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Vacation rentals with a patio in Sheffield

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Top-rated patio rentals in Sheffield

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A charming two-story white house is surrounded by greenery, featuring a welcoming front porch with rocking chairs. The structure showcases large windows and a shingled roof, with a pathway leading to the entrance. The tranquil setting is complemented by the rustic stone bench in front.

Home in Litchfield County

4.8 out of 5 average rating, 10 reviews

Charming home ready for fun and/or relaxation!

Enjoy our peaceful (pet friendly) home, at the end of a dead-end road & just a short walk to the center of Norfolk. Great for friends and/or family visits. Board games & puzzles inside; lawn games & fire pit outside. Front & back decks, including screened-in porch, are perfect for relaxing. Access great cafes, shops & cultural delights in Norfolk. The nearby Ellen Battell Stoeckel Estate hosts Yale's Summer Chamber Music Concert series. It’s a home, not a hotel. But, we think you’ll love it!

A campsite is illuminated softly by blue lights, highlighting a cozy trailer amidst trees. A set of chairs is positioned in front, surrounded by natural plants. Pathways leading to the camper are marked by stones, adding a touch of charm to the outdoor setup.

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.

A clear view of a fenced swimming pool is surrounded by lush greenery and trees. A stone pathway leads to the pool area, with well-maintained flower beds in the foreground. Seating options are available near the pool for relaxation.

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.

Top guest favorite

A serene sunset over a private lake is captured, showcasing soft pink and orange hues reflected on the smooth water's surface. Silhouettes of trees line the shore, creating a tranquil backdrop to the beauty of the evening sky.

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.

Top guest favorite

A serene outdoor garden area is presented with lush green hedges surrounding the space. Bright pink chairs and a round table sit atop stone tiles. Floral arrangements of hydrangeas and ferns add a touch of nature, enhancing the privacy and tranquility of this inviting retreat.

Apartment in Hudson

4.95 out of 5 average rating, 21 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!

The kitchen area features a light countertop with modern cabinetry and a stylish backsplash. A coffee maker, dish drying rack, and sink are visible. Organized jars hold various kitchen supplies, creating a functional and tidy space for meal preparation.

Camper/RV in Westhampton

4.89 out of 5 average rating, 157 reviews

AirbytheStream waterfront, private, clean and cozy

Beautiful private camper with outdoor deck on the water. All the creature comforts but half the price. Very private yet 15 minutes to Northampton or Easthampton. Kitchen sink, 2 burner stove, refrigerator, toilet and shower, one queen bed and twin bunk beds, dinette can also turn into a bed. Pots and pans, silverware and cooking utensils are provided. Camper has power and water as well as heat and air conditioning. There is a Blackstone griddle for outdoor cooking.

A sliding glass door opens to a view of a serene river bordered by green grass and trees. A single black Adirondack chair is positioned on the porch, providing a quiet spot to enjoy the natural surroundings.

Tiny home 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!

Cottage in Plymouth

4.94 out of 5 average rating, 113 reviews

Lakefront Cozy Oasis 2BR w/ stunning sunset views

It’s the Lakefront Paradise you’ve been searching for: Escape to Cozy Oasis where peaceful waters meet modern comfort! Wake to stunning views, spend the day kayaking around the lake, and unwind with breathtaking sunsets from your private deck. This pet-friendly retreat offers high-speed WiFi for remote work, fully equipped kitchen for home-cooked meals, and cozy entertainment spaces. Perfect for romantic getaways or family adventures - your serene lakeside escape awaits!

A wooden deck extends towards a serene lake, framed by trees. Two lounge chairs are positioned for relaxation, alongside a grill. An American flag flutters in the gentle breeze, while the tranquil water reflects sunlight, enhancing the natural ambiance.

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.

Top guest favorite

A serene outdoor deck features a centrally placed Solo Stove surrounded by five wooden Adirondack chairs. The scene captures a tranquil sunset with soft pink and orange hues reflecting off distant mountains and lush greenery.

Chalet in Craryville

5 out of 5 average rating, 13 reviews

Lockwood Lodge Mountaintop

Welcome to our slice of paradise in the Hudson Valley! Enjoy a secluded hilltop home with beautiful mountain and valley views, surrounded by 18 acres of woods. The open floor plan is perfect for cooking or relaxing in front of the fire, and enjoy grilling and the pool when the weather is right. The location is minutes from Hillsdale, and a 15-20 minute drive from Hudson and Great Barrington, with amazing restaurants and activities for every season.

