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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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, (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 AU$498
includes taxes & fees
15 Oct - 16 Oct
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, (1,294 reviews)
"The full kitchen is amazing. The laundry soap provided was a nice surprise! It’s clean, quiet and gives a home like feeling for a hotel."
United States
Mrs. Andrea
The price is AU$249
includes taxes & fees
11 Oct - 12 Oct
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, (70 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 AU$333
includes taxes & fees
20 Oct - 21 Oct
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
A wooden hallway with a patterned floor leading to a door.

4. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (321 reviews)
"Room was clean, neat area."
United States
Keir
The price is AU$322
includes taxes & fees
30 Sept - 1 Oct
Maverick Suites at 89 Marion
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

5. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (320 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 AU$588
includes taxes & fees
1 Oct - 2 Oct
Kasa Boston at Fenway
A row of brick buildings with storefronts, including a bakery and a liquor store.

6. 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, (205 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is AU$458
includes taxes & fees
1 Oct - 2 Oct
Maverick Suites at 245 Newbury St
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

7. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (352 reviews)
"Location is great"
United States
Eria
The price is AU$271
includes taxes & fees
30 Sept - 1 Oct
Premier Suites - Bay Village
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.

8. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (175 reviews)
"Well located"
United States
Evelyn
The price is AU$370
includes taxes & fees
30 Sept - 1 Oct
Maverick Suites at 400 Columbus Ave
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

9. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.6 out of 10, Good, (25 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 AU$482
includes taxes & fees
30 Sept - 1 Oct
The Concord Hotel
A modern hotel room with a bed, a desk, a sofa, and a dining area.

10. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (238 reviews)
"Great location if you go to the BCH"
Mexico
Ana
The price is AU$573
includes taxes & fees
30 Sept - 1 Oct
Charlesgate Suites
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

11. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (484 reviews)
"Clean, good location, all what I need for short stay"
United States
Julia
The price is AU$297
includes taxes & fees
29 Oct - 30 Oct
Temple Place Suites
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

12. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (430 reviews)
"Comfortable room, walkable area, beautiful park across the road, and easy to work with."
United States
Amber
The price is AU$438
includes taxes & fees
14 Oct - 15 Oct
Maverick Suites at 28 Fenway
An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

13. 🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖

🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
Dorchester
9.8 out of 10, Exceptional, (124 reviews)
"Lovely full apartment with a great location. Our host was highly responsive, the property was clean, quiet, and perfectly well appointed. This is a perfect location to catch the T and explore all of Boston from."
United States
Elizabeth F.
The price is AU$645
includes taxes & fees
30 Sept - 1 Oct
🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

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 AU$450
includes taxes & fees
30 Sept - 1 Oct
The Chester Hotel
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

15. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (753 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is AU$646
includes taxes & fees
4 Oct - 5 Oct
Global Luxury Suites Downtown Boston
An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

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

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (92 reviews)
"Honestly, the Boiler Room is even bigger than it looks in the pictures and is so perfectly curated! We LOVED our stay and if I ever get the opportunity to come back to Boaton, I will be staying here!"
United States
Katie C.
The price is AU$465
includes taxes & fees
18 Oct - 19 Oct
🎖The Boiler Room - Close to Subway & Downtown🎖
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

17. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (150 reviews)
"There only a few things I require from a hotel. Hotel Maverick Suites at 40 are clean, quiet and reasonably priced. I enjoyed my stay there immensely. A bonus was their convenient location."
United States
Jerrold
The price is AU$440
includes taxes & fees
4 Oct - 5 Oct
Maverick Suites at 40 Temple St
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

18. New Built & Modern 3BR Boston w/ Parking, Pet Friendly near Franklin Park 602

New Built & Modern 3BR Boston w/ Parking, Pet Friendly near Franklin Park 602
Mattapan
9.4 out of 10, Exceptional, (28 reviews)
"Fantastic experience! Clean and tidy upon arrival! Great communication and excellent to work with! We loved the location and would book again if we ever return to Boston! "
United States
Jessica D.
The price is AU$477
includes taxes & fees
30 Sept - 1 Oct
New Built & Modern 3BR Boston w/ Parking, Pet Friendly near Franklin Park 602
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

19. 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, (668 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
The price is AU$935
includes taxes & fees
4 Oct - 5 Oct
Marriott Vacation Club® at Custom House, Boston
A wooden front door with a glass panel and the number 383.

20. Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
Quincy
9.8 out of 10, Exceptional, (52 reviews)
"Very cute property that was very clean, the host was extreme nice with great knowledge of the area and a prefect parking map!"
United States
Alicia R.
The price is AU$549
includes taxes & fees
4 Oct - 5 Oct
Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
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 Parker House

Omni Parker House

10/10 Excellent
"We enjoyed the breakfast buffet it had a wonderful selection to chose from. The location was very convenient for shopping and walking, the hotel its self was beautifully designed with lots of history in it."
Leondra 1-night trip
Posted less than an hour ago
Omni Parker House

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, 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 favourite 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 depend 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 AU$249 per night. Entering your travel dates in the search wizard might find you 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.