Holiday rentals with a patio in Olive

4.99 out of 5 average rating, 110 reviews

A modern cottage exterior is shown, featuring a spacious deck that leads to a grassy area. Adirondack chairs are arranged on the deck, accompanied by a BBQ grill nearby. The cottage has a striking dark facade with a red roof and a welcoming wooden door.

Cottage in Accord

Peaceful Cottage-in Private 5-acre field

Modern cottage with large outdoor living area in a beautifully secluded 5-acre field. A quiet and romantic getaway centrally located to Arrowood Farms, Westward Orchard, Inness Resort & Golf, Butterfields, Ollie's, as well as local hiking including Minnewaska State Park and the Mohonk Mountain House. Escape to a calm and relaxing environment with updated amenities yet pet-friendly. Enjoy lounging and dining on the deck while watching the wildlife or simply roasting s'mores in the fire pit.

4.99 out of 5 average rating, 151 reviews

The living area features vaulted wood-paneled ceilings and large windows, allowing natural light to fill the space. A cozy seating arrangement includes a sofa and a table. A pellet stove is situated for warmth, while sheer curtains provide a soft filtering of light.

Cabin in Saugerties

Sweet Saugerties A-Frame - 10 mins from Woodstock

This sweet A-Frame hideaway located in a wooded area between Saugerties and Woodstock will welcome you and warm your spirit with its charm. Featuring 2 bedrooms, each with Queen Beds, and a couch that folds out to a Full Bed, there's ample space for 4. But, it's also a serene escape for an individual or couple. An inspiring creative retreat, the home has beautiful views, and an electric piano. Quiet but 10 mins from great restaurants! 11 mins to HITS, 30 mins to skiing at Hunter Mountain.

5 out of 5 average rating, 101 reviews

A spacious great room features a stone fireplace amidst large windows, allowing natural light to fill the space. A wooden dining table is placed near a comfortable sectional sofa, creating an inviting area for relaxation and dining. The warm wood beams add a rustic touch.

Home in Staatsburg

Boulder Tree House

Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

4.95 out of 5 average rating, 170 reviews

A spacious deck is highlighted by comfortable seating arrangements, including a sectional couch and a dining table. A gas grill is positioned nearby, with mountains visible in the distance. Soft lighting fixtures are suspended above, enhancing the outdoor setting against the twilight sky.

Cabin in Boiceville

Catskills Cabin Surrounded by Mountain Views+Spa!

Location is Everything! Our 3BR Catskills home is surrounded by breathtaking mountain views, and close to all including Woodstock Village, Phoenicia, Rivers, Hikes, Breweries, Ski Areas and more. Home is set high on a ridge overlooking nature from all angles on 3 private acres of land. Enormous brand new deck facing mountains with fire pit, grills. Perfect location for exploration. Tastefully decorated with brand new beds and furniture, fully stocked kitchen. Town of Olive STR-22-12.

4.95 out of 5 average rating, 181 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!

4.97 out of 5 average rating, 116 reviews

A spacious living room is highlighted by a comfortable green couch adorned with decorative pillows. A sleek coffee table is centered within the space, while a relaxed dog lies on the soft, natural fiber rug, contributing to the inviting atmosphere.

Home in Saugerties

Waterfront, Dog & Family Friendly, Cozy Cottage

El Girasol, "The Sunflower," a sunny, family and pet friendly cottage on the Esopus Creek in the Catskill Mountains. Our home is fully furnished with global & vintage finds. This charming cottage has 2 beds, spacious living room with a big, comfy sleeper sofa and cozy electric fireplace & fully equipped kitchen combined with a dining room. Creek access, BBQ, fire pit, fenced in backyard, & 2 decks makes our home a great destination for a relaxing getaway with family, friends and pets.

4.98 out of 5 average rating, 123 reviews

A bright living area is observed, featuring cozy seating arrangements with a mix of chairs and a sofa. A television is mounted on the wall, while sliding glass doors provide views of the surrounding nature. A gas fireplace adds warmth, and a decorative rug enhances the space.

Home in Kingston

Hillside Views in Hudson Valley

Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

4.96 out of 5 average rating, 192 reviews

A modern house with a dark exterior is situated on a grassy lawn. The structure features large glass doors, providing views of the surrounding forest. A spacious deck with lounge chairs is visible, inviting relaxation in a serene woodland setting.

Home in Kerhonkson

Modern Woodland Getaway with Hot Tub and Fire Pit

Get away from it all in this brand new, centrally located escape! Located in a private setting surrounded by quiet forest, you will feel isolated from the world, yet only a half mile away from Rt. 209. In 10 minutes you can be hiking around Lake Minnewaska or strolling through the quaint town of Stone Ridge. Fine Dining in New Paltz and shopping in Kingston are only 25 minutes away. All that or relax at the house and enjoy the chef's kitchen, vaulted ceilings, hot tub and firepit.

