Pet Friendly Hotels in Sheffield, MA

There are 12 pet friendly hotels in Sheffield. 2 charge no pet fee, 10 welcome two or more pets, and 11 have 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!

$140

+ Pet fee

Big dogs OK

2+ pets OK

VRBO Sheffield

Sheffield, MA

VRBO Sheffield 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 Sheffield, 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 Sheffield to collect the pet fee.

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$466

No pet fee

10 kg max

1 pet max

Sleeps 6

The Little House

5.0 Sheffield, MA

The Little House Pet Policy

This 2-bedroom vacation rental in Sheffield allows 1 dog under 20 lbs for no additional fee. All pets must be approved in advance. Sorry, no cats.

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$99+

No pet fee

Big dogs OK

2+ pets OK

Pet-Friendly Airbnb Rentals

Sheffield, MA

$348

+$10 per pet

Big dogs OK

2+ pets OK

Sleeps 4

Elterwater Cottage

5.0 Sheffield, MA

Elterwater Cottage Pet Policy

This 3-bedroom vacation rental in Sheffield allows small pets for an additional fee of $10 per pet, per stay. Non-shedding breeds only. Sorry, no cats.

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$685

+$100 per pet

Big dogs OK

1 pet max

Sleeps 10

Peacefield

5.0 Sheffield, MA

Peacefield Pet Policy

This 4-bedroom vacation rental in Sheffield allows dogs of any size for an additional fee of $100 per pet, per stay. All pets must be approved in advance. Sorry, no cats.

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$421

+$100 pet fee

Big dogs OK

2+ pets OK

Sleeps 9

Berkshires Private Peninsula

4.9 Sheffield, MA

Berkshires Private Peninsula Pet Policy

This 3-bedroom vacation rental in Sheffield allows dogs of any size for an additional fee of $100 per stay for the first pet and $50 for each additional pet. Sorry, no cats.

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$429

+$150 per pet

Big dogs OK

2 pets max

Sleeps 10

Whitney

4.1 Sheffield, MA

Whitney Pet Policy

This 5-bedroom house in Sheffield allows 2 dogs of any size for an additional fee of $150 per pet, per stay. There is also a refundable deposit of $300 per stay. Cats may also be allowed by request, but all pets must be approved in advance.

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$410

+$150 per pet

Big dogs OK

2+ pets OK

Whitney by Avantstay Private Berkshires Estate

Sheffield, MA

Whitney by Avantstay Private Berkshires Estate Pet Policy

This 5-bedroom cottage in Sheffield allows pets of any size for an additional fee of $150 per pet, per stay. Both dogs and cats are welcome.

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$1 230

+ Pet fee

Big dogs OK

2+ pets OK

Sleeps 9

August Moon

5.0 Sheffield, MA

August Moon Pet Policy

This 4-bedroom house in Sheffield allows dogs of any size for an additional fee. Cats may also be allowed by request.

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$360

+$60 per pet

Big dogs OK

2 pets max

Sleeps 5

Berkshires

4.8 Sheffield, MA

Berkshires Pet Policy

This 3-bedroom house in Sheffield allows 2 dogs of any size for an additional fee of $60 per pet, per stay. Pets are accepted between November 1st and May 15th. Pets are not allowed on the furniture. Sorry, no cats or puppies.

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$424

No pet fee

Big dogs OK

2+ pets OK

Sleeps 6

Spectacular Fall Foliage in Sheffield

5.0 Sheffield, MA

Spectacular Fall Foliage in Sheffield Pet Policy

This 3-bedroom house in Sheffield is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

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$632

+$150 per pet

Big dogs OK

2+ pets OK

Sleeps 16

Undermountain Farm

4.9 Sheffield, MA

Undermountain Farm Pet Policy

Dogs of any size are allowed at this 4-bedroom vacation rental in Sheffield for an additional fee of $150 per pet, per stay. Cats may also be allowed by request.

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$154

+$50 pet fee

Big dogs OK

2 pets max

The Black Swan Lee - Lenox an Ascend Collection Hotel

Lee, MA

The Black Swan Lee - Lenox an Ascend Collection Hotel Pet Policy

The Black Swan Lee - Lenox an Ascend Collection Hotel allows 2 dogs of any size for an additional fee of $50 per stay. Sorry, no cats.

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$121

No pet fee

Big dogs OK

2+ pets OK

The Little Lion

Great Barrington, MA

The Little Lion Pet Policy

The Little Lion is pet friendly! Dogs of any size are welcome for no additional fee. Cats are also welcome, and well-behaved pets may be left in the room unattended. There are waste bags at the front desk and a grassy pet relief area on the property.

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$187

+$85 pet fee

Big dogs OK

1 pet max

Berkshires Untold

Lenox, MA

Berkshires Untold Pet Policy

Berkshires Untold allows 1 pet of any size in designated rooms for an additional fee of $85 per stay. Both dogs and cats are welcome, but exotic pets are not allowed. Please note that pets cannot be left unattended.

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$192

+$75 pet fee

38 kg max

2 pets max

Hilton Garden Inn Lenox/Pittsfield

Pittsfield, MA

Hilton Garden Inn Lenox/Pittsfield Pet Policy

Hilton Garden Inn Lenox/Pittsfield allows 2 pets up to 75 lbs for an additional fee of $75 per stay. Both dogs and cats are welcome, but pets cannot be left unattended.

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$448

+$39 pet fee

Big dogs OK

2+ pets OK

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.

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$251

+$75/pet/night

Big dogs OK

2 pets max

The Red Lion Inn

Stockbridge, MA

The Red Lion Inn Pet Policy

The Red Lion Inn allows 2 pets of any size in designated rooms for an additional fee of $75 per pet, per night. Only ground-floor rooms are pet friendly. Guests with pets must call (877) 411-3436 prior to booking to verify availability of a pet-friendly room or risk not being able to check in with a pet and/or incurring any associated cancellation penalties. Both dogs and cats are welcome, but pets must be crated if left unattended. Pets receive treats, bowls, and use of a crate at check-in. Guests can walk their dogs at the park down the street from the hotel. Three pets are considered with prior approval.

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$85

+$20/pet/night

25 kg max

2 pets max

Econo Lodge Lee Great Barrington

Lee, MA

Econo Lodge Lee Great Barrington Pet Policy

Econo Lodge Lee Great Barrington welcomes two pets up to 50 lbs in designated rooms for an additional fee of $20 per pet, per night. Both dogs and cats are allowed. Well-behaved pets may be left in the room unattended. There is a grassy area for pet relief on the property.

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$350

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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There are 12 pet friendly hotels in Sheffield, MA. 2 charge no pet fee, 10 welcome two or more pets, and 11 have no weight limit. Do you know of a pet friendly hotel we've missed? Post a spot to BringFido!