Photo by mike dobias

Sunderland Holiday Rentals

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Holiday Rentals in Sunderland

Cozy apartment located in quiet Williamsburg

9.4 out of 10, Exceptional, (47)
"Convenient location, comfortable."
The price is AU$399
includes taxes & fees
23 Dec - 24 Dec
Cozy apartment located in quiet Williamsburg

Massachusetts Vacation Rental w/ Deck

9.6 out of 10, Exceptional, (15)
"Excellent communication with owner, answered all questions immediately via text when we were onsite. Well maintained property with great basement for hanging out as a family. "
Massachusetts Vacation Rental w/ Deck

Amherst, Perfect Location, UMass, Smith, MHC!

10.0 out of 10, Exceptional, (14)
"The house was perfect for us as we moved our daughter into UMASS. Close to the college, restaurants and shopping. Very clean house and had everything we needed. "
Amherst, Perfect Location, UMass, Smith, MHC!

Hadley Amherst Location.Explore the Valley Colleges!

10.0 out of 10, Exceptional, (129)
"The house was amazing, clean and comfortable. The area was great and very close to restaurants and shopping. I just can’t say enough good things about our experience. If I could give it more than five stars I would. "
Hadley Amherst Location.Explore the Valley Colleges!

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

9.8 out of 10, Exceptional, (95)
"This stay was wonderful. It's located about 4 miles from UMass, in a nice quiet area. We were greeted with farm fresh eggs, bakery cinnamon bread slices, local apples, homemade butter and organic milk in the fridge. The pictures are accurate and the place reminded me of an old farmhouse. There's a chicken coop right on the property. The beds were super comfortable and the hosts thought of everything. There were oatmeal packets, small candy bars, microwave popcorn, etc to snack on. There...
The price is AU$324
includes taxes & fees
23 Dec - 24 Dec
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

9.6 out of 10, Exceptional, (125)
"We stayed two days but were mostly for sleep and sightseeing/visits. Certainly fit the bill for our needs. Would recommend to friends "
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort..

10.0 out of 10, Exceptional, (19)
"This VRBO rental is adorable, clean, bright, and airy, and the location is perfect. The moment we opened the door, it felt right. The host, Kevin, did fantastic with the recent renovations, utilizing the space design and functionality. The home is equipped with all the amenities you need, items considered with comfort. I loved the designated coffee/tea nook area, offering both selections for your enjoyment. We sat outside on the deck off the kitchen and enjoyed the view of the fall foliage while...
Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort..

Elm Suite with a Private Bathroom in front of Smith College Quadrangle

9.6 out of 10, Exceptional, (12)
"The place was terrific and exactly as advertised: it was clean, charming, had an extra bed and a great bath. It wasn't a large space, but everything was in the right place, and it was well appointed. The surrounding area is also lovely. "
Elm Suite with a Private Bathroom in front of Smith College Quadrangle

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

10.0 out of 10, Exceptional, (61)
"We needed a pet friendly location to stay for one night. This place is amazing. Very unconventional and much more than I needed for my family of four but I would recommend it highly. The host was very helpful and friendly. The property would be great for an adult birthday or an extended family get together. "
The price is AU$437
includes taxes & fees
27 Nov - 28 Nov
The Creation Station is a cozy place so make yourself at home.

comfort, luxury, privacy

9.8 out of 10, Exceptional, (56)
"Great place to stay when visiting your student! Good for 1-3 people. Highly recommend!"
The price is AU$308
includes taxes & fees
2 Dec - 3 Dec
comfort, luxury, privacy

Spectacular Mountain views with all the amentities nearby

9.8 out of 10, Exceptional, (51)
"What a wonderful place to stay!! We were in town for my 50th high school reunion, hadn’t been back to the area in 35 years. Our accommodations enhanced a beautiful weekend, and the foliage was the cherry on top! Spacious, clean, tastefully furnished and decorated. Well equipped with every utensil, and kitchen appliance you could need! Comfy bed, great shower & good water pressure too! Secluded and quiet, but very convenient to Bernardston, Northfield and Greenfield as well as I-91. Highly...
Spectacular Mountain views with all the amentities nearby

Cozy Cottage Along Idyllic Green River

10.0 out of 10, Exceptional, (43)
"It is a beautiful home with a ton of space (we only had 3 people, but it easily sleeps 6), very clean and well-kept. Our hosts provided everything we needed to make our stay perfect. I also like that the hosts were not overboard with all the rules, as with some other rentals. The hosts were beyond friendly and had excellent communication throughout the whole process. If you are looking for a lovely home with a ton of space to stay while exploring Vermont and Massachusetts, I highly recommend...
Cozy Cottage Along Idyllic Green River

Historic Home w/ Modern Updates on < 4 Acres

10.0 out of 10, Exceptional, (6)
"Stayed here with my brothers and cousins.. had a great time. Close proximity to Royalston Falls and a great hike through the forest "
Historic Home w/ Modern Updates on < 4 Acres

Easthampton Vacation Rental - Walk to Breweries!

