Pet Friendly Hotels in Winchester, CT

There are 2 pet friendly hotels in Winchester, and 225 more nearby. Both welcome two or more pets with no weight limit. 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!

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.

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.

Pet-Friendly Airbnb Rentals

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.

Interlaken Inn

Lakeville, CT

Interlaken Inn Pet Policy

Interlaken Inn allows pets of any size in designated rooms for an additional fee of $39 per stay. The Woodside Building and Sunnyside Pet Room are pet friendly. Dogs may not be left unattended and are not permitted on beds/furniture.

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.

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.

Hitching Post Country Motel

Cornwall Bridge, CT

Hitching Post Country Motel Pet Policy

Hitching Post Country Motel allows pets of any size for an additional fee of $30 per pet, per night. Both dogs and cats are welcome, but exotic pets are not allowed.

The Mill River Cabin

4.8 Mill River, MA

The Mill River Cabin Pet Policy

This 2-bedroom vacation rental in Mill River allows 1 dog of any size for an additional fee of $100 per stay. Cats may also be allowed by request.

Bungalow Bliss

4.9 Plymouth, CT

Bungalow Bliss Pet Policy

This 2-bedroom bungalow in Plymouth allows 2 dogs of any size for an additional fee of $20 per pet, per stay. Sorry, no cats. Waste bags, pet towels, bowls, a dog bed and treats are provided.

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.

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.

Melius 1BR Cottage

5.0 Warren, CT

Melius 1BR Cottage Pet Policy

This 2-bedroom cottage in Warren allows 1 dog of any size for no additional fee. Cats may also be allowed by request.

Charming Cabin on Scenic Road

5.0 Great Barrington, MA

Charming Cabin on Scenic Road Pet Policy

This 1-bedroom cabin in Great Barrington is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

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.

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.

Peaceful Home in Wooded Area with Lake Access

5.0 Monterey, MA

Peaceful Home in Wooded Area with Lake Access Pet Policy

This 3-bedroom house in Monterey allows 1 dog of any size for an additional fee of $100 per stay. Sorry, no cats.

Secluded Cabin in a Winter Wonderland

4.5 Salisbury, CT

Secluded Cabin in a Winter Wonderland Pet Policy

This 2-bedroom cabin in Salisbury allows 2 dogs under 50 lbs for no additional fee. Sorry, no cats.

Waterfront Lake Home on Tranquil Harwinton Lake

4.9 Harwinton, CT

Waterfront Lake Home on Tranquil Harwinton Lake Pet Policy

This 2-bedroom cottage in Harwinton allows dogs of any size for no additional fee. Cats may also be allowed by request. The yard is not fenced.

Cozy Monterey Chalet

5.0 Monterey, MA

Cozy Monterey Chalet Pet Policy

This 2-bedroom chalet in Monterey is pet friendly! Dogs of any size are allowed for an additional fee of $50 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance.

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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!