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, 117 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

4.92 out of 5 average rating, 113 reviews

chic renovated 'treehouse' with 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.

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, 269 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

4.99 out of 5 average rating, 186 reviews

The cozy living area features a stone fireplace framed by natural wood beams. Comfortable leather chairs are positioned around a soft area rug, while shelving displays curated decor. A staircase leads to the upper level, adding depth to the warm, inviting space.

Cabin in Eldred

Little River: Waterfront Sauna & Chic Log Cabin

Escape to Little River, a stunning log cabin sitting along a mountain stream in the southern Catskills, just 2 hrs from NYC and 2.5 from Philly. This beautifully renovated 2-bed, 1-bath cabin boasts vintage charm, modern amenities and outdoor delights like a riverfront sauna, creekside dining and fire pit. Perfectly designed for spending time with friends, working and relaxing, Little River is your perfect upstate escape! Little River has been featured on Cabin Porn, GQ, and Airbnb's top ten

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, 225 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.

4.95 out of 5 average rating, 136 reviews

The image captures a vibrant sunset over a tranquil lake, with an array of warm colors reflected in the water. Soft clouds scatter across the sky, framing the peaceful scene. The surrounding landscape features silhouettes of trees along the shore, enhancing the natural beauty.

Cottage in Bethel

Lakehouse, Sunset View, Big Deck, Hot Tub, Dogs OK

Private lakefront home with beautiful view, large deck, BBQ grill, and a camp fire pit. Nearby restaurants, shops, hiking trails, concert venue, race tracks, indoor waterpark, and casino. Warm Months: MAY-SEP 3 Kayaks, 2 Paddle Boards, Hot Tub in an under deck privacy nook, 2 Hammocks, Fishing Dock with Deck Chairs, and a Pontoon Boat (for use as 'dock living room' not for boating) Cold Months: NOV-MAR Admire cold/frozen lake from inside, or from the outdoor Hot Tub (with winter wind screen)

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!

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

Cozy Scandi-Chic Renovated Cabin with 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, 148 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.

4.99 out of 5 average rating, 243 reviews

A serene outdoor seating area features two wooden chairs positioned beside a stone platform. A fire pit with a crackling flame is set in front of the chairs, overlooking a gently flowing creek and lush greenery, creating a tranquil nature retreat.

Cabin in Millrift

Remote Waterfall Cabin at Swiftwater Acres

Deep in a lush oak forest, on the bank of Bushkill Creek sits this hidden oasis. This is simply THEE most private abode in the entire area. Situated just feet from the water, the falls can be seen and heard from every room within the cabin’s charming, rustic interior. This spectacular 45 acre parcel is set within a vast reserve of state land: an oasis within an oasis. Just 90 minutes from NYC, this is a truly sublime atmosphere, perfect for those seeking a rejuvenating and inspiring getaway.

Shipping container in Bethel

An outdoor area showcases multiple seating options, including six Adirondack chairs arranged around a fire pit. The backdrop is formed by a modern container home surrounded by colorful autumn foliage, complemented by a deck and outdoor dining setup, enhancing the serene atmosphere.

4.98 out of 5 average rating, 102 reviews

Container Home- Hot Tub,Fire Pit,Games,Pizza Oven

Coined the "Eikonic Box" for its iconic look- you'll be amazed by the flying boxes with unique views of the gorgeous forest views. Escape the ordinary and immerse yourself in the modern comfort of this stylish 3-BR retreat. Designed with sustainability and creativity in mind, our container home offers a one-of-a-kind lodging experience for those seeking a blend of innovation & relaxation. Book your stay today and experience the charm of container living! Message me for Q's!

Popular amenities for outdoor seating rentals in Smallwood

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.96 out of 5 average rating, 127 reviews

A serene landscape at dusk captures a vivid sky transitioning from pink to purple over rolling hills. Lush green grass is visible in the foreground, bordered by clusters of trees and colorful foliage, creating a peaceful natural setting.

Home in Jeffersonville

Private, Elegant Chalet w/ A Breathtaking View

5 out of 5 average rating, 199 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

4.98 out of 5 average rating, 133 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, 166 reviews

A cozy nook features a large window with scenic river views framed by trees. Two cushioned benches invite relaxation, while soft lighting from a nearby lamp adds a gentle glow. The space reflects a tranquil atmosphere perfect for enjoying the surroundings.

