Holiday rentals with outdoor seating in Smallwood

A vibrant red cabin is surrounded by a grassy area, featuring a circle of white Adirondack chairs positioned around a fire pit. A wooden deck with railing extends from the cabin, while the backdrop includes trees and a clear blue sky.

4.98 out of 5 average rating, 119 reviews

Cozy Lake Cabin with fireplace - Pets Welcome

Spot deer daily at this cozy nature lovers getaway. This Smallwood cabin has a fun colorful retro vibe and can sleep up to 4 people. Pets are welcome. Located just minutes walk to mountain lake, 10 mins to Bethel Woods Center for the Arts, 20 mins to Narrowsburg, Barryville, Livingston Manor and many other cute towns. Large fenced in backyard with woodsy views and outdoor fire pit, large deck with bbq, fully equipped kitchen. Cozy indoor fireplace, smart TV with netflix, workspace, fast wifi.

Superhost

The open living area features a comfortable seating arrangement with a neutral-colored couch and a patterned area rug. A TV stand with a television is situated against one wall. The loft and bedroom are visible in the background, adding a sense of spaciousness to the layout.

4.84 out of 5 average rating, 245 reviews

Comfortable Catskill Cabin minutes to Bethel Woods

Comfortable, private home very close to Bethel Woods on a quiet dead-end street in a desirable mountain lake community. Two bedrooms & a loft, WiFi, heat/AC, deck with BBQ grill, picnic table & fire pit. In the heart of the Sullivan County Catskills centrally located to the many attractions this vacation recreation area has to offer: site seeing, concerts, hiking, camping, skiing, breweries/wineries, boating, parks, antiquing, casinos, wedding venues, museums, Delaware River, hunting/fishing etc

A stone path leads to a tranquil outdoor area surrounded by trees, featuring several seating options including adirondack chairs. A flowing stream can be seen in the background, providing a serene backdrop to this private space.

4.97 out of 5 average rating, 270 reviews

Beautiful & Secluded Streamside Catskills Cabin

Private & secluded Smallwood cabin sleeps 6. Central A/C. Park & Hear the stream flowing when you pull up. Large great room with fireplace & windows overlooking backyard stream. 1 master bedroom, 1 separate guest room, 1 open sleep loft (2 twin beds) Enjoy evenings on the deck, or by the outdoor fire pit listening to the stream that leads to a small waterfall. Enjoy the swim pit right in your backyard! Outdoor Shower! Close to Bethel Woods, hiking & White Lake dining & Toronto Reservoir

4.92 out of 5 average rating, 113 reviews

holiday-decorated 'treehouse' w hot tub, fire pit

Escape to @boutiquerentals_' The Treehouse Bungalow–a renovated yet cozy 1930s Arts & Crafts cabin. Enjoy the hot tub, mountain views, fire pit & electric fireplaces. Located just 2 hrs from NYC in the Catskills (one of Travel+Leisure’s 50 Best Places), Smallwood is a destination in itself: walk along the lake, waterfall or hike the forest trails. Nearby is dining & shopping in Livingston Manor & Callicoon, holiday festivals, Bethel Woods, Kartrite Water Park & skiing+tubing at Holiday Mountain

Guest suite in Narrowsburg

The exterior features a charming porch with seating, surrounded by flowering plants. An American flag is displayed prominently. The building showcases a peaked roof and multiple windows, with a natural landscape of grass and trees in the background.

4.94 out of 5 average rating, 226 reviews

Modern Getaway in the Catskills

Our rental unit has a private entrance with kitchen, living & dining rooms and full bath on the first floor. 1 bedroom w/ Queen bed , AC and 1/2 bath on 2nd fl. A porch w/ patio furn. a charcoal BBQ and 50 wooded acres to explore. We supply sheets, towels, kitchenware, coffeemaker and 2 flat screen satellite TVs, Internet and Wi-Fi. A great getaway for 2 adults. 20 min. to Bethel Woods 30 mins to Resorts World Casino. No smoking, pets, animals or children. All are welcome. Rainbow Friendly.

A screened-in deck is furnished with a comfortable sitting area featuring a wooden coffee table and plush seating. Two hammocks are suspended from the ceiling, with a ceiling fan providing a gentle breeze. Green walls and decorative plants add a touch of nature to the space.

