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South Deerfield Holiday Rentals

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Holiday Rentals in South Deerfield

Quiet Neighborhood, For Bird Lovers

10.0 out of 10, Exceptional, (45)
"We stayed here while visiting our daughter, a student at UMass-Amherst, last year and liked it so much, we stayed again this year. Lovely place! Quiet neighborhood, great host (who even leaves fresh food staples in the fridge for her guests), very clean and well maintained. Two thumbs up!"
Quiet Neighborhood, For Bird Lovers

Cozy Valley View Post & Beam Villa!

10.0 out of 10, Exceptional, (1)
"This was a family reunion of young adults and their parents. Everyone loved the house. Very well equipped kitchen. If the weather had been better there are gorgeous views out the back."
Cozy Valley View Post & Beam Villa!

Cozy apartment located in quiet Williamsburg

9.4 out of 10, Exceptional, (47)
"Convenient location, comfortable."
The price is AU$402
includes taxes & fees
2 Dec - 3 Dec
Cozy apartment located in quiet Williamsburg

Bear Creek Cabin

9.8 out of 10, Exceptional, (20)
"The home was beautiful and we enjoyed our stay! The only thing about the location, it’s very remote. We had an event in North Adams and had a nearly impossible time getting a ride share service or taxi to come pick us up. Other than that, a wonderful stay!"
The price is AU$938
includes taxes & fees
2 Dec - 3 Dec
Bear Creek Cabin

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!

Secluded Vermont Retreat w/ 25 Acres to Explore--Dog Heaven! Mountain Views!

9.8 out of 10, Exceptional, (110)
"Every need accommodated including a back-up generator! Well appointed kitchen and bathrooms. Very cozy and spacious home inside. Very comfortable bed mattress in master bedroom. Lots of yard for dogs to run free. Nature all around. Lots of books and board games there. Laundry room was a big plus. Remote setting but lots to see and explore within reach. Very lovely stay and hosts were very responsive."
Secluded Vermont Retreat w/ 25 Acres to Explore--Dog Heaven! Mountain Views!

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

9.8 out of 10, Exceptional, (95)
"Easy check in, very clean and well stocked with everything needed. I was visiting my daughter at UMass who had to have knee surgery. There was lots of space for her to get around. It was also close to the University which was important for us as well."
The price is AU$326
includes taxes & fees
2 Dec - 3 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)
"This was our second time visiting Flight's End and it was just as delightful as the first. There was a new sofa and everything else was just as we remembered. We took advantage of the quaint surrounding towns for some shopping and lunch, had a fire in the fire pit and enjoyed the coziness of the home. "
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

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$435
includes taxes & fees
2 Dec - 3 Dec
The Creation Station is a cozy place so make yourself at home.

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 weather was beautiful, so the main room was full of bright sunlight during the days. I enjoyed soaking in the large tub a couple of evenings and spent some time in town enjoying music and a show. This was just what I needed to decompress for a few days as I prepared to start a new job. "
Elm Suite with a Private Bathroom in front of Smith College Quadrangle

Plainfield House in a 10,000 acre state forest and private pond

9.6 out of 10, Exceptional, (82)
"Perry was awesome and easy to connect with. Beds were all very comfortable and there are 2 large bathrooms easy to share with a big family. Everything is labeled in the house and it makes it so easy to do everything. We will look forward to staying here in the future! "
Plainfield House in a 10,000 acre state forest and private pond

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$303
includes taxes & fees
3 Dec - 4 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

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.

Cozy Berkshires Vacation Rental Near Hiking!

10.0 out of 10, Exceptional, (1)
"The stay at the property was enjoyable. The space was large, spacious and very clean. Two people were able to stay quite comfortably."
Cozy Berkshires Vacation Rental Near Hiking!
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 South Deerfield you may be interested in

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 star property
7.2 out of 10, Good, (1146)
"George and jamie were very nice and helpful "
The price is AU$165
includes taxes & fees
1 Dec - 2 Dec
Red Roof Inn PLUS+ South Deerfield – Amherst

Quiet Neighborhood, For Bird Lovers

10.0 out of 10, Exceptional, (45)
"We stayed here while visiting our daughter, a student at UMass-Amherst, last year and liked it so much, we stayed again this year. Lovely place! Quiet neighborhood, great host (who even leaves fresh food staples in the fridge for her guests), very clean and well maintained. Two thumbs up!"
Quiet Neighborhood, For Bird Lovers

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2508)
"The location is not near any market. The restaurant food was a disappointment. I would not eat there again. From start ( bread and butter ) to finish we were not pleased. However, the service and ambience were fine."
The price is AU$198
includes taxes & fees
2 Dec - 3 Dec
D. Hotel Suites & Spa
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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Frequently asked questions

Can I find a holiday rental in South Deerfield?

Yes, there are holiday rentals close to the most popular sights in South Deerfield, or you can select a more secluded option if you're looking for a relaxing stay. Discover why South Deerfield is known for its shops. Make sure you have time to check out the gardens while you're in the area.

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

Cozy apartment located in quiet Williamsburg: This holiday home rental outside of South Deerfield 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 South Deerfield?

Connecticut River and Mount Sugarloaf State Reservation are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Eaglebrook School and Deerfield Academy.

What’s a holiday rental in South Deerfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Deerfield. Holiday rentals feature amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.