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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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
9.4 out of 10, Exceptional, (11 reviews)
"Very satisfied with the stay . Clean quiet and relaxing stay."
United States
JAMES S.
$191 nightly
The price is $214
Nov 4 - Nov 5
Total with taxes and fees
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.
$224 nightly
The price is $250
Oct 25 - Oct 26
Total with taxes and fees
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
$161 nightly
The price is $180
Nov 2 - Nov 3
Total with taxes and fees
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
$277 nightly
The price is $309
Oct 28 - Oct 29
Total with taxes and fees
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
$185 nightly
The price is $207
Nov 8 - Nov 9
Total with taxes and fees
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
$229 nightly
The price is $255
Oct 26 - Oct 27
Total with taxes and fees
Light-filled treetop apartment close to downtown Greenfield and Highland Park
Room

7. Queen Bedroom in Victorian Home private bath.

Queen Bedroom in Victorian Home private bath.
Shelburne Falls
$181 nightly
The price is $202
Nov 16 - Nov 17
Total with taxes and fees
Queen Bedroom in Victorian Home private bath.
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

8. 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.
$173 nightly
The price is $193
Oct 22 - Oct 23
Total with taxes and fees
Rose room Victorian home queen bed private bath
A rustic cabin with a covered porch, a small shed, and outdoor seating.

9. 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
$145 nightly
The price is $157
Oct 25 - Oct 26
Total with taxes and fees
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
A compact kitchen with a red bench, a microwave, a sink, and a window with a view of a snowy landscape.

10. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away
Brattleboro
$92 nightly
The price is $104
Nov 18 - Nov 19
Total with taxes and fees
Cozy Vermont Tiny Home Get Away
A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

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, (38 reviews)
"Not your average stay! This place is super cool!!"
United States
Wayne B.
$232 nightly
The price is $245
Oct 28 - Oct 29
Total with taxes and fees
Serene 1-bedroom suite on 75 acre horse property
A living room with a beige sofa, a patterned rug, and a wooden floor.

12. 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.
$326 nightly
The price is $365
Nov 18 - Nov 19
Total with taxes and fees
Spacious & Cozy Ground Floor 2/3 Bed private suite
A hallway with wooden flooring, white walls, and a bed in the background.

13. 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
$373 nightly
The price is $417
Oct 22 - Oct 23
Total with taxes and fees
Cozy private 2 bed apartment in Shelburne Falls
A bedroom with a bed, dresser, mirror, and a cabinet with glass doors.

14. 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.
$611 nightly
The price is $682
Oct 27 - Oct 28
Total with taxes and fees
Penthouse overlooking downtown Amherst!
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
$75 nightly
The price is $81
Oct 22 - Oct 23
Total with taxes and fees
2 private mountain RV pads for rent. Full hook ups
A bedroom with a large bed, a nightstand with a lamp, a dresser, and a window with blinds.

16. A Cozy Condo Near Horse Farm + Mount Sugarloaf

A Cozy Condo Near Horse Farm + Mount Sugarloaf
Sunderland
$386 nightly
The price is $431
Oct 22 - Oct 23
Total with taxes and fees
A Cozy Condo Near Horse Farm + Mount Sugarloaf
A yurt with a deck, two Adirondack chairs, and a stone fire pit in a forest setting.

17. Yurt Oasis in the woods of Hinsdale, NH

Yurt Oasis in the woods of Hinsdale, NH
Hinsdale
9.6 out of 10, Exceptional, (13 reviews)
"What an amazing Yurt. The location was so peaceful. The yurt and outhouse was super clean. Hosts were friendly and helpful. I would stay again if in the area."
United States
Troy H.
$135 nightly
The price is $146
Oct 26 - Oct 27
Total with taxes and fees
Yurt Oasis in the woods of Hinsdale, NH
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.

18. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (39 reviews)
"The host was so responsive and made sure everything was perfect! It was the cutest and most comfy set up! With an adorable town beach 5 min down the road! Highly recommend!"
United States
Nora M.
$203 nightly
The price is $214
Oct 22 - Oct 23
Total with taxes and fees
Newly Built Barn Loft in Pioneer Valley
A modern kitchen with a central island, bar stools, and a bicycle.

19. 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
$448 nightly
The price is $501
Oct 27 - Oct 28
Total with taxes and fees
Button's Modern Luxury Walkup Downtown Northampton
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

D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"Bueno"
Luis carlos 2-night trip
Posted 1 hour ago
D. Hotel Suites & Spa

Find out more about Deerfield

Everything you need to know about Deerfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Deerfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Deerfield vacation 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 low season months. For more hustle and bustle, you may prefer to visit Deerfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $81 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Deerfield rentals

At Expedia, we put the best Deerfield vacation 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 vacation.

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.

Explore a world of travel with Expedia

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.