4.97 out of 5 average rating, 143 reviews

A spacious studio area features wooden beams above, with a large artwork displayed on the back wall. The floor is adorned with various rugs, and a kitchenette is visible, equipped with essential appliances. A chair is situated near a curtain-draped area, enhancing the room's functionality.

Home in Shokan

West Wing - a unique private space w/deck

This unique studio space with private entrance is a recent addition to our charming home, located on a quiet private road in the village of Shokan. Situated within minutes of the Ashokan Rail Trail, this bike and walking trail offers dramatic vistas of the Ashokan Reservoir. Woodstock & Phoencia with their stores, galleries and restaurants are only 15 minute drives . Local recreation includes hiking trails, kayaking and for those looking for relaxation there are renowned spas.

4.98 out of 5 average rating, 130 reviews

A modern cabin is nestled among lush greenery, showcasing a covered porch that extends from its large glass windows. A neatly manicured lawn, bordered by wood chip landscaping, leads to the wooden steps of the porch, emphasizing the tranquility of the natural surroundings.

Cabin in Saugerties

Cozy Catskills Cabin

SISTER PROPERTY OF 5-STAR RATED, MODERN CATSKILLS CABIN (ALSO IN SAUGERTIES): Just 10 minutes from the towns of Saugerties and Woodstock, this perfectly-located, super-cozy, tiny house/cabin has every modern convenience, overflows with style, and comfortably sleeps two. “Kona” feels a million miles away, yet is close to area restaurants, stores, music venues, ski resorts, and other attractions. Think of it as the perfect getaway with plenty of privacy, nature, and peace and quiet.

4.98 out of 5 average rating, 164 reviews

A charming cabin exterior is framed by a well-maintained lawn and lush trees. A stone pathway leads to the front door, flanked by modest garden beds with various plants. Natural wood siding and a dark roof create a warm, inviting appearance.

Cabin in Accord

Hidden cabin on 2 wooded acres

Retreat to a beautiful cabin and get lost on two wooded acres. Reconnect with nature in your own way - hike around nearby Lake Minnewaska, or another of the dozens of incredible trails in the area. Explore infinity under a blanket of stars and share stories gathered around the firepit. When you’re called inside, grab a book and settle in by the fireplace. Then cook a meal in our well-equipped kitchen or on the grill, and enjoy it on the patio overlooking the property.

4.98 out of 5 average rating, 130 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

Perched high among the trees, Gingerbread is a 1950’s Swiss chalet that sits on 4 acres. This is the house everyone slows down for, points and says ‘ that’s the house I would want Upstate’. Well ….she's taken. But I am so happy to welcome you as guests for a short period of time. Gingerbread comes with all the little touches making it feel like the perfect home away for a week, weekend or however long you can escape your regular life.

Popular amenities for rentals with patio in Olive

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

4.98 out of 5 average rating, 184 reviews

A spacious living area features a futon decorated with patterned cushions and a striking red pool table. A light fixture with multiple bulbs hangs overhead, while a wall-mounted TV is visible in the background. Large pocket doors separate the living space from the bedroom.

Flat in Kingston

Lovely 1 bedroom apt. with free parking in Rondout

4.98 out of 5 average rating, 199 reviews

A well-appointed room features a queen-sized bed with crisp white linens and a patterned throw. Natural light filters through multiple windows, illuminating a vintage bar cart and a small black mini-fridge. A wooden dresser and a chair complement the inviting space.

Flat in Beacon

Stylish Private Studio 1 block from Main St Beacon

4.92 out of 5 average rating, 363 reviews

A well-lit patio space features a wooden table with a gas fire pit at its center, surrounded by four wicker chairs. Natural stone walls and a flower-adorned fence provide a backdrop, while soft lighting enhances the cozy atmosphere.

Flat in Saugerties

Saugerties Village home with great backyard!

4.91 out of 5 average rating, 267 reviews

A spacious living area is illuminated by natural light from large windows. A comfortable sofa is positioned beside a wooden coffee table. A raised dining area is visible, furnished with two chairs and a small table. The kitchenette features open shelving and rustic accents.

Flat in Catskill

Catskill Village House - Mountain View Studio

4.95 out of 5 average rating, 108 reviews

A cozy bedroom is equipped with a wooden bed frame complemented by a light-colored quilt. A bedside table is positioned beside the bed, and a large piece of artwork adorns the wall. Pendant lights hang above, providing gentle illumination.

Flat in New Paltz

Modern & Chic Eco-Friendly Studio in New Paltz

4.97 out of 5 average rating, 310 reviews

A cozy bedroom features a spacious bed with layered bedding. A gallery wall of framed art pieces adds visual interest. Natural light filters through a window with shutters, illuminating the warm wood floors. An electric fireplace and a potted plant provide a touch of comfort.

