Westfield Holiday Rentals

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Our top choices for Westfield holiday rentals

8.4 out of 10, Very good, (9)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
United States
Matthew H.
The price is NZ$256
includes taxes & fees
28 Dec - 29 Dec
Tiny Home with AC and WiFi in lovely Ludlow

Holiday Home in Windsor Locks

The Serene Skyway Retreat
9.0 out of 10, Wonderful, (12)
"Pretty house. Great host. Enjoyable stay. Will definitely consider renting it out again, if the opportunity arises.."
United States
Apex A.
The price is NZ$457
includes taxes & fees
29 Dec - 30 Dec
The Serene Skyway Retreat
2.0 star property
10.0 out of 10, Exceptional, (1)
"Overall had a great stay, the space is cozy and welcoming."
United States
Gracie B.
The price is NZ$579
includes taxes & fees
5 Jan - 6 Jan 2026
Welcoming 3-bedroom house- Gardner home

Apartment in Granby

Peaceful Meadow Retreat
2.0 star property
10.0 out of 10, Exceptional, (16)
"Beautiful property comfy, cozy and clean little cottage."
United States
Denise T.
The price is NZ$317
includes taxes & fees
6 Jan - 7 Jan 2026
Peaceful Meadow Retreat

Condo in Pine Point

Welcome to Honey Spot!
9.8 out of 10, Exceptional, (27)
"Ricardo was a great!!made are stay wonderful was very helpful and went out of his way to make or stay great we had a good time place was beautiful something for everyone will definitely stay here again thank u"
United States
Marie A.
The price is NZ$505
includes taxes & fees
31 Dec - 1 Jan 2026
Welcome to Honey Spot!
9.2 out of 10, Wonderful, (13)
"For the most part everything was great!"
United States
Gabriel M.
The price is NZ$550
includes taxes & fees
3 Jan - 4 Jan 2026
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
9.8 out of 10, Exceptional, (12)
"What a great house and such gracious hosts!The location is just minutes from Mount Holyoke College which was perfect for our trip Super clean and well maintained house. I highly recommend staying here."
United States
Eric W.
The price is NZ$555
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy Home in Holyoke with 3 bedrooms
10.0 out of 10, Exceptional, (2)
"I had a family event in the area and needed a place for 8 people that was of better value than hotel rooms. This location was the perfect option."
United States
Logan M.
The price is NZ$711
includes taxes & fees
31 Dec - 1 Jan 2026
Spacious 4-bedroom condo with AC and WiFi in charming Enfield
9.0 out of 10, Wonderful, (10)
"Great stay"
United States
Angelina O.
The price is NZ$550
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
10.0 out of 10, Exceptional, (72)
"The place is wonderful. Our 2nd visit and will be back. Has everything you need and then some. For us its centrally located so more family came for day trips. "
United States
Connie P.
The price is NZ$475
includes taxes & fees
5 Jan - 6 Jan 2026
The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, (8)
"Thanks for a great stay"
United States
Andrea M.
The price is NZ$1,510
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Valley View Post & Beam Villa!

Holiday Home in Enfield

Newly Renovated 4 Bedroom House
10.0 out of 10, Exceptional, (4)
"The house was perfect for a weekend wedding trip. "
United States
Liane V.
The price is NZ$758
includes taxes & fees
4 Jan - 5 Jan 2026
Newly Renovated 4 Bedroom House

Apartment in Chicopee

Charming Chicopee Getaway
7.6 out of 10, Good, (4)
"We really appreciated the stay to get together with family. There was plenty of space to play with the toddler and set up the pack-n-play for the infant. And then plenty of room to play board games after the babies were put to bed. "
United States
Tamara S.
The price is NZ$489
includes taxes & fees
29 Dec - 30 Dec
Charming Chicopee Getaway
10.0 out of 10, Exceptional, (2)
"nice cozy home in a quiet neighborhood. easy access to highways. would stay here again. "
United States
Christopher P.
The price is NZ$350
includes taxes & fees
7 Jan - 8 Jan 2026
Cozy 2-bedroom apartment in Chicopee
9.2 out of 10, Wonderful, (46)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
The price is NZ$289
includes taxes & fees
30 Dec - 31 Dec
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
2.0 star property
The price is NZ$501
includes taxes & fees
27 Jan - 28 Jan 2026
Beautiful 2-bedroom cottage on Robert Frost Trail
10.0 out of 10, Exceptional, (11)
"The townhouse was perfect for our short trip. It was located close to everything we needed. The house was as described and we would stay here again."
United States
Matt G.
The price is NZ$659
includes taxes & fees
4 Jan - 5 Jan 2026
Townhouse with Pool Table - Renovated w/ King Bed
10.0 out of 10, Exceptional, (2)
"Apt was very spacious and welcoming. Kitchen gets really warm when you cook but with ac units in every room the rest of the house is comfortable. Definitely a place to stay. "
United States
ERIC m.
The price is NZ$2,142
includes taxes & fees
5 Jan - 6 Jan 2026
Elegant 7BR 2.5Bath Victorian Gem Sleeps 16+
8.6 out of 10, Excellent, (4)
"Great Stay at the Olde Tobacco Barn. Was here for a work trip, and the place was perfect for our needs. House is set back really nicely and private. Host was super responsive and easy to deal with. Overall 5/5 stay. Thank you!"
United States
Sgt W.
The price is NZ$983
includes taxes & fees
29 Dec - 30 Dec
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
8.8 out of 10, Excellent, (3)
"This was a spacious 4 bedroom. Clean and smooth check in and out. Thank you for having me and my guest "
United States
Alyssa A.
The price is NZ$584
includes taxes & fees
5 Jan - 6 Jan 2026
Newly Beautiful renovated first floor apartment getaway
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 Westfield Hotel Reviews

Find out more about Westfield

Everything you need to know about Westfield holiday rentals

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

Westfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westfield. 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 Westfield holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westfield holiday rentals we have selected for you start as low as NZ$256 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westfield rentals

At Expedia, we put the best Westfield holiday 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 Westfield 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 Westfield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westfield. 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 a holiday rental in Westfield?

Yes, there are holiday rentals in Westfield close to Whitney Park, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Westfield has a good selection of restaurants. Make sure you have time to check out the shopping while you're in the area.

What are some of the best holiday rentals that Westfield has to offer?

Peace and quiet on the lake: This holiday home rental outside of Westfield is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Westfield?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Westfield stay.

What can I see and do in Westfield?

Family-friendly attractions include Whitney Park and Cross Street Playground, whereas Westfield River and Chapman Park are a couple of great spots to enjoy the outdoors. While here, Westfield Athenaeum and Ely Library are other places worth a visit.

What are holiday rentals like in Westfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Westfield. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family getaway.