Vacation Rentals in Winchester, CT

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Winchester, CT

Book a vacation rental in Winchester that has the highest visitor rating. Here are 3 of the best vacation rentals in Winchester.
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
10

Excellent

·
Winchester
·
5 br
·
Sleeps 12
·
Fireplace · Furnished · On Site Laundry ·
From
$389/night
Check availability
Property
House · 5 Beds · 4 baths
Amenities
Fireplace
Furnished
On Site Laundry
Wheelchair Accessible
Oven
Dishwasher
Wifi
Air Conditioning
Other spaces
Balcony, Kitchen, Workspace
Our Cottage - Small in size, Big in character, On beautiful Highland Lake
10

Excellent

·
Winchester
·
2 br
·
Sleeps 6
·
Oven · Furnished · Lake ·
From
$340/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Oven
Furnished
Lake
Fireplace
On Site Laundry
Air Conditioning
Waterfront
Wifi
Other spaces
Kitchen
Price drop
JUNE AVAILS - Immaculate lakefront at Highland Lake. Modernized Antique
10

Excellent

·
Winchester
·
3 br
·
Sleeps 7
·
Outdoor Space · Lake · Dishwasher ·
From
$230/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Lake
Dishwasher
Wifi
Air Conditioning
Furnished
Fitness Center
Oven
In Unit Laundry
Other spaces
Deck, Workspace, Kitchen
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Updated: September 27, 2023