Vacation rentals with a patio in Sheffield

Find and book unique accommodations with an outdoor patio on Airbnb

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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Guest favourite

Camper/RV in Kingston

4.97 out of 5 average rating, 98 reviews

Glamping Getaway

Come enjoy the sounds of nature when you stay in this unique little getaway. Quaintly tucked away on beautifully manicured private property. Rest, relax & rejuvenate! Conveniently located near the Hudson River & Charles Rider boat launch 1/4 mile to enjoy fishing, kayaking or boating. Walking, hiking, biking trails & kayaking and restaurants located within minutes from the campsite. 5min drive to downtown Kingston, 10min to Historic uptown Kingston. 10min to Saugerties, Woodstock and Rhinebeck.

Guest favourite

Home in Hudson

4.95 out of 5 average rating, 138 reviews

Hudson Retreat w/ Hot Tub, Fireplace + Fire Pit

Escape to Falls Road – a private mid-century country home nestled on the edge of 20 acres of preserved woodlands. Our home has been thoughtfully updated, featuring an array of resort quality amenities as well as a wood-burning fireplace, soaking tub, outdoor shower, projector & a 4ft deep cedar hot tub to unwind in. The yard includes a stock tank plunge pool, deck, grill, and fire pit. Located just over 2 hours from NYC/Boston and only 8 miles from Hudson center. Minutes to hiking, golf, & more!

Guest favourite

Home in Valatie

4.86 out of 5 average rating, 66 reviews

Peaceful and Private, Hot Tub, Pool, 3 Full Baths

Grand entertaining space with large deck located in the town of Valatie. This spacious A frame home has vaulted ceilings, an open concept living room and kitchen space, and lofted lounging area that overlooks the living space with a beautiful l pellet stove. A hot tub and firepit outside for you to enjoy. There is a private above ground pool for the summer . A fully finished walkout basement with TV and full bath. This home is the perfect retreat for you and your guests to escape and unwind.

Guest favourite

Home in Farmington

5 out of 5 average rating, 60 reviews

Lake Escape: Lake Cottage Charm, Lake Front, AC

Direct lakefront access with gorgeous views on a private lake. This beautiful 1930's lakefront cottage was fully renovated and reimagined by its owners in 2021. Custom architectural trim and details can be found throughout blending this homes' heritage with modern amenities. 2 bedrooms, eat-in kitchen and window seat nook, 2 full baths, custom barn doors and cabinetry, a reimagined sunroom, beautiful views on 100' of accessible lake frontage with outdoor patio, 1 mile from town center.

Guest favourite

Apartment in Hudson

4.94 out of 5 average rating, 17 reviews

Stunning 1BR Apartment 1 Block from Warren

Outdoor space and a gorgeous huge apartment, completely private. One block from Warren, and steps from Hudson's newest and best: Return Brewing, Lil' Debs and Cafe Mutton. High ceilings, approximately 1500 s.f., gourmet kitchen with Blue Star Range, baby grand piano. Loaded with amenities, and most importantly, a huge garden and wrap around porch for your use with an outdoor eating and sitting space. Including a day bed porch swing for reading and naps. Come and enjoy Hudson!

Guest favourite

Tiny homes in Thomaston

5 out of 5 average rating, 14 reviews

Cozy Retreat at Branch Brook Campground

Welcome to your perfect getaway at Branch Brook Campground! Nestled amidst nature, our charming tiny cabin for two offers a cozy sleeping loft with a comfy futon, a well-equipped kitchenette, a welcoming living area. Outside, enjoy a private fire pit, cozy porch, and river views. The campground boasts scenic trails from Black Rock State Park and many amenities from Branch Brook - Including a Pool & Pickleball Court! Complimentary Wi-Fi and parking are provided. Book Now!

Guest favourite

Cottage in Plymouth

4.95 out of 5 average rating, 102 reviews

Lakefront Cozy Oasis 2BR w/ stunning sunset views

Come stay @cozyoasisct for sunset hour and enjoy dramatic views from the comfort of the living room, kitchen, or outdoor patio. Our private community lake is great for swimming, fishing, kayaking, bird watching and ice skating in the winter. Great for your next getaway, relaxing weekend, or just a place to work remotely. The property is equipped with kayaks, shuffleboard, fast WiFi, deskspace, Smart TVs, and a full kitchen. We can’t wait to host you! We're Pet Friendly

Guest favourite

Home in Otis

4.9 out of 5 average rating, 51 reviews

Berkshire Lakefront Lighthouse Getaway

Escape to your own slice of paradise in our 450 Sq. Ft breathtaking Lighthouse rental on East Otis reservoir! This stunning property boasts a multi-level 800 square foot deck with jaw-dropping views of the shimmering Lake below making it the perfect place to unwind and soak up the natural beauty of Massachusetts. For water enthusiasts, the lighthouse rental also includes a 500 ft shared dock, providing easy access to the lake for swimming, fishing, kayaking and more.

Guest favourite

Home in Hudson

4.94 out of 5 average rating, 16 reviews

Kees Cottage

The best of all worlds! Beautifully remodeled 1910 farmhouse is mostly furnished with one-of-a-kind antiques, giving it a rustic, yet upscale vibe. Our large yard is magically peaceful and quiet, with a delightful hidden path leading to the pool and pool house. Amidst all this peace and privacy, you are still just 5 min. from the town of Hudson, with all of its boutiques, eateries, and culture. We offer 3 bedrooms and 1.5 baths, accommodating 6 guests.

Guest favourite

Home in Athens

5 out of 5 average rating, 36 reviews

Perfect home for a getaway from NYC

Bring the whole family to this great place with lots of room, a huge backyard with private dog park and a golf green for fun. Only 2+ hours from NYC. Explore the Catskills, Hudson, Hunter, and Windham mountains for outdoor activities. The location is perfect for hiking all seasons with beautiful foliage in the fall. Spring/summer you can enjoy the community’s swimming pools, more hiking, antiquing, and local farms & vineyards.

Guest favourite

Home in Great Barrington

5 out of 5 average rating, 6 reviews

Winter Holiday & Ski Season Rental!

Charming, cozy cottage, walking distance to Lake Mansfield and Main Street attractions, 20 minutes to Tanglewood, 15 minutes to area summer camps or the Zipline at Catamount Ski Area. Freshly renovated throughout, fully-equipped kitchen, large yard with screened dining porch. Comfortable and stylish home in a centrally-located spot. Attention to all the little details.

Guest favourite

Cottage in Lanesborough

4.97 out of 5 average rating, 64 reviews

Amazing 2 bedroom lake front cottage, large patio

Looking for a relaxing weekend alone or with friends and family? This peaceful lake front property will make you feel like you will never want to leave. Whether you want to fish, have a cookout, watch the sunset, or even boat watch from the dock, this secluded cottage is the right spot for a calm weekend getaway.