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South Egremont Holiday Rentals

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Holiday Rentals in South Egremont

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
9.8 out of 10, Exceptional, (24)
"What a wonderful property - an historic gem, with most parts dating back over two centuries, yet well suited to 21st century guests. The character and comfort of the house greatly enhanced our Berkshire getaway, and the rural setting was deeply relaxing. This is a real home full of New England charm and warmth."
United States
David D.
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
The Ponds at Foxhollow
3.0 star property
8.6 out of 10, Excellent, (132)
"Perfect location "
United States
krystle
The Ponds at Foxhollow
Micosta Leisure Inn
3.0 star property
9.2 out of 10, Wonderful, (127)
"It's a beautiful little place with a wonderful owner. Rooms are clean and a good price"
United States
Gail
The price is NZ$230
includes taxes & fees
21 Nov - 22 Nov
Micosta Leisure Inn
Pet Friendly Riverfront Home in Great Barrington
8.8 out of 10, Excellent, (3)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is NZ$517
includes taxes & fees
2 Nov - 3 Nov
Pet Friendly Riverfront Home in Great Barrington
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
10.0 out of 10, Exceptional, (131)
"Clean house, well appointed, great location, responsive owner"
United States
sara m.
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
The Kemble- Built by a US Secretary of State in Lenox
10.0 out of 10, Exceptional, (17)
"We booked this house as the venue for our wedding, and it was absolutely perfect! Every room was gorgeous, with elegant décor and plenty of space for our guests. Even the bathrooms were stunning, making every part of the home feel special. The kitchen had everything we needed to host our 50-person wedding, from all the utensils to the appliances, making meal prep and serving a breeze. The communication with the hosts was amazing—Daniel was quick to respond, incredibly helpful, and made sure...
United Kingdom
Carrie S.
The Kemble- Built by a US Secretary of State in Lenox
Amore Estate - beautiful room with many places to explore and relax in.
9.2 out of 10, Wonderful, (32)
"Beautiful property. The house and grounds, including a beautiful pool were amazing. Loved sitting on the porch and watching the birds.So much to do in the Berkshires, would definitely like to come back."
United States
Jacquie S.
Amore Estate - beautiful room with many places to explore and relax in.
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
9.6 out of 10, Exceptional, (16)
"This was the best central location for all of us to meet to celebrate my mom's birthday! Perfectly fit us all with room to spread out and not be right on top of one another! "
United States
Holly B.
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
Spacious 5-bedroom house in charming Lee with WiFi
8.0 out of 10, Very good, (1)
"House was large, clean, and comfortable. "
United States
John Z.
The price is NZ$1,328
includes taxes & fees
6 Nov - 7 Nov
Spacious 5-bedroom house in charming Lee with WiFi
Summer Lake Cottage, private beach, Berkshire Hills, small village
9.4 out of 10, Exceptional, (84)
"Wonderful lake retreat 🥾"
United States
Elizabeth B.
Summer Lake Cottage, private beach, Berkshire Hills, small village
Amazing Estate! 1,500-2,500 OFF NOW w/ Early Booking on 2026 week-long vacation!
9.6 out of 10, Exceptional, (93)
"The house was very clean and well stocked. There were so many fun things to do - swimming pool, ping pong, darts, air hockey, gym, pinball, basketball hoop, foosball, etc. it was a great house for 4 families. The owner was very communicative and responded quickly to questions about the neighborhood, it was also very well located. Highly recommend!"
United States
Daisy H.
Amazing Estate! 1,500-2,500 OFF NOW w/ Early Booking on 2026 week-long vacation!
The Blue Elm - A Historic Berkshire Cottage
10.0 out of 10, Exceptional, (12)
"Everything was great...and beautiful!"
United States
Nicole L.
The price is NZ$661
includes taxes & fees
2 Nov - 3 Nov
The Blue Elm - A Historic Berkshire Cottage
Peace and quiet on the lake
9.6 out of 10, Exceptional, (226)
"Property was very clean and had all amenities that we needed. It was perfect for a cozy winter getaway weekend. Would definitely stay there again! "
United States
Anika J.
Peace and quiet on the lake
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
9.4 out of 10, Exceptional, (69)
"We ran all over the Berkshires. Nice central location. "
United States
Patrick M.
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Tranquil Lakeside Escape in the Berkshires
10.0 out of 10, Exceptional, (1)
"perfect location to go everywhere in the Berkshires"
United States
Edward G.
Tranquil Lakeside Escape in the Berkshires
Guesthouse Cabin vacation rentals in Berkshire County
10.0 out of 10, Exceptional, (9)
"We had a wonderful stay and really enjoyed the log cabin feel and views from the property. We were only there one night and it was our visit to Tanglewood."
United States
Bethany C.
The price is NZ$1,196
includes taxes & fees
4 Nov - 5 Nov
Guesthouse Cabin vacation rentals in Berkshire County
Private Island - Largest Fresh Water Reservoir in Mass
8.6 out of 10, Excellent, (9)
"So grateful to Bill for such a wonderful stay! The cottage was so lovely and had everything you could need for a weekend on the lake. Will definitely be returning in the future 😊"
United States
Sophie G.
Private Island - Largest Fresh Water Reservoir in Mass
Quiet 2BR/1BA Forest-View Barn Apartment – Newly Renovated, Peaceful Escape
7.4 out of 10, Good, (3)
"Beautiful quiet escape. Host was very prompt with answers to questions I had. Very nice re-model. I will definitely be back. "
United States
Christopher W.
Quiet 2BR/1BA Forest-View Barn Apartment – Newly Renovated, Peaceful Escape
Stunning Lake Views & Privacy Only Mins. to Downtown Lenox, Stockbridge, Lee.
10.0 out of 10, Exceptional, (25)
"We had another great weekend stay with friends! Can’t say enough good things about the house and property and location"
United States
Robin M.
Stunning Lake Views & Privacy Only Mins. to Downtown Lenox, Stockbridge, Lee.
Antique Farmhouse Totally Restored
9.8 out of 10, Exceptional, (93)
"Enjoyed the property, location and charming house that was well stocked with everything we needed."
United States
Sharon S.
Antique Farmhouse Totally Restored
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 Egremont Hotel Reviews

Find out more about South Egremont

Everything you need to know about South Egremont holiday rentals

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

South Egremont holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Egremont. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Egremont holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Egremont holiday rentals we have selected for you start as low as NZ$230 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Egremont rentals

At Expedia, we put the best South Egremont holiday 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 Egremont 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 Egremont holiday.

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 Egremont. 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 holiday rentals in South Egremont?

Yes, there are holiday rentals close to the most popular sights in South Egremont, or you can select a more secluded option if you're looking for a relaxing stay. South Egremont is known for its ski areas and waterfalls.

What are some of the best holiday rentals that South Egremont has to offer?

Pet Friendly Riverfront Home in Great Barrington: This holiday home rental outside of South Egremont is located on a river, and has a fireplace, a garden and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, in addition to a kitchen with a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in South Egremont?

Expedia has 6 holiday rentals for your stay in South Egremont.

What’s there to see and do in South Egremont?

Jug End State Reservation and Garrett Garden and Green are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Catamount Ski Area and Bash Bish Falls State Park.

What’s a holiday rental in South Egremont like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Egremont. Holiday rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.