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, 125 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.

4.92 out of 5 average rating, 128 reviews

renovated–hot tub–lake access+pedal boat–cozy+chic

Escape to @boutiquerentals_' The Treehouse Bungalow – a cozy renovated 1930s Arts & Crafts cabin with hot tub, fire pit, mountain/treehouse views, Scandi-chic decor, picnic table & BBQ. Just 2 hours from NYC in the Catskills with seasonal lake access, pedal boat & paddle boards, waterfall, forest trails & proximity to Delaware River tubing/rafting. Visit antique shops, Bethel Woods Center for the Arts, Kartrite Waterpark, breweries & charming towns like Callicoon, Narrowsburg & Livingston Manor.

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.

4.94 out of 5 average rating, 174 reviews

Fireplace—Chic & Renovated—Fire Pit—Canoe & SUPs

'The Original Bungalow,' part of the @boutiquerentals_' collection, is a Scandi-chic renovated bungalow surrounded by stunning trees. Located only 2 hours from NYC, Smallwood is a destination in itself: walk along the lake or waterfall, or take the canoe or SUPs for a paddle (seasonal). Nearby are Bethel Woods Center for the Arts, breweries, Livingston Manor & cute Delaware River towns with dining+shopping. In the evening, unwind by the fire pit or curl up by the fireplace with a book or movie.

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.

4.98 out of 5 average rating, 283 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

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, 184 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!

4.92 out of 5 average rating, 161 reviews

A wooden deck is softly illuminated by candlelight, creating a serene atmosphere. A staircase leads to a wooden hot tub surrounded by lush foliage. The evening sky, deepening into twilight, adds to the tranquil ambiance of the outdoor space.

Cabin in Monticello

Blue House | Cedar tub•BBQ•fire pit•stargazing

Nestled in the Catskills Mountain region, between the Delaware and Hudson Rivers in the community of Monticello. Insta @bluehouseofcatskills offers a year-round retreat away from the hustle and bustle of the city. Spectacular stary nights, wildlife in the backyard, hiking trails, swimming and skiing all a short drive away. The Blue House is a wonderful getaway for all to enjoy. Modern and contemporary design the Blue House offers comfortable king and queen bedrooms and a spacious living area.

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 Kauneonga Lake

4.85 out of 5 average rating, 198 reviews

Lakeside Studio on White Lake

This lovely studio rests on the shore of the beautiful Kauneonga Lake. The newly renovated interior creates a warm and relaxing space to take in the amazing sunset views over the lake. The studio is part of a larger building but has private rear yard access, all other spaces are on the road side. Located on Restaurant Row and just a few minutes away from the Historic Bethel Woods Center for the Arts (Home of the original Woodstock). * In the summer months we have boat slips directly in front.

4.94 out of 5 average rating, 161 reviews

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.

Cabin in Monticello

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.

An open studio layout features a king size bed with a patterned blanket. A small dining table with chairs is positioned near a green front door. A reclining love seat is visible, while a full kitchen is equipped with modern appliances along one wall. Natural light enters through several windows.

5 out of 5 average rating, 103 reviews

Cozy Cottage Retreat @ Deerview Cottages LLC

Welcome to Cozy Cottage Retreat where the deer and nature are plentiful. This charming cottage is perfect for a couples retreat and has been totally renovated. The studio style area, host a king size bed, spacious bathroom, laundry, full kitchen, reclining love seats and air conditioner. Smallwood is a Hamlet of Bethel, NY and is centrally located to a host of restaurants and attractions to include: Bethel Woods Summer Concerts, Resort World Casino, Kartrite Indoor Waterpark and Legoland.

4.91 out of 5 average rating, 370 reviews

Cabin in Mongaup Valley

Cozy Barn Cabin near Ski Mountain & Bethel Woods

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.

4.96 out of 5 average rating, 101 reviews

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.

Cabin in Bethel

Cozy Catskills Lake Region Cabin in Smallwood

Welcome to this charming Catskills cabin in the hamlet of Smallwood, less than 2 hours from NYC! Relax and unwind surrounded by nature while still centrally located to many attractions. 10 minutes from Bethel Woods. Less than 10 minutes from White Lake with waterfront dining, boat and Jet Ski rentals. 20 minutes from Resorts World Casino, Kartrite indoor water park, Holiday Mountain Ski Resort. River tubing, Legoland, state parks, hiking, swimming, breweries and more!

Shipping container in Smallwood

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, 117 reviews

Unique Container Home w/ Hot Tub, Fire Pit & More!

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 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

Superhost

A wooden dock extends over the calm waters of Mountain Lake, featuring two black Adirondack chairs positioned for lake views. Surrounding greenery enhances the natural setting, with soft ripples reflecting the sky and trees on the water's surface.

4.81 out of 5 average rating, 223 reviews

Lake Front Catskills Lodge

4.97 out of 5 average rating, 75 reviews

Cabin in Swan Lake

Fire Place~FirePit~Hiking~Bethel Woods~Catskills

4.99 out of 5 average rating, 80 reviews

A cozy cottage is nestled among tall trees, featuring a gray exterior and a chimney with smoke gently rising. Warm light glows from the windows, suggesting a welcoming interior. Lush greenery surrounds the base, enhancing the natural setting.

Home in Narrowsburg

Lake Ridge Bungalow w/ outdoor SAUNA

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 Smallwood

Charming Brook Side Retreat by The Forest Reserve

4.92 out of 5 average rating, 38 reviews

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.

Cabin in Mongaup Valley

Cozy Catskills Log Cabin with lots of nature

A spacious living area features light wood flooring and a vaulted ceiling with exposed beams. A comfortable, L-shaped sofa is paired with a coffee table, while decorative plants and artwork add character. The open design flows into the kitchen area, enhancing the sense of space.

4.95 out of 5 average rating, 20 reviews

Cozy Bethel Cabin with Hot Tub, deck and fire pit

4.97 out of 5 average rating, 63 reviews

A serene lakeside area features two wooden platforms extending over calm waters, framed by lush trees. A black wooden bench sits nearby on a stone path, surrounded by autumn foliage reflecting the warm hues of the sunset.

Cabin in Roscoe

Stunning Peaceful Lakeside Cottage

A charming cottage exterior is shown, featuring a log cabin design with a blue roof and teal trim around the windows. Adirondack chairs are positioned on the wooden deck, inviting relaxation. The surrounding trees enhance the natural setting.