Westwood Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Westwood vacation rentals

Living area

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Westwood
The price is ￥20,086
￥30,628 total
includes taxes & fees
May 19 - May 20
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Interior

Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI
Boston
9.8 out of 10, Exceptional, (92 reviews)
"Great location, very clean, very safe, beautiful view of the city when walking. Definitely would recommend ~"
United States
Tracey
The price is ￥23,473
￥79,388 total
includes taxes & fees
Apr 30 - May 1
Fun houseboat. Walk to Boston attractions WIFI
Exterior

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Charlestown
9.8 out of 10, Exceptional, (201 reviews)
"Perfect host, perfect spot, WORTH EVERY PENNY "
Canada
Jennifer E.
The price is ￥27,100
￥90,890 total
includes taxes & fees
May 4 - May 5
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
TV

Blissful South End Studio

Blissful South End Studio
Back Bay
10.0 out of 10, Exceptional, (2 reviews)
"Great place on a quiet street convenient to everything!"
United States
Penelope D.
The price is ￥18,492
￥44,232 total
includes taxes & fees
May 18 - May 19
Blissful South End Studio
Premium Apartment | Living area | 24-inch Smart TV with digital channels

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.4 out of 10, Very Good, (30 reviews)
"This was a perfect stay. Exactly how described. Highly recommend. "
United States
Yanmarie
The price is ￥29,872
￥62,768 total
includes taxes & fees
May 3 - May 4
The Chester Hotel
Exterior

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

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.0 out of 10, Very Good, (14 reviews)
"Great location, check in and check out was easy. Clean space. Great value "
United States
David
The price is ￥15,159
￥34,786 total
includes taxes & fees
May 5 - May 6
Free Parking at 1 Bed Basement Apt, Near BU & MIT
2 bedrooms, desk, iron/ironing board, WiFi

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
Fenway–Kenmore
10.0 out of 10, Exceptional, (1 review)
"Welcoming host, very responsive"
United States
Matthew G.
The price is ￥19,448
￥51,132 total
includes taxes & fees
May 4 - May 5
Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
1 bedroom, desk, iron/ironing board, WiFi

Perfect One Bedroom Stay In Downtown Boston!

Perfect One Bedroom Stay In Downtown Boston!
Downtown Boston
8.6 out of 10, Excellent, (18 reviews)
"Came to Boston to take a few college tours and this was a pretty central location. This property was also very close to several other places we were hoping to see while in town. Communication was great and check in was seamless. The property was clean and perfect for our stay. "
United States
elena d.
The price is ￥19,607
￥38,751 total
includes taxes & fees
May 4 - May 5
Perfect One Bedroom Stay In Downtown Boston!
Deluxe Double Room, Shared Bathroom | Iron/ironing board, free WiFi, bed sheets

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (268 reviews)
"The building is falling apart, poorly renovated, and it was evident the minimum was done to the unit to attempt to make it presentable. Lumpy floors, peeling wall paper, dirty window sills, door handle falling off, loud stomping from floor above. My partner wouldn't stay there and booked a separate hotel room."
United States
Timothy
The price is ￥16,499
￥27,210 total
includes taxes & fees
Apr 30 - May 1
Premier Suites - Bay Village
TV, offices

Come Visit Boston and Stay In Our Homey Studio

Come Visit Boston and Stay In Our Homey Studio
Downtown Boston
8.6 out of 10, Excellent, (4 reviews)
"Common areas outside of the room needed some work but overall was a good experience."
United States
Byron S.
The price is ￥18,970
￥36,899 total
includes taxes & fees
May 4 - May 5
Come Visit Boston and Stay In Our Homey Studio
TV

Prime Central 1brm in North End Boston

Prime Central 1brm in North End Boston
North End
9.6 out of 10, Exceptional, (25 reviews)
"Location was ideal and property was well-kept and organized. Definitely would recommend for future visits."
United States
Taye A.
The price is ￥30,288
￥65,970 total
includes taxes & fees
May 25 - May 26
Prime Central 1brm in North End Boston
Front of property

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (111 reviews)
"A phenomenal stay at maverick suites! The location was fantastic, the room was spotless and cozy, and the check-in/out process was a breeze. I’d happily stay here again and recommend to anyone taking a trip to Boston!"
United States
Kendra
The price is ￥31,622
￥51,024 total
includes taxes & fees
Apr 30 - May 1
Maverick Suites at 40 Temple St
Front of property

