Book Holiday Homes in Westfield

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Westfield

Peace and quiet on the lake

Peace and quiet on the lake

Becket
Stay at this vacation home in Becket. Enjoy free WiFi, a garden, and patios. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry are located ...
Peace and quiet on the lake
Author Stephen Oates Once Owned

Author Stephen Oates Once Owned

Amherst
The price is NZ$700 per night from 16 Mar to 17 Mar
NZ$700
includes taxes & fees
16 Mar - 17 Mar
Stay at this vacation home in Amherst. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Puffers Pond South Beach and UMass ...
Author Stephen Oates Once Owned
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

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

Amherst
The price is NZ$360 per night from 17 Mar to 18 Mar
NZ$360
includes taxes & fees
17 Mar - 18 Mar
Book a stay at this family-friendly vacation home in Amherst. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Puffers Pond South ...
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Save an average of 15% on thousands of hotels when you're signed in
Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed

Chicopee
The price is NZ$669 per night from 16 Mar to 17 Mar
NZ$669
includes taxes & fees
16 Mar - 17 Mar
Stay at this vacation home in Chicopee. Enjoy free WiFi, a pool table, and an in-room coffeemaker. Popular attractions Canal Gallery and Volleyball Hall of Fame ...
Townhouse with Pool Table - Renovated w/ King Bed
PICON COZY

PICON COZY

Springfield
The price is NZ$296 per night from 22 Mar to 23 Mar
NZ$296
includes taxes & fees
22 Mar - 23 Mar
Stay at this vacation home in Springfield. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions MGM Springfield and Naismith ...
PICON COZY
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

Cummington
Stay at this vacation home in Cummington. Enjoy a garden, patios, and an in-room coffeemaker.
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft
Berkshires Lakefront Retreat

Berkshires Lakefront Retreat

Becket
Book a stay at this family-friendly vacation home in Becket. Enjoy free WiFi, a pool table, and patios. Popular attractions Pyramid Lake and Becket Land Trust ...
Berkshires Lakefront Retreat
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

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

Windsor
Stay at this vacation home in Windsor. Enjoy air conditioning. Popular attractions XL Center and Windsor Arts Center are located nearby.
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

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

Granby
The price is NZ$495 per night from 16 Mar to 17 Mar
NZ$495
includes taxes & fees
16 Mar - 17 Mar
Stay at this vacation home in Granby. Enjoy free WiFi, a garden, and patios. Popular attractions Mount Holyoke Range State Park and Nash's Dinosaur Track Quarry ...
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
Don't see what you're looking for?
See all available properties in Westfield
View all properties
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.

Westfield Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Westfield vacation homes are the perfect way for you to wing it.

Holiday houses in Westfield let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Westfield in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Westfield adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Westfield with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Westfield vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Westfield Holiday Homes essential information

Accommodation
175 Holiday Homes
Lowest Price
NZ$198
Highest Price
NZ$700
Popular accommodation
Peace and quiet on the lake, Author Stephen Oates Once Owned, kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley, Townhouse with Pool Table - Renovated w/ King Bed , PICON COZY, Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft, Berkshires Lakefront Retreat , 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

Top trending hotels in Westfield

Hampton Inn Westfield

Hampton Inn Westfield

2.5 out of 5
39 Southampton Rd, Westfield, MA
Fully refundableReserve now, pay when you stay
The price is NZ$246 per night from 24 Mar to 25 Mar
NZ$246
includes taxes & fees
24 Mar - 25 Mar
Book a stay at this business-friendly hotel in Westfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hampton Inn Westfield
Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield

2.5 out of 5
2 Southampton Rd, Westfield, MA
Fully refundableReserve now, pay when you stay
The price is NZ$198 per night from 15 Apr to 16 Apr
NZ$198
includes taxes & fees
15 Apr - 16 Apr
Book a stay at this business-friendly hotel in Westfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Quality Inn Westfield - Springfield
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
The price is NZ$353 per night from 20 Mar to 21 Mar
NZ$353
includes taxes & fees
20 Mar - 21 Mar
Stay at this 4-star hotel in Springfield. Enjoy free parking, an outdoor pool, and 8 restaurants. Our guests praise the helpful staff and the convenient parking ...
MGM Springfield
Save an average of 15% on thousands of hotels when you're signed in
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
Fully refundable
The price is NZ$238 per night from 16 Mar to 17 Mar
NZ$238
includes taxes & fees
16 Mar - 17 Mar
Stay at this 3-star spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. ...
D. Hotel Suites & Spa
Don't see what you're looking for?
See all available properties in Westfield
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.