Home in Narrowsburg

Delaware River Cottage

4.97 out of 5 average rating, 108 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

Cozy Catskills Lakeside

4.96 out of 5 average rating, 336 reviews

The image captures the exterior of a modern home, showcasing its wooden facade alongside natural elements. Tall trees stand near the structure, with a gravel base visible at the bottom. The design reflects a strong connection to the surrounding woodland environment.

Home in Kerhonkson

Architect's Hudson Valley Home in the Woods

4.95 out of 5 average rating, 327 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:

4.94 out of 5 average rating, 221 reviews

Home in Narrowsburg

Modern House with Hot-Tub and Fireplace

Apartment rentals with outdoor seating

4.97 out of 5 average rating, 233 reviews

The living area features a cozy sofa in soft blue, complemented by a rug in neutral tones. Exposed wooden beams add character to the room, while a dining table and a chair are positioned nearby. Natural light fills the space through sliding doors leading outside.

Flat in Goshen

Historic Horse Barn Sleeps 6/ 4 Minutes 2 Legoland

4.96 out of 5 average rating, 291 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.

Flat in Warwick

Village of Warwick Cozy Apartment

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.

Flat in Warwick

Warwick Village Apt w Off St Parking

4.99 out of 5 average rating, 153 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.

Flat in Honesdale

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

4.95 out of 5 average rating, 100 reviews

A charming house is nestled under a large, vibrant tree with red foliage. The exterior features white siding and a front porch with several seating options. A well-maintained lawn surrounds the home, providing a serene outdoor space.

Flat in Greenwood Lake

Apartment in Lovely Lake House,Pets welcome!

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.

Flat in Bethel

4.84 out of 5 average rating, 186 reviews

Lakeside Studio on White Lake

4.98 out of 5 average rating, 54 reviews

A charming outdoor patio area features a wooden deck surrounded by lush greenery. A gas grill is visible near a flowering plant, while string lights enhance the atmosphere. A green umbrella provides shade over the seating area, inviting relaxation among the vibrant purple blooms.

Flat in Bethel

Quiet Cozy Catskills Studio near Bethel Woods

4.93 out of 5 average rating, 170 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.

Flat in Middletown

Just Around The Corner

Apartment 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, 140 reviews

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

Apartment in Woodridge

4.67 out of 5 average rating, 3 reviews

Amused at the Mews

5 out of 5 average rating, 53 reviews

Apartment in Kerhonkson

Explore Minnewaska, rail trail + farm-to-table

A cozy living room features a gas fireplace set in a stone mantel, with a wooden panel above. Bright curtains frame the windows, while comfortable seating includes a gray sofa, patterned armchair, and decorative side table. A console table holds a flat-screen TV.

4.86 out of 5 average rating, 56 reviews

Spacious Condo w/ View < 1 Mi to Mtn Creek Resort!

A welcoming living area features a gas fireplace framed with natural stone. Two comfortable armchairs are positioned beside a wooden coffee table. Light flows through large windows, dressed in soft curtains, enhancing the serene atmosphere within this cozy space.

4.84 out of 5 average rating, 67 reviews

Mtn Creek Ski Resort Hot Tub Shuttle 11P

A welcoming entrance sign for Black Creek is positioned alongside a tree-lined road. Lush greenery and flowering plants are arranged around the sign, enhancing the natural landscape. The area is well-maintained, providing an inviting atmosphere for visitors.

4.82 out of 5 average rating, 109 reviews

Cozy Fall Escape - MTN Creek

Superhost

The spacious living area features a gas fireplace surrounded by comfortable seating, including leather sofas and armchairs. Large windows allow natural light to illuminate the space, while a dining area with vibrant chairs is visible in the background, contributing to a welcoming and cozy environment.

Apartment in vernon

4.81 out of 5 average rating, 90 reviews

Mtn Creek Ski Resort Hot Tub Shuttle #09-23M

The exterior of a multi-unit condominium building showcases a blend of wood and stone elements. Green trim accents the balconies and entries, while a clear blue sky provides a bright backdrop. Well-maintained landscaping features grassy areas and plants near the entrance.