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 Whitney by Avantstay Private Berkshires Estate
    £374
    +$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
    £198
    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. Visit Website
    £99+
    No pet fee
    Big dogs OK
    2+ pets OK

    Pet-Friendly Airbnb Rentals

    Sheffield, MA
    £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. Visit Website
    £167
    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. Visit Website
    £245
    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. Visit Website
    £646
    + 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. Visit Website
    £332
    +$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. Visit Website
    £221
    +$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. Visit Website
    £182
    +$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. Visit Website
    £214
    +$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. Visit Website
    £370
    +$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. Visit Website
    £359
    +$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. Visit Website
    £197
    +$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. Visit Website
    £168
    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
    £83
    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
    £132
    +$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. See Details
    £139
    +$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
    £118
    +$75 pet fee
    38 kg max
    2 pets max

    Hampton Inn & Suites Berkshires Lenox

    Lenox, MA
    Hampton Inn & Suites Berkshires Lenox Pet Policy Hampton Inn & Suites Berkshires Lenox welcomes two pets with a combined weight up to 75 lbs for an additional fee of $75 for stays of 1 to 4 nights and $125 for longer stays. Both dogs and cats are allowed. Pets may be left unattended in rooms for up to three hours if crated. Beds and bowls are available, and there are two pet relief areas on the property. See Details
    £98
    +$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
    Sheffield, MA, US