South Egremont Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in South Egremont, Massachusetts, USA

Windflower Inn
FromUS $168 per night
10.0 (14 Reviews)
13 Bedrooms 26 Guests
Wilder House Berkshires
FromUS $206 per night
9.8 (43 Reviews)
1 Bedroom 2 Guests
Wilder House Berkshires
FromUS $235 per night
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9.5 (50 Reviews)
5 Bedrooms 11 Guests
the Alander
FromUS $134 per night
9.0 (207 Reviews)
1 Bedroom 2 Guests
Water-View Home in the Berkshires
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9.0 (3 Reviews)
3 Bedrooms 6 Guests
Little Cat Lodge
FromUS $189 per night
9.4 (76 Reviews)
1 Bedroom 2 Guests
Holiday House Motel
FromUS $115 per night
6.8 (55 Reviews)
5 Bedrooms 13 Guests
Little House in the Woods by Evergreen Home
10.0 (34 Reviews)
2 Bedrooms 6 Guests
Modern Lakehouse Retreat by CozySuites
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New
3 Bedrooms 5 Guests
Little Gem On Baldwin Hill In South Egremont
10.0 (17 Reviews)
2 Bedrooms 4 Guests
Best of the Berkshires + Hot Tub by Evergreen Home
10.0 (7 Reviews)
2 Bedrooms 4 Guests
Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts
10.0 (7 Reviews)
1 Bedroom 2 Guests
Charming Cabin On Scenic Road
10.0 (5 Reviews)
1 Bedroom 2 Guests
South Berkshire Barn Apartment with Stunning Views
10.0 (4 Reviews)
2 Bedrooms 8 Guests
The Cozy Cat Motel at Catamount
10.0 (1 Review)
15 Bedrooms 53 Guests
Designer Lake Home
FromUS $251 per night
10.0 (2 Reviews)
2 Bedrooms 4 Guests
The Brooks Motel
FromUS $192 per night
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7.1 (73 Reviews)
18 Bedrooms 16 Guests
Lakefront +pets +skiing +bbq +firepit +games
9.8 (10 Reviews)
2 Bedrooms 7 Guests
ButtonBall Inn
FromUS $400 per night
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5.0 (1 Review)
4 Bedrooms 8 Guests
Modern Copake Falls Getaway
FromUS $105 per night
9.6 (38 Reviews)
1 Bedroom 2 Guests
The Brooks Motel: Exceptional Suite
9.2 (5 Reviews)
1 Bedroom 4 Guests
The Brooks Motel: Exceptional Suite
7.0 (4 Reviews)
1 Bedroom 4 Guests
Curated Contemporary for lakes, forest & ski hills
10.0 (8 Reviews)
4 Bedrooms 8 Guests
Cheerful 3-bedroom cottage with woodstove
10.0 (42 Reviews)
3 Bedrooms 6 Guests
Beautiful Period Home in the Berkshires
9.8 (38 Reviews)
3 Bedrooms 4 Guests
The Brooks Motel
FromUS $174 per night
7.4 (133 Reviews)
1 Bedroom 2 Guests
Serene Berkshire Artist's House
9.8 (29 Reviews)
3 Bedrooms 6 Guests
Berkshires dream house
FromUS $378 per night
9.8 (22 Reviews)
5 Bedrooms 12 Guests
Egremont Village Inn by AvantStay
New
1 Bedroom 2 Guests
Berkshires Walk to Brewery or Distillery with Peloton!
9.8 (9 Reviews)
3 Bedrooms 5 Guests
Serene 5-BR Retreat 9-Min to Catamount
9.8 (6 Reviews)
5 Bedrooms 10 Guests
The Hideaway: Berkshire Home - Village of Egremont
9.6 (31 Reviews)
3 Bedrooms 8 Guests
Water-View Home in the Berkshires
9.6 (26 Reviews)
3 Bedrooms 6 Guests
The Race Mountain House
FromUS $838 per night
9.6 (7 Reviews)
4 Bedrooms 12 Guests
Close to Copake Lake! 4-Season Escape w/Sauna
9.6 (5 Reviews)
4 Bedrooms 9 Guests
Luxurious & Modern 3 BR 1.5 Bath Log Cabin
9.6 (5 Reviews)
3 Bedrooms 6 Guests
Taconic Hideaway – Swimming, BBQ Pit, Hiking
9.4 (8 Reviews)
3 Bedrooms 8 Guests
5 Minutes from Catamount Ski Area
9.0 (26 Reviews)
4 Bedrooms 6 Guests
Lake Front Cottage with Sun Soaked Terraces
9.0 (2 Reviews)
3 Bedrooms 6 Guests
Dreamy 6 Bedroom House, Come Enjoy Hillsdale!
8.6 (4 Reviews)
6 Bedrooms 14 Guests
Perfect House In Hillsdale, Brings Friends & Fam
8.4 (5 Reviews)
5 Bedrooms 12 Guests
The Brooks Buy Out, Wedding Groups Inquire Today!
New
26 Bedrooms 60 Guests
The Egremont Village Inn
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8.4 (148 Reviews)
1 Bedroom 2 Guests
Race Brook Lodge
FromUS $190 per night
8.4 (31 Reviews)
1 Bedroom 2 Guests
Holiday House Motel Hillsdale
3.6 (139 Reviews)
1 Bedroom 2 Guests

About South Egremont Vacation Rentals

With more than 202 South Egremont vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in South Egremont.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner South Egremont, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in South Egremont. Places to stay near South Egremont are 1289.96 ft² on average, with prices averaging US $545 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in South Egremont with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Other Places to Stay in South Egremont, MA


South Egremont Vacation Rental Frequently Asked Questions

What are the top vacation rentals in South Egremont?

How many Rentbyowner vacation rentals are available in South Egremont?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 202 in the South Egremont area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in South Egremont.