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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Deerfield vacation rentals

A blue house with a porch, a wooden bench, and a door.

1. 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
9.2 out of 10, Wonderful, (10 reviews)
"Super clean and nice space with beautifully updated bathroom and kitchen. Loved staying here."
United States
Andrew R.
The price is ￥13,538
￥37,053 total
includes taxes & fees
Oct 26 - Oct 27
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

2. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (70 reviews)
"It was absolutely amazing Beautiful apartment Clean cozy Beautiful back yard I will definitely stay here again if I am back in this area It’s a 10 out of 10 Thank you David"
United States
Jane P.
The price is ￥19,846
￥33,863 total
includes taxes & fees
Oct 18 - Oct 19
Lovely 2nd Floor Apartment
A two-story house with a front porch, a staircase leading to the entrance, and a well-maintained garden.

3. 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 ￥15,201
￥29,182 total
includes taxes & fees
Nov 4 - Nov 5
2 Twin beds on 1st floor with En-suite bathroom.
A kitchen with wooden cabinets, a stainless steel dishwasher, and a dining table with benches.

4. A Scenic Townhouse Near Amherst (Next to a Horse Farm)

A Scenic Townhouse Near Amherst (Next to a Horse Farm)
Sunderland
The price is ￥22,368
￥52,984 total
includes taxes & fees
Oct 27 - Oct 28
A Scenic Townhouse Near Amherst (Next to a Horse Farm)
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

5. Private bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room
Shelburne Falls
The price is ￥21,512
￥36,965 total
includes taxes & fees
Nov 12 - Nov 13
Private bed with En-suite bathroom Marigold Room
A house with a staircase leading to a porch, surrounded by snow and string lights.

6. Light-filled treetop apartment close to downtown Greenfield and Highland Park

Light-filled treetop apartment close to downtown Greenfield and Highland Park
Greenfield
9.8 out of 10, Exceptional, (13 reviews)
"Nice place"
United States
Tom
The price is ￥32,125
￥40,490 total
includes taxes & fees
Oct 27 - Oct 28
Light-filled treetop apartment close to downtown Greenfield and Highland Park
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

7. Rose room Victorian home queen bed private bath

Rose room Victorian home queen bed private bath
Shelburne Falls
8.0 out of 10, Very good, (1 review)
"Very cute and welcoming B&B guest house. It was not clear to me that our private bathroom was across the hall. Some are and some not so check for that."
United States
Mikaela M.
The price is ￥17,101
￥31,306 total
includes taxes & fees
Nov 3 - Nov 4
Rose room Victorian home queen bed private bath
Room

8. Queen Bedroom in Victorian Home private bath.

Queen Bedroom in Victorian Home private bath.
Shelburne Falls
The price is ￥18,656
￥33,774 total
includes taxes & fees
Oct 28 - Oct 29
Queen Bedroom in Victorian Home private bath.
A living room with a beige sofa, a patterned rug, and a wooden floor.

9. 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 ￥26,601
￥58,545 total
includes taxes & fees
Nov 3 - Nov 4
Spacious & Cozy Ground Floor 2/3 Bed private suite
A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

10. 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, (38 reviews)
"Not your average stay! This place is super cool!!"
United States
Wayne B.
The price is ￥21,416
￥39,741 total
includes taxes & fees
Oct 18 - Oct 19
Serene 1-bedroom suite on 75 acre horse property
A hallway with wooden flooring, white walls, and a bed in the background.

11. Cozy private 2 bed apartment in Shelburne Falls

Cozy private 2 bed apartment in Shelburne Falls
Shelburne Falls
"I really enjoyed the kitchen setup and how everything I needed was there. The beds were very comfortable and having a light nearby for reading was a plus. The walk to downtown was nice. We explored Shelburne Falls out days and it did have something for everyone. I would stay here again."
United States
maureen
The price is ￥33,251
￥67,741 total
includes taxes & fees
Oct 26 - Oct 27
Cozy private 2 bed apartment in Shelburne Falls
A compact kitchen with a red bench, a microwave, a sink, and a window with a view of a snowy landscape.

12. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away
Brattleboro
The price is ￥11,400
￥16,461 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Vermont Tiny Home Get Away
A rustic cabin with a covered porch, a small shed, and outdoor seating.

13. 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, (19 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
The price is ￥14,251
￥24,912 total
includes taxes & fees
Oct 25 - Oct 26
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

14. Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.
Williamsburg
10.0 out of 10, Exceptional, (43 reviews)
"Wonderful place to stay with our two teens. We visited family in Amherst, looked at colleges and had a great time touring historic sites. Definitely recommend!"
United States
Nancy M.
The price is ￥42,833
￥70,595 total
includes taxes & fees
Oct 15 - Oct 16
Charming, updated 3 bedroom farmhouse farm stay.
A lakeside park with picnic tables and a concrete walkway.

15. 2 private mountain RV pads for rent. Full hook ups

2 private mountain RV pads for rent. Full hook ups
Winchester
The price is ￥8,709
￥12,886 total
includes taxes & fees
Oct 27 - Oct 28
2 private mountain RV pads for rent. Full hook ups
A modern kitchen with a central island, bar stools, and a bicycle.

16. Button's Modern Luxury Walkup Downtown Northampton

Button's Modern Luxury Walkup Downtown Northampton
Northampton
10.0 out of 10, Exceptional, (8 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 ￥38,721
￥79,399 total
includes taxes & fees
Oct 26 - Oct 27
Button's Modern Luxury Walkup Downtown Northampton
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

17. Amherst -NEW - Campus Convenience & Social Privacy

Amherst -NEW - Campus Convenience & Social Privacy
Amherst
10.0 out of 10, Exceptional, (4 reviews)
"Enjoyed our stay!"
United States
Susan N.
The price is ￥95,025
￥119,787 total
includes taxes & fees
Nov 5 - Nov 6
Amherst -NEW - Campus Convenience & Social Privacy
A bedroom with a bed, dresser, mirror, and a cabinet with glass doors.

18. Penthouse overlooking downtown Amherst!

Penthouse overlooking downtown Amherst!
Amherst
10.0 out of 10, Exceptional, (1 review)
"Great space. Great location."
United States
Mike S.
The price is ￥59,490
￥110,751 total
includes taxes & fees
Nov 1 - Nov 2
Penthouse overlooking downtown Amherst!
A bedroom with a large bed, a nightstand with a lamp, a dresser, and a window with blinds.

19. A Cozy Condo Near Horse Farm + Mount Sugarloaf

A Cozy Condo Near Horse Farm + Mount Sugarloaf
Sunderland
The price is ￥35,218
￥73,006 total
includes taxes & fees
Oct 20 - Oct 21
A Cozy Condo Near Horse Farm + Mount Sugarloaf
A modern kitchen with wooden countertops, a central island with stools, hanging pendant lights, and a chalkboard menu.

20. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
10.0 out of 10, Exceptional, (55 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 ￥50,283
￥109,327 total
includes taxes & fees
Oct 15 - Oct 16
Spacious 5BR w/ Hot Tub & Games
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

Black Walnut Inn

Black Walnut Inn

10/10 Excellent
"The staff at Black Walnut Inn are so friendly, they made our stay there a wonderful experience. The breakfast is amazing and the dining room and porch seating are so cozy. We can't wait to go back."
Lynda 3-night trip
Posted 1 hour ago
Black Walnut Inn

Find out more about Deerfield

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

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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.