Westfield Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Westfield vacation rentals

A white porch with two rocking chairs, a door, and a number '205'.

1. Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (156 reviews)
"Great place and stunning location. Absolutely loved the quiet and perfect mix of old times with modern convenience. Had a short stay this trip but intend on returning in the future."
United States
Dale B.
$327 nightly
The price is $346
Nov 16 - Nov 17
Total with taxes and fees
Big farmhouse in the foothills of the Berkshires
A modern kitchen with a marble island, bar stools, a stainless steel stove, and a decorative chandelier.

2. Cozy 2-bedroom apartment with movie theater.

Cozy 2-bedroom apartment with movie theater.
Agawam
8.8 out of 10, Excellent, (3 reviews)
"N/A"
United States
Eric R.
$248 nightly
The price is $277
Nov 16 - Nov 17
Total with taxes and fees
Cozy 2-bedroom apartment with movie theater.
A single-story house with a red front door, white siding, and a brick chimney.

3. Red Door Retreat West Springfield 3 bedroom w/ Game Room! Near Big E & Six Flags

Red Door Retreat West Springfield 3 bedroom w/ Game Room! Near Big E & Six Flags
West Springfield
10.0 out of 10, Exceptional, (1 review)
"Adorable home, set up so cute plus being pet friendly means everything to me when deciding. All was as described and our host had everything you could need and more available to us in the well stocked kitchen and bathroom. Very quiet safe and friendly neighborhood on a dead end street, gated walkway as well as a gated driveway made me feel plenty safe enough to take my dog out at night. Bedrooms were welcoming and set up with pretty fairy lights throughout, all three beds were very comfortable...
United States
Jaimie F.
$256 nightly
The price is $293
Nov 16 - Nov 17
Total with taxes and fees
Red Door Retreat West Springfield 3 bedroom w/ Game Room! Near Big E & Six Flags
A living room with a fireplace, a sofa, a coffee table, and a TV.

4. Cozy 2-bedroom apartment in Chicopee

Cozy 2-bedroom apartment in Chicopee
Chicopee
10.0 out of 10, Exceptional, (13 reviews)
"nice cozy home in a quiet neighborhood. easy access to highways. would stay here again. "
United States
Christopher P.
$204 nightly
The price is $231
Nov 18 - Nov 19
Total with taxes and fees
Cozy 2-bedroom apartment in Chicopee
A hot tub on a wooden deck with snow on the ground and trees in the background.

5. The Creation Station is a cozy place so make yourself at home.

The Creation Station is a cozy place so make yourself at home.
Easthampton Ma.
10.0 out of 10, Exceptional, (79 reviews)
"We had such a great stay at the Creation Station! The host John, showed us around the property and explained how to use everything. He also recommended a great restaurant in town. It was a great experience and would definitely recommend it!"
United States
Paula
$238 nightly
The price is $266
Nov 18 - Nov 19
Total with taxes and fees
The Creation Station is a cozy place so make yourself at home.
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

6. Modern Studio Ideal for Traveling Professionals

Modern Studio Ideal for Traveling Professionals
Holyoke
10.0 out of 10, Exceptional, (4 reviews)
"The room was very clean and modern. The check-in process was easy and I had the best rest that I had in a long time. Being in the lower level with no windows provided a very quiet and dark ambiance at night. There is ample lighting throughout the unit if needed though, you can really unplug here. I would definitely stay here again"
United States
Kebreab H.
$202 nightly
The price is $226
Nov 16 - Nov 17
Total with taxes and fees
Modern Studio Ideal for Traveling Professionals
A wooden shelf with clear glassware and white mugs.

7. Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (20 reviews)
"Comfortable stay"
United States
Nicholas B.
$366 nightly
The price is $415
Nov 16 - Nov 17
Total with taxes and fees
Townhouse with Pool Table - Renovated w/ King Bed
A living room with a sofa set, a coffee table, and two lamps.

8. Cozy First Floor Apartment. Located in a quiet neighborhood.

Cozy First Floor Apartment. Located in a quiet neighborhood.
Chicopee
9.6 out of 10, Exceptional, (15 reviews)
"Check in was very easy. The apartment had all the necessities in the kitchen and bathroom. Location was convenient and the neighborhood very safe/quiet."
United States
Morrris
$258 nightly
The price is $293
Nov 29 - Nov 30
Total with taxes and fees
Cozy First Floor Apartment. Located in a quiet neighborhood.
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

9. Modern Studio Ideal for Traveling Professionals

Modern Studio Ideal for Traveling Professionals
3.0 star property
Holyoke
$208 nightly
The price is $233
Nov 16 - Nov 17
Total with taxes and fees
Modern Studio Ideal for Traveling Professionals
A two-story house with a front porch, a concrete walkway, and a well-maintained lawn.

10. Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms
Holyoke
9.8 out of 10, Exceptional, (22 reviews)
"The house was lovely and clean and the location was very convenient for us. We would stay there again!"
United States
Jennifer S.
$300 nightly
The price is $335
Nov 27 - Nov 28
Total with taxes and fees
Cozy Home in Holyoke with 3 bedrooms
A two-story residential building with a sign indicating 'Victory Residence' and the address '1785'.

11. Work, Play & Stay! Apt Near Holyoke Medical Center

Work, Play & Stay! Apt Near Holyoke Medical Center
Holyoke
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful apartment! Amazing finishes, well appointed, pristine apartment in Holyoke. Great communication from the host. A quick trip to Dam Coffee Shop for great coffee and breakfast options. Not too far from Stop & Shop for food and short ride to highway. Would book this spot again."
United States
Yvonne A.
$253 nightly
The price is $283
Nov 22 - Nov 23
Total with taxes and fees
Work, Play & Stay! Apt Near Holyoke Medical Center
A modern living room with a flat-screen TV, a wooden coffee table, a gray sofa, a patterned rug, and a staircase with wooden steps.

