A river winding through a valley with autumn foliage, surrounded by fields and distant hills.

Deerfield Vacation Rentals

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Check prices for these dates

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

Our top choices for Deerfield 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 ￥18,502
￥32,594 total
includes taxes & fees
Sep 1 - Sep 2
Lovely 2nd Floor Apartment
Exterior detail

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 ￥23,053
￥49,892 total
includes taxes & fees
Sep 22 - Sep 23
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Exterior

3. Rose room Victorian home queen bed private bath

Rose room Victorian home queen bed private bath
Shelburne Falls
The price is ￥16,494
￥31,061 total
includes taxes & fees
Aug 30 - Aug 31
Rose room Victorian home queen bed private bath
Property grounds

4. Yurt Oasis in the woods of Hinsdale, NH

Yurt Oasis in the woods of Hinsdale, NH
Hinsdale
9.6 out of 10, Exceptional, (7 reviews)
"Cozy and clean yurt in the woods surrounded by sounds of hooting owls and a super friendly and help host made for the perfect family weekend. Can’t wait to plan another stay. Made roughing it not rough at all. "
United States
Allisha C.
The price is ￥16,425
￥26,506 total
includes taxes & fees
Sep 8 - Sep 9
Yurt Oasis in the woods of Hinsdale, NH
Exterior

5. Private bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room
Shelburne Falls
The price is ￥19,123
￥34,355 total
includes taxes & fees
Sep 10 - Sep 11
Private bed with En-suite bathroom Marigold Room
Exterior

6. 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 ￥35,856
￥45,571 total
includes taxes & fees
Sep 10 - Sep 11
Light-filled treetop apartment close to downtown Greenfield and Highland Park
Room

7. Cozy private 2 bed apartment in Shelburne Falls

Cozy private 2 bed apartment in Shelburne Falls
Shelburne Falls
The price is ￥25,657
￥58,209 total
includes taxes & fees
Sep 2 - Sep 3
Cozy private 2 bed apartment in Shelburne Falls
Living area

8. 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 ￥29,004
￥62,481 total
includes taxes & fees
Aug 30 - Aug 31
Spacious & Cozy Ground Floor 2/3 Bed private suite
Exterior

9. 2 Twin beds on 1st floor with En-suite bathroom.

2 Twin beds on 1st floor with En-suite bathroom.
Shelburne Falls
The price is ￥14,728
￥28,968 total
includes taxes & fees
Sep 1 - Sep 2
2 Twin beds on 1st floor with En-suite bathroom.
Outdoor dining

10. 2 private mountain RV pads for rent. Full hook ups

2 private mountain RV pads for rent. Full hook ups
Winchester
The price is ￥8,765
￥12,969 total
includes taxes & fees
Sep 10 - Sep 11
2 private mountain RV pads for rent. Full hook ups
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, (35 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 ￥18,915
￥37,423 total
includes taxes & fees
Aug 31 - Sep 1
Serene 1-bedroom suite on 75 acre horse property
Terrace/patio

12. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Hinsdale
10.0 out of 10, Exceptional, (17 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
The price is ￥15,129
￥25,969 total
includes taxes & fees
Sep 8 - Sep 9
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Living area

13. 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 ￥25,214
￥34,435 total
includes taxes & fees
Aug 30 - Aug 31
Newly Built Barn Loft in Pioneer Valley
Room

14. Balcony Room in Victorian Home private bath

Balcony Room in Victorian Home private bath
Shelburne Falls
The price is ￥18,167
￥33,287 total
includes taxes & fees
Sep 13 - Sep 14
Balcony Room in Victorian Home private bath
Property grounds

15. 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 ￥47,627
￥94,530 total
includes taxes & fees
Sep 5 - Sep 6
Riverbend Berkshire East Basecamp - 3 bedrooms available
Private kitchen

16. 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 ￥47,195
￥106,185 total
includes taxes & fees
Sep 1 - Sep 2
Spacious 5BR w/ Hot Tub & Games
Property grounds

17. 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 ￥38,724
￥66,029 total
includes taxes & fees
Sep 2 - Sep 3
Charming, updated 3 bedroom farmhouse farm stay.
Terrace/patio

18. Vikings Villages Resort - Double Bed Room

Vikings Villages Resort - Double Bed Room
Guilford
The price is ￥44,025
￥54,637 total
includes taxes & fees
Aug 30 - Aug 31
Vikings Villages Resort - Double Bed Room
Interior

19. 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 ￥39,075
￥80,482 total
includes taxes & fees
Sep 7 - Sep 8
Button's Modern Luxury Walkup Downtown Northampton
Living area

20. 5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain
Charlemont
10.0 out of 10, Exceptional, (6 reviews)
"What an amazing house to stay at! Tons of room, well equipped kitchen and a great location! "
United States
Jason F.
The price is ￥44,025
￥107,294 total
includes taxes & fees
Aug 31 - Sep 1
5BR Berkshire Home Mins To The Mountain
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 Deerfield Hotel Reviews

Hotel UMass

Hotel UMass

10/10 Excellent
"I enjoyed staying at Hotel UMass. The rooms were clean, staff was friendly and provided excellent service, and the location was great. I would stay there again."
Mirlinda 1-night trip
Posted 13 hours ago
Hotel UMass

Find out more about Deerfield

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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?

Experience Three Sisters Sanctuary in Goshen, MA: This vacation home rental near Deerfield 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 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.