4.98 out of 5 average rating, 182 reviews

Cozy cabin near Bethel Woods/ Toronto Reservoir

Birmwood is country living at it's best, less than 2 hrs. From NYC! Rustic interior with wood stove and over an acre of woods to enjoy, you can get lost in the peacefulness of Smallwood right in your own backyard. 2 bedrooms with queen size beds, this cabin sleeps 4. Enjoy the private deck, fire pits, hammock, grill & wildlife. There is no access to the nearest Lake or beach but Lake Superior, Toronto Res, Swinging Bridge, are all close. Bethel Woods-original site of WOODSTOCK is 3 miles away!

4.99 out of 5 average rating, 218 reviews

The A-frame cabin is surrounded by trees and set on a grassy area. A fire pit with seating is situated in front, with smoke rising gently in the evening light. The cabin's large windows reveal a welcoming interior, illuminated by natural light.

Home in Bethel

BirchRidge A-Frame: Sauna/Firepit/King Bed/7 Acres

Nestled in the Catskills Forest, less than 2 hrs from NYC, you'll find Birch Ridge A-frame! This gorgeous 2-bedroom cabin is set on 7 private acres with hiking areas and a seasonal stream. Enjoy the wall of windows that creates a magical stay with breathtaking views. This is the perfect place to relax, sit in the barrel sauna, hike through the private forest, roast marshmallows over the fire, and soak up the sounds of nature. A space that’s made for creating memories that will last a lifetime!

The cabin is softly illuminated by outdoor string lights at dusk, creating a welcoming atmosphere. A stone pathway leads to a fire pit surrounded by four Adirondack chairs, while the cabin's deck features inviting seating. Lush trees provide a natural backdrop.

4.95 out of 5 average rating, 149 reviews

Holiday-Decorated Cozy Renovated Cabin w Fireplace

Escape to The Original Bungalow, part of the @boutiquerentals_ collection—a newly renovated Scandi-chic retreat with a cozy fireplace & a fire pit in a woodland backyard. Located just 2 hours from NYC in the Catskills (one of Travel+Leisure’s 50 Best Places to Travel), Smallwood is a destination in itself: walk along the lake, waterfall or hike the forest trails. Nearby are Bethel Woods, Kartrite Waterpark, Holiday Mountain (skiing+tubing), Callicoon & Livingston Manor with dining & shopping.

A warm living area is highlighted by a wood-burning stove at its center, surrounded by a cowhide rug. Light-colored armchairs are positioned alongside a wooden coffee table. Natural light enters through multi-pane windows, complemented by a guitar and decorative plants against the walls.

4.93 out of 5 average rating, 149 reviews

Cozy Catskills Cabin

Give yourself time away from the city and closer to nature. Go for a hike, a dip in the lake, or simply relax, take your shoes off and put a good record on. Casa Smallwood got its name from the hamlet of Smallwood, a quaint community of cabins from the 30's and 40's, nestled less than 2 hours from NYC. We're only 7 minutes away from BethelWoods Arts Center, the original site of the 1969 Woodstock Festival. Come stay with us and surround yourself with beautiful trees, lakes, love and peace.

4.94 out of 5 average rating, 160 reviews

A cozy outdoor seating area is surrounded by trees and fallen leaves. Four red chairs are positioned around a wooden table, with a fire pit in the center. String lights are draped overhead, creating a warm ambiance in the natural setting.

Home in Livingston Manor

Parkston Schoolhouse

Relax and unwind in this historic converted one-room schoolhouse. Built in 1870, the Parkston Schoolhouse served all grade levels in the Livingston Manor area. The schoolhouse was retired and converted to a cozy cottage style home in the mid 20th century and has recently been renovated into a stylish tiny home getaway. The home is tucked into the hillside along the beautiful, winding Willowemoc Creek and is set amidst a lush Catskill landscape just a five minute drive from Livingston Manor.

The exterior of the barn cabin features a striking stone chimney and large windows, framed by a rich red exterior and a green metal roof. The surrounding lawn is lush and well-maintained, complementing the natural setting of trees in the background.

