Holiday rentals with outdoor seating in Town of Durham

4.99 out of 5 average rating, 190 reviews

The chalet's exterior is enhanced by warm string lights that illuminate the entryway and wraparound patio. A stone chimney complements the wooden architecture. The setting sun casts a serene glow over the landscape, emphasizing the inviting atmosphere of the outdoor space.

Cabin in Durham

Stunning Cabin, Sauna, HT, MtnView, Mins 2 Windham

Welcome to Chalet LaRosa, a new 2,450 SF custom cabin just 10 minutes from Windham Mountain & easily accessible to the area's hottest attractions! This idyllic 4BR, 3BA retreat w/ an 8" cedar sauna, hot tub, & full game/bar area is situated on the Durham Scenic Byway w/ some of the Catskills' most breathtaking views. The cabin provides a rare amenity package & truly authentic Catskills experience w/ decor & materials sourced from dozens of local shops & antique collectors. Come enjoy the Chalet!

4.96 out of 5 average rating, 138 reviews

Home in Durham

Wow! Panoramic Mountain View, Minutes to Windham!

This pristinely-kept vacation home has endless mountain views on rolling country acres. Come and stay just to get away, enjoy both the sunrise and sunset views from the expansive deck. Curl up by the wood burning fireplace or the outdoor fire-pit, or take a sunset plunge in our backyard hottub and enjoy the picturesque views of Windham, NY from across the valley. A serene 8 mile drive will take you into the historic Town of Windham, NY to enjoy a day of skiing, site-seeing, hiking or dining

4.98 out of 5 average rating, 168 reviews

A modern kitchen features natural wood cabinetry and shelves adorned with an array of dishes and glassware. A window above the sink offers a view of the outdoors, while warm wood paneling accentuates the ceiling.

Home in Cornwallville

Private Waterfall Retreat on 10 acres

Newly renovated 2 BR private home in the Catskill foothills perched next to a beautiful waterfall and stream. Furnished with quality and care, with an eye toward modern style and comfort. Gas Grill on covered porch, Campfire area, & outdoor table and benches for dining outside! Hiking trails and swimming holes nearby. Walking distance to Zoom Flume Waterpark, 12 mile drive to Windham Mountain, 30 minutes to Hudson. But really no need to go anywhere once you settle in to this quiet retreat!

4.98 out of 5 average rating, 176 reviews

The loft area features wooden walls and ceilings, accentuating the natural log construction. A gray sofa with yellow accent pillows is positioned alongside a low black coffee table. Large windows provide a view of the surrounding landscape, while a geometric-patterned rug adds warmth to the space.

Chalet in Gilboa

Modern Log Chalet Near Windham w/ Panoramic Views

Windham Mountain is now open for the season! You can stay just 7 miles away at this modern 3-bedroom/4-bed/2-bath log-built chalet perched high along the northernmost edge of Mt. Pisgah offering panoramic views and 22 acres of seclusion completely surrounded by nature. Located close to hiking trails, rivers, lakes, reservoirs, breweries and wineries as well as Hunter (17 mi), Catskill (26 mi) and Hudson (30 mi), this is the ideal location from which to explore the best of the Catskills.

4.94 out of 5 average rating, 286 reviews

A modern A-frame cabin is illuminated under the evening sky, featuring large glass doors that open to a spacious deck with outdoor seating. The surrounding wooded area is visible, adding to the tranquil setting of the nature retreat.

Cabin in Freehold

Tiny Home A-Frame with Hot Tub & Creek

Just a little over 2 hours from NYC, the Cozy A-Frame is a 400 sq foot, eco-friendly, creekside cabin set in the Northern Catskills of New York. Our brand new home has been thoughtfully designed to include many indulging comforts while secluded in nature. Take in the calm of the woods from the hot tub or while roasting s'mores at the fire pit. Or turn up the music on the vintage stereo and watch the snow fall. An ideal getaway for those seeking a romantic escape or a change of pace to WFH.

4.88 out of 5 average rating, 101 reviews

A charming covered front porch features two rocking chairs and is framed by vibrant orange marigolds and lush greenery. An American flag gently waves nearby, adding to the welcoming atmosphere of the home.

Home in Durham

Idyllic Mountain view Catskills home near Windham

Nestled in the mountain, this beautiful three bedroom home has character galore, from the covered front porch to the birch log handrails leading to the loft. The views are bucolic; out the back is the Catskill Mountain range, and out the front is the Helderbergs. This is a very desirable location, only 15 minutes from Ski Windham. There are cathedral ceilings in the living room and dining room, and exposed beams in the large kitchen. The skylights and large windows bring the outside in.

4.95 out of 5 average rating, 186 reviews

A modern cabin design features broad wooden slats and floor-to-ceiling glass doors. A spacious deck includes loungers and a hot tub, surrounded by lush greenery, enhancing the outdoor aesthetic. Soft lighting illuminates the seating area, creating a welcoming environment.

Home in Hunter

Modern House with Mountain View @Getawind

Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

4.98 out of 5 average rating, 195 reviews

A single-story cottage is set amidst lush greenery, featuring a welcoming porch and large windows. A stone pathway leads to the entrance, surrounded by well-maintained grass and shaded by surrounding trees.

