Westwood holiday rentals

We found 1,182 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Westwood that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll have the amenities that you expect and more, such as parking and air conditioning. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Westwood

Showing deals for:6 Nov - 13 Nov

Private kitchen
Exterior detail
Interior
Outdoor dining
Exceptional
(6 reviews)

Luxury Tuscan style villa just few miles from downtown Boston .Newton Reg #24-17

Newton

8% off
AU$25,664
for 7 nights, 1 home
AU$3,666 per night
includes taxes & fees
Luxury Tuscan style villa just few miles from downtown Boston .Newton Reg #24-17
Room
Interior
Private kitchen
Living area
Very good
(13 reviews)

Charming garden level 1 bedroom 1 bath apartment in Brockton

Brockton

8% off
AU$1,251
for 7 nights, 1 home
AU$179 per night
includes taxes & fees
Charming garden level 1 bedroom 1 bath apartment in Brockton
Room
Terrace/patio
Private kitchen
Exterior detail
Exceptional
(33 reviews)

Lovely Studio Walk to Wellesley and Babson College

Wellesley

8% off
AU$3,092
for 7 nights, 1 home
AU$442 per night
includes taxes & fees
Lovely Studio Walk to Wellesley and Babson College
Bathroom
Interior
Room
Interior
Exceptional
(20 reviews)

Modern home-like 3BR2BA Retreat/Minutes to T

Boston

8% off
AU$5,980
for 7 nights, 1 home
AU$854 per night
includes taxes & fees
Modern home-like 3BR2BA Retreat/Minutes to T
Room
Interior
Dining
Private kitchen
Very good
(6 reviews)

6BR3BA w Parking Near T I Foosball & Family Space

Boston

8% off
AU$7,082
for 7 nights, 1 apartment
AU$1,012 per night
includes taxes & fees
6BR3BA w Parking Near T I Foosball & Family Space
Private kitchen
Exterior detail
Interior
Exterior detail
Exceptional
(6 reviews)

3-bedroom 2 baths beautiful victorian with WiFi, AC

Boston

8% off
AU$6,580
for 7 nights, 1 apartment
AU$940 per night
includes taxes & fees
3-bedroom 2 baths beautiful victorian with WiFi, AC
Living area
Interior
Room
Outdoor private space
Exceptional
(48 reviews)

World Cup 4BR Near Downtown Boston Parking & 1-Min Walk to Train

Boston

9% off
AU$6,038
for 7 nights, 1 apartment
AU$863 per night
includes taxes & fees
World Cup 4BR Near Downtown Boston Parking & 1-Min Walk to Train
Interior
Living area
Interior
Private kitchen
Wonderful
(18 reviews)

Newly Renovated Modern Retreat l Near T

Boston

5% off
AU$5,887
for 7 nights, 1 apartment
AU$841 per night
includes taxes & fees
Newly Renovated Modern Retreat l Near T
Dining
Spacious 4 BR home for groups. Perfect for relaxing and gathering together
Outdoor dining
Private kitchen
Exceptional
(12 reviews)

4BR Near Downtown Boston Private Driveway Parking & 1-Min Walk to Train

Boston

8% off
AU$6,459
for 7 nights, 1 apartment
AU$923 per night
includes taxes & fees
4BR Near Downtown Boston Private Driveway Parking & 1-Min Walk to Train
Master Bath Views
Cool Historic Details in this 1860's townhome apartment,  stairs required!
Bedroom 2,
Dining
Exceptional
(46 reviews)

Fort Hill Inn- Modern City Triplex !**L@@K **Minutes to Center! With Parking!

