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
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Sunderland vacation rentals

A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

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 ￥18,454
￥32,510 total
includes taxes & fees
Aug 26 - Aug 27
Lovely 2nd Floor Apartment
A blue house with a porch, a wooden bench, and a door.

2. 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 ￥16,372
￥41,190 total
includes taxes & fees
Sep 22 - Sep 23
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

3. Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke

Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke
Holyoke
10.0 out of 10, Exceptional, (3 reviews)
"The studio was clean, new and modern. There are no windows so it was dark and quiet to sleep. "
United States
Michelle
The price is ￥10,491
￥39,771 total
includes taxes & fees
Aug 30 - Aug 31
Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke
A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

4. 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 ￥18,780
￥37,156 total
includes taxes & fees
Aug 31 - Sep 1
Serene 1-bedroom suite on 75 acre horse property

5. Balcony Room in Victorian Home private bath

Balcony Room in Victorian Home private bath
Shelburne Falls
The price is ￥18,120
￥33,201 total
includes taxes & fees
Sep 9 - Sep 10
Balcony Room in Victorian Home private bath
A modern living room with a leather sofa, a coffee table, and a dining table. There are two windows providing natural light, a ceiling light fixture, and a trash can.

6. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (34 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 ￥25,035
￥34,191 total
includes taxes & fees
Aug 24 - Aug 25
Newly Built Barn Loft in Pioneer Valley
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

7. Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
3.0 star property
Holyoke
The price is ￥15,100
￥38,586 total
includes taxes & fees
Aug 30 - Aug 31
Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
A cozy room with two beds, large windows, and a view of a snowy landscape.

8. 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 ￥28,611
￥42,611 total
includes taxes & fees
Sep 14 - Sep 15
The Creation Station is a cozy place so make yourself at home.
A house with a staircase leading to a porch, surrounded by snow and string lights.

9. 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 ￥35,764
￥45,630 total
includes taxes & fees
Aug 25 - Aug 26
Light-filled treetop apartment close to downtown Greenfield and Highland Park
A modern kitchen with a central island, bar stools, and a bicycle.

10. 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 ￥38,797
￥79,909 total
includes taxes & fees
Aug 25 - Aug 26
Button's Modern Luxury Walkup Downtown Northampton
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

11. Private bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room
Shelburne Falls
The price is ￥19,074
￥34,266 total
includes taxes & fees
Aug 25 - Aug 26
Private bed with En-suite bathroom Marigold Room
A grassy outdoor area with a hammock, chairs, and a stone wall.

12. 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, (22 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 ￥26,894
￥32,627 total
includes taxes & fees
Aug 25 - Aug 26
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

13. Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.
Williamsburg
10.0 out of 10, Exceptional, (41 reviews)
"Great hosts! Very nice and helpful. "
United States
Anonymous traveler
The price is ￥38,625
￥65,859 total
includes taxes & fees
Aug 31 - Sep 1
Charming, updated 3 bedroom farmhouse farm stay.
A hallway with wooden flooring, white walls, and a bed in the background.

14. Cozy private 2 bed apartment in Shelburne Falls

Cozy private 2 bed apartment in Shelburne Falls
Shelburne Falls
The price is ￥25,591
￥58,060 total
includes taxes & fees
Aug 24 - Aug 25
Cozy private 2 bed apartment in Shelburne Falls
A living room with a beige sofa, a patterned rug, and a wooden floor.

15. 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 ￥28,929
￥62,320 total
includes taxes & fees
Aug 25 - Aug 26
Spacious & Cozy Ground Floor 2/3 Bed private suite
A modern kitchen with white cabinets, a wooden staircase, and a dining area with a table and chairs.

16. Chef's Kitchen Family Basecamp Amherst

Chef's Kitchen Family Basecamp Amherst
3.0 star property
East Village Historic District
The price is ￥57,863
￥107,778 total
includes taxes & fees
Aug 31 - Sep 1
Chef's Kitchen Family Basecamp Amherst
A modern kitchen with stainless steel appliances, a granite countertop, and a view into the dining area.

17. 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 ￥27,816
￥61,965 total
includes taxes & fees
Aug 25 - Aug 26
Cozy Home in Holyoke with 3 bedrooms
A living room with a fireplace, a sofa, a coffee table, and a TV.

18. Cozy 2-bedroom apartment in Chicopee

Cozy 2-bedroom apartment in Chicopee
Chicopee
10.0 out of 10, Exceptional, (9 reviews)
"nice cozy home in a quiet neighborhood. easy access to highways. would stay here again. "
United States
Christopher P.
The price is ￥27,975
￥40,394 total
includes taxes & fees
Sep 1 - Sep 2
Cozy 2-bedroom apartment in Chicopee
A modern two-story house with large windows and a balcony.

19. 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 ￥79,475
￥101,380 total
includes taxes & fees
Aug 24 - Aug 25
Cozy Valley View Post & Beam Villa!
A living room with a sofa set, a coffee table, and two lamps.

20. 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 ￥26,863
￥49,049 total
includes taxes & fees
Sep 13 - Sep 14
Cozy First Floor Apartment. Located in a quiet neighborhood.
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

Hampton Inn Chicopee/Springfield

Hampton Inn Chicopee/Springfield

8/10 Good
"We enjoyed our stay. The location was great for a wedding we were attending at Mt Holyoke College and also convenient to restaurants and shopping."
Margaret 2-night trip
Posted 3 hours ago
Hampton Inn Chicopee/Springfield

Find out more about Sunderland

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

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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 Mount Sugarloaf State Reservation.

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.