4.91 out of 5 average rating, 360 reviews

Cozy Post & Beam Barn Cabin w/Park near Bethel

1200 sq. ft Post & Beam 2 story Barn Cabin set on 18+ acres of property w/1250 ft. of rd frontage leading to this gem. Amish wood furniture and a wood burning stove. Open loft concept on 2nd floor offers 1 king bed, a trundle bed with 2 twins (sleeps 4), 1/2 bath & closet space. Downstairs offers kitchen, dining room, living room and full bath. Private park on property w/hammock, volleyball & basketball court, swing set, slide & playhouse, yard games (in house & shed) barbecue & firepit.

4.92 out of 5 average rating, 472 reviews

The cozy living area features a sofa and a teal armchair, surrounded by decorative lamps. A colorful striped rug adds warmth to the space. Natural light enters through the window, while vintage decor and string lights enhance the inviting ambiance.

Home in Narrowsburg

Cutest Little House in Narrowsburg

Relax in an idyllic wooded setting with 1000 feet of totally private river frontage, yet a 5 minute drive to Narrowsburg's restaurants and shops. If you like nature, privacy, history, vintage decor & design, this quaint 1950s cottage is for you. Hiking & campfires • Clawfoot tub • Front & back porches • Hummingbird & bunny watching • Den & WiFi • Peace & quiet • All included in your stay! Hundreds of 5-star reviews say it all. IG: #luxtonlake #tenmileriver #cutesthousenarrowsburg

Popular amenities for Smallwood outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

5 out of 5 average rating, 201 reviews

A spacious bedroom features a queen bed with a blue quilt and decorative pillows. Large windows allow natural light and provide views of the landscape. A seating area includes a cozy chair, and a dresser offers storage options. Air conditioning units are mounted on the walls.

Home in Equinunk

Art House Bird Sanctuary at EBC Sculpture Park

4.96 out of 5 average rating, 388 reviews

A cabin with a red metal roof is nestled among tall trees beside a gently flowing creek. The structure features large windows, allowing natural light to fill the interior while offering views of the surrounding greenery.

Home in Livingston Manor

Modern creekside cabin in the Catskills

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, 109 reviews

A serene view of a MidCentury bungalow, framed by lush greenery. The house, featuring large windows, is illuminated from within, reflecting a warm glow. A clear evening sky is visible, alongside the presence of the moon.

Home in Monticello

Catskills Lake Magic

4.95 out of 5 average rating, 328 reviews

A rustic cabin is set among colorful autumn foliage, with trees in varying shades of yellow and orange. A gravel road borders the property, and a car is parked nearby. The cabin features a metal roof, wooden siding, and a welcoming porch area.

Home in Livingston Manor

River view:

4.9 out of 5 average rating, 241 reviews

The living area features large windows that allow natural light to fill the space, complemented by a wood-burning stove. A cozy gray sofa and rustic chairs surround a circular wooden coffee table, while a textured area rug adds warmth to the hardwood floor.

Home in Monticello

Dancing Feather: Cozy Lake-Front A-Frame Chalet

4.92 out of 5 average rating, 183 reviews

The kitchen features modern stainless steel appliances and a spacious island with bar stools. Natural light floods in through large glass doors, complementing the warm wooden accents. A cozy wood stove is positioned nearby, enhancing the kitchen's inviting atmosphere.

Home in Barryville

Hygge House-Backyard Hiking, Bethel Woods, Rafting

5 out of 5 average rating, 145 reviews

A modern home with large windows is set against a backdrop of trees. A spacious deck features outdoor furniture, including a table with an umbrella for shade and two red chairs. String lights provide gentle illumination, enhancing the outdoor space.

Home in Narrowsburg

Ridge Haven: Catskills home w/ open deck & firepit

Apartment rentals with outdoor seating

4.96 out of 5 average rating, 292 reviews

The kitchen features modern cabinetry and a spacious island with seating. Natural light streams through large windows, illuminating the room. A vase of fresh flowers is placed on the counter, alongside a bowl of lemons. Stainless steel appliances complement the warm wooden flooring.

Apartment in Warwick

Village of Warwick Cozy Apartment

4.89 out of 5 average rating, 436 reviews

Apartment in Wallkill

Dream getaway apartment in the foot of Gunks Ridge

4.97 out of 5 average rating, 411 reviews

A modern kitchen features a round table surrounded by four wooden chairs. The walls are tiled in white, and a stainless steel stove is visible alongside a countertop with kitchen appliances. A vibrant painting of sunflowers adds a splash of color to the space.

