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

Holiday Rentals in Westwood

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Westwood holiday 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 €232
includes taxes & fees
14 Nov - 15 Nov
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, (1,341 reviews)
"Great place. Friendly staff and comfortable rooms. We always stay at crescent when visiting Boston"
United States
Michael
The price is €152
includes taxes & fees
2 Nov - 3 Nov
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 €192
includes taxes & fees
15 Nov - 16 Nov
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 €232
includes taxes & fees
2 Nov - 3 Nov
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, (769 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is €217
includes taxes & fees
29 Nov - 30 Nov
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, (350 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is €183
includes taxes & fees
1 Dec - 2 Dec
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, (215 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 €231
includes taxes & fees
22 Nov - 23 Nov
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, (388 reviews)
"Good place to stay."
United States
Jaetaek
The price is €134
includes taxes & fees
9 Nov - 10 Nov
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 €455
includes taxes & fees
4 Nov - 5 Nov
🎖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 €278
includes taxes & fees
2 Nov - 3 Nov
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, (97 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 €186
includes taxes & fees
9 Nov - 10 Nov
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 €193
includes taxes & fees
15 Nov - 16 Nov
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 €149
includes taxes & fees
1 Dec - 2 Dec
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, (470 reviews)
"Great location!"
United States
Mario Quezada
The price is €193
includes taxes & fees
1 Dec - 2 Dec
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 €184
includes taxes & fees
2 Nov - 3 Nov
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 €199
includes taxes & fees
9 Nov - 10 Nov
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, (345 reviews)
"Great location, very comfortable apartment, great facilities, everyone was friendly and helpful!!!"
United States
antonio
The price is €266
includes taxes & fees
9 Nov - 10 Nov
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 €234
includes taxes & fees
9 Nov - 10 Nov
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 €235
includes taxes & fees
24 Nov - 25 Nov
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

Hilton Boston Park Plaza

Hilton Boston Park Plaza

8/10 Good
"The location of the Hilton is great, walkable to just about everything we wanted to do. Beautiful combination of historic and modern decor in the lobby and restaurant/bar. excellent made to order breakfast and big selection on breakfast buffet. The rooms themselves are small. The wicked small classification for a room did not lie. Bathrooms are tiny. Generally, it was a good stay, but would probably look elsewhere for the price we paid."
Kristopher 4-night trip
Posted less than an hour ago
Hilton Boston Park Plaza

Find out more about Westwood

Everything you need to know about Westwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Westwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westwood holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Westwood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westwood. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westwood holiday rentals we have selected for you start as low as €134 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westwood rentals

At Expedia, we put the best Westwood holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Westwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westwood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

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

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking: This holiday home rental outside of Westwood has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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.