Boston

8% off
AU$6,959
for 7 nights, 1 apartment
AU$994 per night
includes taxes & fees
Fort Hill Inn- Modern City Triplex !**L@@K **Minutes to Center! With Parking!
Interior
Interior
Room
Private kitchen
Exceptional
(25 reviews)

3BR2BA Retreat - 2min to Savin Hill Station

Boston

8% off
AU$5,676
for 7 nights, 1 apartment
AU$811 per night
includes taxes & fees
3BR2BA Retreat - 2min to Savin Hill Station
Interior
Dining
Steps Required.
Great Room with 12 foot ceilings and large windows.
Exceptional
(37 reviews)

**Fresh** Modern Triplex in a Classic Boston Row House, Amazing City Views!

Boston

8% off
AU$6,986
for 7 nights, 1 apartment
AU$998 per night
includes taxes & fees
**Fresh** Modern Triplex in a Classic Boston Row House, Amazing City Views!
Room
Dining
Living area
Living area
Excellent
(9 reviews)

3-bedroom apartment in charming Boston/ Near Train

Boston

8% off
AU$5,114
for 7 nights, 1 apartment
AU$731 per night
includes taxes & fees
3-bedroom apartment in charming Boston/ Near Train
Dining
Private kitchen
Property grounds
Living area
Exceptional
(23 reviews)

Brand-new Modern 4BR Boston Comfortable Apartment w/Parking Pet-Friendly - 80/2

Boston

8% off
AU$4,838
for 7 nights, 1 apartment
AU$691 per night
includes taxes & fees
Brand-new Modern 4BR Boston Comfortable Apartment w/Parking Pet-Friendly - 80/2
Room
Living area
Living area
Dining
Exceptional
(75 reviews)

The Pistachio Room at TPH - Boston

Boston

7% off
AU$1,421
for 7 nights, 1 room
AU$203 per night
includes taxes & fees
The Pistachio Room at TPH - Boston
Entrance/steps to apartment. Please note,  steps required
Living area
Interior
Located on floor 2 of a classic Boston 1860's Rowhouse
Exceptional
(87 reviews)

Special! One of VRBO's Most Popular!! L@@K 1.5 miles to center of Attractions!

Boston

7% off
AU$2,327
for 7 nights, 1 apartment
AU$332 per night
includes taxes & fees
Special! One of VRBO's Most Popular!! L@@K 1.5 miles to center of Attractions!
Dining
Interior
Living area
Private kitchen
Exceptional
(49 reviews)

The Inn at Newton Highlands, Suite 2, Apartment-Hotel

Newton

8% off
AU$5,197
for 7 nights, 1 apartment
AU$742 per night
includes taxes & fees
The Inn at Newton Highlands, Suite 2, Apartment-Hotel
Alcove in master bedroom.
Path to yard in July
Living room
Path to yard in June
Exceptional
(150 reviews)

Maria's JP Rental - Boston Duplex in Popular Jamaica Plain "JP" area

Boston

9% off
AU$2,787
for 7 nights, 1 apartment
AU$398 per night
includes taxes & fees
Maria's JP Rental - Boston Duplex in Popular Jamaica Plain "JP" area
Interior
Exterior detail
Living area
Dining
Exceptional
(5 reviews)

Fort Hill Inn-- 2 bedroom Duplex, With a touch of modernity! Minutes to Center

Boston

8% off
AU$3,859
for 7 nights, 1 apartment
AU$551 per night
includes taxes & fees
Fort Hill Inn-- 2 bedroom Duplex, With a touch of modernity! Minutes to Center
Open City Loft with sleeper sofa
Main Building At 3 Centre Place( You will be staying at 2 centre Place)
Fully Open,  bright and airy living Space
Located on a quiet Private Way,  In The Fort Hill neighborhood.
Exceptional
(85 reviews)

Fresh Modern City Loft Apt! Easy Access to the city!

Boston

8% off
AU$2,254
for 7 nights, 1 apartment
AU$322 per night
includes taxes & fees
Fresh Modern City Loft Apt! Easy Access to the city!
Interior
Room
Private kitchen
Dining
Exceptional
(80 reviews)

The Inn at Newton Highlands, boutique apartment-hotel

Newton

12% off
AU$3,819
for 7 nights, 1 apartment
AU$546 per night
includes taxes & fees
The Inn at Newton Highlands, boutique apartment-hotel
Marina
Exterior detail
Interior
Living area
Exceptional
(24 reviews)

Walking to Fenway Sunny Perfect Home

Brookline

8% off
AU$3,980
for 7 nights, 1 apartment
AU$569 per night
includes taxes & fees
Walking to Fenway Sunny Perfect Home
Private kitchen
Living area
Interior
Exterior detail
Exceptional
(18 reviews)

