Pet-friendly holiday 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.
Holiday 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 New Marlborough
4.89 out of 5 average rating, 122 reviewsLake House in the Berkshire (Access Dock & Canoe
20–27 Jul
Home in Colebrook
4.99 out of 5 average rating, 202 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
13–20 Nov
Home in Lee
4.89 out of 5 average rating, 236 reviewsCozy Berkshires Cottage
17–24 Oct
Home in Great Barrington
4.9 out of 5 average rating, 111 reviewsYour own private Berkshires retreat
4–11 Jun
Home in Canaan
5.0 out of 5 average rating, 134 reviewsCountry Cottage
8–15 Apr
Home in Craryville
4.88 out of 5 average rating, 113 reviewsLakeside Artist’s Cottage near Skiing & Hiking
30 May – 6 Jun
Home in Sharon
4.93 out of 5 average rating, 124 reviewsLovely Cottage in Nature w/ Private River Access
22–29 Jun
Home in Sharon
4.93 out of 5 average rating, 136 reviewsNew Availability! Charming Farmhouse Group Getaway
28 Apr – 5 May
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
18–25 Sep
Farm stay in Red Hook
4.99 out of 5 average rating, 126 reviewsSackett & Van Dam Guest House @ Little 9 Farm 1706
22–29 Oct
Cottage in Rhinebeck
4.87 out of 5 average rating, 147 reviewsSecluded peaceful loft in barn by woods
5–12 Nov
Guesthouse in Stanfordville
4.92 out of 5 average rating, 164 reviewsEco Cottage in the Woods
7–14 Oct
Farm stay in Saugerties
4.97 out of 5 average rating, 137 reviewsSpring Farm Escape: Animals, Sauna & Mountain View
21–28 Aug
Tiny home in Ghent
4.96 out of 5 average rating, 139 reviewsCountry Getaway Tiny House in woods w/Pool/Sauna
6–13 May
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
18–25 Mar
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
12–19 Sep
Private, pet-friendly home rentals
Religious building in Craryville
4.98 out of 5 average rating, 163 reviewsCozy Creative Retreat in Converted 1856 Church
3–10 Sep
Guesthouse in Canaan
4.93 out of 5 average rating, 166 reviewsAiry cottage with meadow views in The Berkshires
8–15 Nov
Bungalow in Hillsdale
4.86 out of 5 average rating, 129 reviewsCopake Lake & Catamount/Berkshires Cottage
3–10 Sep
Cabin in Ancram
5.0 out of 5 average rating, 116 reviewsThe Ancram A - Luxury Mid-Century Modern Cabin
14–21 Nov
Cottage in North East
4.86 out of 5 average rating, 130 reviewsSunset Cottage: Unplug - Relax - Recharge
25 Feb – 4 Mar
Cottage in Pine Plains
4.98 out of 5 average rating, 119 reviewsPine Plains Cottage
15–22 Oct
Guesthouse in Germantown
4.96 out of 5 average rating, 188 reviewsLuxe Guest House Retreat
20–27 Oct
Cottage in Red Hook
4.98 out of 5 average rating, 599 reviewsbright serene + spacious barn
29 Oct – 5 Nov
Quick stats about holiday rentals that are pet-friendly in Sheffield
Total rentals
30 properties
Wi-Fi availability
30 properties include access to Wi-Fi
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
$169 NZD before taxes and fees
Destinations to explore
- New City Holiday rentals
- Long Island Holiday rentals
- New Haven Holiday rentals
- Lake George Holiday rentals
- Catskill Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Pet-friendly rentals Manhattan
- Pet-friendly rentals The Hamptons
- Pet-friendly rentals Queens
- Pet-friendly rentals Massachusetts
- Kid-friendly rentals Sheffield
- Rentals with a fireplace Sheffield
- Rentals with outdoor seating Sheffield
- Rentals with a washing machine and dryer Sheffield
- Rentals with a fire pit Sheffield
- Monthly Rentals Sheffield
- House rentals Sheffield
- Rentals with a patio Sheffield
- Family-friendly rentals Sheffield
- Pet-friendly rentals Berkshire County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom