Vacation Rentals in Winchester, CT
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Lovely 3 Bedroom Townhouse , perfect for skiing
No reviews
·
Torrington
·
3 br
·
Sleeps 4
·
Pool · Air Conditioning · Fitness Center ·
From
$140/nightProperty
Condo · 3 Beds · 2 baths
Amenities
Pool
Air Conditioning
Fitness Center
Dishwasher
Private Pool
Lake
Waterfront
Furnished
Other spaces
Kitchen
Lakeridge Litchfield Resort Townhome Pool Tennis Skiing
9.4
Excellent
·
Torrington
·
2 br
·
Sleeps 4
·
Pool · Air Conditioning · Fitness Center ·
From
$111/nightProperty
House · 2 Beds · 2 baths
Amenities
Pool
Air Conditioning
Fitness Center
Fireplace
Dishwasher
Furnished
Walk In Closets
In Unit Laundry
Other spaces
Kitchen
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
No reviews
·
Winsted
·
3 br
·
Sleeps 8
·
Outdoor Space · Fitness Center · Lake ·
From
$203/nightProperty
Apartment · 3 Beds · 1 bath
Amenities
Fitness Center
Lake
Waterfront
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock
No reviews
·
Winsted
·
1 br
·
Sleeps 4
·
Outdoor Space · Air Conditioning · Fitness Center ·
From
$146/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Fitness Center
Lake
Waterfront
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen, Workspace
Newly Renovated Family House On Highland Lake with Dock
10
Excellent
·
Winsted
·
4 br
·
Sleeps 10
·
Outdoor Space · On Site Laundry · Air Conditioning ·
From
$328/nightProperty
House · 4 Beds · 3 baths
Amenities
On Site Laundry
Air Conditioning
Fitness Center
Fireplace
Dishwasher
Beach
Lake
Waterfront
Other spaces
Balcony, Kitchen
Cozy Waterfront Cottage on Highland Lake, Northwestern CT
10
Excellent
·
Winsted
·
2 br
·
Sleeps 5
·
Air Conditioning · Lake · Waterfront ·
From
$310/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Air Conditioning
Lake
Waterfront
Furnished
Ski In Ski Out
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
Our Cottage - Small in size, Big in character, On beautiful Highland Lake
9.9
Excellent
·
Winsted
·
2 br
·
Outdoor Space · On Site Laundry · Air Conditioning ·
From
$258/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
On Site Laundry
Air Conditioning
Fireplace
Lake
Waterfront
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Peaceful and Beautiful Home in the Woods
No reviews
·
Colebrook
·
4 br
·
Sleeps 14
·
Outdoor Space · On Site Laundry · Air Conditioning ·
From
$499/nightProperty
House · 4 Beds · 4 baths
Amenities
On Site Laundry
Air Conditioning
Fireplace
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen, Workspace
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Beautiful Cottage on the Number One Lake in CT
9.9
Excellent
·
Winsted
·
3 br
·
Sleeps 5
·
Air Conditioning · Dishwasher · Deck ·
From
$219/nightProperty
House · 3 Beds · 2 baths
Amenities
Air Conditioning
Dishwasher
Beach
Lake
Furnished
Waterfront
Walk In Closets
In Unit Laundry
Other spaces
Deck, Kitchen, Workspace
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
9.5
Excellent
·
Winsted
·
1 br
·
Sleeps 3
·
Air Conditioning · Fireplace · Lake ·
From
$90/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Fireplace
Lake
Waterfront
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Beautiful, Immaculate year-round lakefront at Highland Lake
10
Excellent
·
Winsted
·
3 br
·
Sleeps 7
·
Outdoor Space · Air Conditioning · Fitness Center ·
From
$225/nightProperty
House · 3 Beds · 2 baths
Amenities
Air Conditioning
Fitness Center
Fireplace
Dishwasher
Lake
Waterfront
Furnished
In Unit Laundry
Other spaces
Deck, Kitchen, Workspace
Beautiful Highland lake in Connecticut
No reviews
·
Winsted
·
2 br
·
Sleeps 8
·
Outdoor Space · Air Conditioning · Lake ·
From
$450/nightProperty
House · 2 Beds · 1 bath
Amenities
Air Conditioning
Lake
Waterfront
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
Waterfront renovated country house with deck, close to hiking, skiing
No reviews
·
Goshen
·
3 br
·
Sleeps 7
·
Air Conditioning · Fireplace · Dishwasher ·
From
$270/nightProperty
House · 3 Beds · 3 baths
Amenities
Air Conditioning
Fireplace
Dishwasher
Waterfront
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
Base Camp. So much to do here !! Newly renovated. 4 minutes to river.
