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Deerfield Vacation Rentals

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Vacation Rentals in Deerfield

Cozy apartment located in quiet Williamsburg

9.4 out of 10, Exceptional, (47)
"Convenient location, comfortable."
The price is CA $215
CA $369 total
includes taxes & fees
Dec 24 - Dec 25
Cozy apartment located in quiet Williamsburg

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!

Bear Creek Cabin

9.8 out of 10, Exceptional, (22)
"It was beautiful to wake up the first morning to see freshly fallen snow! Easy to get to, lots for the kids to do, wonderful place to share with my family for Thanksgiving! Only thing that I would change is having wood in the wood holder by the stove so that we didn’t have to carry it in. Would recommend to others. "
The price is CA $459
CA $720 total
includes taxes & fees
Dec 24 - Dec 25
Bear Creek Cabin

Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!

10.0 out of 10, Exceptional, (26)
"The house was perfect for a group of five of us. The kitchen and grill were great for our culinary needs. Thanks for letting us stay!"
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!

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

9.8 out of 10, Exceptional, (96)
"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 CA $208
CA $298 total
includes taxes & fees
Dec 24 - Dec 25
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

Charlemont Retreat on Chickley River w/ EV Charger

9.4 out of 10, Exceptional, (20)
"We loved the property! Our family, which included 2 very young grandchildren all felt comfortable in this historic home with 2 modern bathrooms. I loved the open kitchen and family rooms, and the original wide plank floors. Plus, we were happy to find toys to entertain the 3 year old. The owners were very gracious and responsive. Visitors should just be aware that the owners' unit shares a common wall with the house. Dog barking and sounds of their kitchen preparation were evident through the...
Charlemont Retreat on Chickley River w/ EV Charger

Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

9.6 out of 10, Exceptional, (8)
"Great stay. Host lives to the right. Good spacious place. Quite. Clean. Easy to find from the road. We enjoyed our stay. Very comfortable. "
The price is CA $237
CA $411 total
includes taxes & fees
Jan 3 - Jan 4, 2025
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

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

9.6 out of 10, Exceptional, (127)
"A cozy spot to watch the snow come down!"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

The Jelly Mill-A River Retreat

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...
The Jelly Mill-A River Retreat

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!

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

9.6 out of 10, Exceptional, (84)
"Very nice place, clean, great communication. "
Plainfield House in a 10,000 acre state forest and private pond

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!

Massachusetts Vacation Rental w/ Deck

9.6 out of 10, Exceptional, (16)
"We had a lovely time staying here as a group for a birthday weekend, the location is great! "
Massachusetts Vacation Rental w/ Deck

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

Beautiful Modern A-Frame in Southern Vermont is The Place To BE!

10.0 out of 10, Exceptional, (76)
"Very cute and quiet location! Cabin has everything ine would need! Plenty of parking, and there are trails throughout the property. Its in the perfect spot, only 18 minutes from town. "
Beautiful Modern A-Frame in Southern Vermont is The Place To BE!

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

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

9.6 out of 10, Exceptional, (13)
"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

14mi to Mt. Snow! Arcade, Private Suite, King Bed!

9.8 out of 10, Exceptional, (8)
" The home has everything that you could possibly need. The host was great in checking in to make sure our stay was going well and if we needed anything. The beds were comfortable, the living room spacious and a great place to hang out. The house was spotless. The outdoor area is beautiful and a fantastic place to enjoy the beautiful setting. Best VRBO that I have stayed at, we are hoping to make a return trip. Would highly recommend!"
The price is CA $325
CA $778 total
includes taxes & fees
Jan 7 - Jan 8, 2025
14mi to Mt. Snow! Arcade, Private Suite, King Bed!

Serene 1-bedroom suite on 65 acre horse property

10.0 out of 10, Exceptional, (8)
"The hosts were responsive and wonderful. The setting is beautiful. A peaceful retreat among the trees, with the horses as neighbors. "
Serene 1-bedroom suite on 65 acre horse property
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 Deerfield you may be interested in

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2340)
"Great cozy hotel and the staff is very friendly and welcoming."
The price is CA $169
CA $196 total
includes taxes & fees
Jan 4 - Jan 5, 2025
D. Hotel Suites & Spa

Hotel UMass

2.5 star property
8.8 out of 10, Excellent, (923)
"I stayed twice in the last month; both times my experience was excellent. The rooms are truly clean without the need for artificial air fresheners. It was quiet and I slept well. The staff were helpful and caring. I enjoyed a great breakfast in the Worcester dining commons, courtesy of my student, a proud UMass sophomore!"
The price is CA $206
CA $233 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Hotel UMass

The Ellery

3.5 star property
9.0 out of 10, Wonderful, (559)
"Convient to town,clean rooms,nice breakfast,friendly staff,good parking,good value."
The price is CA $200
CA $223 total
includes taxes & fees
Jan 5 - Jan 6, 2025
The Ellery
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.

Frequently asked questions

Can I find a vacation rental in Deerfield?

Yes, we have vacation rentals in Deerfield near Richardson's Candy Kitchen, or you can go with a secluded option if you'd like a relaxing place to stay. Deerfield is known for its bars and monuments. Make sure you have time to check out the churches and architecture during your trip.

What are some of the best vacation home rentals in Deerfield?

The Jelly Mill-A River Retreat: This vacation home rental near Deerfield is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

What’s there to see and do in Deerfield?

Deerfield River and Connecticut River are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Richardson's Candy Kitchen. While here, Historic Deerfield Village and Memorial Hall Museum are other places worth a visit.

What’s a vacation rental in Deerfield like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Deerfield. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip.