Photo by Elizabeth Massa Peroulakis

Westfield Holiday Rentals

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Holiday Rentals in Westfield

Cozy apartment located in quiet Williamsburg
9.8 out of 10, Exceptional, 34 reviews
"Nice place!"
The price is NZ$418
includes taxes & fees
5 Jun - 6 Jun
Cozy apartment located in quiet Williamsburg
Spacious three bedroom house with pool and hot tub near Historic Suffield Center
10.0 out of 10, Exceptional, 2 reviews
"It was wonderful! Enough room for everyone and everything was cozy and working. Appreciate the stay!"
Spacious three bedroom house with pool and hot tub near Historic Suffield Center
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, 32 reviews
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
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PICON COZY
8.0 out of 10, Very good, 43 reviews
"Fidelis demonstrated exceptional professionalism throughout our interaction. He was remarkably accommodating, consistently honest, and promptly addressed any inquiries I had, usually within minutes. On the rare occasion that he couldn't respond immediately, he took the time to provide an explanation and offer his apologies. Recently, my son relocated to this area for work, and thanks to Fidelis, I can now rest assured that my 24-year-old son, who has yet to experience living on his own, is safe...
The price is NZ$275
includes taxes & fees
5 Jun - 6 Jun
PICON COZY
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, 7 reviews
"My wife and young daughters live in central CT, and the drive to Becket was both scenic and relatively short at around an hour and a half. The property offers great privacy in a remote wooded setting in the heart of the always beautiful Berkshires. We brought our dog along, and we all were able to relax by the fire, read our favorite books, as well as peruse interesting titles on the impressive bookshelf built into the living room wall—a book lover’s delight. We admired the openness and light...
Pristine Home In Becket Woods
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, 195 reviews
"We’ve stayed at the cabin with our dog four times and always enjoy our peaceful stay. It’s cozy, clean and private. Also, the Sherwood Shoppe - just down the road - is a wonderful place for breakfast, homemade chili and much more."
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Peace and quiet on the lake
9.6 out of 10, Exceptional, 184 reviews
"My husband and I had a very peaceful and relaxing long weekend at this lake house! It was very clean and has everything you need. We spent the majority of our time on the wonderful screened-in porch. The location was great and there was a little store/restaurant only a couple minutes walk up the street that was convenient and the food was really good! Overall, a great place to stay!"
Peace and quiet on the lake
The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, 52 reviews
"Wonderful place to stay, had a great time lots of instruments to try, had lots of space to spread out and hangout, the hot tub was very nice and clean. Overall had a fantastic stay the lighted walkway is amazing! All the amenities available where also great, Jon was a great host and we had a great time speaking with him!"
The price is NZ$388
includes taxes & fees
5 Jun - 6 Jun
The Creation Station is a cozy place so make yourself at home.
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
9.8 out of 10, Exceptional, 81 reviews
"Exactly what you see is what you get! Cute place on farm like setting. Beds are comfortable and most anything you need is there from fans, pack and plays, and a high chair. Lee provided some fresh eggs, cranberry bread, and fresh butter. Looking to stay again next year when my daughter graduates!"
The price is NZ$339
includes taxes & fees
5 Jun - 6 Jun
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
9.0 out of 10, Wonderful, 2 reviews
"This was easily accessible to many places and the check-in process and communications with the owner were exceptional. Great place to stay."
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Mountaintop Horse Farm with Heated Pool
10.0 out of 10, Exceptional, 15 reviews
"Thank you for a lovely home to stay in during our family funeral weekend!"
Mountaintop Horse Farm with Heated Pool
Easthampton Vacation Rental - Walk to Breweries!
9.4 out of 10, Exceptional, 3 reviews
