Vacation rentals with a patio in Sheffield

Find and book unique accommodations with an outdoor patio on Airbnb

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Popular amenities for Sheffield accommodations with an outdoor patio

Apartment rentals with a patio

Top guest favourite
Apartment in Hudson
4.97 out of 5 average rating, 167 reviews

Studio Oasis nr Warren St w porch & yard

GeraldRating, 5 stars2 days ago
Beautiful spacious studio. Very clean and decorated very nicely. Short walk to Warren St shops and restaurants.
Top guest favourite
Apartment in Kingston
4.97 out of 5 average rating, 158 reviews

Lovely 1 bedroom apt. with free parking in Rondout

VeraRating, 5 stars1 month ago
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.
Guest favourite
Apartment in Saugerties
4.93 out of 5 average rating, 328 reviews

Saugerties Village home with great backyard!

MitchellRating, 5 stars3 weeks ago
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.
Top guest favourite
Apartment in Charlemont
4.99 out of 5 average rating, 157 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

MichelleRating, 5 stars1 month ago
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!
Guest favourite
Apartment in Catskill
4.94 out of 5 average rating, 145 reviews

Catskill Village House - Studio w/ Private Terrace

FrancescoRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Great Barrington
4.92 out of 5 average rating, 101 reviews

Berkshire Retreat|King Bed|Wi-Fi|2m Ski Resort

SarahRating, 5 stars3 weeks ago
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!
Top guest favourite
Apartment in Kingston
4.96 out of 5 average rating, 241 reviews

The Ivy on the Stone

AndreaRating, 5 stars2 days ago
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.
Guest favourite
Apartment in Bloomington
4.92 out of 5 average rating, 121 reviews

Hot Tub Bliss 5mi to Kingston on 3 acres

UnaizaRating, 5 stars2 weeks ago
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

Superhost
Home in Granby
5 out of 5 average rating, 4 reviews

Countryside Cape- Entire Home

BruceRating, 5 stars2 months ago
Nice clean house with large rooms in a convenient location.
Top guest favourite
Home in Lake Katrine
5 out of 5 average rating, 76 reviews

Peaceful Riverfront Cottage with Private Hot tub

NickRating, 5 stars1 week ago
Adele was communicative, flexible, understanding, and helpful! Had a great trip, and would easily recommend this place to stay
Guest favourite
Home in Hudson
4.96 out of 5 average rating, 71 reviews

2-bedroom home steps away from town

EricRating, 5 stars1 month ago
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!
Guest favourite
Home in Clinton Corners
5 out of 5 average rating, 8 reviews

Family home in the country

CeciliaRating, 5 stars6 months ago
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.
Guest favourite
Home in Great Barrington
4.94 out of 5 average rating, 113 reviews

Best of the Berkshires + Hot Tub by Evergreen Home

TimRating, 5 stars2 days ago
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.
Top guest favourite
Home in Lanesborough
4.94 out of 5 average rating, 36 reviews

The Pond House

MarwanRating, 5 stars2 months ago
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.
Superhost
Home in Kingston
4.8 out of 5 average rating, 158 reviews

Garden Studio near Waterfront

CassidyRating, 5 stars2 weeks ago
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.
Top guest favourite
Home in Catskill
5 out of 5 average rating, 13 reviews

Spring Has Sprung @ The Honey Bee House

AyushRating, 5 stars2 months ago
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

Guest favourite
Condo in Litchfield County
4.95 out of 5 average rating, 21 reviews

Pacer's Pasture

CerayeRating, 5 stars3 months ago
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!
Guest favourite
Condo in Hancock
4.95 out of 5 average rating, 58 reviews

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

EladRating, 5 stars1 week ago
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.
Guest favourite
Condo in Lenox
4.97 out of 5 average rating, 33 reviews

Spacious 3 bedroom apt in Lenox historic downtown

ThomasRating, 5 stars4 months ago
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.
Guest favourite
Private room in Saugerties
4.87 out of 5 average rating, 174 reviews

Hudson Valley Hiker’s Loft-Private Room Queen Bed

JonRating, 5 stars2 weeks ago
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.
Condo in Hancock
4.88 out of 5 average rating, 33 reviews

Unique - Country suite @ Jiminy Peak

BrentRating, 5 stars15 months ago
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+
Superhost
Condo in Adams
4.75 out of 5 average rating, 40 reviews

Downtown Adams Vintage Getaway

ChristyRating, 5 stars2 days ago
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”. 😊
Superhost
Condo in Hancock
4.85 out of 5 average rating, 39 reviews

All-season Berkshires ski resort condo - Sitzmark

MonikaRating, 5 stars1 month ago
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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