Holiday rentals in Smallwood

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Top-rated holiday rentals in Smallwood

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Top guest favourite
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.
Cabin in Bethel
4.98 out of 5 average rating, 115 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.
Cabin in Bethel
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

Top guest favourite
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.
Cabin in Bethel
4.97 out of 5 average rating, 266 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 favourite
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
4.99 out of 5 average rating, 183 reviews

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

Top guest favourite
The A-frame cabin is nestled among trees, featuring a wooden deck and wide glass doors that open to the interior. A private hot tub is positioned nearby, providing a relaxing outdoor space surrounded by nature.
Cabin in Damascus
5 out of 5 average rating, 148 reviews

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly

Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

Guest favourite
Cabin in Bethel
4.92 out of 5 average rating, 111 reviews

chic 'treehouse' with pedal boat, hot tub,fire pit

Escape to The Treehouse Bungalow – part of the @boutiquerentals_ collection. This 1930s Arts & Crafts cabin combines Scandi-chic style with modern comfort, offering treehouse views, a hot tub, fire pit, BBQ & work-from-home den. Guests can paddle White Lake with our pedal boat or explore nearby lakes with the SUPs. Enjoy fall foliage hikes & drives, Bethel Woods Center for the Arts, the Woodstock site, apple orchards, breweries, art galleries & charming towns like Callicoon & Livingston Manor.

Guest favourite
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
4.95 out of 5 average rating, 133 reviews

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)

Top guest favourite
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.
Cabin in Bethel
4.98 out of 5 average rating, 180 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!

Guest favourite
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 Bethel
4.94 out of 5 average rating, 145 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.

Top guest favourite
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
4.99 out of 5 average rating, 240 reviews

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.

Superhost
Cabin in Bethel
4.95 out of 5 average rating, 148 reviews

Canoe•Fireplace+Pit•Renovated & Chic•Fall Foliage

Escape to The Original Bungalow, part of the @boutiquerentals_ collection—a newly renovated Scandi-chic retreat just 2 hours from NYC. Paddle the canoe or SUPs on the lake, take in the vibrant fall foliage as you stroll to the local waterfall or forest trails, or visit Bethel Woods Center for the Arts, Woodstock site, apple orchards, breweries, art galleries & charming towns like Callicoon & Livingston Manor. By night, gather at the fire pit or cozy up by the fireplace with a book or movie.

Top guest favourite
A two-bedroom log cabin is presented with a dark blue exterior and a welcoming front entrance. Surrounding greenery includes a variety of plants and trees, complemented by a large tree stump nearby. The cabin features a stone foundation and is designed for leisure and comfort.
Cabin in Bethel
5 out of 5 average rating, 114 reviews

Cozy Lakeside Cabin by Bethel Woods & Casino

This is a 1000 square-foot, two-bedroom log cabin with a sleeping loft. I prefer groups of 4 or less but may accommodate more for an extra fee. Enjoy the new fire pit out back on a cold night or play some Pac Man on the new standing arcade indoors. Plenty of board games are available and my kitchen is stocked with spices and cookware. Walk Mountain Lake, which sits across the street and spans exactly 2 miles around. Or just get some R&R - my beds are so comfy!

Popular amenities for Smallwood holiday rentals

Quick stats about holiday rentals in Smallwood

  • Total rentals

    100 properties

  • Nightly prices starting at

    € 43 before taxes and fees

  • Total number of reviews

    5.2K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  1. Airbnb
  2. United States
  3. New York
  4. Sullivan County
  5. Smallwood