Flat in Kingston

The Ivy on the Stone

4.99 out of 5 average rating, 132 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.

Flat in Coxsackie

Hudson River Beach House

4.91 out of 5 average rating, 123 reviews

A circular fire pit area is set on a grassy lawn, surrounded by five Adirondack chairs. Tall trees provide shade, while the river glistens in the background under the warm glow of the sunrise. The scene exudes a sense of tranquility.

Flat in Wallkill

Waterfront Gem: 1BR w/Private Balcony & Serenity

House rentals with a patio

4.94 out of 5 average rating, 106 reviews

An outdoor area features a wooden hot tub and a grill, set against the background of a dark gray cabin and a blue house. Decking surrounds the hot tub, and a patio provides additional relaxation space. Tree branches are visible along the perimeter.

Home in New Paltz

New Paltz Zen Wellness Cabin + Hot Tub /Fireplace

4.91 out of 5 average rating, 109 reviews

The airy living space features a comfortable gray sofa paired with a leather lounge chair, complemented by a soft white pouf. Large windows provide natural light and a view of the surrounding greenery. A sleek wood stove adds a modern touch to the relaxed atmosphere.

Home in High Falls

Mossy Moody Cabin in High Falls, NY

5 out of 5 average rating, 131 reviews

An outdoor fire pit surrounded by natural stone is set among a serene landscape. Comfortable seating is arranged nearby, offering a peaceful spot for gathering. Lush greenery and trees frame the property, with the home visible in the background against a soft, colorful sky.

Home in Parksville

Catskill Getaway•Near Bethel Woods & Casino

4.99 out of 5 average rating, 131 reviews

A cozy outdoor space features comfortable seating and a modern fireplace, set against a stunning backdrop of lush trees and a colorful sunset. A hot tub is visible nearby, inviting relaxation. Soft lighting adds a warm touch to the tranquil atmosphere.

Home in Lexington

Mountain View Chalet: AC, Hot Tub, Firepit, Games

4.97 out of 5 average rating, 100 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, 177 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

4.98 out of 5 average rating, 123 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

4.98 out of 5 average rating, 123 reviews

An open-concept living area features a deep leather couch and two comfortable chairs, with large sliding glass doors offering expansive views of the autumn foliage and mountains. A round wooden coffee table complements the space, which is accented by a textured light fixture and a dining table in the background.

Home in Hunter

Lux Modern Cabin at Hunter Mountain

Apartment rentals with a patio

4.81 out of 5 average rating, 26 reviews

A inviting living area showcases a stone fireplace and wooden furniture. A rectangular dining table with chairs occupies the space, complemented by a comfortable seating arrangement. Natural light filters through large windows, highlighting a patterned area rug that adds warmth to the room.

Apartment in Hunter

Condo on Hunter Mt.

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.

Apartment in Hunter

4.6 out of 5 average rating, 15 reviews

Scenic Getaway with Private Deck

The living area features a pair of patterned armchairs and a comfortable brown sofa, positioned around a wooden coffee table. A television is mounted on the wall, and a doorway leads to a balcony. Natural light enters through large glass doors.

4.92 out of 5 average rating, 12 reviews

Luxury 3-bedroom Condo on Windham mountain

Superhost

A private outdoor hot tub is prominently featured on a spacious deck, overlooking scenic views of the Catskills. Surrounding greenery and gentle hills can be seen in the background, creating a peaceful natural setting.

4.79 out of 5 average rating, 47 reviews

Brand New Outdoor Hot Tub! 1 Bedroom Luxury Suite

A spacious living area is highlighted by large windows that provide views of the surrounding landscape. A modern fireplace is set against a stone feature wall, while comfortable seating options include a sectional sofa and accent chairs. A flat-screen TV is mounted above a stylish entertainment unit.

5 out of 5 average rating, 4 reviews

Windham Mountain Ski In Ski Out - Pool Hot Tub Gym

5 out of 5 average rating, 34 reviews

A spacious living area showcases a large sectional sofa adorned with decorative pillows. A wooden coffee table is centrally positioned on a patterned area rug. The open kitchen features a breakfast bar with seating, and appliances are visible along the wooden cabinetry.

Apartment in Hunter

Trailside Tranquility at Hunter Mountain

Apartment in Hunter Mountain

A two-story condo building is depicted, featuring a mix of red siding and stone accents. Balconies are visible on the upper level, and a parking area is situated in front. Snow covers the ground, creating a serene winter setting against a backdrop of distant mountains.

5 out of 5 average rating, 20 reviews

Hunter Mountain Ski Condo | WALK to the slopes!

An open living area features a cozy fireplace with stacked firewood nearby. A large window frames outdoor views, and a comfortable chair sits next to a wooden coffee table, which is accompanied by a board game. The overall design is sleek and modern.