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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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, (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 CA $285
CA $414 total
includes taxes & fees
Nov 1 - Nov 2
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
A gazebo with a stone barbecue grill and a table with chairs.

2. 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 CA $197
CA $331 total
includes taxes & fees
Oct 28 - Oct 29
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

3. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,302 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is CA $200
CA $223 total
includes taxes & fees
Nov 2 - Nov 3
Crescent Suites Hotel
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, (331 reviews)
"Orher than the elevator being out of order, LOVED the propert. Good location, clean, small in-room kitchen plus full'sized kitchen in each floor. Nice sitting area on every floor with games, etc. All the amenities you could need."
United States
cheryl
The price is CA $197
CA $348 total
includes taxes & fees
Oct 21 - Oct 22
Maverick Suites at 89 Marion
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

5. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (152 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 CA $268
CA $440 total
includes taxes & fees
Oct 26 - Oct 27
Maverick Suites at 40 Temple St
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

6. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (493 reviews)
"Clean, good location, all what I need for short stay"
United States
Julia
The price is CA $137
CA $248 total
includes taxes & fees
Nov 2 - Nov 3
Temple Place Suites
An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

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

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (94 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 CA $141
CA $467 total
includes taxes & fees
Oct 18 - Oct 19
🎖The Boiler Room - Close to Subway & Downtown🎖
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

8. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (435 reviews)
"Comfortable room, walkable area, beautiful park across the road, and easy to work with."
United States
Amber
The price is CA $191
CA $359 total
includes taxes & fees
Nov 1 - Nov 2
Maverick Suites at 28 Fenway
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

9. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (359 reviews)
"Great spot, Clean, quiet, and convenient. Perfect no frills, no hassle spot in Boston. And very reasonably priced these days!"
United States
Ed
The price is CA $147
CA $243 total
includes taxes & fees
Nov 2 - Nov 3
Premier Suites - Bay Village
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
7.4 out of 10, Good, (26 reviews)
"Cute space! Wasn’t too difficult navigating Boston from this location."
United States
Rebecca
The price is CA $320
CA $548 total
includes taxes & fees
Oct 27 - Oct 28
The Concord Hotel
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

11. Stunning Back Bay Studio Apartment

Stunning Back Bay Studio Apartment
Back Bay
8.8 out of 10, Excellent, (18 reviews)
"Cute place with a great location and responsive communication from the host. Would stay here again!"
United States
Lisa
The price is CA $133
CA $347 total
includes taxes & fees
Nov 4 - Nov 5
Stunning Back Bay Studio Apartment
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

12. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (40 reviews)
"Location was very loud but thank God for earplugs. It was very clean but very old. Very expensive for such a location and room. I always believe in paying for what u get but I paid a lot for 3 nights."
United States
Luda
The price is CA $327
CA $557 total
includes taxes & fees
Oct 14 - Oct 15
The Chester Hotel
A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

13. 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, (10 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
The price is CA $210
CA $344 total
includes taxes & fees
Oct 26 - Oct 27
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

14. Stellar South End Studio

Stellar South End Studio
Back Bay
9.2 out of 10, Wonderful, (5 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
The price is CA $187
CA $424 total
includes taxes & fees
Oct 27 - Oct 28
Stellar South End Studio
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

15. Modern Studio | South End

Modern Studio | South End
Back Bay
"The location was PERFECT! Very walkable, safe and close to the subway. Exceptional communication! We will chose to stay here again when in Boston."
United States
Lori
The price is CA $133
CA $329 total
includes taxes & fees
Nov 1 - Nov 2
Modern Studio | South End
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

16. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (324 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 CA $333
CA $511 total
includes taxes & fees
Nov 1 - Nov 2
Kasa Boston at Fenway
A brick building with a black front door, a staircase, and a well-maintained garden.

17. 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, (37 reviews)
"Friendly hosts"
United States
Jan
The price is CA $184
CA $375 total
includes taxes & fees
Oct 14 - Oct 15
Free Parking at 1 Bed Basement Apt, Near BU & MIT
A bedroom with a bed, a chair, a desk, a radiator, and a ceiling fan.

18. Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
Fenway–Kenmore
8.6 out of 10, Excellent, (16 reviews)
"Welcoming host, very responsive"
United States
Matthew G.
The price is CA $174
CA $462 total
includes taxes & fees
Oct 12 - Oct 13
Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
A modern hotel room with a bed, a desk, a sofa, and a dining area.

19. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (240 reviews)
"Great location if you go to the BCH"
Mexico
Ana
The price is CA $325
CA $620 total
includes taxes & fees
Oct 13 - Oct 14
Charlesgate Suites
A wooden front door with a glass panel and the number 383.

20. FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383

FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383
Quincy
9.8 out of 10, Exceptional, (53 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 CA $196
CA $485 total
includes taxes & fees
Oct 7 - Oct 8
FREE Parking & Bright 3BR Boston Townhouse Near Transit • 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

citizenM Boston Back Bay

citizenM Boston Back Bay

10/10 Excellent
"Clean, close to restaurants and shops. Friendly and helpful staff. Great stay."
Mylane 3-night trip
Posted less than an hour ago
citizenM Boston Back Bay

Find out more about Westwood

Everything you need to know about Westwood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Westwood vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Westwood vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westwood vacation rentals we have selected for you start as low as CA $223 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 vacation 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 vacation.

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 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.