A river with a narrow island of trees in the middle, surrounded by lush green fields and hills.

Sunderland Vacation Rentals

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Sunderland vacation rentals

Interior

1. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (62 reviews)
"Beautiful decor, cozy furnishings, comfy comfy beds, all the amenities we needed and more, such a perfect apartment. Great communication with the host. Lots of yummy restaurant options in the area. We loved staying here!"
United States
Christa B.
The price is AED 426
AED 751 total
includes taxes & fees
1 Sep - 2 Sep
Lovely 2nd Floor Apartment
Property grounds

2. Cozy Valley View Post & Beam Villa!

Cozy Valley View Post & Beam Villa!
Whately
10.0 out of 10, Exceptional, (10 reviews)
"Thanks for a great stay"
United States
Andrea M.
The price is AED 1,837
AED 2,343 total
includes taxes & fees
31 Aug - 1 Sep
Cozy Valley View Post & Beam Villa!
Exterior

3. Light-filled treetop apartment close to downtown Greenfield and Highland Park

Light-filled treetop apartment close to downtown Greenfield and Highland Park
Greenfield
10.0 out of 10, Exceptional, (11 reviews)
"Nice place"
United States
Tom
The price is AED 826
AED 1,054 total
includes taxes & fees
1 Sep - 2 Sep
Light-filled treetop apartment close to downtown Greenfield and Highland Park
House, 4 Bedrooms | Interior

4. Chef's Kitchen Family Basecamp Amherst

Chef's Kitchen Family Basecamp Amherst
3.0 star property
East Village Historic District
The price is AED 1,337
AED 2,490 total
includes taxes & fees
31 Aug - 1 Sep
Chef's Kitchen Family Basecamp Amherst
Property grounds

5. Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.
Williamsburg
10.0 out of 10, Exceptional, (41 reviews)
"It was a charming farmhouse on a beautiful farm property with goats and ducks. The hosts made sure that all of our needs were met from electronic outlet extensions to kitchen utensils to bathroom supplies. There were even fresh-cut flowers in the kitchen for us to enjoy. We had a lovely two night stay."
United States
Jamie M.
The price is AED 893
AED 1,522 total
includes taxes & fees
31 Aug - 1 Sep
Charming, updated 3 bedroom farmhouse farm stay.
Coffee/tea maker, fridge, microwave, oven

6. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
10.0 out of 10, Exceptional, (53 reviews)
"This is the second time we have stayed at this property. It is very spacious, cozy, and clean. The beds are very comfortable. It had everything we needed "
United States
Staci M.
The price is AED 1,143
AED 2,516 total
includes taxes & fees
1 Sep - 2 Sep
Spacious 5BR w/ Hot Tub & Games
Interior

7. Button's Modern Luxury Walkup Downtown Northampton

Button's Modern Luxury Walkup Downtown Northampton
Northampton
10.0 out of 10, Exceptional, (6 reviews)
"The apartment was very comfortable and had everything we needed for the weekend including nice coffee, cava and a treat. Well equipped kitchen and good bed, towels, storage. Will stay here again"
United States
AMY
The price is AED 897
AED 1,847 total
includes taxes & fees
7 Sep - 8 Sep
Button's Modern Luxury Walkup Downtown Northampton
Smart TV, books, stereo

8. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (35 reviews)
"The place was really nice! Very clean and well decorated. We had a great short stay and would definitely book it again in the future."
United States
Emily O.
The price is AED 579
AED 790 total
includes taxes & fees
28 Aug - 29 Aug
Newly Built Barn Loft in Pioneer Valley
Exterior detail

9. Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Greenfield
9.6 out of 10, Exceptional, (9 reviews)
"We had a great"
United States
Meredith B.
The price is AED 377
AED 950 total
includes taxes & fees
9 Sep - 10 Sep
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Desk, iron/ironing board, travel crib, WiFi

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

The Creation Station is a cozy place so make yourself at home.
Easthampton Ma.
10.0 out of 10, Exceptional, (77 reviews)
"We had such a great stay at the Creation Station! The host John, showed us around the property and explained how to use everything. He also recommended a great restaurant in town. It was a great experience and would definitely recommend it!"
United States
Paula
The price is AED 661
AED 1,030 total
includes taxes & fees
14 Sep - 15 Sep
The Creation Station is a cozy place so make yourself at home.
Outdoor dining

11. Serene 1-bedroom suite on 75 acre horse property

Serene 1-bedroom suite on 75 acre horse property
Belchertown
10.0 out of 10, Exceptional, (34 reviews)
"This was an amazing nightly rate for the region, and a lovely place to visit. I'm so glad we found it and was available! Brent and family take great care of the place, and it was so magical waking up and seeing horses just a few feet from the window. We had fun playing games under the gazebo while horses munched on hay. There's lots of good hiking in the area too. The suite had everything we needed like extra blankets, kitchen wares, games, and a great shower too. Highly recommended!"
United States
Elizabeth
The price is AED 434
AED 859 total
includes taxes & fees
31 Aug - 1 Sep
Serene 1-bedroom suite on 75 acre horse property
3 bedrooms, desk, iron/ironing board, travel crib

12. Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (17 reviews)
"Comfortable stay"
United States
Nicholas B.
The price is AED 836
AED 1,753 total
includes taxes & fees
31 Aug - 1 Sep
Townhouse with Pool Table - Renovated w/ King Bed
Living area

13. Spacious & Cozy Ground Floor 2/3 Bed private suite

Spacious & Cozy Ground Floor 2/3 Bed private suite
Shelburne Falls
9.6 out of 10, Exceptional, (5 reviews)
"Wonderful property with an exceptional host!"
United States
Russ D.
The price is AED 668
AED 1,440 total
includes taxes & fees
31 Aug - 1 Sep
Spacious & Cozy Ground Floor 2/3 Bed private suite
Property grounds

14. Riverbend Berkshire East Basecamp - 3 bedrooms available

Riverbend Berkshire East Basecamp - 3 bedrooms available
Charlemont
10.0 out of 10, Exceptional, (8 reviews)
"Very nice house and the stay was unproblematic!"
United States
Noah K.
The price is AED 2,076
AED 3,414 total
includes taxes & fees
6 Sep - 7 Sep
Riverbend Berkshire East Basecamp - 3 bedrooms available
Property grounds

15. Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
9.8 out of 10, Exceptional, (24 reviews)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
The price is AED 694
AED 823 total
includes taxes & fees
22 Sep - 23 Sep
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Coffee/tea maker, fridge, microwave, stovetop

16. Steps to Holyoke Medical Center! Remote-Work Hub

Steps to Holyoke Medical Center! Remote-Work Hub
Holyoke
10.0 out of 10, Exceptional, (4 reviews)
"Perfect property and location for visiting the several surrounding communities."
United States
Tim L.
The price is AED 595
AED 2,035 total
includes taxes & fees
8 Sep - 9 Sep
Steps to Holyoke Medical Center! Remote-Work Hub
Flat-screen TV, books

17. Cozy First Floor Apartment. Located in a quiet neighborhood.

Cozy First Floor Apartment. Located in a quiet neighborhood.
Chicopee
9.6 out of 10, Exceptional, (12 reviews)
"Check in was very easy. The apartment had all the necessities in the kitchen and bathroom. Location was convenient and the neighborhood very safe/quiet."
United States
Morrris
The price is AED 621
AED 1,138 total
includes taxes & fees
13 Sep - 14 Sep
Cozy First Floor Apartment. Located in a quiet neighborhood.
Coffee/tea maker, fridge, microwave, oven

18. Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms
Holyoke
9.8 out of 10, Exceptional, (22 reviews)
"Fantastic stay in Holyoke. House is close to town, well outfitted, and super clean. Easy check in process and great experience all around. "
United States
Grant J.
The price is AED 654
AED 1,444 total
includes taxes & fees
15 Sep - 16 Sep
Cozy Home in Holyoke with 3 bedrooms
Apartment (3 Bedrooms) | Front of property

19. Steps to Holyoke Medical Center! Remote-work Hub

Steps to Holyoke Medical Center! Remote-work Hub
3.0 star property
Holyoke
The price is AED 768
AED 1,987 total
includes taxes & fees
8 Sep - 9 Sep
Steps to Holyoke Medical Center! Remote-work Hub
1 bedroom, desk, iron/ironing board, WiFi

20. Balcony Room in Victorian Home private bath

Balcony Room in Victorian Home private bath
Shelburne Falls
The price is AED 419
AED 767 total
includes taxes & fees
30 Aug - 31 Aug
Balcony Room in Victorian Home private bath
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 Sunderland Hotel Reviews

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

10/10 Excellent
"The overall experience was great . We were there for my cousins funeral and check in and out was seamless . We were in a rush to get to the funeral and the staff were so helpful that they helped us get to go boxes so the kids can eat breakfast on the way ."
Kristina 1-night trip
Posted less than an hour ago
Tru by Hilton Chicopee Springfield

Frequently asked questions

Are there vacation rentals in Sunderland?

Yes, there are vacation rentals in Sunderland near Mike's Maze, or you can go with a secluded option if you're looking for extra privacy while you relax. Sunderland is known for its waterfalls and riverfront.

What's the top vacation rental that Sunderland has to offer?

Experience Three Sisters Sanctuary in Goshen, MA: This vacation home rental near Sunderland is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay.

What’s there to see and do in Sunderland?

Explore the area and family-friendly sights such as Nash's Dinosaur Track Quarry, or get out into nature at a spot like Connecticut River. In the larger area, you’ll find Mike's Maze and Yankee Candle Village.

What’s a vacation rental in Sunderland like?

Vacation rentals are private properties where you can stay for a couple of days or more in Sunderland. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a family trip.