Top guest favorite

Cabin in Round Top

4.98 out of 5 average rating, 64 reviews

Contemporary Cabin in Catskill Mountains

Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. Ready to escape the ordinary? Book your stay today.

A spacious outdoor area is visible, featuring a winding path that leads through a grassy landscape. Trees of varying heights frame the view, capturing seasonal colors with a backdrop of rolling hills under a clear blue sky.

Home in New Milford

4.94 out of 5 average rating, 32 reviews

Serene Country home 24 mi Mohawk ski area

THIS IS A PRIVATE HOME🏡 THE BOTTOM FLR 2 car garage and a double bedroom with a full bathroom attached. THE MIDDLE FLR KITCHEN, LIVING, DINING 1/2 bath, wrap-around decks w/ a fire pit THE TOP FLR 1 K rm w/ a fireplace & a private deck 1 Q rm 1 ba w/ jet tub & standing shower 6 acres Foothills of the Berkshires May-Sept We provide day passes for access to tennis, pickle ball, pool, yoga, swim, water aerobics

Vacation rentals for every style

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Popular amenities for Sheffield patio rentals

Free parking on premises

Air conditioning

Apartment rentals with a patio

Top guest favorite

Two turquoise Adirondack chairs are positioned on a grassy area, facing the entrance of a light blue house. Lush foliage surrounds the space, with trees and colorful shrubs enhancing the natural setting. A private porch features white railings, adding architectural interest.

Apartment in Hudson

4.97 out of 5 average rating, 166 reviews

Studio Oasis nr Warren St w porch & yard

Top guest favorite

A large futon is adorned with decorative pillows and a patterned cover, positioned against a light-colored wall. Circle-shaped mirrors are arranged above the futon, while a bedside lamp illuminates the cozy corner, contributing to the inviting ambiance of the room.

Apartment in Kingston

4.97 out of 5 average rating, 158 reviews

Lovely 1 bedroom apt. with free parking in Rondout

A modern living room features a comfortable gray sectional sofa and a white coffee table positioned on a patterned area rug. Natural light enters through multiple windows, while a mounted flat-screen television adorns the wall. A stylish light fixture hangs from the ceiling.

Apartment in Saugerties

4.93 out of 5 average rating, 327 reviews

Saugerties Village home with great backyard!

Top guest favorite

A cozy lounge area is presented with a grey sofa and two white armchairs, set against a green wall. Natural light fills the space through large windows, highlighting the light wood flooring. A ceiling fan adds comfort, while a small lamp provides additional illumination.

Apartment in Charlemont

4.99 out of 5 average rating, 157 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

A cozy bedroom features a spacious bed with light grey bedding, accompanied by a side table and a soft glow from a nearby lamp. Sunlight filters through sheer white curtains, illuminating the warm wood floor. A doorway leads to the private bathroom, visible on the right.

Apartment in Catskill

4.94 out of 5 average rating, 143 reviews

Catskill Village House - Studio w/ Private Terrace

A charming outdoor area features a minimalist design with a wooden deck leading to two entrances. Two black chairs are positioned on either side of the steps, surrounded by a backdrop of tall trees, offering a serene atmosphere.

Apartment in Great Barrington

4.92 out of 5 average rating, 101 reviews

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

A comfortable living area is presented, featuring a cozy gray sofa adorned with colorful pillows. A wooden coffee table sits in front, placed on an area rug with a geometric design. Two large windows allow natural light to enter the room.

Apartment in Bloomington

4.92 out of 5 average rating, 120 reviews

Hot Tub Bliss 5mi to Kingston on 3 acres

Top guest favorite

A comfortable living area is present, featuring a red accent wall and large windows that provide natural light. A plush gray sofa is paired with a burgundy armchair, while a wooden coffee table rests on a decorative rug. Simple artwork adorns the walls.

Apartment in Hudson

4.96 out of 5 average rating, 139 reviews

Restored 19th century farm house apartment

House rentals with a patio

Home in High Falls

4.78 out of 5 average rating, 46 reviews

Hiking, Peaceful & Convenient, 8,000 acres!

The exterior of a ranch-style home is viewed from the front yard, featuring a simple design with a single-car garage. A paved driveway leads to the entrance, framed by a green lawn scattered with fallen leaves. A tree offers shade near the residence.

