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.

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Superhost

Cottage in Averill Park

4.95 out of 5 average rating, 136 reviews

Cozy cottage with pool, walking distance to lake

Cozy cottage with pool, fire-pit, and a short walk to the lake. Enjoy a relaxing stay at our home exploring the lake and local eateries, or a fun family getaway at the pool. Just a short drive to your winter fun at Jiminy Peak for skiing, or Saratoga during track Season. Minutes to the Crooked Lake House for your wedding stays. Don't forget your four legged family members, while you're snowshoeing, or swimming at the lake. With WIFI and A/C you can tele-work, while sitting pool side this summer.

Superhost

Home in Saugerties

4.87 out of 5 average rating, 126 reviews

Le Petit Cottage - French Country in Saugerties

Le Petit Cottage is a cozy renovated farmhouse retreat in the heart of the scenic Hudson Valley, located 2 hours from NYC, Saugerties, NY Set on a spacious corner lot across from a waterfall, the house has gorgeous mountain views, with 3 bedrooms and 2 baths, and comfortably sleeps 6 people. The house features a high-end kitchen, a wood-burning stove, and luxurious amenities. This property is extremely dog-friendly! Centrally located to Woodstock, Kingston, and under 25 minutes to Hunter Mtn.

Superhost

Home in Round Top

4.96 out of 5 average rating, 195 reviews

Escape in the Catskills w/hottub

Escape to the Catskills: Your Mountain Retreat No Cleaning Fee! Immerse yourself in the breathtaking beauty of the Catskills. Our cozy retreat offers the perfect blend of relaxation and adventure, whether you're seeking a romantic getaway, a peaceful remote work haven, or an exciting outdoor adventure. Unwind in the hot tub while enjoying stunning world-class panoramic views. Conveniently located near charming towns with unique shops, delectable dining options, and hidden antique treasures.

Superhost

Home in Kingston

4.99 out of 5 average rating, 112 reviews

Uptown kid/pet friendly yard, zoo, park & tennis

* Sunny Colonial, completely refurbished * Bright & airy with hardwood throughout * Across from Forsyth Park - walking trails, playground, petting zoo & tennis courts * Bring Rover - We love dogs & have a fully fenced-in yard * Fully equipped kitchen for family dinners * Central location to all Kingston amenities & 12 minute walk to historical Stockade District * 5-minute drive to public golf course (Wiltwyck Golf Club) * Fireplace, fire pit and BBQ * Family room in attic with foosball & games

Superhost

Home in New Milford

4.97 out of 5 average rating, 106 reviews

Idyllic retreat on the water <1.5 hrs to NYC.

Private getaway on 3+ acres on the river with no visible neighbors, sit by the river or in the enclosed patio with view of the water, walk the trails in the area. Great for short escapes or longer discounted stays enjoy great restaurants, antiquing, swimming, hiking, and access to all New England has to offer. In spring, summer and fall lots of open air activities to be had. Fishing, boating, farmers markets and flea markets. In winter many nice walks to be had, skiing is not too far away.

Superhost

Apartment in Pine Plains

4.98 out of 5 average rating, 167 reviews

Newly renovated cutie

Newly renovated apartment in private home. Pets may be allowed on a case by case basis. Please contact me to discuss. Ample parking off road. Quiet location. Centrally located. Hudson to the north (20 mins). Millerton (10 mins) to the East. Rhinebeck (20 mins)to the west. Poughkeepsie to the south. Summertime polo matches only 5 mins from the house. Town beach a couple mins away. Many dining options within minutes. The Stissing Center offering musical and theater options also within minutes.

Superhost

Cottage in Cornwallville

4.93 out of 5 average rating, 112 reviews

Cozy Catskills Reteat with Geothermal Heat

Enjoy a peaceful retreat at the cottage, or use as a home base for exploring the Catskills. Family-friendly, private 4 bed, on a secluded 6.4 acre property. Enjoy coffee on the deck. Grill dinner and gather at the picnic table. Read on a blanket or lounge chair on the spacious private lawn. Relax by an evening campfire at the fire pit. Enjoy the living room fireplace, play board games, stream a movie. Or choose a more active Catskills adventure! Explore area hiking and swimming holes.

Superhost

Cottage in Cornwall

4.93 out of 5 average rating, 147 reviews

Newly Built Cottage in Housatonic Valley

This newly built modern cottage is located on a historic railroad street nestled in a charming village within the Housatonic River Valley. There are beautiful river views from the front porch, deep woods off the back deck, a white marble kitchen with new appliances, and a dedicated parking spot. Escape the city and surround yourself in this quiet valley and the calm of small village life, located just 2 hours from NYC. This location offers year-round access to nature & outdoor activities.

