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Deerfield Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Deerfield holiday rentals

A cozy living room with a large flat-screen TV, a wooden cabinet, a round coffee table, and a potted plant.

1. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (73 reviews)
"Easy parking. Works for a short trip. Convenient to get to."
United States
heather
The price is HK$1,199
HK$1,865 total
includes taxes & fees
8 Nov - 9 Nov
Lovely 2nd Floor Apartment
A house with a staircase leading to a porch, surrounded by snow and string lights.

2. 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 HK$897
HK$1,107 total
includes taxes & fees
8 Nov - 9 Nov
Light-filled treetop apartment close to downtown Greenfield and Highland Park
A blue house with a porch, a wooden bench, and a door.

3. 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
9.4 out of 10, Exceptional, (11 reviews)
"Very satisfied with the stay . Clean quiet and relaxing stay."
United States
JAMES S.
The price is HK$684
HK$1,780 total
includes taxes & fees
11 Nov - 12 Nov
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

4. Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.
Williamsburg
10.0 out of 10, Exceptional, (44 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 HK$1,933
HK$3,104 total
includes taxes & fees
6 Dec - 7 Dec
Charming, updated 3 bedroom farmhouse farm stay.
A living room with a beige sofa, a patterned rug, and a wooden floor.

5. 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 HK$1,262
HK$2,697 total
includes taxes & fees
8 Nov - 9 Nov
Spacious & Cozy Ground Floor 2/3 Bed private suite
A modern two-story house with large windows and a balcony.

6. Cozy Valley View Post & Beam Villa!

Cozy Valley View Post & Beam Villa!
Whately
10.0 out of 10, Exceptional, (13 reviews)
"Thanks for a great stay"
United States
Andrea M.
The price is HK$3,919
HK$4,746 total
includes taxes & fees
9 Nov - 10 Nov
Cozy Valley View Post & Beam Villa!
A room with a large window overlooking a lake at sunset.

7. 3br Lakefront Oasis in Shutesbury with central air and 180-deg views!

3br Lakefront Oasis in Shutesbury with central air and 180-deg views!
Shutesbury
10.0 out of 10, Exceptional, (2 reviews)
"We had a great time at the house. Perfect for family and young kids. Very clean. View of lake and bald eagles! were amazing. Host was very responsive and provided a lot of extra info on location places to eat, events, etc. Would definitely stay again."
United States
Tara I.
The price is HK$3,525
HK$5,758 total
includes taxes & fees
9 Nov - 10 Nov
3br Lakefront Oasis in Shutesbury with central air and 180-deg views!
A modern kitchen with dark cabinets, a granite countertop, a built-in oven, a microwave, and a large window providing natural light.

8. Penthouse overlooking downtown Amherst!

Penthouse overlooking downtown Amherst!
Amherst
10.0 out of 10, Exceptional, (2 reviews)
"Great space. Great location."
United States
Mike S.
The price is HK$1,905
HK$3,940 total
includes taxes & fees
19 Nov - 20 Nov
Penthouse overlooking downtown Amherst!
A spacious kitchen with wooden flooring, a central island with stools, a dining table, and pendant lighting.

9. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
10.0 out of 10, Exceptional, (56 reviews)
"This home was comfy, really clean and hosts were easy to reach and chat with during our stay. My extended family had a great time getting together this summer staying at hosts’ home!"
United States
Griffin S.
The price is HK$2,355
HK$4,970 total
includes taxes & fees
9 Nov - 10 Nov
Spacious 5BR w/ Hot Tub & Games
A modern living room with a sofa, a coffee table, and a fireplace.

10. A Cozy Condo Near Horse Farm + Mount Sugarloaf

A Cozy Condo Near Horse Farm + Mount Sugarloaf
Sunderland
The price is HK$1,702
HK$3,487 total
includes taxes & fees
16 Nov - 17 Nov
A Cozy Condo Near Horse Farm + Mount Sugarloaf
A hallway with wooden flooring, white walls, and a bed in the background.

11. Shelburne Falls on Main

Shelburne Falls on Main
Shelburne Falls
10.0 out of 10, Exceptional, (1 review)
"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 HK$1,578
HK$3,102 total
includes taxes & fees
8 Nov - 9 Nov
Shelburne Falls on Main
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

12. Amherst -NEW - Campus Convenience & Social Privacy

Amherst -NEW - Campus Convenience & Social Privacy
Amherst
10.0 out of 10, Exceptional, (5 reviews)
"Fantastic property and host. Left a suit accidentally and they were extremely accommodating in helping us get it back."
United States
Kimberly D.
The price is HK$6,548
HK$9,845 total
includes taxes & fees
18 Nov - 19 Nov
Amherst -NEW - Campus Convenience & Social Privacy
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

13. 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 HK$811
HK$1,440 total
includes taxes & fees
8 Nov - 9 Nov
Rose room Victorian home queen bed private bath
A cozy living room with a fireplace, a large TV, a Christmas tree, and a leather sofa.

14. 5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain
Charlemont
10.0 out of 10, Exceptional, (8 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 HK$4,417
HK$7,718 total
includes taxes & fees
20 Nov - 21 Nov
5BR Berkshire Home Mins To The Mountain
A modern kitchen with a central island, bar stools, and a bicycle.

15. 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 HK$1,913
HK$3,731 total
includes taxes & fees
17 Nov - 18 Nov
Button's Modern Luxury Walkup Downtown Northampton
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

16. Private room with En-suite bathroom Marigold Room

Private room with En-suite bathroom Marigold Room
Shelburne Falls
The price is HK$901
HK$1,550 total
includes taxes & fees
8 Nov - 9 Nov
Private room with En-suite bathroom Marigold Room
A wooden deck with a railing, a house with windows, and a forested area with a stream.

17. The Cottage on Mill Brook is walking distance to Berkshire East and the River.

The Cottage on Mill Brook is walking distance to Berkshire East and the River.
Charlemont
The price is HK$2,834
HK$4,235 total
includes taxes & fees
13 Nov - 14 Nov
The Cottage on Mill Brook is walking distance to Berkshire East and the River.
A dining area with a long wooden table set for six, surrounded by chairs. There are hanging pendant lights above the table.

18. Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass

Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass
Amherst
10.0 out of 10, Exceptional, (13 reviews)
"Perfect location, clean house, great for families with kids!"
United States
Emily Robustelli K.
Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass
A modern fireplace with a glass enclosure, decorative items, and a sign that reads 'blessed.'

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

A Scenic Townhouse Near Amherst (Next to a Horse Farm)
Sunderland
The price is HK$914
HK$2,234 total
includes taxes & fees
9 Nov - 10 Nov
A Scenic Townhouse Near Amherst (Next to a Horse Farm)
A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

20. 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, (40 reviews)
"Not your average stay! This place is super cool!!"
United States
Wayne B.
The price is HK$1,176
HK$2,022 total
includes taxes & fees
30 Nov - 1 Dec
Serene 1-bedroom suite on 75 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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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 holiday rental in Deerfield?

Yes, there are holiday rentals in Deerfield close to Richardson's Candy Kitchen, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Deerfield has to offer?

Experience Three Sisters Sanctuary in Goshen, MA: This holiday home rental outside of 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 holiday rental in Deerfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Deerfield. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you the enjoyment 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 an attractive option for family trips or small group gatherings.