Vacation rentals 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, 244 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, 268 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

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!

Superhost

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.

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.

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 Smallwood vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Smallwood

4.99 out of 5 average rating, 84 reviews

Cabin in Barryville

Catskills Schoolhouse – Fall Views | 2 Hrs NYC

The cabin’s exterior is framed by lush greenery and flowering shrubs. A stone pathway leads to the front door, which is flanked by a porch. The wood siding and large windows create a welcoming facade, surrounded by trees and a well-kept lawn.

4.96 out of 5 average rating, 92 reviews

Cozy Catskills Lake Region Cabin in Smallwood

4.96 out of 5 average rating, 27 reviews

The exterior of the Barn House is shown, featuring a red wooden facade surrounded by tall trees. A grassy area is present in the foreground, with a parked white vehicle and a small porch visible at the entrance.

Home in Bethel

Catskills Barn House @ Smallwood

4.95 out of 5 average rating, 59 reviews

Design Cabin in Catskills | Hot Tub + Sauna+ Pizza

4.98 out of 5 average rating, 41 reviews

A serene deck space is surrounded by lush greenery, featuring a set of outdoor seating and a small wooden table. The smooth, gray composite decking offers a clean surface, while potted plants enhance the natural setting. The sky above is bright, adding to the tranquil atmosphere.

Home in Bethel

Modern Catskills Lakehouse

A charming cabin nestled among lush green trees features a striking black exterior with red accents and a green metal roof. The deck, with stairs leading up from the gravel driveway, offers a welcoming entrance to the inviting retreat.

4.98 out of 5 average rating, 66 reviews

The little cabin that could…Catskills Cutie

5 out of 5 average rating, 27 reviews

Two wooden Adirondack chairs are positioned on a stone patio, facing a serene view of the lush green surroundings. A bubbling brook can be seen nearby, bordered by tall trees and soft grass, creating a tranquil outdoor space.

Guesthouse in Bethel

Charming Brook Side Retreat by The Forest Reserve

Superhost

The spacious interior of the log cabin is highlighted by large windows allowing natural light to fill the room. A cozy seating area with a sectional couch and a hammock is visible, along with a dining table and kitchen island. Wooden beams add character to the ceiling.