9.6 out of 10, Exceptional, (8)
"We liked this property a lot! PROS: Great location, very clean, and clear communication with hosts. We will plan to stay again and have my in laws rent out the duplex unit next door. Be sure to check out the co-op grocery store 5 min away - so good. CONS The bathroom is VERY small and the door doesn’t close all the way. Be advised that plugging in the hair dryer with the AC unit running will short out the upstairs power. Glad it was easy to reset. Also, having more TP and paper towels...
Easthampton Vacation Rental - Walk to Breweries!

Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.

9.6 out of 10, Exceptional, (59)
"Great"
Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.

StrautmanHaus - All-Season Chalet at Berkshire East

9.8 out of 10, Exceptional, (12)
"The house was definitely nice and we enjoyed our stay. I didn’t give it 5 stars because the two downstairs bedrooms had a strong musty smell."
StrautmanHaus - All-Season Chalet at Berkshire East

Lakefront Orange Vacation Rental - Pet Friendly!

10.0 out of 10, Exceptional, (11)
"Great host communication, everything we needed, unexpected extras (like dog treats), and a beautiful view. Would gladly stay again!"
Lakefront Orange Vacation Rental - Pet Friendly!

Sunny Chalet Nestled in the Woods of Ashfield

10.0 out of 10, Exceptional, (13)
"We were all very rested and relaxed. We enjoyed the beautiful spaces to sit and enjoy each other’s company. The chalet, flowers and setting made a terrific base to come and go from as we celebrated a family wedding."
Sunny Chalet Nestled in the Woods of Ashfield

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

10.0 out of 10, Exceptional, (32)
"We had another great stay for us at the Fiddler's rest. The cabin is beautifully set in a private stetting in the forest. The interior design is colorful and tasteful. The cabin could comfortable host or group of 4 people. The internet connection was great. We would be happy to visit again!"
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!

Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall, Mount Holyoke College and a minute from Hampshire College

6.6 out of 10, (11)
"This house is one of the worst places I have ever stayed. I booked for 13 people and only 2 of the 3 showers worked which they never disclosed to us. The house was a total pigsty. Dirty dishes in the sink. Old food in the fridge. Frozen food in the freezer and the freezer was disgusting with frozen spills that looked like they were there for years. Holes in the walls & doors, burn marks on the counters, dirty table cloth. Bathrooms were filthy. No shades on 90 % of the windows & no curtains at...
The price is AU$2,748
includes taxes & fees
24 Dec - 25 Dec
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall, Mount Holyoke College and a minute from Hampshire College
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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Other types of properties in Sunderland you may be interested in

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2344)
"The staff was exceptionally friendly and helpful."
The price is AU$209
includes taxes & fees
25 Nov - 26 Nov
D. Hotel Suites & Spa

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 star property
7.2 out of 10, Good, (1009)
"George and Jamie were very nice and helpful "
The price is AU$161
includes taxes & fees
23 Dec - 24 Dec
Red Roof Inn PLUS+ South Deerfield – Amherst

Tru by Hilton Chicopee Springfield

2.5 star property
8.8 out of 10, Excellent, (1004)
"This hotel was so clean and new! I had to come to the city for a memorial service for my sister at a college she worked at. It was a hard trip to take! The hotel made things much easier for me! Definitely a great value for what I received. The beds were comfortable and the bathroom was beautiful. Temperature was perfect for sleeping. "
The price is AU$177
includes taxes & fees
21 Dec - 22 Dec
Tru by Hilton Chicopee 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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Sunderland?

Yes, there are holiday rentals close to the most popular sights in Sunderland, or you can select a more secluded option if you're looking for a relaxing stay. Sunderland is known for its waterfalls and riverfront.

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

Cozy apartment located in quiet Williamsburg: This holiday home rental outside of Sunderland 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.

What’s there to see and do in Sunderland?

Explore the area and family-friendly sights such as Shelburne Falls Bowling Alley, or get out into nature at a spot like Connecticut River. In the wider area, you’ll find Eaglebrook School and Deerfield Academy.

What’s a holiday rental in Sunderland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sunderland. Holiday rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.