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South Deerfield Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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, (10 reviews)
"Thanks for a great stay"
United States
Andrea M.
$960 nightly
The price is $1,072
Sep 6 - Sep 7
Total with taxes and fees
Cozy Valley View Post & Beam Villa!
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, (62 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 1 - Sep 2
Total with taxes and fees
Lovely 2nd Floor Apartment
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
9.6 out of 10, Exceptional, (9 reviews)
"We had a great"
United States
Meredith B.
$279 nightly
The price is $312
Sep 23 - Sep 24
Total with taxes and fees
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

4. Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke

Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke
Holyoke
10.0 out of 10, Exceptional, (3 reviews)
"The studio was clean, new and modern. There are no windows so it was dark and quiet to sleep. "
United States
Michelle
$224 nightly
The price is $250
Aug 30 - Aug 31
Total with taxes and fees
Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke
A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

5. 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, (35 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
$221 nightly
The price is $234
Aug 31 - Sep 1
Total with taxes and fees
Serene 1-bedroom suite on 75 acre horse property
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.

6. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (35 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.
$204 nightly
The price is $215
Aug 30 - Aug 31
Total with taxes and fees
Newly Built Barn Loft in Pioneer Valley
A two-story house with a front porch, a staircase leading to the entrance, and a well-maintained garden.

7. 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
Aug 30 - Aug 31
Total with taxes and fees
2 Twin beds on 1st floor with En-suite bathroom.
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

8. Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
3.0 star property
Holyoke
$242 nightly
The price is $271
Aug 30 - Aug 31
Total with taxes and fees
Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
A cozy room with two beds, large windows, and a view of a snowy landscape.

9. 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
$252 nightly
The price is $281
Aug 31 - Sep 1
Total with taxes and fees
The Creation Station is a cozy place so make yourself at home.
A house with a staircase leading to a porch, surrounded by snow and string lights.

10. 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, (11 reviews)
"Nice place"
United States
Tom
$232 nightly
The price is $259
Sep 15 - Sep 16
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.

11. Private bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room
Shelburne Falls
$193 nightly
The price is $216
Aug 30 - Aug 31
Total with taxes and fees
Private bed with En-suite bathroom Marigold Room
A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

12. Steps to Holyoke Medical Center! Remote-Work Hub

Steps to Holyoke Medical Center! Remote-Work Hub
Holyoke
10.0 out of 10, Exceptional, (4 reviews)
"Perfect property and location for visiting the several surrounding communities."
United States
Tim L.
$506 nightly
The price is $565
Sep 8 - Sep 9
Total with taxes and fees
Steps to Holyoke Medical Center! Remote-Work Hub
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, (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
A hallway with wooden flooring, white walls, and a bed in the background.

14. 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
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, (41 reviews)
"It was a charming farmhouse on a beautiful farm property with goats and ducks. The hosts made sure that all of our needs were met from electronic outlet extensions to kitchen utensils to bathroom supplies. There were even fresh-cut flowers in the kitchen for us to enjoy. We had a lovely two night stay."
United States
Jamie M.
$392 nightly
The price is $414
Aug 31 - Sep 1
Total with taxes and fees
Charming, updated 3 bedroom farmhouse farm stay.
A living room with a beige sofa, a patterned rug, and a wooden floor.

16. 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.
$351 nightly
The price is $392
Aug 30 - Aug 31
Total with taxes and fees
Spacious & Cozy Ground Floor 2/3 Bed private suite
A living room with a flat-screen TV, a ceiling fan, a sofa, a coffee table, and a decorative vase.

17. Charming Chicopee Getaway

Charming Chicopee Getaway
Chicopee
7.6 out of 10, Good, (4 reviews)
"We really appreciated the stay to get together with family. There was plenty of space to play with the toddler and set up the pack-n-play for the infant. And then plenty of room to play board games after the babies were put to bed. "
United States
Tamara S.
$211 nightly
The price is $246
Sep 14 - Sep 15
Total with taxes and fees
Charming Chicopee Getaway
A wooden deck with two chairs and a table, overlooking a green landscape with a tree and hills.

18. 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.
$540 nightly
The price is $590
Sep 5 - Sep 6
Total with taxes and fees
Riverbend Berkshire East Basecamp - 3 bedrooms available
A modern kitchen with stainless steel appliances, a granite countertop, and a view into the dining area.

19. Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms
Holyoke
9.8 out of 10, Exceptional, (22 reviews)
"Fantastic stay in Holyoke. House is close to town, well outfitted, and super clean. Easy check in process and great experience all around. "
United States
Grant J.
$355 nightly
The price is $397
Sep 7 - Sep 8
Total with taxes and fees
Cozy Home in Holyoke with 3 bedrooms
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

20. Rose room Victorian home queen bed private bath

Rose room Victorian home queen bed private bath
Shelburne Falls
$175 nightly
The price is $195
Aug 30 - Aug 31
Total with taxes and fees
Rose room Victorian home queen bed private bath
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

Hotel UMass

Hotel UMass

10/10 Excellent
"I enjoyed staying at Hotel UMass. The rooms were clean, staff was friendly and provided excellent service, and the location was great. I would stay there again."
Mirlinda 1-night trip
Posted 11 hours ago
Hotel UMass

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 $205 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.

Explore a world of travel with Expedia

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 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 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.