
Vacation rentals with a patio in Sheffield
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Top-rated accommodations with an outdoor patio in Sheffield
Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.
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Popular amenities for Sheffield accommodations with an outdoor patio
Apartment rentals with a patio

Studio Oasis nr Warren St w porch & yard
Beautiful spacious studio. Very clean and decorated very nicely. Short walk to Warren St shops and restaurants.

Lovely 1 bedroom apt. with free parking in Rondout
Chris' place was even more beautiful than in the pictures. Location is perfect, within easy distance of the beautiful Kingston waterfront and nice restaurants. The area is quiet at night and felt very safe. Check-in was smooth and we had everything we needed. We'll definitely be staying there again on our next trip to Kingston.

Saugerties Village home with great backyard!
Our second time staying at John's place with our two dogs. The apartment was spotless and comfortable with a well appointed kitchen. Within easy walking distance to town in one direction and a quiet streets to walk the dogs in the other direction. We look forward to returning for another visit in the fall.

Suite 23 - Spacious Sunny 2-BR with Mountain view
We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!

Catskill Village House - Studio w/ Private Terrace
Lovely place. Perfect location to enjoy the nearby hicking trails and Kaaterskil Falls, while walking distance to coffee shops and restaurant in Catskill. Liked the decorations and the little terrace.

Berkshire Retreat|King Bed|Wi-Fi|2m Ski Resort
We had a great stay!! It was the perfect spot for an overnight. We loved the area and especially appreciated their recommendations! Hopefully next time we can stay longer and see even more!

The Ivy on the Stone
I wish we could have stayed longer to really enjoy the beautiful part of the old home that Katherine shared with us. The place is quaint, cozy, charming. The screened in porch beckoned for a cup of coffee, a good book or conversation. I have no complaints at all. I wish all our stays were as lovely as this place was and with such a great hostess. Thank you again for a being part of our little getaway.

Hot Tub Bliss 5mi to Kingston on 3 acres
Kim was a wonderful host!! She was active in terms of replying and very much helpful when needed. The Airbnb was amazing and matched the pictures perfectly. I had a very relaxing stay, away from the city. Very much recommended to anyone who would like a private and quiet place to unwind. I would love to visit soon🥰
House rentals with an outdoor patio

Countryside Cape- Entire Home
Nice clean house with large rooms in a convenient location.

Peaceful Riverfront Cottage with Private Hot tub
Adele was communicative, flexible, understanding, and helpful! Had a great trip, and would easily recommend this place to stay

2-bedroom home steps away from town
Great stay in Hudson. Austin’s place was the perfect crash pad while we explored Hudson. The place was stocked with everything we needed and more. Very comfortable and home-y. Would 100% stay again on my next visit to Hudson!

Family home in the country
We loved staying at Craig’s house. Very warm and inviting with everything you need. Very quiet and peaceful wooded area which we enjoyed very much at the end of the day.

Best of the Berkshires + Hot Tub by Evergreen Home
This is a good example of what you should expect from a well run and thoughtfully put together Airbnb. everything was well done. little touches in the house make a difference and just feels better. I can see how a second privacy screen in the hot tub area could give a bit more privacy, but not a big deal. great spot. highly recommended.

The Pond House
We spent 4 days as a family with our two kids for a ski trip. The place is lovely, decorated with great taste, and peaceful. The host were very responsive whenever we had a query (e.g. sanding the driveway, problem locking a window etc). Would highly recommend.

Garden Studio near Waterfront
We stayed at Bibi’s place for one night and it was a lovely, super relaxing and nice private space. The bathtub was simply divine.

Spring Has Sprung @ The Honey Bee House
We had a fantastic stay! The place was spotless, cozy, and exactly as described. Our host was incredibly thoughtful—she even left us delicious welcome cookies, which was such a nice touch. Everything was seamless, from check-in to check-out. Highly recommend and would love to stay again!
Condo rentals with a patio

Pacer's Pasture
Pacers Pasture is on a quiet road giving it a cute country experience in a great small town. The space has an amazing unfenced yard which was great for the dogs. Easy access inside with key entry, and we loved the door entry being toward the back of house for added privacy. The house has very comfortable linens, tons of parking, and the hottest water ever - which was perfect after a cold day adventuring. Aaron provides toiletries, some nice kitchen basics likes spices and teas/coffee, fast wifi-TV streaming, and a cozy space perfect for relaxing. Bonus points for being tastefully decorated and not overly cluttered. Would stay again!

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base
A Perfect Stay at Elisa's! Elisa's place was absolutely magical! Located in a charming yet convenient resort, this beautifully designed space instantly felt like home. Sunlight streams through the windows, illuminating tasteful décor that balances style and comfort. What truly stands out is Elisa's hospitality. Her communication was warm and helpful, and her local recommendations led us to hidden gems throughout the area. The spotless cleanliness and private garden oasis for morning coffee or evening drinks made everything perfect. This place represents exceptional value—not just accommodation but an experience connecting you to the local community.

Spacious 3 bedroom apt in Lenox historic downtown
Beautiful apartment with lots of rooms-comfy sitting areas and lots of light. It was very nicely appointed and the checkin was simple. We will definitely be back as the location is ideal.

Hudson Valley Hiker’s Loft-Private Room Queen Bed
This is a wonderful stay in a cozy private room. The hosts were incredibly kind and welcoming and made me feel right at home. The room itself was very comfortable and well-appointed. I was encouraged to use the shared spaces, such as the living room and kitchen, which added to the warm and inviting atmosphere. I’d recommend this listing if you’re looking for a friendly and comfortable stay.

Unique - Country suite @ Jiminy Peak
We had a fabulous time up at Jiminy Peak and being right on the mountain at Shana’s place made it very easy to enjoy the many things to do. Shana is a great host and her unit was perfect for our family of 5. Our younger two tried counting all of the gnomes in every room. We definitely recommend staying at Shana’s place, she is very easy to work with and quick to answer any questions. Thanks again A+

Downtown Adams Vintage Getaway
Ashley has a great place!! It was a fantastic place to visit with my friends and reminisce. Weirdly, this rental turns out to be the place my great grandparents lived and did business as my grandma grew up. I did not have any ghostly contact with my relatives in the apartment (I was kind of hoping and not hoping to see them 😂), but I still had such a meaningful time sitting in the spaces they did so many years ago. Ashley is an excellent host and I will come here again next time I “come home”. 😊

All-season Berkshires ski resort condo - Sitzmark
We spent a nice, early March ski weekend at this place - got lucky with the skiing and found the place ideal for our needs. Were traveling with a pet and the location was perfect from her perspective as well.
Quick stats about vacation rentals with a patio in Sheffield
Total rentals
70 properties
Nightly prices starting at
$124 CAD before taxes and fees
Total number of reviews
3.4K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Hunter Mountain
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Six Flags New England
- Albany Center Gallery
- Berkshire East Mountain Resort
- TPC River Highlands
- Taconic State Park
- Thunder Ridge Ski Area
- Walkway Over the Hudson State Historic Park
- Bushnell Park
- Zoom Flume
- Mount Greylock Ski Club
- Mohawk Mountain Ski Area
- Mount Sugarloaf State Reservation
- Opus 40
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Hartford Golf Club
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Beartown State Forest
- Naumkeag