Visittheus - Vacation Rentals in Winchester Historical Society

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From $283

         

10.0 (56 Reviews)

House

Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air

• Air Conditioner
• Parking
• TV

• Winsted
• Winchester

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From $219

         

1.0 (1 Review)

Bed & Breakfast

L&R

• Air Conditioner
• Parking
• Pool

• Connecticut
• Torrington

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From $306

         

10.0 (45 Reviews)

Cottage

Our Cottage - Small in size, Big in character, On beautiful Highland Lake

• Air Conditioner
• Parking
• TV

• Winsted
• Winchester

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From $420

         

10.0 (28 Reviews)

House

Family House On Highland Lake with Dock

• Air Conditioner
• Parking
• TV

• Winsted
• Winchester

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From $283

         

10.0 (21 Reviews)

Cottage

Lakefront Tranquility/Fishermans Delight

• Parking
• TV
• Balcony/Terrace

• Torrington
• West Hill Lake

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From $131

         

10.0 (11 Reviews)

Apartment

The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock

• Air Conditioner
• Parking
• TV

• Winsted
• Winchester

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From $246

         

10.0 (8 Reviews)

Cottage

The Cottage at Highland Lake, year-round, waterfront with a boat dock

• Air Conditioner
• Parking
• TV

• Winsted
• Winchester

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From $415

         

10.0 (5 Reviews)

House

Unique & extraordinary experience - renew your senses. Delightful waterfront!

• Air Conditioner
• Balcony/Terrace
• Security/Safety

• Torrington
• Colebrook

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From $178

         

9.8 (8 Reviews)

House

River tubes, electric bikes, kayaks, skiing, more n2 minutes to the river

• Air Conditioner
• Parking
• Pet Friendly

• Connecticut
• Pine Meadow

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From $171

         

9.6 (15 Reviews)

Apartment

The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock

• Air Conditioner
• Parking
• TV

• Winsted
• Winchester

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From $151

         

9.2 (44 Reviews)

Apartment

Enjoy a restful stay with fast internet, smart TV and the company of your pet.

• Air Conditioner
• Parking
• Pet Friendly

• Winsted
• Winchester

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New

From $1,073

         

New

House

Lakefront Escape on Highland

• Air Conditioner
• Security/Safety
• Fireplace/Heating

• Winsted
• Winchester

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From $427

         

New

Apartment

Charming 2-bedroom apartment with AC, WiFi LAKE VIEWS!

• Air Conditioner
• Security/Safety
• Bedding/Linens

• Winsted
• Winchester

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From $385

         

New

Apartment

Charming 2-bedroom apartment in welcoming Winsted with WiFi, AC

• Air Conditioner
• Security/Safety
• Bedding/Linens

• Winsted
• Winchester

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From $239

         

New

House

Charming renovated 3-bedroom house in serene Winsted

• Air Conditioner
• Parking
• TV

• Winsted
• Winchester

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From $237

         

New

Condo

Spacious 4-bedroom condo with AC and WiFi in Litchfield County

• Air Conditioner
• Parking
• Pool

• Connecticut
• Torrington

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From $200

         

New

Cottage

Cottage Ease. Quaint cottage nestled in on Higland lake Winsted, Ct.

• Pet Friendly
• Security/Safety
• Bedding/Linens

• Winsted
• Winchester

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From $339

         

10.0 (24 Reviews)

Cottage

Cozy WATERFRONT Cottage on Highland Lake, CT - central a/c & heat

• Air Conditioner
• Parking
• TV

• Winsted
• Winchester

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From $400

         

10.0 (17 Reviews)

House

Newly renovated year-round LAKEFRONT rental on Highland Lake! Sleeps 8-9!

• Air Conditioner
• Parking
• Pet Friendly

• Winsted
• Winchester

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From $223

         

10.0 (5 Reviews)

Cottage

Charming 2-bedroom cottage with AC and WiFi in welcoming New Hartford

• Air Conditioner
• Parking
• Security/Safety

• Torrington
• West Hill Lake

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From $159

         

9.6 (13 Reviews)

House

Lakeridge Litchfield Resort Townhome Pool Tennis Skiing

• Air Conditioner
• Parking
• Pet Friendly

• Connecticut
• Torrington

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From $506

         

9.6 (4 Reviews)

House

Lakefront Oasis with Spectacular Views – 3BR, 3BA, Sleeps 6, private swim dock.

• Air Conditioner
• Parking
• Pet Friendly

• Torrington
• West Hill Lake

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From $146

         

9.6 (4 Reviews)

House

Best Outdoors near the Berkshires

• Parking
• TV
• Security/Safety

• Winsted
• Winchester

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From $229

         

8.0 (1 Review)

House

4 Bedroom Family Friendly Home in Riverton Paradise

• Air Conditioner
• Parking
• Balcony/Terrace

• Torrington
• Riverton

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★ Pro Tip: Visittheus makes it easy to compare the best listings on Visittheus homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Visittheus homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Winchester Historical Society.