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House vacation rentals in Smallwood

Find and book unique houses on Airbnb

Quick stats about house rentals in Smallwood

  • Total vacation rentals

    Explore 20 vacation rentals in Smallwood

  • Nightly prices starting at

    Smallwood vacation rentals start at G$29,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 920 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Smallwood vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Smallwood rentals

  • 4.9 Average rating

    Smallwood stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated house rentals in Smallwood

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Guest favorite
A rustic living area features a stone fireplace with a warm fire, surrounded by logs and rich fabric curtains. A plush couch is covered with a red plaid throw, and a television is mounted above the fireplace. Soft lighting and a chandelier provide a cozy ambiance.
Home in Bethel
4.95 out of 5 average rating, 172 reviews

1913 Love Shack2miles from Bethelwoods big jukebox

90 mins NYC WHITE LAKE SULLIVAN COUNTY Bethel Countryside. Bethel Cabin Very quiet Rustic Romantic Log Cabin1913 modern 3bedroom Situated looking over White Lake.Sit and enjoy the warm fire while watching TV Free PLAY JUKE BOX FOOSBALL PINGPONG, Private 300 acres come get grounded in nature walk around with husband boyfriend, Girlfriend or wife, and Dogs. 2 miles to Bethel Woods where Woodstock was WIFI 2 smart TVS 6 LOCAL BREWERY'S Clean Towels, Sheets. Avoid future regret book today. Bethel

Guest favorite
The exterior of the lake house is shown, featuring a blue facade with white trim. A small front deck with steps leads to the entrance. Lush greenery surrounds the property, providing a serene backdrop. A gravel path leads up to the house, enhancing a rural feel.
Home in Rock Hill
4.92 out of 5 average rating, 248 reviews

Beaver Lake Escape

Welcome to Beaver Lake Escape! This one bedroom, one bathroom lakeview home has all of the amenities you will need for a relaxing vacation getaway! Come experience a warm & cozy environment with full access to the community beach where you can enjoy kayaking, swimming and fishing (catch & release). You'll also find great hiking in the Spring, Summer and Fall at the Neversink Gorge Unique Area and skiing/snow boarding in the winter at Holiday Mountain! Only a 25 minute drive to Bethel Woods!

Top guest favorite
Home in Cochecton
4.91 out of 5 average rating, 619 reviews

Woodsy Retreat, Sunny Home with Paths and Stream

This lovely hand-made home in the woods, lined with windows, flooded with light, has 2 bedrooms and 2 full baths, and a large wraparound deck facing a feisty stream. It has 10 hilly acres of woods with its own paths to wander. Work, relax and play in its inspiring kitchen and lofty spaces stocked with albums, movies, books, art supplies, and instruments. Enveloped in nature, yet only a 10 minute drive to local hot spots including Narrowsburg, Callicoon, Skinners' Falls and Bethel Woods.

Top guest favorite
Home in Damascus
4.95 out of 5 average rating, 200 reviews

Delaware River retreat

Approximately two hours from the GW bridge - this beautiful country home is located directly on the Delaware River. The house features a full kitchen, a large dining room, and two porches that overlook the river. Watch the eagles, warm up by the fireplace, ski, hike, fish, canoe, swim, eat and laze about. With hi-speed cable and WiFi, tons of space inside and out, this house is perfect for a getaway, staycation, or for families and couples looking to remote-work.

Top guest favorite
Home in Narrowsburg
4.92 out of 5 average rating, 133 reviews

Modern Secluded Retreat

Escape to the center of 11+ acres of woods, water, and dark starry skies—under 2 hours from NYC. Walls of windows pull the outside in, with a stream, pond, and constant wildlife just beyond. Warm up by the fireplace, unwind in the open living space, and sleep deep in a king bed. A large jetted bathtub, bonus half bath, and a flexible bonus room with pool table and ping pong table on heated floors round it out. Peaceful, private, and made for slowing down.

Top guest favorite
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
4.96 out of 5 average rating, 425 reviews

Modern creekside cabin in the Catskills

Welcome to our peaceful little cabin, designed for full immersion in nature. Lounge by the creek with the firepit or hammock, gaze out XL windows, or cozy up by the fire in the living room - every detail invites you to slow down. Tucked on a quiet road just minutes from hiking trails and Willowemoc fly fishing, we’re also only a winding 15-minute drive to charming Livingston Manor, a quintessential Catskills town, and less than 2 hours from NYC.

