Photo by Elizabeth Massa Peroulakis

Search Vacation Homes in Westfield

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 209 Vacation Homes in Westfield with updated reviews, rates, and availability.

Author Stephen Oates Once Owned

8.0 out of 10, Very Good, (2)
"The house is very close to Amherst on a quiet street. Plenty of room, comfortable beds, and well supplied. We’d stay again! "
The price is AED 1,466
AED 2,261 total
includes taxes & fees
12 May - 13 May
Author Stephen Oates Once Owned

PICON COZY

7.6 out of 10, Good, (65)
"Picon Cozy was a great place to rest our weary heads. The neighborhood was quiet and the lodging/amenities met our needs very nicely. We'll definitely consider this place for future visits to the Springfield area 😊."
The price is AED 275
AED 625 total
includes taxes & fees
9 May - 10 May
PICON COZY

4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi

10.0 out of 10, Exceptional, (151)
"Hi,The views are spectacular, house is spacious and close to skiing. We had a great time staying in this house. We even talked about coming back in warmer weather. "
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

9.8 out of 10, Exceptional, (98)
"We were attending a horse show locally. We stayed a few nights and everything about this day was easy from start to finish."
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

Peace and quiet on the lake

9.6 out of 10, Exceptional, (214)
"We enjoyed the privacy and quiet of the location. The house itself is very well kept inside and cozy. "
Peace and quiet on the lake

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

9.4 out of 10, Exceptional, (16)
"It was a very comfortable house! We were only there 2 days for the Mizzou game. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

9.8 out of 10, Exceptional, (11)
"We had a great stay at Nick's place. place was very clean and spacious, good layout. Nick was easy to reach and communication was great. We would definitely book again! thank you! "
The price is AED 606
AED 1,052 total
includes taxes & fees
11 May - 12 May
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Thomas's Cozy Duplex - Centrally Located

8.4 out of 10, Very Good, (11)
"Quiet and comfy "
Thomas's Cozy Duplex - Centrally Located

Owl's Nest - Cozy Westfield Home w/ Fire Pit

9.0 out of 10, Wonderful, (4)
"Property worked well for us "
Owl's Nest - Cozy Westfield Home w/ Fire Pit

Hilltown Nest is a wonderful place for family and friends to gather.

9.8 out of 10, Exceptional, (15)
"Sadly we were only here for a couple of nights, but this place was very nice. I manage vacation rentals myself and i was very impressed by the cleanliness of this place, especially considering the size of it. The house is great for a family with lots of room to spread out. Our grandkids enjoyed tinkling on the piano and playing in the backyard. Would definitely choose to stay here again!"
Hilltown Nest is a wonderful place for family and friends to gather.

Modern Family Retreat | Near Downtown Hartford | Sleeps 10

2.0 star property
10.0 out of 10, Exceptional, (2)
"There were 7 of us staying for a Wedding near by. The home was bright, clean and very roomy. I would 100% stay here again. Host was on top of everything!! "
The price is AED 823
AED 2,237 total
includes taxes & fees
11 May - 12 May
Modern Family Retreat | Near Downtown Hartford | Sleeps 10

Quintessential 6-BR Berkshires Lodge

10.0 out of 10, Exceptional, (11)
"The house was perfect for our group of couples and young kids. Large bedrooms and beautiful property "
Quintessential 6-BR Berkshires Lodge

Home in the woods

9.4 out of 10, Exceptional, (23)
"Then property is very spacious and is in a rustic setting. It was ideal for us as we had Christmas there with our family. "
Home in the woods

Amherst, Perfect Location, UMass, Smith, MHC!

10.0 out of 10, Exceptional, (14)
"House was great, very comfortable, location was perfect for our needs. All of us had an excellent stay."
Amherst, Perfect Location, UMass, Smith, MHC!

Historic Farmhouse Near Mountains & Colleges!

10.0 out of 10, Exceptional, (7)
"Loved our stay at this adorable ranch home. Cute and comfy and clean. "
Historic Farmhouse Near Mountains & Colleges!

Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!

9.6 out of 10, Exceptional, (30)
"Great place to stay. House was spacious, very clean, and well maintained "
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!

Lakeside 5-BR Home in Idyllic Berkshires

10.0 out of 10, Exceptional, (2)
"Celebrated a birthday with a group of old friends. Great location near Lee. Enjoyed the lake views. Fires inside and outside. Home is well decorated and clean."
Lakeside 5-BR Home in Idyllic Berkshires

Rustic 3bd Lake Front Country Cottage

9.4 out of 10, Exceptional, (3)
"Enjoy our hikes and lake front view as well as kayaking around lake. Pretty area."
Rustic 3bd Lake Front Country Cottage

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

8.8 out of 10, Excellent, (8)
"My family of five was pleasantly pleased with our booking. The duplex had plenty of space, including access to the basement. Easy access, adequate parking, safe neighborhood, clean surfaces and extra linen, around plenty of food options and great wi-fi connection. All instructions were simple and easy to follow. It snowed during our stay and we woke up to the porch and sidewalk shoveled! Chef's Kiss A"
The price is AED 441
AED 1,154 total
includes taxes & fees
10 May - 11 May
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow

10.0 out of 10, Exceptional, (94)
"Great location and beautifully appointed house. Cindy is very helpful and responsive."
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
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.
Don't see what you're looking for?
See all available properties in Westfield
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Westfield

Historic Farmhouse Near Mountains & Colleges!

10.0 out of 10, Exceptional, (7)
"Loved our stay at this adorable ranch home. Cute and comfy and clean. "
Historic Farmhouse Near Mountains & Colleges!

Bring Your Pet & Visit Springfield: Westfield Home

2.0 star property
7.8 out of 10, Good, (6)
"The house looked like an abandoned property. It was dirty and gross. The sheets had hair on them. We actually couldn't stay. We were hopeful that after taking pictures and sending them, we have some sort of recoupment but we did not. Even though we booked through vrbo, it was apparently another company's listing and they were also no help. We won't use vrbo again. Also watch out for Evelve,"
Bring Your Pet & Visit Springfield: Westfield Home

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

10.0 out of 10, Exceptional, (2)
"We all enjoyed our stay! As described."
The price is AED 915
AED 1,653 total
includes taxes & fees
10 May - 11 May
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
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.