Pet Friendly Hotels
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    Pet Friendly Hotels in Sheffield, MA

    There are 13 pet friendly hotels in Sheffield. 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. BringFido members never pay a booking fee, and their reservations are backed by our Pet Friendly Guarantee!

    Pet Friendly Spectacular Fall Foliage in Sheffield
    £196
    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. See Details
    £73
    No 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. See Details
    £99+
    No pet fee
    Big dogs OK
    2+ pets OK

    Pet-Friendly Airbnb Rentals

    Sheffield, MA
    £165
    No pet fee
    Big dogs OK
    2+ pets OK

    Sheffield Airbnb Rentals

    Sheffield, MA
    Sheffield 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 Sheffield, please contact the host directly or read the House Rules section at the bottom of their listing. See Details
    £243
    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. See Details
    £641
    + 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. See Details
    £329
    +$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. See Details
    £219
    +$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. See Details
    £181
    +$10 per pet
    Small dogs only
    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. See Details
    £212
    +$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. See Details
    £367
    +$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. See Details
    £214
    +$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. See Details
    £197
    +$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. See Details
    £195
    +$75 pet fee
    25 kg max
    1 pet max
    Sleeps 6

    Berkshire Retreat

    5.0 Sheffield, MA
    Berkshire Retreat Pet Policy This 3-bedroom house in Sheffield allows 1 dog under 50 lbs for an additional fee of $75 per stay. Sorry, no cats. Pets must be leashed on the property. See Details
    £82
    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. See Details
    £153
    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. See Details
    £150
    +$40 pet fee
    Big dogs OK
    2 pets max

    Shaker Mill Inn

    West Stockbridge, MA
    Shaker Mill Inn Pet Policy Shaker Mill Inn allows 2 pets of any size in designated rooms for an additional fee of $40 per stay. All rooms are pet friendly except the Washington, Greylock, Rockwell, and Family Suite. Both dogs and cats are permitted, and pets may be left unattended if a cell phone number is given to the front desk. The inn provides treats, beds, bowls, mats and a book about dog-friendly places to visit in the area. There are pet waste stations on the property. See Details
    £98
    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. See Details
    £97
    +$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. See Details
    £138
    +$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. See Details
    Sheffield, MA, US