Superhost
Home in Swan Lake
4.96 out of 5 average rating, 104 reviews

Bethel Woods Escape: Private Oasis

Welcome to Bethel Woods Escape - a gorgeous modern home surrounded by woodlands of Eastern pine and hemlock trees. In 1969 Bethel Woods was home to the notorious Woodstock festival. Located in the country hills of the Sullivan Catskills, Bethel Woods is an amazing place to explore, hike, and listen to live music. Just 5 minutes away from Bethel Woods Center of the Arts, you will find a stunning A-Frame home waiting to host your next adventure.

Top guest favorite
A modern house with a large glass wall is nestled among tall trees beside a serene waterway. A spacious deck extends from the home, offering a view of the surroundings. The landscape features a gently sloping yard leading to the water's edge.
Home in Monticello
4.97 out of 5 average rating, 176 reviews

Secluded lakefront home With an EV charger

Welcome to your oasis on the Swiniging Bridge Reservoir! Only 90 minutes from NYC, but a world away. A complete glass wall facing the water allows guests to take in the views and sounds of a babbling brook that feeds into a motorboat lake. This brand new house sleeps 6 adults (or 4 adults and 3 children) and features a full kitchen, free WiFi, bedding, linens, and toiletries. A canoe and paddleboat are also available for your use!

Guest favorite
A modern bedroom features a deep blue accent wall with illuminated text reading 'Make love not war'. A king-size bed is adorned with yellow and gold pillows, complemented by soft lighting from two bedside lamps. Plush, round seating creates a cozy touch in front of the bed.
Home in Bethel
4.94 out of 5 average rating, 102 reviews

Groovy Getaway at Bethel Woods

Welcome to the Groovy Getaway at Bethel Woods! It is just a 3 minute drive to Bethel Woods Center for the arts, most famously known for the original 1969 Woodstock Festival. This 750 Sq ft newly renovated home is perfect for couples and friends looking to get away and relax right in the heart of the Catskills. The decor is modern yet retro with plenty of space indoors and outdoors to make yourself right at home.

Top guest favorite
A modern dining area features a white table surrounded by four chairs, positioned beneath a sculptural light fixture. A soft area rug lies underfoot, complemented by a cozy propane fireplace with a rounded design. Large glass doors open to a view of the backyard.
Home in Livingston Manor
4.97 out of 5 average rating, 115 reviews

Luxe & Modern farmhouse | House of Jane West

Imagine Morticia Addams vacationed in Scandinavia - worked remotely with fast streaming wifi, and then influenced the design of a 1920’s farmhouse in Upstate New York to function both as a remote worker’s dream and an NYC office worker's ideal getaway weekend. In our case, Morticia Addams is known as Jane West, and she was the inspiration for our first weekend home.

Guest favorite
A sunlit living area features a modular sofa adorned with dark cushions, complemented by two vibrant orange tables. A freestanding black propane stove adds warmth, while light-colored wood accents and beams create a minimalistic aesthetic. A cozy rug lies beneath, enhancing the inviting atmosphere.
Home in Kerhonkson
4.98 out of 5 average rating, 329 reviews

Cook House, Modern Cottage with Hot Tub

Cook House is a renovated Catskills cottage by Reset Club — featured in Vogue, Curbed, and Remodelista. Made for weekends where dinner matters, records are on, and the evening takes its time. Professionally laundered Parachute linens, Wonder Valley bath products, and Sonos throughout. One of four Reset Club properties in the Catskills.

Top guest favorite
Home in Liberty
4.99 out of 5 average rating, 126 reviews

Creekside Retreat•Fire Pit•Game Room•Dog Friendly

A creekside Catskills retreat for families, friends, and dogs. Spend your days exploring the private creek and swimming hole, and your evenings around the fire pit while the kids enjoy ping pong and shuffleboard. • Private creek & swimming hole • Sleeps 8 • Game room • Fire pit & deck • 10 min to Livingston Manor • Dog friendly

Popular amenities for Smallwood house rentals

When is the best time to visit Smallwood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$56,252 GYDG$42,869 GYDG$39,732 GYDG$39,314 GYDG$64,199 GYDG$41,405 GYDG$57,716 GYDG$62,735 GYDG$54,997 GYDG$49,770 GYDG$57,507 GYDG$58,134 GYD
Avg. temp-2°C-1°C3°C10°C16°C21°C23°C22°C18°C12°C6°C1°C
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