Shutesbury Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Shutesbury

Our top choices for Shutesbury vacation rentals

Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

10.0 out of 10, Exceptional, (4)
"This comfortable 2-bedroom house on a tranquil NH pond was the perfect weekend escape! We absolutely loved the peaceful setting and beautiful views. It was incredibly relaxing and exactly what we needed. Highly recommend!"
Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

Tiny Home with AC and WiFi in lovely Ludlow

8.8 out of 10, Excellent, (5)
The price is ¥11,615
¥22,007 total
includes taxes & fees
Sep 4 - Sep 5
Tiny Home with AC and WiFi in lovely Ludlow

Newly Built Barn Loft in Pioneer Valley

2.0 star property
9.4 out of 10, Exceptional, (15)
"Small but well maintained, clean, well stocked & nic"
The price is ¥23,157
¥30,694 total
includes taxes & fees
Sep 9 - Sep 10
Newly Built Barn Loft in Pioneer Valley

Riverside Retreat – Cozy 2-Story Getaway!

9.8 out of 10, Exceptional, (28)
"Interior amazing. Exterior could use some attention"
Riverside Retreat – Cozy 2-Story Getaway!

Charming Chicopee Getaway

10.0 out of 10, Exceptional, (1)
"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. "
The price is ¥15,905
¥41,573 total
includes taxes & fees
Sep 8 - Sep 9
Charming Chicopee Getaway

Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

9.8 out of 10, Exceptional, (10)
"Property is in excellent condition and well appointed. We enjoyed our stay."
The price is ¥49,763
¥90,893 total
includes taxes & fees
Sep 17 - Sep 18
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

9.0 out of 10, Wonderful, (7)
"Great property! Thank you for a wonderful stay."
The price is ¥29,112
¥57,811 total
includes taxes & fees
Sep 10 - Sep 11
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Lovely 2nd Floor Apartment

10.0 out of 10, Exceptional, (34)
"Quiet location and comfortable stay. The space was clean and perfect for a quick overnight. Owner was on site and very responsive. "
The price is ¥17,070
¥29,579 total
includes taxes & fees
Sep 10 - Sep 11
Lovely 2nd Floor Apartment

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

9.8 out of 10, Exceptional, (107)
"My wife and I stayed in the upper apartment for 2 nights. The place was perfect in every aspect. It was clean, quiet and well equipped. Beds were comfortable and it was close the UMASS. We will definitely stay here again when we are in the area. "
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

9.0 out of 10, Wonderful, (10)
"Comfortable, clean and well maintained property. I definitely will book again. "
The price is ¥20,584
¥49,042 total
includes taxes & fees
Sep 9 - Sep 10
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Serene 1-bedroom suite on 65 acre horse property

10.0 out of 10, Exceptional, (21)
"Had such a wonderful stay at this space. Brent was very communicative about the check in/check out process which was greatly appreciated. The main living room area is very spacious and the bedroom was comfortable. I would definitely stay here again in the future!"
The price is ¥19,219
¥36,659 total
includes taxes & fees
Sep 1 - Sep 2
Serene 1-bedroom suite on 65 acre horse property

Amherst, Perfect Location, UMass, Smith, MHC!

10.0 out of 10, Exceptional, (17)
"House was great, very comfortable, location was perfect for our needs. All of us had an excellent stay."
Amherst, Perfect Location, UMass, Smith, MHC!

Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!

10.0 out of 10, Exceptional, (46)
"A dream Vt. property, peaceful and scenic, with no worries"
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!

The Creation Station is a cozy place so make yourself at home.

10.0 out of 10, Exceptional, (67)
"This was our second time staying here and we had a great time!"
The price is ¥26,465
¥40,073 total
includes taxes & fees
Sep 9 - Sep 10
The Creation Station is a cozy place so make yourself at home.

Old World Charm, Modern Conveniences - 3 BR private home in quiet setting

10.0 out of 10, Exceptional, (20)
"This beautiful home was perfect for our short stay in Western Massachusetts. Everything was just lovely, clean, comfortable, quiet. Great hosts and so kind and accommodating to our needs. Thank you so much. We will definitely look to stay here again for future family visits. "
Old World Charm, Modern Conveniences - 3 BR private home in quiet setting

Hadley Amherst Location.Explore the Valley Colleges!

10.0 out of 10, Exceptional, (132)
"The house was immaculate and with space for everyone to be together and to do our own thing. Restaurants, shops, and many fun places for activities are all very nearby. Loved our stay!"
Hadley Amherst Location.Explore the Valley Colleges!

Riverfront 2 Bedroom Unit 2

9.8 out of 10, Exceptional, (23)
"Very pleasant stay."
Riverfront 2 Bedroom Unit 2

Historic Williams House 2-bedroom downtown Northampton with AC, WiFi

Historic Williams House 2-bedroom downtown Northampton with AC, WiFi

Spacious Private Retreat Near Holyoke State Park!

10.0 out of 10, Exceptional, (9)
"We stayed for a guys hunting trip and the place was what we needed after a long day"
Spacious Private Retreat Near Holyoke State Park!

Lakefront Westhampton Cabin w/ Beach + Kayaks!

10.0 out of 10, Exceptional, (9)
"Loved our stay. "
Lakefront Westhampton Cabin w/ Beach + Kayaks!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Shutesbury Hotel Reviews

Find out more about Shutesbury

Find out more about Shutesbury

Search for holiday rentals in Shutesbury on Expedia! You can easily find your home rentals, villas, holiday apartments in Shutesbury using one of the methods below:

  • View our selection of featured holiday rentals in Shutesbury
  • Use the map to find apartments and other holiday homes in the Shutesbury neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Shutesbury while they last

Look no further and take a look at our great range of rental properties in Shutesbury!

Frequently asked questions

Are there vacation rentals in Shutesbury?

Yes, we offer vacation rentals near the most popular sights in Shutesbury, or you can choose a secluded option if you want a relaxing place to stay.

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

Tiny Home with AC and WiFi in lovely Ludlow: This vacation home rental near Shutesbury has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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 larger area.

What are vacation rentals like in Shutesbury?

Vacation rentals are private properties you can book for a couple days or more in Shutesbury. Vacation rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a family getaway.