Westfield Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 23 - Dec 24
Tomorrow
Dec 24 - Dec 25
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Westfield vacation rentals

Exterior
Tiny Home with AC and WiFi in lovely Ludlow

Vacation Home in Ludlow

Tiny Home with AC and WiFi in lovely Ludlow
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 ￥12,395
￥23,485 total
includes taxes & fees
Dec 28 - Dec 29
Tiny Home with AC and WiFi in lovely Ludlow
Dining
The Serene Skyway Retreat

Vacation 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 ￥12,552
￥42,532 total
includes taxes & fees
Dec 29 - Dec 30
The Serene Skyway Retreat
Dining
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Vacation Home in Boston Road

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
9.0 out of 10, Wonderful, (10)
"Great stay"
United States
Angelina O.
The price is ￥19,769
￥50,374 total
includes taxes & fees
Dec 26 - Dec 27
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Private kitchen
Welcoming 3-bedroom house- Gardner home

Vacation Home in Chicopee

Welcoming 3-bedroom house- Gardner home
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 ￥18,828
￥53,046 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Welcoming 3-bedroom house- Gardner home
Fridge, microwave, oven, stovetop
Charming Chicopee Getaway

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 ￥13,964
￥41,159 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Charming Chicopee Getaway
Property grounds
Welcome to Honey Spot!

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 ￥20,397
￥46,282 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Welcome to Honey Spot!
Fridge, microwave, oven, stovetop
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Vacation Home in Boston Road

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
9.2 out of 10, Wonderful, (13)
"For the most part everything was great!"
United States
Gabriel M.
The price is ￥19,769
￥50,374 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Terrace/patio
Peaceful Meadow Retreat

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 ￥14,686
￥29,049 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Peaceful Meadow Retreat
Terrace/patio
Cozy Home in Holyoke with 3 bedrooms

Vacation Home in Holyoke

Cozy Home in Holyoke with 3 bedrooms
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 ￥20,397
￥50,475 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Cozy Home in Holyoke with 3 bedrooms
Microwave, oven, stovetop
Spacious 4-bedroom condo with AC and WiFi in charming Enfield

Condo in Enfield

Spacious 4-bedroom condo with AC and WiFi in charming Enfield
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 ￥19,613
￥66,016 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Spacious 4-bedroom condo with AC and WiFi in charming Enfield
Smart TV
PICON COZY

Vacation Home in Sixteen Acres

PICON COZY
7.4 out of 10, Good, (69)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
United States
Linda W.
PICON COZY
Smart TV, books, stereo
Newly Built Barn Loft in Pioneer Valley

Apartment in Belchertown

Newly Built Barn Loft in Pioneer Valley
2.0 star property
9.4 out of 10, Exceptional, (22)
"Adorable spot. Great location. Clean, organized and well stocked. "
United States
Jen M.
The price is ￥24,712
￥32,755 total
includes taxes & fees
Dec 28 - Dec 29
Newly Built Barn Loft in Pioneer Valley
Fridge, microwave, oven, stovetop
Newly Beautiful renovated first floor apartment getaway

Vacation Home in Forest Park

Newly Beautiful renovated first floor apartment getaway
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 ￥26,124
￥53,492 total
includes taxes & fees
Dec 24 - Dec 25
Newly Beautiful renovated first floor apartment getaway
Property grounds
Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Apartment in winsted

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
9.2 out of 10, Wonderful, (46)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
The price is ￥13,980
￥26,433 total
includes taxes & fees
Dec 28 - Dec 29
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Fridge, microwave, stovetop, dishwasher
Newly Renovated 4 Bedroom House

Vacation 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 ￥28,928
￥69,452 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Newly Renovated 4 Bedroom House
Private kitchen
Cozy 2-bedroom apartment in Chicopee

Apartment in Chicopee

Cozy 2-bedroom apartment in Chicopee
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 ￥21,809
￥32,040 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Cozy 2-bedroom apartment in Chicopee
Property grounds
The Creation Station is a cozy place so make yourself at home.

Vacation Home in Easthampton Ma.

The Creation Station is a cozy place so make yourself at home.
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 ￥28,242
￥43,464 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Creation Station is a cozy place so make yourself at home.
Fridge, microwave, oven, stovetop
Townhouse with Pool Table - Renovated w/ King Bed

Vacation Home in Chicopee

Townhouse with Pool Table - Renovated w/ King Bed
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 ￥28,242
￥60,342 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Townhouse with Pool Table - Renovated w/ King Bed
Private kitchen
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Vacation Home in Sixteen Acres

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
8.8 out of 10, Excellent, (5)
"Overall great spot and very clean. Lots of space to accommodate large groups, and the listing is transparent. The only reason I took off 1 star is all of the beds were very stiff and uncomfortable, which unfortunately would keep me from rebooking. However, if that doesn’t bother you, this place is a great little spot to stay the night if you’re in the area. "
United States
Lauren H.
The price is ￥32,478
￥56,605 total
includes taxes & fees
Dec 24 - Dec 25
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Outdoor dining
Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!

Vacation Home in Sherwood Forest

Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!
10.0 out of 10, Exceptional, (5)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is ￥22,876
￥58,676 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Westfield Hotel Reviews

Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

10/10 Excellent
"Room was clean, quiet, and comfortable. Breakfast was very good. Would stay there again."
Leslie 3-night trip
Posted 2 days ago
Holiday Inn Express Springfield Downtown by IHG

Find out more about Westfield

Search for holiday rentals in Westfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Westfield using one of the methods below:

  • View our selection of featured holiday rentals in Westfield
  • Use the map to find apartments and other holiday homes in the Westfield neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Westfield while they last

Look no further and take a look at our great range of rental properties in Westfield!

Frequently asked questions

Can I find a vacation rental in Westfield?

Yes, we offer vacation rentals in Westfield near Whitney Park, or you can choose a secluded option if you'd like a relaxing place to stay. Our travelers 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 vacation rentals that Westfield has to offer?

Peace and quiet on the lake: Visitors like this Westfield vacation home rental. It is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Westfield?

With 4 Expedia vacation rentals, you're sure 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 vacation rentals like in Westfield?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Westfield. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for families.