWallace
The price is ￥15,882
￥32,746 total
includes taxes & fees
Nov 9 - Nov 10
Maverick Suites at 40 Temple St
A brick building with a black front door, a staircase, and a well-maintained garden.

13. Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.6 out of 10, Excellent, (39 reviews)
"Great spot to stay when visiting Fenway."
United States
Jay G.
The price is ￥15,126
￥32,718 total
includes taxes & fees
Nov 16 - Nov 17
Free Parking at 1 Bed Basement Apt, Near BU & MIT
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

14. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (543 reviews)
"We will definitely stay here again!"
United States
James
The price is ￥14,180
￥26,261 total
includes taxes & fees
Dec 1 - Dec 2
Temple Place Suites
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

15. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (472 reviews)
"Great location!"
United States
Mario Quezada
The price is ￥16,166
￥33,977 total
includes taxes & fees
Dec 1 - Dec 2
Maverick Suites at 28 Fenway
A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

16. Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (11 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
The price is ￥20,483
￥32,032 total
includes taxes & fees
Nov 3 - Nov 4
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
A white table with a vase of white orchids, a white chair, and a view of a cityscape through a window with a black frame.

17. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (186 reviews)
"Very well located. Close to two subways and Copeland Square."
Canada
Lorne
The price is ￥16,166
￥33,071 total
includes taxes & fees
Dec 1 - Dec 2
Maverick Suites at 400 Columbus Ave
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

18. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (346 reviews)
"Great location, very comfortable apartment, great facilities, everyone was friendly and helpful!!!"
United States
antonio
The price is ￥28,361
￥46,782 total
includes taxes & fees
Nov 9 - Nov 10
Kasa Boston at Fenway
A living room with a fireplace, a television mounted above it, a dining area with a table and chairs, and a large window providing natural light.

19. Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
9.0 out of 10, Wonderful, (2 reviews)
"Was an amazing stay!"
United States
mariia
The price is ￥14,968
￥40,433 total
includes taxes & fees
Nov 9 - Nov 10
Beautiful 1BR near Fenway Park + Kenmore!
A living room with a fireplace, a dining table, a sofa, and large windows.

20. Charming 1 Bedroom | Newbury Street

Charming 1 Bedroom | Newbury Street
Back Bay
10.0 out of 10, Exceptional, (1 review)
"There are a few stairs to climb to get to the condo so just be prepared. It's in a great location. Easy to get to bars, shopping, restaurants etc."
United States
Lynette B.
The price is ￥15,717
￥41,314 total
includes taxes & fees
Nov 24 - Nov 25
Charming 1 Bedroom | Newbury Street
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

Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

10/10 Excellent
"Nice location near downtown boston, reasonable and convenient parking too. Nice rooms and staff."
Howard 1-night trip
Posted 1 hour ago
Four Points by Sheraton Boston Newton

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
  • Use the map to find apartments and other holiday homes in the Westwood neighbourhood you prefer
  • 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 vacation rentals in Westwood?

Yes, we give you a choice of vacation rentals close to the most popular attractions in Westwood, or you can select a more remote 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.

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

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking: Visitors like this Westwood vacation home rental. It has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in Westwood?

With 5 Expedia vacation rentals, you're sure 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 like Gillette Stadium and Fenway Park.

What are vacation rentals like in Westwood?

Vacation rentals are private properties you can stay in for a few days or a quick weekend in Westwood. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family gatherings.