A collection of colorful glass vases and bowls on a table.

South Deerfield Holiday Rentals

  • 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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for South Deerfield holiday rentals

Property grounds

1. Cozy Valley View Post & Beam Villa!

Cozy Valley View Post & Beam Villa!
Whately
10.0 out of 10, Exceptional, (12 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 HK$3,922
HK$4,784 total
includes taxes & fees
21 Sept - 22 Sept
Cozy Valley View Post & Beam Villa!
Interior

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 HK$911
HK$1,587 total
includes taxes & fees
16 Sept - 17 Sept
Lovely 2nd Floor Apartment
Property grounds

3. 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 HK$1,990
HK$3,331 total
includes taxes & fees
17 Sept - 18 Sept
Charming, updated 3 bedroom farmhouse farm stay.
Living area

4. A Cozy Condo Near Horse Farm + Mount Sugarloaf

A Cozy Condo Near Horse Farm + Mount Sugarloaf
Sunderland
The price is HK$1,624
HK$3,452 total
includes taxes & fees
16 Sept - 17 Sept
A Cozy Condo Near Horse Farm + Mount Sugarloaf
Exterior

5. 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 HK$1,765
HK$2,225 total
includes taxes & fees
27 Sept - 28 Sept
Light-filled treetop apartment close to downtown Greenfield and Highland Park
Room

6. Penthouse overlooking downtown Amherst!

Penthouse overlooking downtown Amherst!
Amherst
The price is HK$2,345
HK$4,687 total
includes taxes & fees
16 Sept - 17 Sept
Penthouse overlooking downtown Amherst!
Exterior detail

7. 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)
"Super clean and nice space with beautifully updated bathroom and kitchen. Loved staying here."
United States
Andrew R.
The price is HK$875
HK$2,090 total
includes taxes & fees
29 Sept - 30 Sept
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Room

8. The Creation Station is a cozy place so make yourself at home.

The Creation Station is a cozy place so make yourself at home.
Easthampton Ma.
10.0 out of 10, Exceptional, (77 reviews)
"We had such a great stay at the Creation Station! The host John, showed us around the property and explained how to use everything. He also recommended a great restaurant in town. It was a great experience and would definitely recommend it!"
United States
Paula
The price is HK$1,412
HK$2,172 total
includes taxes & fees
16 Sept - 17 Sept
The Creation Station is a cozy place so make yourself at home.
Interior

9. 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 HK$1,914
HK$3,767 total
includes taxes & fees
21 Sept - 22 Sept
Button's Modern Luxury Walkup Downtown Northampton
Outdoor dining

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, (36 reviews)
"Not your average stay! This place is super cool!!"
United States
Wayne B.
Serene 1-bedroom suite on 75 acre horse property
Living area

11. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (37 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.
The price is HK$1,235
HK$1,612 total
includes taxes & fees
16 Sept - 17 Sept
Newly Built Barn Loft in Pioneer Valley
Room

12. 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 HK$1,263
HK$2,865 total
includes taxes & fees
30 Sept - 1 Oct
Cozy private 2 bed apartment in Shelburne Falls
Private kitchen

13. 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 HK$2,252
HK$5,082 total
includes taxes & fees
16 Sept - 17 Sept
Spacious 5BR w/ Hot Tub & Games
Living area

14. 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 HK$1,774
HK$3,471 total
includes taxes & fees
29 Sept - 30 Sept
Spacious & Cozy Ground Floor 2/3 Bed private suite
Interior

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

A Scenic Townhouse Near Amherst (Next to a Horse Farm)
Sunderland
The price is HK$853
HK$2,294 total
includes taxes & fees
21 Sept - 22 Sept
A Scenic Townhouse Near Amherst (Next to a Horse Farm)
Room

16. Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (17 reviews)
"Comfortable stay"
United States
Nicholas B.
The price is HK$1,812
HK$3,728 total
includes taxes & fees
5 Oct - 6 Oct
Townhouse with Pool Table - Renovated w/ King Bed
Living area

17. Cozy First Floor Apartment. Located in a quiet neighborhood.

Cozy First Floor Apartment. Located in a quiet neighborhood.
Chicopee
9.6 out of 10, Exceptional, (12 reviews)
"Check in was very easy. The apartment had all the necessities in the kitchen and bathroom. Location was convenient and the neighborhood very safe/quiet."
United States
Morrris
The price is HK$1,325
HK$2,420 total
includes taxes & fees
21 Sept - 22 Sept
Cozy First Floor Apartment. Located in a quiet neighborhood.
Exterior

18. Rose room Victorian home queen bed private bath

Rose room Victorian home queen bed private bath
Shelburne Falls
The price is HK$812
HK$1,511 total
includes taxes & fees
16 Sept - 17 Sept
Rose room Victorian home queen bed private bath
Exterior

19. Private bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room
Shelburne Falls
The price is HK$941
HK$1,673 total
includes taxes & fees
28 Sept - 29 Sept
Private bed with En-suite bathroom Marigold Room
Exterior

20. Bear Creek Cabin

Bear Creek Cabin
Charlemont
10.0 out of 10, Exceptional, (53 reviews)
"We enjoyed our stay!!"
United States
Hillary S.
The price is HK$3,137
HK$4,546 total
includes taxes & fees
23 Sept - 24 Sept
Bear Creek Cabin
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 South Deerfield Hotel Reviews

Hotel UMass

Hotel UMass

10/10 Excellent
"Excellent location on campus with attached parking. Had everything I needed. Wonderful staff and stay. Will be my 1st choice in future campus visits. Thanks"
Michael 1-night trip
Posted 4 hours ago
Hotel UMass

Find out more about South Deerfield

Search for holiday rentals in South Deerfield on Expedia! You can easily find your home rentals, villas, holiday apartments in South Deerfield using one of the methods below:

  • View our selection of featured holiday rentals in South Deerfield
  • Use the map to find apartments and other holiday homes in the South Deerfield neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in South Deerfield while they last

Look no further and take a look at our great range of rental properties in South Deerfield!

Frequently asked questions

Can I find a holiday rental in South Deerfield?

Yes, there are holiday rentals close to the most popular sights 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 are some of the best holiday rentals that South Deerfield has to offer?

Experience Three Sisters Sanctuary in Goshen, MA: This holiday 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 Nash's Dinosaur Track Quarry, 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 holiday rental in South Deerfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Deerfield. Holiday rentals feature amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.