Superhost

Home in Bristol

4.92 out of 5 average rating, 171 reviews

Cozy Family Home - Kid & Pet Friendly

3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

Superhost

Home in Palenville

4.96 out of 5 average rating, 162 reviews

Serenity Retreat: Mountains, Waterfalls, Comfort

Enjoy a tranquil retreat overlooking a peaceful creek, set against gorgeous mountain views and nearby spectacular waterfalls. Just a short drive from Woodstock and Saugerties, NY this home on a serene country lane is a gateway to nature's beauty. With close proximity to local attractions, a lush garden, stunning mountain vistas, and a family-and-pet-friendly yard featuring a fire pit and bad mitten, it's the perfect blend of comfort and adventure.

Superhost

Home in Germantown

4.97 out of 5 average rating, 326 reviews

Fantastic Cottage/Insane Views/Trails/Fireplace!

A Unique Modern Cottage with Stunning Views / A Spa like Bathroom/ A Charming Gas Fireplace/ Fully equipped Chef's kitchen/Soapstone countertops/New premium appliances. Total Privacy High ceilings, hand plastered walls, antique doors. Glass French doors open to a private deck Enjoy big Catskill Mountain and seasonal Hudson River views. The large bath has a tiled glass door shower and a soaking tub. A Fieldstone fire pit overlooks the Catskills!

Superhost

Home in High Falls

4.94 out of 5 average rating, 126 reviews

Mossybrook Hideout: Private Creek Oasis w Hot Tub

Welcome to your High Falls getaway: a dog-friendly 3bd/3bath home complete with a hot tub, outdoor shower, chef's kitchen, wood stove, fire pit, and propane grill for entertaining your friends and family. Sonos Bluetooth speakers are provided throughout the house, a Smart TV with all of your favorite streaming apps, a large collection of board games, and laundry facilities are all available for you to use during your stay.

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What guests are saying

Perfect Family Retreat w/DogPark/2min to ZoomFlume

5 out of 5 average rating, 20 reviews3 weeks ago

Pawfect Family Retreat was absolutely perfect for our family and our dog! The yard was HUGE, giving our pup plenty of space to run around and play. The home itself was spotless, and we really appreciated how clean and well-maintained everything was. The hosts were incredibly responsive and made sure we had everything we needed. We also loved the thoughtful touch of pamphlets with local attractions and activities. It made planning our trip so much easier! Definitely check out the farm up the road. We made sure to stock up on farm fresh eggs and produce! We had a fantastic stay and will definitely be coming back again. Highly recommend!

Home in East Durham

What guests are saying

Yellow Door House

4.92 out of 5 average rating, 60 reviews6 months ago

Yellow Door House was a fantastic stay, paired with an even more incredible host. The house itself was well-furnished and clean, with plenty of extra house supplies for us to use. Kathleen was also impeccable as a host, going above and beyond to make sure we had a great experience; one of our party left behind a water bottle, and she was so accommodating as to ship it back to us. I could not recommend this place more!

Home in Copake

What guests are saying

Cozy Chic Home, Hot Tub, Near Warren St

4.76 out of 5 average rating, 212 reviews2 months ago

We had a great stay in Hudson! It's a great town and we were in an ideal location--plus it really felt like we were coming "home" at the end of each day. Very cozy feeling during some snowy and icy days!!!!! We found it very relaxing and had a wonderful visit!

Home in Hudson

What guests are saying

Couples Getaway, Hot Tub, 3 acres, 5mi to Kingston

4.96 out of 5 average rating, 226 reviews3 weeks ago

Kim’s place was so lovely and just what we needed for a relaxing and peaceful weekend! I hadn’t been able to sleep that well in a while. The hot tub was also amazing and so easy to use! The apartment is in a great location and it’s a super quick drive into downtown Kingston. Looking forward to another stay here in the future!

Apartment in Bloomington

What guests are saying

French country cottage, fireplace & hottub

5 out of 5 average rating, 39 reviews8 months ago

Kerri is an amazing host. We rented all of her properties for our wedding. More than any other Airbnb host we have ever had, Kerri truly makes you feel like the space is yours. The house and property are so clean, perfectly decorated, and comfortable. She is so responsive and accommodating, and just so friendly. She has great recommendations for local places. We have fell in love with Coxsackie! We will be back!

Cabin in West Coxsackie

What guests are saying

Wildlife Lakeside Cottage

4.84 out of 5 average rating, 278 reviews2 months ago

I visited this beautiful place for valentines weekend and it was absolutely amazing, nice and clean kitchen equipped with all you need if you want to cook and the rooms were nice and cozy. Also this is a lake house so you have a beautiful view and you can enjoy outside too. We had a great time. I would only suggest to get the drive way clean from the ice/snow during winter time it was a little bit dangerous walking to our cars.

Cottage in Lanesborough

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