First Baptist Church at 808 High Street in historic town center of Westwood, Massachusetts MA, USA.

Westwood Vacation Rentals

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Westwood vacation rentals

Shower, hair dryer, towels, soap

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, (1 review)
"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 ￥23,521
￥36,104 total
includes taxes & fees
Jul 1 - Jul 2
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Lobby lounge

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very Good, (706 reviews)
"Clean room, great staff and fantastic location for a reasonable price."
United States
April
The price is ￥24,402
￥46,470 total
includes taxes & fees
Jul 6 - Jul 7
Global Luxury Suites Downtown Boston
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up) | Desk, iron/ironing board, free WiFi, bed sheets

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (388 reviews)
"Wonderful stay at this property. Location was excellent, and the host is very quick and responsive to answer any questions you may have."
United States
Jennifer
The price is ￥19,297
￥32,299 total
includes taxes & fees
Jun 15 - Jun 16
Temple Place Suites
Premium Apartment | Living area | 24-inch Smart TV with digital channels

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (33 reviews)
"Charming room, fresh towels, clean!! I would stay here again."
United States
Mary
The price is ￥25,638
￥49,732 total
includes taxes & fees
Jun 30 - Jul 1
The Chester Hotel
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, (290 reviews)
"Great location and well maintained"
United States
EDDIE
The price is ￥19,297
￥30,459 total
includes taxes & fees
Jun 27 - Jun 28
Premier Suites - Bay Village
Suite (Luxury 1BR w/ King Bed & City Views) | Egyptian cotton sheets, premium bedding, down comforters

Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
8.0 out of 10, Very Good, (2 reviews)
"The property was great, aside from very busy outside streets, which made it difficult to sleep, but was not the fault of the host."
United States
Nicholas
The price is ￥30,576
￥64,381 total
includes taxes & fees
Jun 24 - Jun 25
Symple Live
Premium Studio Suite | Premium bedding, desk, iron/ironing board, free WiFi

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (213 reviews)
"The rooms are very spacious and clean. I liked the lighting provided as well."
United States
Hayley
The price is ￥28,683
￥60,601 total
includes taxes & fees
Jun 21 - Jun 22
Charlesgate Suites
Desk, iron/ironing board, WiFi, bed sheets

Bright 1 Bedroom | Downtown Boston

Bright 1 Bedroom | Downtown Boston
Bay Village
The price is ￥16,024
￥49,593 total
includes taxes & fees
Jun 16 - Jun 17
Bright 1 Bedroom | Downtown Boston
1 bedroom, WiFi

Modern North End Studio

Modern North End Studio
North End
9.4 out of 10, Exceptional, (17 reviews)
"Lovely flat in fantastic location."
United States
James
The price is ￥32,048
￥65,944 total
includes taxes & fees
Jun 14 - Jun 15
Modern North End Studio
Exterior

Light-filled Studio | Back Bay

Light-filled Studio | Back Bay
Back Bay
10.0 out of 10, Exceptional, (2 reviews)
"It was a great stay!"
United States
Adina S.
The price is ￥13,281
￥40,297 total
includes taxes & fees
Jul 6 - Jul 7
Light-filled Studio | Back Bay
1 bedroom, desk, iron/ironing board, WiFi

Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!
Bay Village
8.4 out of 10, Very Good, (6 reviews)
"Would stay again"
United States
mark p.
The price is ￥24,322
￥45,106 total
includes taxes & fees
Jul 1 - Jul 2
Studio Awaits Your Next Stay!
Terrace/patio

Gorgeous Beacon Hills Studio next to State house

Gorgeous Beacon Hills Studio next to State house
Beacon Hill
9.8 out of 10, Exceptional, (33 reviews)
"We had a great stay and host was welcoming and responsive. Thanks!"
United States
Eric M.
The price is ￥33,490
￥62,995 total
includes taxes & fees
Jun 30 - Jul 1
Gorgeous Beacon Hills Studio next to State house
Rooftop terrace

Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (633 reviews)
"Excellent location and clean room with beautiful views. Very comfortable and convenient."
United States
Noelle
The price is ￥51,621
￥59,338 total
includes taxes & fees
Jul 6 - Jul 7
Marriott Vacation Club® at Custom House, Boston
Interior

Perfetto North End 1brm

Perfetto North End 1brm
North End
9.8 out of 10, Exceptional, (15 reviews)
"Great location- excellent place!"
United States
Deborah S.
The price is ￥46,403
￥87,002 total
includes taxes & fees
Jun 24 - Jun 25
Perfetto North End 1brm
TV

Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
The price is ￥21,472
￥56,047 total
includes taxes & fees
Jun 14 - Jun 15
Beautiful 1BR near Fenway Park + 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, (20 reviews)
"Very easy check in, great location to walk to the ballet. Tons of great bars around"
United States
Keith
The price is ￥25,122
￥46,050 total
includes taxes & fees
Jun 21 - Jun 22
Perfect One Bedroom Stay In Downtown Boston!
Desk, iron/ironing board, WiFi, bed sheets

Downtown Studio | Students Welcome | W/D in unit

Downtown Studio | Students Welcome | W/D in unit
Downtown Boston
9.4 out of 10, Exceptional, (3 reviews)
"Was worth the price all around"
United States
steven l.
The price is ￥27,970
￥65,985 total
includes taxes & fees
Jun 24 - Jun 25
Downtown Studio | Students Welcome | W/D in unit
Exterior

Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!

Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!
Downtown Boston
10.0 out of 10, Exceptional, (1 review)
"Host was very communicative. The apartment was very clean and spacious and the location was fantastic! A lot of things in walking distance and train stop nearby for getting to other parts of the city was convenient. I would highly recommend this host and their space! Thank you for your hospitality! Would love to come back."
United States
Rachael M.
The price is ￥24,965
￥61,173 total
includes taxes & fees
Jun 14 - Jun 15
Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!
Exterior

Stylish Back Bay Retreat, Steps from Prudential

Stylish Back Bay Retreat, Steps from Prudential
Back Bay
8.8 out of 10, Excellent, (11 reviews)
"Excellent location for restaurants, shops, sightseeing. Lovely buzz around the area, with park & river close by to escape if necessary. Large lounge area to put your feet up between trips, and adequate glasses etc for drinks and nibbles between the treats at the bakeries and restaurants nearby."
United Kingdom
Jude
The price is ￥35,522
￥66,190 total
includes taxes & fees
Jul 1 - Jul 2
Stylish Back Bay Retreat, Steps from Prudential
Desk, iron/ironing board, WiFi, bed sheets

Blissful South End Studio

Blissful South End Studio
Back Bay
9.6 out of 10, Exceptional, (5 reviews)
"Great place on a quiet street convenient to everything!"
United States
Penelope D.
The price is ￥20,321
￥50,805 total
includes taxes & fees
Jun 14 - Jun 15
Blissful South End Studio
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

The Westin Boston Seaport District

The Westin Boston Seaport District

10/10 Excellent
"Very accommodating changed hotel room because the first one smelled bad I liked the experience there"
Xavier 1-night trip
Posted 4 hours ago
The Westin Boston Seaport District

Find out more about Westwood

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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?

Cozy 3BD 1BA near Beach T-10 Min from Boston: Visitors like this Westwood vacation home rental. It is equipped with a patio, free WiFi, and a Smart TV to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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 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.