4.8 out of 5 average rating, 10 reviews

Albany 2 Bedroom House

An outdoor patio area features a rectangular table surrounded by four chairs, shaded by a large red umbrella. A well-maintained grassy yard extends into the distance, bordered by trees, providing a serene backdrop.

5 out of 5 average rating, 4 reviews

Countryside Cape- Entire Home

A cozy living room is presented with a blue wall and ample natural light from a nearby window. A dark sofa and a patterned loveseat invite relaxation, accompanied by decorative pillows. Two stylish lamps provide soft illumination, and a circular coffee table is centrally placed on a patterned rug.

Home in New Britain

4.83 out of 5 average rating, 24 reviews

Newly renovated 3 bedrooms entire unit

Top guest favorite

A tranquil riverside setting showcases a wooden deck with several chairs facing the water. Soft lights hang from trees, adding a gentle ambiance. A hot tub is positioned nearby, with lush green trees lining the water's edge, completing the serene outdoor atmosphere.

Home in Lake Katrine

5 out of 5 average rating, 75 reviews

Peaceful Riverfront Cottage with Private Hot tub

The living and dining area features a round dining table with four chairs, a spacious couch accommodating three, and a TV for streaming. Natural light is visible through windows, highlighting the beige walls and wooden flooring. A library wall filled with books adds a cozy touch.

4.96 out of 5 average rating, 71 reviews

2-bedroom home steps away from town

A two-story house with a light exterior features a spacious front porch lined with railings. Symmetrical windows on the upper level complement the three dormer windows, while a chimney adds a classic touch. A well-maintained lawn surrounds the property.

Home in Clinton Corners

5 out of 5 average rating, 8 reviews

Family home in the country

A hot tub sits on a polished wooden deck, surrounded by greenery. Soft lighting from string lights illuminates the area. A colorful striped pillow rests on a lounge chair, with a patterned plate and drink placed nearby, creating a relaxing outdoor retreat.

Home in Great Barrington

4.94 out of 5 average rating, 112 reviews

Best of the Berkshires + Hot Tub by Evergreen Home

Condo rentals with a patio

A well-lit bedroom features a spacious bed covered in neutral bedding. A wooden dresser and a small nightstand with a lamp are positioned beside the bed. Natural light streams through a round window highlighting the warm wood floors.

Condo in Litchfield County

4.95 out of 5 average rating, 21 reviews

Pacer's Pasture

A spacious living area features an arrangement of dark leather seating and a wooden dining table. Natural light streams through sliding glass doors that open to a balcony. A stone fireplace adds character, while decorative plants and artwork enhance the inviting ambiance.

Condo in Hancock

4.95 out of 5 average rating, 57 reviews

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

4.97 out of 5 average rating, 33 reviews

Spacious 3 bedroom apt in Lenox historic downtown

A cozy bedroom setting features a spacious bed with a patterned coverlet. A television is positioned across from a comfortable seating area with cushions. A writing desk with a lamp is placed near a window adorned with patterned curtains, allowing soft natural light to enter the room.

Private room in Saugerties

4.87 out of 5 average rating, 173 reviews

Hudson Valley Hiker’s Loft-Private Room Queen Bed

A comfortable living room is presented with two sofas adorned with festive cushions. A coffee table is centered on a cozy area rug, while a television sits atop a media console. Large windows framed by dark curtains allow natural light to fill the space.

Condo in Hancock

4.88 out of 5 average rating, 33 reviews

Unique - Country suite @ Jiminy Peak

A view of a downtown street, featuring a sidewalk lined with chairs and tables outside a café. Red accents can be seen on the café's exterior. Buildings of varying heights line the street, with greenery visible in the background under a cloudy sky.

4.74 out of 5 average rating, 39 reviews

Downtown Adams Vintage Getaway

A private deck features a comfortable seating area arranged around a fire table, providing a cozy gathering space. Colorful cushions add a touch of comfort, while potted plants contribute natural beauty. The surrounding trees create a serene backdrop for outdoor relaxation.

Condo in Hudson

4.95 out of 5 average rating, 182 reviews

Harmony Valley Home, bright & inviting 2-BR escape

Quick stats about vacation rentals with a patio in Sheffield

Total rentals
70 properties
Nightly prices starting at
G$18,829 GYD 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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