Photo by Elizabeth Massa Peroulakis

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Compare 155 Vacation Homes in Westfield with updated reviews, rates, and availability.

Westfield Vacation Rental | 4BR | 2BA | 2,000 Sq Ft | Stairs Required

"A group of us traveled quite a distance and were so happy to see the great place for us to stay. The house was beautifully restored and tastefully decorated. We felt at home immediately. There were enough room for all of us to spread out and do work or school studies without interrupting others and the back yard was big enough for the kids to blow off steam. The enclosed sunroom was the most popular room in the entire place. This place was top notch! Absolutely perfect!!"

"I booked this for my daughter who is looking to relocate to Western Mass from Central Mass and it was perfect for her. The host was extra helpful and accomodating, and while it was a small and simple space, she was very comfortable and cozy. She would definitely stay again."

SAR 639 total

includes taxes & fees

24 Nov - 25 Nov

Beautiful 5BR Lake House on Highland Lake

"Beautiful spot on the lake. Great house. "

"Great location near restaurants and stores. House is "

SAR 1,464 total

includes taxes & fees

19 Dec - 20 Dec

"It was nice stay!"

SAR 1,197 total

includes taxes & fees

6 Dec - 7 Dec

View from deck looking over our dock on a still day in last days of October.

"Beautiful fall colors surrounding the lake. "

"Very clean and nicely decorated. Comfortable vibe. Came to relax and enjoy the fall colors. It looks bigger in the pictures, but was plenty big for the 4 of us. Having laundry was a plus, and enjoyed the ping pong table Loved the duvet covers…so soft. Upstairs bathroom could use a mirror in a better place, as blow drying hair and putting on makeup would be difficult, but just didn’t bother. Hope to go again next fall. "

"We needed a pet friendly location to stay for one night. This place is amazing. Very unconventional and much more than I needed for my family of four but I would recommend it highly. The host was very helpful and friendly. The property would be great for an adult birthday or an extended family get together. "

SAR 1,057 total

includes taxes & fees

26 Nov - 27 Nov

The Valley is known for our picturesque red tobacco barns and expansive cornfields.

"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. "

"Very clean, spacious, and comfortable. Property manager’s information was helpful."

"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. "

Granby Vacation Rental | 3BR | 2.5BA | 3,300 Sq Ft | 4 Stairs to Access

"Very quiet home. Well equipped for a large family "

"House has lots of room and a super nice screened in porch. Plants everywhere add a nice touch. Large fireplace, all upgraded appliances, big eat in kitchen. Property is on a busier road but backyard although clearly still a kind of cluttered farm setting Is quiet. "

Welcome to the Chateau Loches at Longmeadow,The home of vacation entertainment.

"Several colleagues and I stayed here for a conference in Springfield. While the location was fairly convenient and the house was very clean, there were areas that could be improved upon. We loved having several bathrooms but there was only one roll of toilet paper in each bathroom and no extras for replacements. We ended up having to buys some. Instead of having king beds in every room, it would be nice to have one king bedroom and to have multiple beds in the other bedrooms. The basement is...

SAR 4,047 total

includes taxes & fees

24 Nov - 25 Nov

SAR 2,555 total

includes taxes & fees

25 Nov - 26 Nov

Westfield Vacation Rental | 4BR | 2BA | Steps to Enter | 1,500 Sq Ft

"Property worked well for us "

"Pristine can mean several different things. My interpretation was to be “like new”. This dwelling did not quite live up to that standard, but was clean, sans the “mud room” and what appeared to be mold on the peak of the ceiling above the living room. The original listing stated firewood was provided by the host. Then, the checkin instructions stated guests provided their own. Not huge, just misstated in the listing (since changed). There was a power outage while we were there, thus no...

Bike ride on the Norwottuck Rail Trail( entrance to trail 2-minutes from the house) to the CT River- Bring your bikes and enjoy!

"The house was amazing, clean and comfortable. The area was great and very close to restaurants and shopping. I just can’t say enough good things about our experience. If I could give it more than five stars I would. "

"It was a very comfortable house! We were only there 2 days for the Mizzou game. "

"Great property and a great location. The host was more than welcoming and very easy to communicate to. This was our second visit to this location and we plan to stay again if availability allows. "

SAR 2,163 total

includes taxes & fees

4 Dec - 5 Dec