Guesthouse in Cairo

Tomte Cottage in the Catskills!

Stay in the heart of the Catskills! 2 Bedroom Cottage with private entrance. One bedroom has a queen bed the other a twin/full bunk bed, suited for up to 5 guests! Cottage has full kitchen and bath w/shower. Wi-Fi and a 50 inch smart tv. Located 18 minutes to Windham and 30 to Hunter for skiing or snowboarding. Whether you are looking for a quiet weekend retreat or family weekend skiing trip, hiking or just exploring, this is the place for you! Self check in for your convenience.

5 out of 5 average rating, 328 reviews

A cozy seating area features a large, woven hanging chair with a white cushion and a bright green accent pillow. A textured pouf and a small side table complement the space, which is surrounded by large windows offering views of the mountains and natural light.

Apartment in Freehold

Mountain View Retreat~Sunny Hill Golf / Skiing

Welcome to Sunny Hill Road ! We are located in a small community of private homes in an open space overlooking the mountains. This one bedroom unit has everything you need to enjoy your stay in the Catskills. Relax on the private deck or inside with amazing views from every window. The kitchen is fully equipped and ready to cook a full meal and then enjoy it in the dining room overlooking the mountains. It is quiet and restful here, amazingly beautiful in all four seasons!

4.99 out of 5 average rating, 487 reviews

A modern bungalow is illuminated at dusk, featuring large glass doors that reveal a warm interior. A spacious deck area is adorned with string lights and includes comfortable seating options, inviting relaxation amid the surrounding trees.

Bungalow in Cairo

Riverfront, Fireplace, 20 min to Hudson & Windham

Modern Scandinavia-style riverfront bungalow on 8 acres. Sit on your deck with twinkle lights for coffee/dinner filled w sounds & views of a rushing river; walk across the river into your own private swimming spot! Perfect for a nature retreat, hiking, swimming, fishing (stocked every April), skiing, work w mountain views or write that novel you have always wanted to finish. 2 hrs from the George Washington Bridge. Level 2 EV charger. Hate has no home here-all are welcome.

4.98 out of 5 average rating, 115 reviews

A modern cabin exterior is set against a backdrop of colorful autumn foliage. The structure features large glass doors and windows, allowing natural light to flow inside. A spacious lawn is visible, complemented by seating arrangements on the patio, inviting relaxation in nature.

Cabin in Round Top

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.

4.9 out of 5 average rating, 111 reviews

A large brown chicken stands on a wooden railing, overlooking a sign reading 'Parking for Artist Retreat.' In the background, a brick wall complements a white door, while a small chair is positioned nearby on the deck.

Farm stay in Coeymans

Magic Forest’s Artist Retreat

Enjoy the newest listing from Magic Forest Farm. You will be sure to love our friendly animals and miles of hiking trails. Immerse yourself in nature and reconnect with the forest. You will experience a unique way of life and meet friendly volunteers who live on the farm. Beautiful mountain views and sunsets await you on our outdoor patio.

Popular amenities for Town of Durham outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.99 out of 5 average rating, 137 reviews

A charming Swiss chalet is nestled among tall trees, surrounded by lush greenery. The house features a welcoming deck and multiple windows that provide natural light. A stone path leads to the entrance, inviting guests to explore the tranquil outdoor setting.

Home in Big Indian

Gingerbread House- a 1950s Catskills Chalet

4.97 out of 5 average rating, 103 reviews

A wooden house is set against a wooded backdrop, featuring a dark facade with large windows. An outdoor fire pit is surrounded by seating arrangements on either side. The grassy area offers a natural and open invitation to enjoy the surrounding landscape.

Home in Catskill

Modern High-end 2BR2BATH in the woods of Catskills

4.97 out of 5 average rating, 259 reviews

An open living space features a modern design with skylights and large windows providing natural light. A stone fireplace is situated near the seating area, which is complemented by a dining table and chairs. Warm wooden flooring adds to the inviting ambiance.

Home in East Jewett

Modern Ski-Home With Views Near Hunter & Windham

4.97 out of 5 average rating, 142 reviews

The rustic cabin features a sloped green metal roof and a spacious wooden deck, surrounded by well-maintained gardens with colorful flowers. Lush trees provide a natural backdrop, enhancing the peaceful setting of the 12-acre property.

Home in Roxbury

Mountain and tree view cabin on 12 private acres

4.97 out of 5 average rating, 181 reviews

A cozy living room features floral-patterned armchairs and a sofa, complemented by a low coffee table. A lamp provides soft lighting, and artwork hangs on the walls, enhancing the warm decor. A textured rug covers the floor, adding comfort to the space.

Home in Catskill

Cheerful Catskill Village Cottage

4.95 out of 5 average rating, 454 reviews

A spacious interior features exposed wooden beams and light-colored flooring. Large windows allow natural light to illuminate the room, highlighting comfortable seating areas and a dining table. A staircase is visible, leading to the upper level, enhancing the open and airy design.

