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

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 AED 735
AED 1,067 total
includes taxes & fees
1 Nov - 2 Nov
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 AED 507
AED 853 total
includes taxes & fees
2 Nov - 3 Nov
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
A two-story house with a gabled roof, multiple windows, and a front porch.

3. Charming 2-bedroom apartment with WiFi, AC in superb Canton

Charming 2-bedroom apartment with WiFi, AC in superb Canton
Canton
9.6 out of 10, Exceptional, (31 reviews)
"This rental is truly exceptional! If I could, I’d give it a ten star rating. The property was spotlessly clean and very comfortable, with many unexpected and thoughtful touches. Our host Delphine was lovely - easily accessible and welcoming. We will definitely return here when we are in the area!"
United States
Erika D.
The price is AED 657
AED 829 total
includes taxes & fees
7 Oct - 8 Oct
Charming 2-bedroom apartment with WiFi, AC in superb Canton
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

4. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,298 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is AED 469
AED 524 total
includes taxes & fees
1 Nov - 2 Nov
Crescent Suites Hotel
An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

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

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (93 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 AED 364
AED 1,195 total
includes taxes & fees
18 Oct - 19 Oct
🎖The Boiler Room - Close to Subway & Downtown🎖
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, (207 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is AED 826
AED 1,287 total
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 245 Newbury St
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

7. 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 AED 850
AED 1,441 total
includes taxes & fees
27 Oct - 28 Oct
The Concord Hotel
A wooden hallway with a patterned floor leading to a door.

8. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (328 reviews)
"Room was clean, neat area."
United States
Keir
The price is AED 508
AED 896 total
includes taxes & fees
6 Oct - 7 Oct
Maverick Suites at 89 Marion
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

9. 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 AED 328
AED 878 total
includes taxes & fees
4 Nov - 5 Nov
Stunning Back Bay Studio Apartment
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

10. 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 AED 845
AED 1,436 total
includes taxes & fees
6 Oct - 7 Oct
The Chester Hotel
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, (491 reviews)
"Clean, good location, all what I need for short stay"
United States
Julia
The price is AED 354
AED 639 total
includes taxes & fees
2 Nov - 3 Nov
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, (434 reviews)
"Comfortable room, walkable area, beautiful park across the road, and easy to work with."
United States
Amber
The price is AED 493
AED 925 total
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 28 Fenway
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

13. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (358 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 AED 410
AED 661 total
includes taxes & fees
2 Nov - 3 Nov
Premier Suites - Bay Village
A neatly arranged bedroom with a bed, bedside tables, a dresser, and a window providing natural light.

14. Cozy three-bedroom home close to Boston w/ plenty of parking

Cozy three-bedroom home close to Boston w/ plenty of parking
North Braintree
10.0 out of 10, Exceptional, (58 reviews)
"Great overall stay!"
United States
Chris R.
The price is AED 909
AED 1,861 total
includes taxes & fees
18 Oct - 19 Oct
Cozy three-bedroom home close to Boston w/ plenty of parking
A wooden front door with a glass panel and the number 383.

15. 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.
FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383
A modern kitchen with a large island, white cabinets, and pendant lighting.

16. Family-Friendly 3BR Apt - Easy Downtown Boston Accesss - near Franklin Park 603

Family-Friendly 3BR Apt - Easy Downtown Boston Accesss - near Franklin Park 603
Mattapan
9.6 out of 10, Exceptional, (29 reviews)
"Perfect home. Great location. Would recommend!!!!"
United States
Nicole M.
The price is AED 833
AED 1,709 total
includes taxes & fees
3 Nov - 4 Nov
Family-Friendly 3BR Apt - Easy Downtown Boston Accesss - near Franklin Park 603
A hotel room with a bed, a TV mounted on the wall, a dining area with a table and chairs, and a door.

17. 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 AED 286
AED 777 total
includes taxes & fees
1 Nov - 2 Nov
Modern Studio | South End
A rooftop dining area with outdoor seating, a view of the cityscape, and a modern building with large windows.

18. 4BR 6BEDS WOLLASTON BEACH. NearBOSTON3

4BR 6BEDS WOLLASTON BEACH. NearBOSTON3
Quincy
10.0 out of 10, Exceptional, (46 reviews)
"Kim was great in regards to communication and and answered all my questions and was very accommodating! We enjoyed our stay and the kids loved playing at the beach too as it was a couple minute walk :) Theres a playground nearby which helped out a lot too!"
United States
Jennifer V.
The price is AED 1,256
AED 3,057 total
includes taxes & fees
20 Oct - 21 Oct
4BR 6BEDS WOLLASTON BEACH. NearBOSTON3
A bedroom with a bed, a chair, a desk, a radiator, and a ceiling fan.

19. 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 AED 448
AED 1,178 total
includes taxes & fees
8 Oct - 9 Oct
Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

20. 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 AED 426
AED 828 total
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 40 Temple St
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 North Station

citizenM Boston North Station

10/10 Excellent
"Amazing stay!"
Anthony 1-night trip
Posted 1 hour ago
citizenM Boston North Station

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.