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Aug 29 - Aug 31
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Sep 19 - Sep 21
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Oct 17 - Oct 19

Featured Cottages in Sharon

West Cornwall Cabin ~ 4 Mi to Covered Bridge!
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West Cornwall Cabin ~ 4 Mi to Covered Bridge!

3.0 star property
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
Stylish Pine Plains Home Near Parks & Hiking!
Interior

Stylish Pine Plains Home Near Parks & Hiking!

3.0 star property
10.0 out of 10, Exceptional, (1)
Stylish Pine Plains Home Near Parks & Hiking!
Cozy Litchfield House w/ Fenced-in Yard & Fire Pit
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Cozy Litchfield House w/ Fenced-in Yard & Fire Pit

3.0 star property
Cozy Litchfield House w/ Fenced-in Yard & Fire Pit
Peaceful Goshen Cottage w/ Screened Porch & Views!
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Peaceful Goshen Cottage w/ Screened Porch & Views!

3.0 star property
Peaceful Goshen Cottage w/ Screened Porch & Views!
Serene Salisbury Rental Home on 26 Acres w/ Deck!
Property grounds

Serene Salisbury Rental Home on 26 Acres w/ Deck!

3.0 star property
Serene Salisbury Rental Home on 26 Acres w/ Deck!
Hudson Valley Horse Farm Retreat in Salt Point
Front of property

Hudson Valley Horse Farm Retreat in Salt Point

3.0 star property
8.0 out of 10, Very Good, (1)
Hudson Valley Horse Farm Retreat in Salt Point
Charming Sharon Dwelling w/ Deck & Fire Pit!
Exterior

Charming Sharon Dwelling w/ Deck & Fire Pit!

3.0 star property
Charming Sharon Dwelling w/ Deck & Fire Pit!
Whitney by Avantstay Private Berkshires Estate
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Whitney by Avantstay Private Berkshires Estate

3.0 star property
Whitney by Avantstay Private Berkshires Estate
Skiing & Hiking: Water-view Home in the Berkshires
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Skiing & Hiking: Water-view Home in the Berkshires

3.0 star property
Skiing & Hiking: Water-view Home in the Berkshires
Modern Escape w/ Fire Pit, Near Lake Waramaug
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Modern Escape w/ Fire Pit, Near Lake Waramaug

3.0 star property
Modern Escape w/ Fire Pit, Near Lake Waramaug
Dainty New Preston Cottage w/ Dock & Lake Views!
Front of property

Dainty New Preston Cottage w/ Dock & Lake Views!

3.0 star property
Dainty New Preston Cottage w/ Dock & Lake Views!
Ashley Falls Home w/ Fire Pit: Hike & Ski!
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Ashley Falls Home w/ Fire Pit: Hike & Ski!

3.0 star property
8.0 out of 10, Very Good, (1)
"Nice location. Spacious with ample bedrooms. Would have been nice if there was a second bathroom on the second floor. It might be time to freshen the furniture in the sitting area."
Ashley Falls Home w/ Fire Pit: Hike & Ski!
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
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Rustic Berkshires Cottage at Lake Buel w/ Kayaks!

3.0 star property
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
Hiking Trails On-site: Wooded New Millford Escape!
Front of property

Hiking Trails On-site: Wooded New Millford Escape!

3.0 star property
Hiking Trails On-site: Wooded New Millford Escape!
Spacious Woodbury Home w/ Pool + Hot Tub!
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Spacious Woodbury Home w/ Pool + Hot Tub!

3.0 star property
Spacious Woodbury Home w/ Pool + Hot Tub!
4 Mi to Great Barrington: Berkshires Retreat!
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4 Mi to Great Barrington: Berkshires Retreat!

3.0 star property
4 Mi to Great Barrington: Berkshires Retreat!
Family-friendly Woodbury Home With Yard + Deck!
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Family-friendly Woodbury Home With Yard + Deck!

3.0 star property
Family-friendly Woodbury Home With Yard + Deck!
Historic Barn Retreat w/ Pool & Pond Views Longview Pond Lodge by Avantstay
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Historic Barn Retreat w/ Pool & Pond Views Longview Pond Lodge by Avantstay

3.0 star property
Historic Barn Retreat w/ Pool & Pond Views Longview Pond Lodge by Avantstay
Pet-friendly Beacon Area Vacation Rental: 6 Acres
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Pet-friendly Beacon Area Vacation Rental: 6 Acres

3.0 star property
Pet-friendly Beacon Area Vacation Rental: 6 Acres
Renovated Lakefront House w/ Dock: Pets Welcome!
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Renovated Lakefront House w/ Dock: Pets Welcome!

3.0 star property
Renovated Lakefront House w/ Dock: Pets Welcome!
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 Sharon Hotel Reviews

Inn at Pine Plains

Inn at Pine Plains

10/10 Excellent
"👍"
Kimberly 1-night trip
Posted 2 days ago
Inn at Pine Plains

Frequently asked questions

Why book your cottage in Sharon with Expedia?
Expedia has some great cottages in Sharon, so start packing your bags for a memorable stay on nature's doorstep. If you're on a budget, select how much you'd like to spend and the preferred star rating of your property. Or, make your way to the filters to search for cottages with a pool or a hot tub. We'll help you find the right fit whatever your escape looks like.
How can I find cheap cottages in Sharon?
An excellent way to uncover cheap cottages in Sharon is with Expedia's useful filter tool. Refine your search results by budget, amenities and star rating to nab unbeatable deals in a couple of clicks.
What is there to do in Sharon near my cottage?
If you're eager to fill up your itinerary in Sharon, check out Sharon Audubon Center. It's popular among visitors and locals alike.