Home in Germantown

Rustic Swedish Barn/Featured in Airbnb Magazine

4.98 out of 5 average rating, 126 reviews

The exterior of Landola Lodge is showcased among lush green trees, revealing a modern design with a sleek black facade. A large deck is visible, framed by the vibrant landscape and distant forest, creating a serene retreat in nature.

Home in Halcott

Modern Mountain Retreat with Views on 18 Acres

4.96 out of 5 average rating, 116 reviews

A bright living space features two red chairs and a gray sofa, creating a comfortable gathering area. A wall-mounted TV displays a scenic image. Large windows provide natural light, while a blue front door adds a pop of color.

Home in Middleburgh

Cozy Winter Retreat w Wood Stove by Huyck Preserve

Apartment rentals with outdoor seating

4.97 out of 5 average rating, 210 reviews

Apartment in Hudson

Studio Oasis nr Warren St w porch & yard

4.98 out of 5 average rating, 269 reviews

The living room features a light-colored sofa adorned with assorted pillows, positioned next to large windows that invite natural light. A vibrant area rug adds warmth to the wooden floor. Decorative plants and a framed piece of art contribute to the inviting atmosphere.

Apartment in Hudson

Serving Sexy Historic Hudson Realness Steps from Warren St

4.96 out of 5 average rating, 273 reviews

The spacious kitchen features wooden cabinetry in green and bright orange accents. A large central island with seating is complemented by a variety of appliances, including a coffee maker and microwave. Natural light floods the room through an ample window, creating a warm cooking space.

Apartment in West Fulton

Farm-to-Table Retreat on Panther Creek

4.95 out of 5 average rating, 243 reviews

A spacious studio features wooden paneling and a vaulted ceiling. A king size bed is positioned against a brick wall. A seating area includes a comfortable couch. A dining table with chairs is situated nearby, and large windows provide ample natural light.

Apartment in Arkville

Catskills Hideaway - East

4.93 out of 5 average rating, 181 reviews

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

Catskill Village House - Studio w/ Private Terrace

4.99 out of 5 average rating, 138 reviews

A circle of wooden Adirondack chairs surrounds a fire pit, situated on a sandy area near the riverbank. Lush greenery and trees frame the space, while a modern two-story house can be seen in the background, blending with the natural landscape.

Apartment in Coxsackie

Hudson River Beach House

4.94 out of 5 average rating, 242 reviews

A spacious living area is showcased with hardwood floors and large windows allowing natural light to fill the space. Modern furnishings include a gray sofa, a round coffee table, and a dining table set for four, creating an inviting atmosphere for relaxation and meals.

Apartment in Catskill

Within Reach

4.98 out of 5 average rating, 202 reviews

A welcoming living area features wooden beams and natural light from multiple windows. A comfortable sofa sits opposite a vibrant red table, while a dining set is positioned nearby. A colorful rug adds warmth to the hardwood floor, enhancing the space's inviting atmosphere.

Apartment in Woodstock

Chic Country Apt in Woodstock, NY

Condo rentals with outdoor seating

A multi-level chalet-style building features a blend of wood and stone exteriors. Large windows enhance natural light, and several balconies overlook a lush green landscape. A wooden bridge leads across a small waterway, connecting seamlessly to the surrounding nature.

4.87 out of 5 average rating, 141 reviews

Trailside At Hunter-Phase II-Hunter NY

Superhost

A spacious outdoor deck is visible, furnished with a round table surrounded by several chairs and a lantern on top. A comfortable seating area with a couch is positioned nearby, set against a backdrop of lush greenery.

Condo in Windham

4.67 out of 5 average rating, 122 reviews

Windham Condo

Superhost

A private deck surrounded by greenery provides seating with green and gray Adirondack chairs. The wooden surface is sunlit, and trees create a natural backdrop, offering a peaceful outdoor space for relaxation.

4.63 out of 5 average rating, 16 reviews

Scenic Getaway with Private Deck

The studio features a compact kitchen with modern appliances and a dining island with seating for three. A cozy seating area includes a firm couch and a coffee table, while a wall-mounted TV is positioned nearby. Natural light fills the space, enhancing its welcoming ambiance.

5 out of 5 average rating, 13 reviews

Hunter creekside condo with mtn. view

5 out of 5 average rating, 33 reviews

A comfortable living area showcases a sectional sofa and two armchairs arranged around a round coffee table. Natural light floods in through large windows, highlighting a TV mounted on the wall and a gas fireplace. Neutral tones and a ceiling fan create a serene ambiance.

Condo in Windham

5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub

4.97 out of 5 average rating, 665 reviews

A modern living area features a dark blue sofa and a coffee table with decorative items. The open kitchen showcases stainless steel appliances and a dining area with four bar stools. Warm lighting enhances the inviting space, while wall art adds character.

Condo in Lanesville

Country Condo Hunter Mountain

The exterior of the condo is showcased, featuring a two-story structure with a combination of red siding and stone accents. Balconies with wooden railings extend from the upper levels, and a prominent stone chimney rises against a cloudy sky.