Pet Friendly Vacation Rentals

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Pet Friendly Vacation Rentals

Pet Friendly Vacation Rentals in Chester, CT

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There are 4 pet friendly vacation rentals in Chester, and 222 more nearby. Need help to decide where to stay with your dog? You can browse the results below and filter by amenities to find the perfect spot. All pet policy information is guaranteed and there are no booking fees!

Pet Friendly Cozy & Fun Waterford Getaway

Big Dogs Allowed

2+ Pets Allowed

Cozy & Fun Waterford Getaway

5.0 Waterford, CT

Cozy & Fun Waterford Getaway Pet Policy

This 4-bedroom house in Waterford allows 2 dogs of any size for no additional fee. Cats may also be allowed by request.

Big Dogs Allowed

2+ Pets Allowed

58 Sea View Avenue

4.9 Niantic, CT

58 Sea View Avenue Pet Policy

This 2-bedroom vacation rental in Niantic allows 3 dogs of any size for no additional fee. Cats are also welcome, but all pets must be approved in advance.

Big Dogs Allowed

2+ Pets Allowed

Barefoot Bungalow in Old Lyme

4.8 Old Lyme, CT

Barefoot Bungalow in Old Lyme Pet Policy

This 3-bedroom vacation rental in Old Lyme is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance.

Big Dogs Allowed

2+ Pets Allowed

Sea Spray at Black Point

4.9 Niantic, CT

Sea Spray at Black Point Pet Policy

This 3-bedroom house in Niantic allows dogs of any size for no additional fee. Cats may also be allowed by request. The backyard is fenced.

Big Dogs Allowed

Charming New Beach Cottage

4.9 Westbrook, CT

Charming New Beach Cottage Pet Policy

This vacation rental in Westbrook allows 1 dog of any size for no additional fee. Cats may also be allowed by request.

Big Dogs Allowed

2+ Pets Allowed

Cozy Apartment Near University

5.0 Middletown, CT

Cozy Apartment Near University Pet Policy

This 2-bedroom apartment in Middletown allows 4 dogs of any size for no additional fee. Cats may also be allowed by request. The yard is fenced.

Small Dogs Only

2+ Pets Allowed

Cottage-On-Wood

5.0 Waterford, CT

Cottage-On-Wood Pet Policy

This 2-bedroom vacation rental in Waterford allows 2 dogs under 20 lbs for no additional fee. Cats are also welcome.

Big Dogs Allowed

Old Salt Oasis

5.0 Guilford, CT

Old Salt Oasis Pet Policy

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

Small Dogs Only

2+ Pets Allowed

Bohemian Old Life Saving Station with Beach & Pool

4.9 East Marion, NY

Bohemian Old Life Saving Station with Beach & Pool Pet Policy

This 6-bedroom house in East Marion allows 2 dogs under 25 kg for no additional fee. Cats may also be allowed by request.

Big Dogs Allowed

Charming New Beach Cottage

5.0 Westbrook, CT

Charming New Beach Cottage Pet Policy

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

Big Dogs Allowed

Idyllic Getaway on the Shore

5.0 Westbrook, CT

Idyllic Getaway on the Shore Pet Policy

This 3-bedroom vacation rental in Westbrook allows 1 dog of any size for no additional fee. Cats may also be allowed by request.

Big Dogs Allowed

Orient Vacation Home

Orient Vacation Home Pet Policy

This 3-bedroom house in Orient allows 1 dog of any size for no additional fee. Hypoallergenic breeds only. Please clean up after your pets. Sorry, no cats.

Big Dogs Allowed

2+ Pets Allowed

Fantastic Pool Home on Connecticut Shore

5.0 Old Saybrook, CT

Fantastic Pool Home on Connecticut Shore Pet Policy

This 4-bedroom house in Old Saybrook allows 2 dogs of any size for no additional fee. All pets must be approved in advance. Sorry, no cats.

Big Dogs Allowed

2+ Pets Allowed

The Count House

4.4 Clinton, CT

The Count House Pet Policy

This 4-bedroom vacation rental in Clinton allows dogs of any size for an additional fee of $20 per pet, per night. Pets are not allowed on the furniture and must be approved in advance. Sorry, no cats.

Small Dogs Only

Perfect New England Getaway Near Downtown

Perfect New England Getaway Near Downtown Pet Policy

This 2-bedroom cottage in Essex allows 1 dog under 50 lbs for no additional fee. Cats may also be allowed by request.

Big Dogs Allowed

Patchogue River Retreat

5.0 Westbrook, CT

Patchogue River Retreat Pet Policy

This 3-bedroom house in Westbrook allows 1 dog of any size for no additional fee. Cats are also welcome.

Small Dogs Only

Luxury North Fork Home

Luxury North Fork Home Pet Policy

This 5-bedroom house in Orient allows 1 dog under 20 lbs for no additional fee. Sorry, no cats. All pets must be approved in advance.

Big Dogs Allowed

Sky of Blue Sea of Green

Sky of Blue Sea of Green Pet Policy

This 4-bedroom house in Old Lyme allows 1 dog of any size for a refundable deposit of $250 per stay. Additional dogs may be allowed by request, but cats are not accepted. Furniture covers are available, and the yard is fenced.

Big Dogs Allowed

2+ Pets Allowed

Rose Cottage by the Bay

4.8 Greenport, NY

Rose Cottage by the Bay Pet Policy

This 2-bedroom vacation rental in Greenport allows dogs of any size for an additional fee of $10 per pet, per stay. Cats may also be allowed by request.

Big Dogs Allowed

2+ Pets Allowed

Oceanfront 3bd 2bth Linens Inc

4.9 Old Saybrook, CT

Oceanfront 3bd 2bth Linens Inc Pet Policy

This 3-bedroom vacation rental in Old Saybrook allows 2 dogs of any size for an additional fee of $25 per pet, per night. Pets must be housebroken and are not allowed on the furniture. Cats may also be allowed by request.

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Chester, CT, US