Photo by Elizabeth Massa Peroulakis

Holiday Rentals in Westfield

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Holiday Rentals in Westfield

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (205)
"My stay was shorter than I had planned but the few days I was here was so relaxing. First of all, the bed is so comfortable, I slept like a baby. Very quiet area. Nice to walk around with my dogs and explore. The cottage was nicely outfitted with any needs you might have. Beautiful time of year to stay here! I cannot wait to go back. I also want to say I appreciate that they allowed my two dogs. My dogs are very well behaved, and I travel with them quite often. Not all places allow this, so I...
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
9.8 out of 10, Exceptional, (88)
"We loved our stay. Great communication with owners. Property was clean and had everything we needed. Loved having the 2 bedrooms. Would definitely stay again."
The price is €194
includes taxes & fees
30 Sept - 1 Oct
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
PICON COZY
7.8 out of 10, Good, (48)
"Loved it"
The price is €157
includes taxes & fees
30 Sept - 1 Oct
PICON COZY
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (10)
"This was the perfect place for enjoying our visit with our adult children! Very well appointed home and we had a very lovely visit! Peaceful and lovely location!"
Pristine Home In Becket Woods
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
9.8 out of 10, Exceptional, (36)
"Communication with property manager was seamless, and above any previous interactions I have ever had. Great place. Well maintained. Clean. Stocked with basic kitchenware and cleaning material. Great Wifi. Tennis Court was such a nice bonus. Would 100% (and will likely) stay here again!"
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Cozy apartment located in quiet Williamsburg
9.6 out of 10, Exceptional, (41)
"Property was as advertised. Easy to get in and was exactly what we were looking for. "
The price is €238
includes taxes & fees
30 Sept - 1 Oct
Cozy apartment located in quiet Williamsburg
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
9.6 out of 10, Exceptional, (29)
"It was nice stay!"
The price is €298
includes taxes & fees
14 Oct - 15 Oct
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Peace and quiet on the lake
9.6 out of 10, Exceptional, (190)
"Loved it!"
Peace and quiet on the lake
The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, (60)
"We all had a wonderful time and the Creation Station was everything we imagined and then some! Super host and atmosphere. Thank you."
The price is €258
includes taxes & fees
1 Oct - 2 Oct
The Creation Station is a cozy place so make yourself at home.
Serene Acreage - Pond - Hiking Trails Nearby
10.0 out of 10, Exceptional, (6)
"Wonderful accommodation."
Serene Acreage - Pond - Hiking Trails Nearby
Private Island - Largest Fresh Water Reservoir in Mass....
9.0 out of 10, Wonderful, (7)
"From beginning to end, could not have dreamed of a better island getaway, in the Berkshire’s none-the -less. Bill was a wonderful host. Very friendly, responsive and helpful. Super welcoming. The home was simple, quaint, and super cozy. Perfect for a nice long relaxing weekend for both the dogs and people. The views from the sun room were lovely. The deck/patio area had a beautiful view of the water. The fire pit was a nice perk in the evening. Surrounded by water, the place felt so private....
Private Island - Largest Fresh Water Reservoir in Mass....
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
9.8 out of 10, Exceptional, (6)
"We were staying in CT for my granddaughters Nationals SB tournament The location was great, it was Close to everything we needed We would def. Stay again due to the easy check in, all the extra amenities Lynn supplies along with her quick responses to our communication with her. If we had to make a suggestion, it would be a to add more air conditioners as the summertime can get quite hot We enjoyed our stay"
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Hadley Amherst Location.Explore the Valley Colleges!
10.0 out of 10, Exceptional, (128)
"Spent 2 nights as a teacher with 7 students, and another chaperone to attend the Big E with FFA kids. Plenty of room, as kids don’t mind sharing, or sleeping on a pull out couch. Everything was very clean, and the property manager was very responsive and helpful. They even left some goodies for the kids! Would recommend!"
Hadley Amherst Location.Explore the Valley Colleges!
Springfield home with a view(Private first floor)
9.0 out of 10, Wonderful, (6)
"We enjoyed our stay in this cozy home. Only issue was the listing says there’s 3 bedrooms (accurate) and 2 rooms with futons in them, but there was a couch in the den and a small couch in the living room, not really beds. Listing could use some more updated, accurate photos to show how it’s clearly a lived in house and not a full time rental."
The price is €343
includes taxes & fees
1 Oct - 2 Oct
Springfield home with a view(Private first floor)
Amherst, Perfect Location, UMass, Smith, MHC!
10.0 out of 10, Exceptional, (14)
"The house was perfect for us as we moved our daughter into UMASS. Close to the college, restaurants and shopping. Very clean house and had everything we needed. "
Amherst, Perfect Location, UMass, Smith, MHC!
Berkshires Cabin 2 Mi to Appalachian Trail!
9.8 out of 10, Exceptional, (8)
"This is my second summer renting this house. It's great. Beautiful home, lots of light, in the woods, very comfortable. Our first year we had a rainy Sunday and it was fun to just hang out in. Very clean. The rental contact person was very responsive to a question we had. Five minutes from Jacob's Pillow. Lenox/Lee/Stockbridge are all just a quick drive away. Very quiet rural setting. A deer visited us this year, early on Sunday morning. Love this place."
Berkshires Cabin 2 Mi to Appalachian Trail!
Family House On Highland Lake with Dock
10.0 out of 10, Exceptional, (23)
"Stayed for labor day with family from out of state. Plenty of room for 4 adults and 4 kids, Could have easily fit more. Had a great time on the dock and having fires in the back yard. "
Family House On Highland Lake with Dock
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
10.0 out of 10, Exceptional, (141)
"Great place and views. "
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
Tolland Cabin w/ Private Hot Tub & Grill!
9.4 out of 10, Exceptional, (12)
"We had a lovely long weekend in the Berkshires. The location is beautiful, and we really enjoyed the deck, hot tub, and kayaks. We could have used more towels but otherwise the house was pretty well equipped. Bedrooms were cozy, which didn’t really matter because we were outside most of the time, but could be tough in worse weather. "
Tolland Cabin w/ Private Hot Tub & Grill!
Berkshire Lake access
10.0 out of 10, Exceptional, (47)
"The house was very clean and the yard is large. It's a great place for family vacations."
Berkshire Lake access
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Other types of properties in Westfield you may be interested in

Quality Inn Westfield - Springfield
2.5 star property
7.2 out of 10, Good, (720)
"Kind and friendly staff. Out of date but clean"
The price is €98
includes taxes & fees
14 Oct - 15 Oct
Quality Inn Westfield - Springfield
Hampton Inn Westfield
2.5 star property
8.2 out of 10, Very good, (679)
"Work trip, 2nd stay here, will be back!! "
The price is €144
includes taxes & fees
14 Oct - 15 Oct
Hampton Inn Westfield
MGM Springfield
4.0 star property
8.8 out of 10, Excellent, (1170)
"We loved the decor"
The price is €182
includes taxes & fees
21 Oct - 22 Oct
MGM Springfield
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.

Frequently asked questions

Can I find a holiday rental in Westfield?

Yes, there are holiday rentals close to the most popular sights in Westfield, 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?

Cozy apartment located in quiet Williamsburg: This holiday home rental outside of Westfield is in a rural location, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Westfield?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Westfield stay.

What can I see and do in Westfield?

Hampton Ponds State Park and Westfield River are a couple of lovely local spots to get outside and enjoy nature. Robinson State Park and Holyoke Mall are a couple of places you'll find in the wider area.

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.