10
Excellent
·
New Hartford
·
3 br
·
Sleeps 9
·
Air Conditioning · Dishwasher · Furnished ·
From
$274/nightProperty
House · 3 Beds · 2 baths
Amenities
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
|Fox Hollow|Enjoy the Litchfield Hills|SKI|Berkshires
No reviews
·
Norfolk
·
4 br
·
Sleeps 8
·
Outdoor Space · Air Conditioning · Fireplace ·
From
$516/nightProperty
House · 4 Beds · 3 baths
Amenities
Air Conditioning
Fireplace
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen, Workspace
Stunning Retreat on 62 Acres, 7000 sq ft, Pool and Hot Tub
10
Excellent
·
New Hartford
·
6 br
·
Sleeps 12
·
Pool · Air Conditioning · Furnished ·
From
$1,636/nightProperty
House · 6 Beds · 4 baths
Amenities
Pool
Air Conditioning
Furnished
In Unit Laundry
Wifi
Swimming Pool
Connecticut Country Re.treat on Private 38 acres in Litchfield County
No reviews
·
Riverton
·
4 br
·
Outdoor Space · Air Conditioning · Fireplace ·
From
$582/nightProperty
House · 4 Beds · 3 baths
Amenities
Air Conditioning
Fireplace
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
Berkshire Retreat Near Hiking, Outdoors, and Walkable to Town
9.8
Excellent
·
Norfolk
·
4 br
·
Sleeps 10
·
Air Conditioning · Fireplace · Dishwasher ·
From
$309/nightProperty
House · 4 Beds · 2 baths
Amenities
Air Conditioning
Fireplace
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen, Workspace
TRANQUIL private home with garden OASIS and heated POOL
9.9
Excellent
·
Goshen
·
3 br
·
Sleeps 6
·
Outdoor Space · Pool · Air Conditioning ·
From
$325/nightProperty
House · 3 Beds · 3 baths
Amenities
Pool
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Garage Parking
Other spaces
Kitchen
Historic house on Farmington River is an angler’s dream!
9.9
Excellent
·
Barkhamsted
·
2 br
·
Sleeps 4
·
Outdoor Space · Air Conditioning · Furnished ·
From
$135/nightProperty
House · 2 Beds · 1 bath
Amenities
Air Conditioning
Furnished
Ski In Ski Out
In Unit Laundry
Wifi
Oven
Swimming Pool
Other spaces
Kitchen
One Bedroom Guest House Nestled in the mountain
8.2
Very good
·
Canton
·
1 br
·
Sleeps 2
·
Air Conditioning · Fireplace · Dishwasher ·
From
$150/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Fireplace
Dishwasher
Furnished
Ski In Ski Out
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
Family farmhouse with pool on wooded property along picturesque river
No reviews
·
Litchfield
·
5 br
·
Sleeps 16
·
Pool · Air Conditioning · Fireplace ·
From
$1,400/nightProperty
House · 5 Beds · 5 baths
Amenities
Pool
Air Conditioning
Fireplace
Dishwasher
Private Pool
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!
9.9
Excellent
·
North Granby
·
2 br
·
Sleeps 4
·
Air Conditioning · High Ceilings · Dishwasher ·
From
$115/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Air Conditioning
High Ceilings
Dishwasher
Hardwood Floor
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
NEW! Woodridge Lake Gem! Sunny, spacious, recently updated contemporary home
10
Excellent
·
Goshen
·
4 br
·
Sleeps 10
·
Pool · Air Conditioning · Fitness Center ·
From
$557/nightProperty
House · 4 Beds · 3 baths
Amenities
Pool
Air Conditioning
Fitness Center
Fireplace
Dishwasher
Lake
Waterfront
Furnished
Other spaces
Balcony, Kitchen, Workspace
Updated: March 20, 2023
Learn about vacation rentals in
Winchester
Vacation Rentals in Winchester, CT FAQ
How many vacation rentals in Winchester are available?
There are currently no vacation rentals in Winchester available. Our vacation rentals in Winchester include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.
Are there any pet friendly vacation rentals in Winchester?
No, right now there are no pet friendly vacation rentals in Winchester. A pet friendly vacation rental in Winchester means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.
Are there any vacation rentals in Winchester with a pool?
No there are no vacation rentals with a pool available in Winchester, CT. View more detailed vacation spots on Vacations by Zumper.
Are there any vacation rentals in Winchester with internet access?
As of March 20, 2023, there are no vacation rentals with internet access available in Winchester, Connecticut. Check out more enjoyable destinations on Vacations by Zumper.
