South Deerfield Vacation Rentals

Check prices for these dates

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

Our top choices for South Deerfield vacation rentals

A modern two-story house with large windows and a balcony.

1. 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.
$527 nightly
The price is $589
Nov 9 - Nov 10
Total with taxes and fees
Cozy Valley View Post & Beam Villa!
A modern fireplace with a glass enclosure, decorative items, and a sign that reads 'blessed.'

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

A Scenic Townhouse Near Amherst (Next to a Horse Farm)
Sunderland
$255 nightly
The price is $285
Nov 9 - Nov 10
Total with taxes and fees
A Scenic Townhouse Near Amherst (Next to a Horse Farm)
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.
$198 nightly
The price is $221
Nov 9 - Nov 10
Total with taxes and fees
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
A cozy living room with a large flat-screen TV, a wooden cabinet, a round coffee table, and a potted plant.

4. 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
$207 nightly
The price is $231
Nov 8 - Nov 9
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.

5. 2 Twin beds on 1st floor with En-suite bathroom.

2 Twin beds on 1st floor with En-suite bathroom.
Shelburne Falls
$149 nightly
The price is $166
Nov 8 - Nov 9
Total with taxes and fees
2 Twin beds on 1st floor with En-suite bathroom.
A modern kitchen with dark cabinets, a granite countertop, a built-in oven, a microwave, and a large window providing natural light.

6. 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.
$433 nightly
The price is $484
Nov 8 - Nov 9
Total with taxes and fees
Penthouse overlooking downtown Amherst!
A modern living room with a sofa, a coffee table, and a fireplace.

7. A Cozy Condo Near Horse Farm + Mount Sugarloaf

A Cozy Condo Near Horse Farm + Mount Sugarloaf
Sunderland
$378 nightly
The price is $422
Nov 8 - Nov 9
Total with taxes and fees
A Cozy Condo Near Horse Farm + Mount Sugarloaf
A house with a staircase leading to a porch, surrounded by snow and string lights.

8. 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
$123 nightly
The price is $138
Nov 8 - Nov 9
Total with taxes and fees
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.

9. Private room with En-suite bathroom Marigold Room

Private room with En-suite bathroom Marigold Room
Shelburne Falls
$172 nightly
The price is $192
Nov 8 - Nov 9
Total with taxes and fees
Private room with En-suite bathroom Marigold Room
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

10. 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.
$1,093 nightly
The price is $1,221
Nov 18 - Nov 19
Total with taxes and fees
Amherst -NEW - Campus Convenience & Social Privacy
A modern kitchen with a central island, bar stools, and a bicycle.

11. 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
$414 nightly
The price is $463
Nov 17 - Nov 18
Total with taxes and fees
Button's Modern Luxury Walkup Downtown Northampton
A hallway with wooden flooring, white walls, and a bed in the background.

12. 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
$342 nightly
The price is $382
Nov 8 - Nov 9
Total with taxes and fees
Shelburne Falls on Main
A living room with a beige sofa, a patterned rug, and a wooden floor.

13. 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.
$300 nightly
The price is $335
Nov 8 - Nov 9
Total with taxes and fees
Spacious & Cozy Ground Floor 2/3 Bed private suite
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

14. 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.
$161 nightly
The price is $179
Nov 8 - Nov 9
Total with taxes and fees
Rose room Victorian home queen bed private bath
A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

15. 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.
$365 nightly
The price is $385
Dec 6 - Dec 7
Total with taxes and fees
Charming, updated 3 bedroom farmhouse farm stay.
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

16. Balcony Room in Victorian Home private bath

Balcony Room in Victorian Home private bath
Shelburne Falls
$166 nightly
The price is $186
Nov 8 - Nov 9
Total with taxes and fees
Balcony Room in Victorian Home private bath
Exterior

17. Work, Play & Stay! Apt Near Holyoke Medical Center

Work, Play & Stay! Apt Near Holyoke Medical Center
Holyoke
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful apartment! Amazing finishes, well appointed, pristine apartment in Holyoke. Great communication from the host. A quick trip to Dam Coffee Shop for great coffee and breakfast options. Not too far from Stop & Shop for food and short ride to highway. Would book this spot again."
United States
Yvonne A.
$256 nightly
The price is $286
Nov 8 - Nov 9
Total with taxes and fees
Work, Play & Stay! Apt Near Holyoke Medical Center
A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

18. 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.
$237 nightly
The price is $251
Nov 30 - Dec 1
Total with taxes and fees
Serene 1-bedroom suite on 75 acre horse property
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

19. Modern Studio Ideal for Traveling Professionals

Modern Studio Ideal for Traveling Professionals
Holyoke
10.0 out of 10, Exceptional, (4 reviews)
"The room was very clean and modern. The check-in process was easy and I had the best rest that I had in a long time. Being in the lower level with no windows provided a very quiet and dark ambiance at night. There is ample lighting throughout the unit if needed though, you can really unplug here. I would definitely stay here again"
United States
Kebreab H.
$194 nightly
The price is $217
Nov 8 - Nov 9
Total with taxes and fees
Modern Studio Ideal for Traveling Professionals
A room with a large window overlooking a lake at sunset.

20. 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.
$666 nightly
The price is $744
Nov 10 - Nov 11
Total with taxes and fees
3br Lakefront Oasis in Shutesbury with central air and 180-deg views!
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 South Deerfield Hotel Reviews

A historic building with a covered porch, American flags, and a sign reading 'Deerfield Inn.'
Deerfield Inn

Deerfield Inn

Deerfield Inn
Deerfield

10/10 Excellent

Excellent stay!
United States
Debbie
Reviewed October 26, 2026
Deerfield Inn

Find out more about South Deerfield

Everything you need to know about South 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 South 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 South Deerfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Deerfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South 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 South 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 $137 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 South Deerfield rentals

At Expedia, we put the best South 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 South 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 South 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 South 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 vacation rental in South Deerfield?

Yes, we have vacation rentals close to popular local attractions in South Deerfield, or you can select a more secluded option if you're looking for a relaxing stay. Discover why South Deerfield is known for its shops. Make sure you have time to check out the gardens while you're in the area.

What's the top vacation rental in South Deerfield?

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

Explore the area and family-friendly sights such as International Volleyball Hall of Fame, or get out into nature at a spot like Connecticut River. While here, Yankee Candle Village and Mount Sugarloaf State Reservation are other places worth a visit.

What’s a vacation rental in South Deerfield like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in South Deerfield. Vacation rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a small group gathering.

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