Pet Friendly Hotels
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Pet Friendly Hotels in Winchester, CT

There are 2 pet friendly hotels in Winchester, and 227 more nearby. Need help to decide where to stay with your dog? Browse the results below and filter by amenities to find the perfect spot. BringFido members never pay a booking fee, and their reservations are backed by our Pet Friendly Guarantee!

Pet Friendly Winchester Airbnb Rentals
$69
+ Pet fee
Big dogs OK
2+ pets OK

Winchester Airbnb Rentals

Winchester, CT
Winchester Airbnb Rentals Pet Policy
Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Winchester, please contact the host directly or read the House Rules section at the bottom of their listing.
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Pet Friendly VRBO Winchester
$139
+ Pet fee
Big dogs OK
2+ pets OK

VRBO Winchester

Winchester, CT
VRBO Winchester Pet Policy
Pet policies are determined by the individual owner of each Vrbo property. For more information on the pet fee, weight limit and other restrictions at a dog-friendly Vrbo in Winchester, please contact the owner directly or read the 'House Rules' section of their listing. Also be sure to include your pet(s) in the 'Guest' field when making your reservation, so the pet fee can be included. If applicable, it will be usually be displayed in the 'On-site Fees' or 'Owner Fees' sections during checkout. Some owners will also wait until you arrive in Winchester to collect the pet fee.
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$99+
No pet fee
Big dogs OK
2+ pets OK

Pet-Friendly Airbnb Rentals

Winchester, CT
Pet Friendly Gedney Farm
$293
No pet fee
Big dogs OK
1 pet max

Gedney Farm

Great Barrington, MA
Gedney Farm Pet Policy
Gedney Farm allows 1 pet of any size for no additional fee. Both dogs and cats are welcome.
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Pet Friendly Litchfield Inn
$385
+$25/pet/night
Big dogs OK
2 pets max

Litchfield Inn

Litchfield, CT
Litchfield Inn Pet Policy
Litchfield Inn accepts 2 pets of any size in designated rooms for an additional fee of $25 per pet, per night. Both dogs and cats are welcome, and additional pets may be accepted by request.
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Pet Friendly A Meadow House
$188
No pet fee
Big dogs OK
2+ pets OK

A Meadow House

Lakeville, CT
A Meadow House Pet Policy
A Meadow House is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Food & water bowls are provided for four-legged guests.
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Pet Friendly Cornwall Inn and Lodge
$295
+$25 per pet
Big dogs OK
2 pets max

Cornwall Inn and Lodge

Cornwall Bridge, CT
Cornwall Inn and Lodge Pet Policy
Cornwall Inn and Lodge allows 2 dogs of any size in designated rooms for an additional fee of $25 per pet, per stay. The Lodge offers eight pet-friendly rooms: Starlings Nest, BlueJay Cache, Dove's Hideaway, Grouse's Shoes, Finch's Cup, Woody Hollow, Wren's Den, and Crow’s Corner. Sorry, no cats.
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Pet Friendly The White Hart
$480
No pet fee
Big dogs OK
2+ pets OK

The White Hart

Salisbury, CT
The White Hart Pet Policy
The White Hart allows pets for no additional fee. Guests with pets must stay in designated rooms and additional restrictions may apply.
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Pet Friendly Lakeridge Litchfield Resort Townhome
$177
No pet fee
Big dogs OK
2+ pets OK
Sleeps 4

Lakeridge Litchfield Resort Townhome

4.8 Torrington, CT
Lakeridge Litchfield Resort Townhome Pet Policy
This 2-bedroom townhouse in Torrington is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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Pet Friendly 110 Shearer Rd
$1 498
No pet fee
Big dogs OK
2+ pets OK
Sleeps 8

110 Shearer Rd

4.9 Washington, CT
110 Shearer Rd Pet Policy
This 3-bedroom cottage in Washington is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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Pet Friendly Sunny Ridge
$1 133
No pet fee
Big dogs OK
2+ pets OK
Sleeps 16

Sunny Ridge

5.0 Washington, CT
Sunny Ridge Pet Policy
This 8-bedroom estate in Washington is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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Pet Friendly Senff Estate
$2 644
No pet fee
Big dogs OK
2+ pets OK
Sleeps 15

Senff Estate

5.0 Washington, CT
Senff Estate Pet Policy
This 8-bedroom house in Washington is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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Pet Friendly The Lake House
$314
No pet fee
Big dogs OK
2+ pets OK
Sleeps 4

The Lake House

4.9 Warren, CT
The Lake House Pet Policy
This 2-bedroom cottage in Warren allows dogs of any size for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance. Pets are not permitted on the furniture. Dogs must be leashed on the property and may not use the lawn or plantings for pet relief.
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Pet Friendly Berkshire Lakefront Getaway
$893
No pet fee
Big dogs OK
2+ pets OK
Sleeps 8

Berkshire Lakefront Getaway

4.9 Monterey, MA
Berkshire Lakefront Getaway Pet Policy
This 5-bedroom house in Monterey is pet friendly! Dogs of any size are allowed for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance.
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Pet Friendly 3/4 House with Swimming Pool
$631
No pet fee
Big dogs OK
2+ pets OK
Sleeps 9

3/4 House with Swimming Pool

4.6 Cornwall Bridge, CT
3/4 House with Swimming Pool Pet Policy
This 3-bedroom house in Cornwall Bridge is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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Pet Friendly Waterfront Summer Cottage
$190
No pet fee
Big dogs OK
2+ pets OK
Sleeps 5

Waterfront Summer Cottage

4.9 Otis, MA
Waterfront Summer Cottage Pet Policy
This 2-bedroom cottage in Otis allows dogs of any size for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance.
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Pet Friendly Cozy Oasis
$531
No pet fee
Big dogs OK
2 pets max
Sleeps 5

Cozy Oasis

5.0 Plymouth, CT
Cozy Oasis Pet Policy
This 2-bedroom cottage in Plymouth allows 2 dogs of any size for no additional fee. Cats may also be allowed by request.
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Pet Friendly Country Lake House
$1 957
No pet fee
Big dogs OK
2+ pets OK
Sleeps 10

Country Lake House

5.0 New Preston, CT
Country Lake House Pet Policy
This 4-bedroom vacation rental in New Preston is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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Pet Friendly Waterfront Summer Cottage
$209
No pet fee
Big dogs OK
2+ pets OK
Sleeps 6

Waterfront Summer Cottage

4.9 Otis, MA
Waterfront Summer Cottage Pet Policy
This 2-bedroom cottage in Otis allows dogs of any size for no additional fee. Cats may also be allowed by request. Breed restrictions apply, and all pets must be approved in advance.
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Pet Friendly 47 Calhoun St
$804
No pet fee
Big dogs OK
2+ pets OK
Sleeps 8

47 Calhoun St

5.0 Washington Depot, CT
47 Calhoun St Pet Policy
This 4-bedroom cottage in Washington Depot is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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There are 2 pet friendly hotels in Winchester, CT. Both welcome two or more pets with no weight limit. Do you know of a pet friendly hotel we've missed? to BringFido!