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (355 reviews)
"Great stay. "
United States
Anna
The price is ￥27,833
￥47,571 total
includes taxes & fees
May 3 - May 4
Maverick Suites at 28 Fenway
Interior

Perfetto North End 1brm

Perfetto North End 1brm
North End
9.8 out of 10, Exceptional, (14 reviews)
"Great location- excellent place!"
United States
Deborah S.
The price is ￥35,105
￥70,988 total
includes taxes & fees
May 1 - May 2
Perfetto North End 1brm
Exterior

Stylish Back Bay Retreat, Steps from Prudential

Stylish Back Bay Retreat, Steps from Prudential
Back Bay
8.6 out of 10, Excellent, (10 reviews)
"Beautiful place right on historic Newbury Street. I’ll definitely return and I’d highly recommend this apartment."
United States
JEANPAUL
The price is ￥19,448
￥46,948 total
includes taxes & fees
May 3 - May 4
Stylish Back Bay Retreat, Steps from Prudential
1 bedroom, desk, iron/ironing board, internet

Cozy Studio Steps from Boston Common and Theaters

Cozy Studio Steps from Boston Common and Theaters
Bay Village
8.0 out of 10, Very Good, (12 reviews)
"Was clean and the location was perfect for my stay. "
United States
Laurie F.
The price is ￥13,244
￥43,160 total
includes taxes & fees
Apr 30 - May 1
Cozy Studio Steps from Boston Common and Theaters
Fridge, microwave, oven, stovetop

3BR3Bth Entire House/Steps to Downtown & TD Garden

3BR3Bth Entire House/Steps to Downtown & TD Garden
North End
10.0 out of 10, Exceptional, (9 reviews)
"This place is so cool! Was incredibly clean, updated and offered all the amenities you need for a weekend get away. The location is wonderful as well with lots of markets, bakeries and restaurants all within walking distance. This is a must stay! "
United States
mary j.
The price is ￥43,041
￥98,402 total
includes taxes & fees
May 13 - May 14
3BR3Bth Entire House/Steps to Downtown & TD Garden
TV, video games

Back-Bay Upscale Central Condo Bos Common Downtown

Back-Bay Upscale Central Condo Bos Common Downtown
Bay Village
10.0 out of 10, Exceptional, (11 reviews)
"Everything went smoothly with booking, checking in and checking out. Unit was as nice as the description and photos."
United States
Helen C.
The price is ￥40,690
￥136,523 total
includes taxes & fees
Apr 30 - May 1
Back-Bay Upscale Central Condo Bos Common Downtown
Fridge, microwave, oven, stovetop

Central Boston Beacon Hill 2brm

Central Boston Beacon Hill 2brm
Beacon Hill
9.2 out of 10, Wonderful, (22 reviews)
"Perfect location! Enjoyed our stay!"
United States
judith G.
The price is ￥35,105
￥74,106 total
includes taxes & fees
Apr 30 - May 1
Central Boston Beacon Hill 2brm
1 bedroom, desk, iron/ironing board, WiFi

Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!
Bay Village
9.2 out of 10, Wonderful, (5 reviews)
"Would stay again"
United States
mark p.
The price is ￥27,578
￥49,068 total
includes taxes & fees
May 2 - May 3
Studio Awaits Your Next Stay!
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

Seaport Hotel Boston

Seaport Hotel Boston

10/10 Excellent
"Front desk staff were always friendly and welcoming. Housekeeping staff were also friendly. Location was very convenient for the convention center (especially once I realized that you could get off the elevator at the Plaza level and then walk along the elevated walkway/road straight to the convention center). Very close to World Trade Center stop for SL1 bus to/from Logan Airport. Clean, spacious room."
Jennifer 4-night trip
Posted 3 hours ago
Seaport Hotel Boston

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:

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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 where you'll be just 13.4 mi (21.6 km) from New England Aquarium, providing a secluded option if you want peace and quiet. 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?

Centrally located in the heart of Boston near T: Visitors like this Westwood vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Westwood?

With 4 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 New England Aquarium, 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.