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

Holiday Rentals in Deerfield

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Deerfield holiday 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 €218
includes taxes & fees
25 Oct - 26 Oct
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 €194
includes taxes & fees
18 Oct - 19 Oct
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 €173
includes taxes & fees
4 Nov - 5 Nov
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 €288
includes taxes & fees
19 Oct - 20 Oct
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 €209
includes taxes & fees
11 Nov - 12 Nov
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 €234
includes taxes & fees
25 Oct - 26 Oct
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
The price is €183
includes taxes & fees
27 Oct - 28 Oct
Rose room Victorian home queen bed private bath
Room

8. Balcony Room in Victorian Home private bath

Balcony Room in Victorian Home private bath
Shelburne Falls
The price is €191
includes taxes & fees
27 Oct - 28 Oct
Balcony Room 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 €336
includes taxes & fees
13 Oct - 14 Oct
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.
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 €389
includes taxes & fees
19 Oct - 20 Oct
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 €97
includes taxes & fees
9 Nov - 10 Nov
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 €145
includes taxes & fees
25 Oct - 26 Oct
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 €407
includes taxes & fees
13 Oct - 14 Oct
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 €77
includes taxes & fees
13 Oct - 14 Oct
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 €551
includes taxes & fees
26 Oct - 27 Oct
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.
Amherst -NEW - Campus Convenience & Social Privacy
A residential area with a paved driveway, parked cars, and a row of houses with sloped roofs.

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 €619
includes taxes & fees
26 Oct - 27 Oct
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 €392
includes taxes & fees
14 Oct - 15 Oct
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 €671
includes taxes & fees
15 Oct - 16 Oct
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Deerfield Hotel Reviews

D. Hotel Suites & Spa

D. Hotel Suites & Spa

8/10 Good
"All good by staff and maids Quiet and Restful"
Glenn 1-night trip
Posted 9 hours ago
D. Hotel Suites & Spa

Find out more about Deerfield

Everything you need to know about Deerfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Deerfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Deerfield holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Deerfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Deerfield. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Deerfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Deerfield holiday rentals we have selected for you start as low as €136 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Deerfield rentals

At Expedia, we put the best Deerfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Deerfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Deerfield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Deerfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.