12. Modern 3BR Duplex - Sleeps 6 - Off-Street Parking

Modern 3BR Duplex - Sleeps 6 - Off-Street Parking
East Springfield
10.0 out of 10, Exceptional, (1 review)
"We stayed for just one night. Was clean. All we needed for a one night stay. Would rent this again."
United States
Tami G.
$285 nightly
The price is $323
Nov 29 - Nov 30
Total with taxes and fees
Modern 3BR Duplex - Sleeps 6 - Off-Street Parking
A two-story house with a porch, a large tree in front, and a mailbox.

13. Modern Victorian 3BR 2BA Apt with Parking

Modern Victorian 3BR 2BA Apt with Parking
McKnight
10.0 out of 10, Exceptional, (3 reviews)
"This is a beautiful old Victorian home. Very well maintained and very well appointed. The hosts are attentive and respond to questions promptly. The house was well stocked with all essentials Highly recommended."
United States
Brandi S.
$633 nightly
The price is $718
Nov 16 - Nov 17
Total with taxes and fees
Modern Victorian 3BR 2BA Apt with Parking
A square fire pit with flames, surrounded by a grassy field and a green chair.

14. Peaceful Meadow Retreat

Peaceful Meadow Retreat
Granby
10.0 out of 10, Exceptional, (26 reviews)
"Great location, quite country yet close to MA and airport."
United States
Todd R.
Peaceful Meadow Retreat
A modern kitchen with granite countertops, stainless steel appliances, and a walk-in pantry.

15. Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Forest Park
9.2 out of 10, Wonderful, (32 reviews)
"The house was beautiful and cozy. The neighborhood was very quiet and relaxing."
United States
Carol F.
$516 nightly
The price is $586
Nov 16 - Nov 17
Total with taxes and fees
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
A modern living room with a sofa, a coffee table, and a red patterned rug.

16. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (54 reviews)
"House was super clean, coffee was a nice surprise. Comfy beds, quiet street. Super close to the Big E. Thanks Rose!"
United States
Brian
$293 nightly
The price is $332
Nov 16 - Nov 17
Total with taxes and fees
Cozy & Spacious Entire Home in Springfield
A modern living room with a black leather sofa set, a glass coffee table, and a patterned rug.

17. Beautifully Renovated First-Floor Apartment Getaway

Beautifully Renovated First-Floor Apartment Getaway
Forest Park
9.6 out of 10, Exceptional, (7 reviews)
"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.
$297 nightly
The price is $336
Nov 16 - Nov 17
Total with taxes and fees
Beautifully Renovated First-Floor Apartment Getaway
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

18. Cozy 2-Bedroom Springfield Home 1.5 Baths

Cozy 2-Bedroom Springfield Home 1.5 Baths
Six Corners
4.0 out of 10, (1 review)
"Booked for a 1-night stay with a friend. To start, we were given the wrong address and arrived 1) at dusk in an area where we didn’t feel safe or comfortable (homes in the neighborhood were boarded up and very run down), and 2) in front of a home surrounded by a chain fence with signs that it was protected by a dog next to an empty lot. After realizing that the address provided was incorrect we finally found the home, parked as instructed and entered. The home is clean, well decorated and...
United States
K S.
$215 nightly
The price is $244
Nov 16 - Nov 17
Total with taxes and fees
Cozy 2-Bedroom Springfield Home 1.5 Baths
A two-story house with a front porch, stone steps, and two potted plants.

19. Charming 3 bed/2 bath town home with gorgeous back yard

Charming 3 bed/2 bath town home with gorgeous back yard
Forest Park
9.8 out of 10, Exceptional, (15 reviews)
"Clean, comfortable house exactly as described. Easy check-in and responsive host. All amenities worked well and everything we needed was provided. Would stay here again! Highly recommended if you are looking for a place to stay during AAU basketball tournaments - location was central to all the venues."
United States
Barbara W.
$660 nightly
The price is $748
Nov 16 - Nov 17
Total with taxes and fees
Charming 3 bed/2 bath town home with gorgeous back yard
A covered porch with two black wicker chairs and a small table, a striped rug, and a view of neighboring houses and a fire truck.

20. Beautiful 4BR 2 Bathroom House with Parking

Beautiful 4BR 2 Bathroom House with Parking
Forest Park
9.8 out of 10, Exceptional, (16 reviews)
"Great place, very convenient"
United States
Aron B.
$648 nightly
The price is $735
Nov 16 - Nov 17
Total with taxes and fees
Beautiful 4BR 2 Bathroom House with Parking
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

A hotel lobby with a reception desk, seating area, and a dining section.
Hampton Inn Westfield

Hampton Inn Westfield

Hampton Inn Westfield
Westfield

10/10 Excellent

Very pet friendly and the night check in agent was super kind and friendly
United States
olivia townsend
Reviewed November 17, 2025
Hampton Inn Westfield

Find out more about Westfield

Everything you need to know about Westfield vacation rentals

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

Westfield vacation 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 low season months. For more hustle and bustle, you may prefer to visit Westfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $77 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Westfield rentals

At Expedia, we put the best Westfield vacation 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 vacation.

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 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?

Experience Three Sisters Sanctuary in Goshen, MA: Visitors like this Westfield vacation home rental. It is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay.

How many vacation rentals are there in Westfield?

With 5 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 Stanley Park are a couple of great spots to enjoy the outdoors. While here, Westfield Athenaeum and Hampton Ponds State Park 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.

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