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Airbnb, Vacation rentals and hotel deals in Winchester, CT

7.7 (269 reviews)
Quality Inn
Hotel · 2 Guests · 1 Bedroom
$123 /night
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8.9 (131 reviews)
Residence Inn Hartford Avon
Hotel · 2 Guests · 1 Bedroom
$176 /night
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Holiday Inn Express & Suites Bradley Airport, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$117 /night
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8.5 (152 reviews)
The Briarcliff Motel
Motel · 2 Guests · 1 Bedroom
$138 /night
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9.6 (12 reviews)
Blackberry River Inn
B & B · 2 Guests · 1 Bedroom
$164 /night
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8.8 (316 reviews)
Hilton Garden Inn Hartford North-Bradley International Airport
Hotel · 2 Guests · 1 Bedroom
$123 /night
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9.0 (266 reviews)
Hyatt House Hartford North/Windsor
Hotel · 2 Guests · 1 Bedroom
$136 /night
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9.8 (30 reviews)
Historic house on Farmington River is an angler’s dream!
Holiday home · 2 Guests · 1 Bedroom
$135 /night*
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8.6 (2 reviews)
PLYMOUTH MOTOR LODGE
Hotel · 2 Guests · 1 Bedroom
$79 /night
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Snow has arrived! Skiing is on!
Holiday home · 2 Guests · 1 Bedroom
$200 /night*
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8.2 (297 reviews)
Marriott Hartford/Windsor Airport
Hotel · 2 Guests · 1 Bedroom
$182 /night
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La Quinta by Wyndham Hartford Bradley Airport
Hotel · 2 Guests · 1 Bedroom
$117 /night
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8.0 (120 reviews)
Residence Inn Hartford Windsor
Hotel · 2 Guests · 1 Bedroom
$107 /night
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10 (86 reviews)
Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!
Chalet · 2 Guests · 1 Bedroom
$199 /night*
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9.0 (11 reviews)
Cozy Little Cottage, a comfortable place to relax.
Cottage · 2 Guests · 1 Bedroom
$125 /night*
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9.6 (4 reviews)
mountain refuge
Accommodation · 2 Guests · 1 Bedroom
$149 /night*
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Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
Hotel · 2 Guests · 1 Bedroom
$69 /night
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Race Brook Lodge
Hotel · 2 Guests · 1 Bedroom
$140 /night
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8.2 (38 reviews)
The Egremont Village Inn
Inn · 2 Guests · 1 Bedroom
$158 /night
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9.2 (221 reviews)
Simsbury 1820 House
Inn · 2 Guests · 1 Bedroom
$172 /night
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Airbnb, Holiday Lakefront House with Air Conditioning in Winchester, CT

10 (27 reviews)
Granville House
B & B · 2 Guests · 1 Bedroom
$267 /night
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Bohemian Four Bedroom Home Conveniently Located!
Holiday home · 2 Guests · 1 Bedroom
$473 /night
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What Are The Most Popular Amenities in Winchester, CT?
Winchester, CT Rental Amenities
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Check above for the most common and the least popular rental amenities in Winchester, and pick the one that fits your preference easily. In Winchester, 337 rentals offer Internet or Wifi, 321 rentals offer Parking Available, 298 rentals offer No Smoking. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Kitchen, Hot Tub.
Which Price Range Is Considered As A Good Deal in Winchester, CT Area?
Vacation House & Cottage Rental Price Information in Winchester, CT
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The graph shows the percentages of vacation homes in each price bucket. Winchester has the largest percentage (19.94%) of homes in $100 - $150 price range.
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What Are The Most Liked Rental Accommodations in Winchester, CT?
Rental Accommodation Info in Winchester, CT
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In Winchester, 58.01% of listings are House, which is the most popular accommodation out of 21 total accommodation types. Avg price per night for House is around $328. And the most searched amenities for House accommodation is Kitchen.The least popular accommodation in Winchester is Villa rentals
How Many Accommodations Are Not Pets Friendly in Winchester, CT?
Pets Allowed vs Not Allowed in Winchester, CT
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29.01% of vacation homes in Winchester are pet friendly. Either you bring your loved pets on vacation or you have pet allergies, make sure to select the homes by applying the right filters.
Which Airports Should I Choose To Get To Winchester, CT?
Suggested Airports in Winchester, CT
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Airbnb, Holiday Lakefront House with Full Kitchen, and Other Rental Options in Winchester, CT

9.6 (51 reviews)
Indoor Pool, Sauna, Hot Tub, Jacuzzi & Solarium
Holiday home · 2 Guests · 1 Bedroom
$750 /night*
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10 (60 reviews)
Cozy Organic Carriage House in Woods
Holiday home · 2 Guests · 1 Bedroom
$265 /night*
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9.8 (36 reviews)
Beautiful Period Home in the Berkshires
Holiday home · 2 Guests · 1 Bedroom
$315 /night*
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Airbnb, Vacation Cottage with Fireplace in Winchester, CT

Peaceful Goshen Cottage w/ Screened Porch & Views!
Cottage · 2 Guests · 1 Bedroom
$286 /night
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9.8 (22 reviews)
4 Bedroom House in the Berkshires. Minutes from Tanglewood.
Chalet · 2 Guests · 1 Bedroom
$850 /night*
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9.6 (28 reviews)
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Cabin · 2 Guests · 1 Bedroom
$289 /night*
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Airbnb, Pet Friendly Vacation Cottage, and Other Rental Options in Winchester, CT

The perfect getaway cabin
Chalet · 2 Guests · 1 Bedroom
$375 /night
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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