Pet-friendly vacation rentals in Sheffield
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Sheffield
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Sheffield pet-friendly home rentals
Pet-friendly house rentals
Home in Great Barrington
4.96 out of 5 average rating, 139 reviewsElegant Year-Round Lakeside Retreat with AC
Dec 2 – 9
Home in New Marlborough
4.89 out of 5 average rating, 122 reviewsLake House in the Berkshire (Access Dock & Canoe
Oct 2 – 9
Home in Colebrook
4.99 out of 5 average rating, 202 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Apr 1 – 8
Home in Lee
4.89 out of 5 average rating, 235 reviewsCozy Berkshires Cottage
Oct 7 – 14
Home in Canaan
5.0 out of 5 average rating, 134 reviewsCountry Cottage
Apr 12 – 19
Home in Germantown
4.95 out of 5 average rating, 362 reviewsScandinavian Barn Featured in Airbnb Magazine
May 28 – Jun 4
Home in Great Barrington
4.9 out of 5 average rating, 111 reviewsYour own private Berkshires retreat
Jun 1 – 8
Home in Sharon
4.93 out of 5 average rating, 124 reviewsLovely Cottage in Nature w/ Private River Access
May 14 – 21
Pet-friendly home rentals with a pool
Cabin in Red Hook
4.96 out of 5 average rating, 305 reviewsModern Upstate Cabin, near Rhinebeck NY
Aug 21 – 28
Guesthouse in Stanfordville
4.92 out of 5 average rating, 164 reviewsEco Cottage in the Woods
Sep 1 – 8
Farm stay in Red Hook
4.99 out of 5 average rating, 126 reviewsSackett & Van Dam Guest House @ Little 9 Farm 1706
Jun 22 – 29
Bungalow in Easthampton
4.92 out of 5 average rating, 430 reviewsThe Creation Station
Jul 21 – 26
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Oct 17 – 24
Cottage in Rhinebeck
4.87 out of 5 average rating, 147 reviewsSecluded peaceful loft in barn by woods
Nov 1 – 8
Farm stay in Saugerties
4.97 out of 5 average rating, 136 reviewsSpring Farm Escape: Animals, Sauna & Mountain View
Oct 6 – 13
Tiny home in Ghent
4.96 out of 5 average rating, 139 reviewsCountry Getaway Tiny House in woods w/Pool/Sauna
May 6 – 13
Private, pet-friendly home rentals
Cabin in Ancram
5.0 out of 5 average rating, 116 reviewsThe Ancram A - Luxury Mid-Century Modern Cabin
Oct 14 – 21
Guesthouse in Germantown
4.96 out of 5 average rating, 188 reviewsLuxe Guest House Retreat
Aug 23 – 30
Religious building in Craryville
4.98 out of 5 average rating, 163 reviewsCozy Creative Retreat in Converted 1856 Church
Oct 9 – 16
Cottage in Pine Plains
4.98 out of 5 average rating, 119 reviewsPine Plains Cottage
Aug 20 – 27
Bungalow in Hillsdale
4.86 out of 5 average rating, 129 reviewsCopake Lake & Catamount/Berkshires Cottage
Oct 9 – 16
Guesthouse in Canaan
4.93 out of 5 average rating, 166 reviewsAiry cottage with meadow views in The Berkshires
Jan 1 – 8
Cottage in North East
4.86 out of 5 average rating, 129 reviewsSunset Cottage: Unplug - Relax - Recharge
Mar 12 – 19
Guesthouse in Northampton
5.0 out of 5 average rating, 273 reviewsMill River Cottage (pet friendly!)
Feb 16 – 23
Quick stats about vacation rentals that are pet-friendly in Sheffield
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.7K reviews
Nightly prices starting at
$100 before taxes and fees
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