"Fort Hill Inn, Boston" Cozy Studio Suite, Eat in Kitchen, 5 minutes to Center

Boston

7% off
AU$2,206
for 7 nights, 1 apartment
AU$315 per night
includes taxes & fees
"Fort Hill Inn, Boston" Cozy Studio Suite, Eat in Kitchen, 5 minutes to Center
Interior
Exterior detail
Private kitchen
Room
Exceptional
(39 reviews)

SPRING GETAWAY EARLY BIRD 10% - 82 Newly renovated, luxury apartment in Boston

Boston

8% off
AU$4,196
for 7 nights, 1 apartment
AU$599 per night
includes taxes & fees
SPRING GETAWAY EARLY BIRD 10% - 82 Newly renovated, luxury apartment in Boston
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Westwood getaway

Enjoy the monuments and other features of Westwood. This city's restaurants, shopping and bird watching draw many visitors. Gillette Stadium and Fenway Park are just a couple of the must-see attractions in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Westwood

Are you hoping to find things to do while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Westwood a fun place to get away to. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • New England Aquarium (13.4 mi / 21.6 km)
  • Encore Boston Harbor (14.8 mi / 23.8 km)
  • The Skating Club of Boston (2.8 mi / 4.5 km)
  • Brookmeadow Country Club (4.8 mi / 7.7 km)
  • Blue Hills Ski Area (5.5 mi / 8.9 km)
  • Massachusetts Horticultural Society's Gardens at Elm Bank (6.2 mi / 10 km)

Exploring the natural landscape of Westwood

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Westwood is a great place to spend some time outside. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Boston Common (12.7 mi / 20.4 km)
  • Copley Square (12.1 mi / 19.4 km)
  • Boston Harbor (13.6 mi / 21.9 km)
  • Arnold Arboretum (7.8 mi / 12.5 km)
  • Chestnut Hill Reservoir (9 mi / 14.5 km)
  • Beecher St Play Area (9.4 mi / 15.1 km)

How to get to and around Westwood

The nearest airport is in Norwood, MA (OWD-Norwood Memorial), located 3 mi (4.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Boston, MA (BNH-Boston Harbor Seaplane Base), which is 14.3 mi (23 km) away.

If you're travelling by train, the main station is Westwood Islington Station.

Frequently asked questions

What is the most popular type of holiday home accommodation in Westwood?
Houses are the most popular style of holiday home in Westwood, according to our data. Even if you have a different idea about what you want, Stayz has holiday homes in all shapes and sizes. Take a look at our options to find your perfect match.
How much does it cost to rent a holiday home in Westwood?
A number of things can determine what you'll pay for your holiday home in Westwood, including the type of property, season and length of stay. But, all of our holiday homes have one thing in common — incredible value. Just add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Westwood?
The average price for a holiday home by the beach in Westwood depends on when you're visiting the area and the type and size of property you're searching for. You can easily and quickly find prices on Stayz by entering your preferred travel dates and destination. Then use the filters to select the number of bedrooms and amenities essential to you, like a pool, air conditioning and WiFi.
What are popular home amenities in Westwood?
Some of the most popular home amenities people are searching for in Westwood are free WiFi, a balcony and off-street parking options. Whether you're on the road with your besties, family or even pets, Stayz holiday properties provide the best amenities for beginning new traditions with the people that matter most.
What are the top attractions for families in Westwood?
There are lots of exciting things to do and see with the family in Westwood, such as:
  • Legacy Place
  • Larz Anderson Auto Museum
  • Family Funway Foxboro
How old do you have to be to rent a holiday home in Westwood?
It's advisable to check with the Westwood holiday home you're looking at on Stayz as the minimum age varies. However, it's normally 16, 18 or 21.
How long can I rent a holiday home in Westwood for?
It's really down to the Westwood property. To view a list of options offering extended stays, just enter your travel dates and number of people into Stayz. You can enjoy having the property to yourself, along with home comforts such as air conditioning, a kitchen and a yard where the kids can burn off energy. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.

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