Book Holiday Homes in South Egremont

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Featured Holiday Homes in South Egremont

Spacious Home nestled along the Blackberry River in Northwest CT

Spacious Home nestled along the Blackberry River in Northwest CT

East Canaan
When you stay at this vacation home in East Canaan, you'll be on a river, within a 5-minute drive of Beckley Furnace Industrial Park and Haystack Mountain State ...
Spacious Home nestled along the Blackberry River in Northwest CT
Charming cottage with lake access, wood burning fire place, and WiFi

Charming cottage with lake access, wood burning fire place, and WiFi

2 out of 5
Elizaville
When you stay at this vacation home in Elizaville, you'll be 9 minutes by car from Tousey Winery.
Charming cottage with lake access, wood burning fire place, and WiFi
Peace and quiet on the lake

Peace and quiet on the lake

Becket
With a stay at this vacation home in Becket (Sherwood Forest), you'll be within a 10-minute drive of Pyramid Lake and Jacob's Pillow.
Peace and quiet on the lake
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Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Stockbridge
With a stay at this vacation home in West Stockbridge, you'll be within a 5-minute drive of Tanglewood Music Center and Stockbridge Bowl.
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Deluxe Queen Room with 2 Queen Beds

Deluxe Queen Room with 2 Queen Beds

2 out of 5
Lee
The price is AU$207 per night from 8 Sept to 9 Sept
AU$207
8 Sept - 9 Sept
includes taxes & fees
With a stay at this vacation home in Lee, you'll be within a 15-minute drive of Tanglewood Music Center and Housatonic River.
Deluxe Queen Room with 2 Queen Beds
Spectacular views and close to Great Barrington.

Spectacular views and close to Great Barrington.

Great Barrington
Located in Great Barrington, this vacation home is within a 5-minute drive of Housatonic River and Housatonic River Walk.
Spectacular views and close to Great Barrington.
Taconic Hideaway – Swimming, BBQ Pit, Hiking

Taconic Hideaway – Swimming, BBQ Pit, Hiking

2 out of 5
Copake
With a stay at this vacation home in Copake, you'll be within a 10-minute drive of Copake Town Hall and Callan Family Care.
Taconic Hideaway – Swimming, BBQ Pit, Hiking
Relax or be active! The choice is yours in this pet-friendly family home.

Relax or be active! The choice is yours in this pet-friendly family home.

Norfolk
With a stay at this vacation home in Norfolk, you'll be within a 10-minute walk of Norfolk Historical Museum and Infinity Music Hall and Bistro.
Relax or be active! The choice is yours in this pet-friendly family home.
Falls Reach In The Heart of Copake

Falls Reach In The Heart of Copake

Copake Falls
Located in Copake Falls, this vacation home is in a rural location, within a 5-minute drive of Taconic State Park and Callan Family Care.
Falls Reach In The Heart of Copake
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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.

South Egremont Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our South Egremont vacation homes are the perfect way for you to wing it.

Holiday houses in South Egremont let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of South Egremont in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local South Egremont adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in South Egremont with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of South Egremont vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

South Egremont Holiday Homes essential information

Accommodation
521 Holiday Homes
Lowest Price
AU$182
Highest Price
AU$400
Popular accommodation
Spacious Home nestled along the Blackberry River in Northwest CT, Charming cottage with lake access, wood burning fire place, and WiFi, Peace and quiet on the lake, Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country, Deluxe Queen Room with 2 Queen Beds, Spectacular views and close to Great Barrington., Taconic Hideaway – Swimming, BBQ Pit, Hiking, Relax or be active! The choice is yours in this pet-friendly family home. , Falls Reach In The Heart of Copake

Top trending hotels in South Egremont

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's ...
Berkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$275 per night from 1 Sept to 2 Sept
AU$275
1 Sept - 2 Sept
includes taxes & fees
Located in Lenox, Berkshires Untold is within a 10-minute drive of Shakespeare and Company and The Mount.
Berkshires Untold
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street, South Lee, MA
Fully refundableReserve now, pay when you stay
The price is AU$182 per night from 2 Sept to 3 Sept
AU$182
2 Sept - 3 Sept
includes taxes & fees
With a stay at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG in South Lee, you'll be near ski lifts, within a 15-minute drive of Tanglewood ...
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
The price is AU$400 per night from 7 Sept to 8 Sept
AU$400
7 Sept - 8 Sept
includes taxes & fees
With a stay at The Red Lion Inn in Stockbridge, you'll be in the historical district, within a 15-minute drive of Tanglewood Music Center and Housatonic ...
The Red Lion Inn
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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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^Subject to availability and chosen travel dates.