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

Deerfield Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Deerfield holiday rentals

A living room with a fireplace, two wooden chairs, a coffee table, and a flat-screen TV mounted on the wall.

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

A Scenic Townhouse Near Amherst (Next to a Horse Farm)
Sunderland
The price is AU$383
includes taxes & fees
13 Sept - 14 Sept
A Scenic Townhouse Near Amherst (Next to a Horse Farm)
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, (65 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 AU$285
includes taxes & fees
13 Sept - 14 Sept
Lovely 2nd Floor Apartment
A house with a staircase leading to a porch, surrounded by snow and string lights.

3. 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, (12 reviews)
"Nice place"
United States
Tom
The price is AU$395
includes taxes & fees
21 Sept - 22 Sept
Light-filled treetop apartment close to downtown Greenfield and Highland Park
A blue house with a porch, a wooden bench, and a door.

4. 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 AU$399
includes taxes & fees
23 Sept - 24 Sept
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
A bedroom with a bed, dresser, mirror, and a television.

5. Penthouse overlooking downtown Amherst!

Penthouse overlooking downtown Amherst!
Amherst
The price is AU$908
includes taxes & fees
15 Sept - 16 Sept
Penthouse overlooking downtown Amherst!
A modern kitchen with wooden countertops, a central island with stools, hanging pendant lights, and a chalkboard menu.

6. 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 AU$915
includes taxes & fees
14 Sept - 15 Sept
Spacious 5BR w/ Hot Tub & Games
A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

7. Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.
Williamsburg
10.0 out of 10, Exceptional, (41 reviews)
"Great hosts! Very nice and helpful. "
United States
Anonymous traveller
The price is AU$577
includes taxes & fees
23 Sept - 24 Sept
Charming, updated 3 bedroom farmhouse farm stay.
A living room with a beige sofa, a patterned rug, and a wooden floor.

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)
"we had a wonderful"
United States
Rini A.
The price is AU$532
includes taxes & fees
15 Sept - 16 Sept
Spacious & Cozy Ground Floor 2/3 Bed private suite
A modern two-story house with large windows and a balcony.

9. Cozy Valley View Post & Beam Villa!

Cozy Valley View Post & Beam Villa!
Whately
10.0 out of 10, Exceptional, (11 reviews)
"This property was amazing. It is private and beautiful. The view is amazing. The decor is comfortable with plenty of seating for all. Perfectly stocked with everything you could want. All the rooms were comfortable and spotless. I would definitely stay here again if the occasion arose. The owner was so responsive and kind. It was as perfect as could be."
United States
Sharon C.
The price is AU$1,218
includes taxes & fees
21 Sept - 22 Sept
Cozy Valley View Post & Beam Villa!
A cozy living room with a fireplace, a large TV, a Christmas tree, and a leather sofa.

10. 5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain
Charlemont
10.0 out of 10, Exceptional, (7 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 AU$930
includes taxes & fees
14 Sept - 15 Sept
5BR Berkshire Home Mins To The Mountain
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 AU$497
includes taxes & fees
14 Sept - 15 Sept
Cozy private 2 bed apartment in Shelburne Falls
A rustic cabin with a covered porch, a small shed, and outdoor seating.

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, (19 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
The price is AU$223
includes taxes & fees
21 Sept - 22 Sept
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
A modern kitchen with a central island, bar stools, and a bicycle.

13. 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 AU$679
includes taxes & fees
21 Sept - 22 Sept
Button's Modern Luxury Walkup Downtown Northampton
A cozy living room with a fireplace, leather sofas, and a television mounted on the wall.

14. Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham

Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
Whitingham
8.4 out of 10, Very good, (5 reviews)
"This apartment is very efficient and really wowed everyone based on the automotive inspired design. It was an impeccable space, well stocked, and the beds were even extremely comfortable. We enjoyed the bar/grill within walking distance, too. Would stay here again. "
United States
Ben B.
The price is AU$882
includes taxes & fees
12 Sept - 13 Sept
Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
A modern living room with a leather sofa, a coffee table, and a dining table. There are two windows providing natural light, a ceiling light fixture, and a trash can.

15. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (37 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 AU$298
includes taxes & fees
15 Sept - 16 Sept
Newly Built Barn Loft in Pioneer Valley
A log cabin with a balcony, surrounded by trees.

16. Bear Creek Cabin

Bear Creek Cabin
Charlemont
10.0 out of 10, Exceptional, (52 reviews)
"We enjoyed our stay!!"
United States
Hillary S.
The price is AU$833
includes taxes & fees
17 Sept - 18 Sept
Bear Creek Cabin
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

17. Private bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room
Shelburne Falls
The price is AU$302
includes taxes & fees
13 Sept - 14 Sept
Private bed with En-suite bathroom Marigold Room

18. Balcony Room in Victorian Home private bath

Balcony Room in Victorian Home private bath
Shelburne Falls
The price is AU$291
includes taxes & fees
13 Sept - 14 Sept
Balcony Room in Victorian Home private bath
A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

19. 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, (36 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 AU$371
includes taxes & fees
16 Sept - 17 Sept
Serene 1-bedroom suite on 75 acre horse property
A modern interior with large windows, a wooden ceiling, and a cozy seating area.

20. Stunning Glass House nestled in the Vermont wilderness!

Stunning Glass House nestled in the Vermont wilderness!
Guilford
9.4 out of 10, Exceptional, (3 reviews)
"The glass part of the house is stunning! We wanted to spend all of our time there, and wished that we could enjoy the view from the kitchen and bedroom too. We opted to sleep on the fold-out bed in the glass room instead of in the below-ground bedroom. It was a nice experience!"
United States
Chris O.
The price is AU$794
includes taxes & fees
24 Sept - 25 Sept
Stunning Glass House nestled in the Vermont wilderness!
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

Inn on Boltwood

Inn on Boltwood

10/10 Excellent
"Excellent hotel. Very charming. Great outside dining and bar."
Nancy 2-night trip
Posted 2 hours ago
Inn on Boltwood

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, 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 favourite 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 depend 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 AU$223 per night. Entering your travel dates in the search wizard might find you 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.