Shutesbury Holiday Rentals

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Our top choices for Shutesbury holiday rentals

10.0 out of 10, Exceptional, (6)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
The price is NZ$275
includes taxes & fees
29 Dec - 30 Dec
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
8.4 out of 10, Very good, (9)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
United States
Matthew H.
The price is NZ$256
includes taxes & fees
29 Dec - 30 Dec
Tiny Home with AC and WiFi in lovely Ludlow

Apartment in West Brookfield

Spacious Massachusetts Apartment #2
9.0 out of 10, Wonderful, (29)
"Really a cute place to stay, very clean and comfortable "
United States
Michelle J.
The price is NZ$515
includes taxes & fees
29 Dec - 30 Dec
Spacious Massachusetts Apartment #2

Apartment in West Brookfield

Apartment in town center #1
8.8 out of 10, Excellent, (26)
"Clean place and was well suited for what we needed"
United States
Chris
The price is NZ$515
includes taxes & fees
4 Jan - 5 Jan 2026
Apartment in town center #1
9.8 out of 10, Exceptional, (12)
"What a great house and such gracious hosts!The location is just minutes from Mount Holyoke College which was perfect for our trip Super clean and well maintained house. I highly recommend staying here."
United States
Eric W.
The price is NZ$555
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy Home in Holyoke with 3 bedrooms

Apartment in Chicopee

Charming Chicopee Getaway
7.6 out of 10, Good, (4)
"We really appreciated the stay to get together with family. There was plenty of space to play with the toddler and set up the pack-n-play for the infant. And then plenty of room to play board games after the babies were put to bed. "
United States
Tamara S.
The price is NZ$489
includes taxes & fees
29 Dec - 30 Dec
Charming Chicopee Getaway
9.2 out of 10, Wonderful, (13)
"For the most part everything was great!"
United States
Gabriel M.
The price is NZ$550
includes taxes & fees
3 Jan - 4 Jan 2026
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Holiday Home in Greenfield

Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, (46)
"Close to downtown, clean & comfortable!"
United States
Robbi C.
The price is NZ$345
includes taxes & fees
29 Dec - 30 Dec
Lovely 2nd Floor Apartment
9.0 out of 10, Wonderful, (10)
"Great stay"
United States
Angelina O.
The price is NZ$550
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
2.0 star property
9.4 out of 10, Exceptional, (22)
"Adorable spot. Great location. Clean, organized and well stocked. "
United States
Jen M.
The price is NZ$358
includes taxes & fees
29 Dec - 30 Dec
Newly Built Barn Loft in Pioneer Valley
10.0 out of 10, Exceptional, (72)
"The place is wonderful. Our 2nd visit and will be back. Has everything you need and then some. For us its centrally located so more family came for day trips. "
United States
Connie P.
The price is NZ$475
includes taxes & fees
5 Jan - 6 Jan 2026
The Creation Station is a cozy place so make yourself at home.
9.0 out of 10, Wonderful, (4)
"Super clean and nice space with beautifully updated bathroom and kitchen. Loved staying here."
United States
Andrew R.
The price is NZ$410
includes taxes & fees
4 Jan - 5 Jan 2026
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
2.0 star property
The price is NZ$485
includes taxes & fees
29 Dec - 30 Dec
Beautiful 2-bedroom cottage on Robert Frost Trail
10.0 out of 10, Exceptional, (11)
"Perfect stay for a family. Enjoyed the pool table. Beds were comfortable. Showers were perfect. Beautifully decorated. We felt right at home. Would definitely stay again. "
United States
Tonya Z.
The price is NZ$659
includes taxes & fees
4 Jan - 5 Jan 2026
Townhouse with Pool Table - Renovated w/ King Bed
9.0 out of 10, Wonderful, (22)
"Great overnight stay! "
United States
Carrie M.
The price is NZ$457
includes taxes & fees
1 Jan - 2 Jan 2026
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
10.0 out of 10, Exceptional, (8)
"Thanks for a great stay"
United States
Andrea M.
The price is NZ$1,510
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Valley View Post & Beam Villa!
The price is NZ$279
includes taxes & fees
29 Dec - 30 Dec
2 Twin beds on 1st floor with En-suite bathroom.
10.0 out of 10, Exceptional, (2)
"nice cozy home in a quiet neighborhood. easy access to highways. would stay here again. "
United States
Christopher P.
The price is NZ$350
includes taxes & fees
7 Jan - 8 Jan 2026
Cozy 2-bedroom apartment in Chicopee
10.0 out of 10, Exceptional, (1)
"The apartment is lovely, so comfortable and quiet!! Caitlin was a wonderful host, very responsive. Would absolutely stay again! "
United States
Anna B.
The price is NZ$810
includes taxes & fees
2 Jan - 3 Jan 2026
Terrific 3-bedroom unit in charming Leverett with AC
9.2 out of 10, Wonderful, (19)
"Great property! Thank you for a wonderful stay."
United States
David
The price is NZ$720
includes taxes & fees
30 Dec - 31 Dec
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.
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Top Shutesbury Hotel Reviews

Find out more about Shutesbury

Everything you need to know about Shutesbury holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Shutesbury holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shutesbury holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Shutesbury holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shutesbury. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Shutesbury holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Shutesbury holiday rentals we have selected for you start as low as NZ$256 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Shutesbury rentals

At Expedia, we put the best Shutesbury holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Shutesbury rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shutesbury holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shutesbury. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Shutesbury?

Yes, there are holiday rentals close to the most popular sights in Shutesbury, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Shutesbury has to offer?

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6: This holiday home rental outside of Shutesbury is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Shutesbury?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Shutesbury stay.

What can I see and do in Shutesbury?

Lake Wyola State Park and Quabbin Reservoir Watershed Reservation are a couple of lovely local spots to get outside and enjoy nature. University of Massachusetts Amherst and UMass Fine Arts Center are a couple of places you'll find in the wider area.

What are holiday rentals like in Shutesbury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Shutesbury. Holiday rentals offer extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a small group gathering.