Apartment in Warwick

Warwick Village Apt w Off St Parking

4.99 out of 5 average rating, 155 reviews

A cozy bed features layered white linens and a prominent decorative pillow with a textured design. Soft lighting from wall sconces creates a calming ambiance. A small clock and decorative sign are neatly positioned on the bedside table, enhancing the overall serene environment.

Apartment in Honesdale

Like Home, 2 BR Apt - Historic Home- Honesdale, PA

Superhost

Two black Adirondack chairs are placed beside a small round table on a wooden deck, overlooking Kauneonga Lake. The sunset casts soft hues across the water, while the shoreline and trees are silhouetted against a colorful sky.

Apartment in Bethel

4.84 out of 5 average rating, 187 reviews

Lakeside Studio on White Lake

4.92 out of 5 average rating, 160 reviews

A serene stream meanders through a natural landscape framed by lush greenery and distant mountains. Smooth stones line the water's edge, reflecting the sunlight that dances upon the water's surface.

Apartment in Chichester

STREAMSIDE CATSKILL MOUNTAIN HOUSE

4.93 out of 5 average rating, 172 reviews

A serene pond is surrounded by lush green grass and natural landscaping. Smooth stones are placed along the edge of the water, reflecting the blue sky and distant hills. The area offers a peaceful atmosphere with hints of nature visible in the scenery.

Apartment in Middletown

Just Around The Corner

Superhost

An outdoor entertaining area is revealed, featuring a gazebo with a British flag, surrounded by a wooden deck. Seating arrangements include a table and chairs, complemented by a lounge chair. A hot tub is partially visible, with natural landscaping consisting of trees and rocks in the background.

Apartment in Bethel

4.78 out of 5 average rating, 156 reviews

Cute and Comfy Getaway

Condo rentals with outdoor seating

A spacious bedroom features a king bed with a light-colored quilt and decorative pillows. Simple lamps are positioned on each side of the bed. The room includes a wall-mounted mirror and a closet door, providing ample storage and a sense of openness.

4.8 out of 5 average rating, 141 reviews

Lovely 1 Bedroom/Pool/Hot Tub/King Bed/Ski In/Out

The living area features large windows allowing natural light to fill the space. A wooden dining table with six chairs is situated near a cozy seating area, which includes a sofa and armchair. A flat-screen TV is mounted above a rustic gas fireplace, enhancing the room's comfort.

4.82 out of 5 average rating, 224 reviews

2 Bedroom Hotel Suite at Mountain Creek Resort

A relaxing outdoor pool area features lounge chairs and red umbrellas, with a wooden sauna-like structure positioned nearby. Lush greenery surrounds the space, and a decorative stone wall enhances the rustic charm of the setting.

4.94 out of 5 average rating, 141 reviews

Sunsets at Mountain Creek! Walk to ski slopes!

An illuminated salt-water pool reflects soft light at night, surrounded by a well-maintained patio. The backdrop features a multi-story building with balconies and warm lights glowing from the windows, creating a serene atmosphere.

4.89 out of 5 average rating, 135 reviews

Valley Overlook @ Mtn Creek Resort Park & Play

A cozy living area features a comfortable sofa accompanying a rustic coffee table. A large window showcases mountain views, while natural light enhances the space. A wall-mounted television is placed above a gas fireplace, with minimalist decor elements positioned for a welcoming atmosphere.

4.97 out of 5 average rating, 106 reviews

Cozy Retreat | Pool & Hot Tub | Mountain Creek Resort @ Appalachian

The exterior of the Appalachian building is shown, featuring a combination of vibrant wood siding in warm hues and decorative green shutters. Balconies are visible, nestled among well-maintained landscaping, creating a welcoming entrance leading to the facility.

4.95 out of 5 average rating, 205 reviews

Comfy Studio at Mountain Creek Resort

A living area features a sectional sofa with a colorful throw blanket, complemented by a multicolored area rug. A dining space with a table and stylish chairs is visible in the background, with large windows allowing natural light to brighten the room.

4.96 out of 5 average rating, 136 reviews

2 Bedroom + Parking Cozy Condo•Mountain Creek•

A serene bedroom space features a spacious bed adorned with cozy linens and decorative throw pillows. Geometric wall carvings in dark tones create an artistic backdrop, complemented by bedside lamps providing soft lighting. Natural light fills the room through a nearby window.