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

Deerfield Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Deerfield vacation rentals

Exterior

1. 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
$284 nightly
The price is $318
Sep 9 - Sep 10
Total with taxes and fees
Light-filled treetop apartment close to downtown Greenfield and Highland Park
Exterior detail

2. 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, (10 reviews)
"We had a great"
United States
Meredith B.
$276 nightly
The price is $308
Sep 29 - Sep 30
Total with taxes and fees
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Interior

3. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (64 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.
$183 nightly
The price is $205
Sep 2 - Sep 3
Total with taxes and fees
Lovely 2nd Floor Apartment
Living area

4. 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.
$384 nightly
The price is $428
Sep 8 - Sep 9
Total with taxes and fees
Spacious & Cozy Ground Floor 2/3 Bed private suite
Exterior

5. Rose room Victorian home queen bed private bath

Rose room Victorian home queen bed private bath
Shelburne Falls
$175 nightly
The price is $195
Sep 7 - Sep 8
Total with taxes and fees
Rose room Victorian home queen bed private bath
Exterior

6. Private bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room
Shelburne Falls
$193 nightly
The price is $216
Sep 8 - Sep 9
Total with taxes and fees
Private bed with En-suite bathroom Marigold Room
Room

7. Cozy private 2 bed apartment in Shelburne Falls

Cozy private 2 bed apartment in Shelburne Falls
Shelburne Falls
$327 nightly
The price is $365
Sep 2 - Sep 3
Total with taxes and fees
Cozy private 2 bed apartment in Shelburne Falls
Property grounds

8. 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.
$685 nightly
The price is $765
Sep 6 - Sep 7
Total with taxes and fees
Cozy Valley View Post & Beam Villa!
Private kitchen

9. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
10.0 out of 10, Exceptional, (53 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.
$585 nightly
The price is $654
Sep 2 - Sep 3
Total with taxes and fees
Spacious 5BR w/ Hot Tub & Games
Room

10. Balcony Room in Victorian Home private bath

Balcony Room in Victorian Home private bath
Shelburne Falls
$187 nightly
The price is $209
Sep 7 - Sep 8
Total with taxes and fees
Balcony Room in Victorian Home private bath
Exterior

11. 2 Twin beds on 1st floor with En-suite bathroom.

2 Twin beds on 1st floor with En-suite bathroom.
Shelburne Falls
$164 nightly
The price is $184
Sep 16 - Sep 17
Total with taxes and fees
2 Twin beds on 1st floor with En-suite bathroom.
Living area

12. Penthouse overlooking downtown Amherst!

Penthouse overlooking downtown Amherst!
Amherst
$586 nightly
The price is $654
Sep 2 - Sep 3
Total with taxes and fees
Penthouse overlooking downtown Amherst!
Property grounds

13. 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 traveler
$392 nightly
The price is $414
Sep 2 - Sep 3
Total with taxes and fees
Charming, updated 3 bedroom farmhouse farm stay.
House, 4 Bedrooms | Interior

14. Chef's Kitchen Family Basecamp Amherst

Chef's Kitchen Family Basecamp Amherst
3.0 star property
East Village Historic District
$607 nightly
The price is $678
Sep 7 - Sep 8
Total with taxes and fees
Chef's Kitchen Family Basecamp Amherst
Living area

15. 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.
$600 nightly
The price is $670
Sep 2 - Sep 3
Total with taxes and fees
5BR Berkshire Home Mins To The Mountain
Property grounds

16. Riverbend Berkshire East Basecamp - 3 bedrooms available

Riverbend Berkshire East Basecamp - 3 bedrooms available
Charlemont
10.0 out of 10, Exceptional, (8 reviews)
"Very nice house and the stay was unproblematic!"
United States
Noah K.
$845 nightly
The price is $940
Sep 8 - Sep 9
Total with taxes and fees
Riverbend Berkshire East Basecamp - 3 bedrooms available
Terrace/patio

17. Vikings Villages Resort - Double Bed Room

Vikings Villages Resort - Double Bed Room
Guilford
$336 nightly
The price is $341
Sep 2 - Sep 3
Total with taxes and fees
Vikings Villages Resort - Double Bed Room
Interior

18. Button's Modern Luxury Walkup Downtown Northampton

Button's Modern Luxury Walkup Downtown Northampton
Northampton
10.0 out of 10, Exceptional, (6 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
$450 nightly
The price is $503
Sep 7 - Sep 8
Total with taxes and fees
Button's Modern Luxury Walkup Downtown Northampton
Living area

19. 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.
$575 nightly
The price is $644
Sep 24 - Sep 25
Total with taxes and fees
Stunning Glass House nestled in the Vermont wilderness!
Living area

20. Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
Charlemont
10.0 out of 10, Exceptional, (2 reviews)
"Our stay at the chalet was exactly what we hoped it would be! The space is in a beautiful location that is perfect for dogs. The host was very helpful and responsive and check in was a breeze. We'll be back for sure!"
United States
Georgia P.
$1,171 nightly
The price is $1,308
Sep 14 - Sep 15
Total with taxes and fees
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
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

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst

10/10 Excellent
"Businesses trip, very clean and great location."
Michael 1-night trip
Posted 4 hours ago
Comfort Inn & Suites Hadley - Amherst

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 $160 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.