"This is one of the best properties in the Pioneer Valley for the price. Comfortable, clean, and central. The team at Evolve and the local property manager are incredibly kind and responsive. Check-in was flawless and our stay was an absolute 10/10 from top to bottom. Keep in mind this property does have stairs to get to the bathroom and bedrooms, but the double railings made it a breeze for my elderly parents. The location is unbeatable, so many things to do within a five minute walk from the...
Easthampton Vacation Rental - Walk to Breweries!
Serene Acreage - Pond - Hiking Trails Nearby
10.0 out of 10, Exceptional, 4 reviews
"Perfect place to relax and have dogs as part of a mini vacation. Very clean, organized, and provided helpful local information. Will definitely stay there again."
Serene Acreage - Pond - Hiking Trails Nearby
Berkshires Cabin 2 Mi to Appalachian Trail!
9.8 out of 10, Exceptional, 6 reviews
"My wife and I were looking for a nice little getaway within reasonable driving distance and came across this great property. As soon as we saw the big windows in the living room we were sold. Definitely getting added to our short list of places to go back to."
Berkshires Cabin 2 Mi to Appalachian Trail!
Private Island - Largest Fresh Water Reservoir in Mass....
10.0 out of 10, Exceptional, 3 reviews
"So grateful to Bill for such a wonderful stay! The cottage was so lovely and had everything you could need for a weekend on the lake. Will definitely be returning in the future 😊"
Private Island - Largest Fresh Water Reservoir in Mass....
Welcome to Honey Spot!
10.0 out of 10, Exceptional, 24 reviews
"We loved this property! Had everything we needed and we didn't have time to use or enjoy everything. The beds were SO COMFY!!! Loved having 2 bathrooms also. Great communication with the host! We would love to come back!"
The price is NZ$482
includes taxes & fees
5 Jun - 6 Jun
Welcome to Honey Spot!
Massive 5 Bedrooms: 3King 2Queen
The price is NZ$1,241
includes taxes & fees
5 Jun - 6 Jun
Massive 5 Bedrooms: 3King 2Queen
Tranquil 3-BR Waterfront Retreat
10.0 out of 10, Exceptional, 7 reviews
"The house is immaculate! One of the cleanest properties we've stayed in. The house was the perfect size for my family of 4 (2 adults, 2 teens) with room for more. The beds are comfortable, and there were plenty of linens and towels. The linens and towels are high quality, very soft. The kids had fun fishing in the pond and made good use of the kayak (they caught some bass, pickerel and sun fish). The neighborhood is nice and quiet, dirt roads, no traffic...great for taking walks. We used the...
Tranquil 3-BR Waterfront Retreat
The Meadows House @ Otis Ridge w/ 7-person hot tub
9.8 out of 10, Exceptional, 20 reviews
"Relaxing get away. Great hot tub, table shuffleboard. 3 floors of comfort."
The Meadows House @ Otis Ridge w/ 7-person hot tub
Quintessential 6-BR Berkshires Lodge
10.0 out of 10, Exceptional, 4 reviews
"We had a great time. Place is amazing. Highly recommend. We had four different families and we never felt cramped. Lovely open main room allowed us to stay connected. Bedrooms were nice and spacious, good bed options. Nice decor."
Quintessential 6-BR Berkshires Lodge
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See all available properties in Westfield
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.

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, 681 reviews
"The TV stations need attention "
The price is NZ$183
includes taxes & fees
23 Jun - 24 Jun
Quality Inn Westfield - Springfield
Hampton Inn Westfield
2.5 star property
8.2 out of 10, Very good, 626 reviews
"Hotel was located near where we needed to be. "
The price is NZ$222
includes taxes & fees
16 Jun - 17 Jun
Hampton Inn Westfield
MGM Springfield
4.0 star property
8.8 out of 10, Excellent, 1,012 reviews
"We loved our room. We enjoyed the atmosphere and the casino, although we did not gamble. We loved having dinner at Costa."
The price is NZ$273
includes taxes & fees
18 Jun - 19 Jun
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Westfield holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Westfield. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Westfield. Seeing all the best attractions is bound to make you fall in love with Westfield. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Westfield short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Westfield?

Yes, we have holiday rentals where you'll be just 9.1 mi (14.7 km) from Six Flags New England, giving you a secluded option to escape the hustle and bustle. 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 3 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 Six Flags New England 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.

Recent reviews of Westfield properties
Expedia verified reviews