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$31,374 GYD per night before taxes and fees

  • Verified guest reviews

    Over 960 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 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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Superhost
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
4.94 out of 5 average rating, 175 reviews

1913 Love Shack Cheap week2miles from Bethelwoods

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
An open backyard is surrounded by tall trees, providing privacy and a natural setting. A circular fire pit is centered within a circle of six dark Adirondack chairs, inviting relaxation and gatherings. The well-kept lawn features lush green grass, enhancing the tranquil atmosphere.
Home in Monticello
5.0 out of 5 average rating, 118 reviews

Cozy Catskills Chalet • Fire Pit • Covered Deck

Stylish, newly renovated Catskills chalet near Bethel Woods Center for the Arts. Walk to White/Kauneonga Lake, lakefront dining, and a boat launch. Unwind by the fire pit, grill on the covered deck, or enjoy the spacious backyard with a playground, sports gear, and apple trees. Inside, relax with vinyl records, board games, puzzles, and a fully stocked kitchen. Close to hiking trails, ski resorts, the Delaware River, and charming nearby towns. Perfect for families, couples, and concert weekends.

Guest favorite
Home in Narrowsburg
4.93 out of 5 average rating, 243 reviews

3BR/2BA • Private Pool & Hot Tub Near Bethel Woods

A modern 3BR/2BA Catskills retreat with a private pool, hot-tub and fireplace. 10 mins away from Narrowsburg's shops and restaurants as well as Delaware River access for swimming and hiking. 15 mins to Bethel Concerts. Perched on a hill, offering scenic views and serenity- a true getaway destination. Enjoy modern decor, premium bedding, AC, fast Wi-Fi, and purest water that you’ll find. Swim, grill, play ping-pong, darts, star gaze. Pool season ends 9/14th. Hot tub is always open.

Guest favorite
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
4.92 out of 5 average rating, 180 reviews

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.

Superhost
Home in Swan Lake
4.95 out of 5 average rating, 106 reviews

Bethel Woods Escape: Private Oasis with Hot Tub

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 with a private hot tub waiting to host your next adventure.

Top guest favorite
Home in Narrowsburg
4.93 out of 5 average rating, 150 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, 431 reviews

Peaceful creekside retreat near Livingston Manor

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.

Guest favorite
Home in Mongaup Valley
4.98 out of 5 average rating, 98 reviews

Zen Crystal Cove

Come stay in our two bedroom second floor paradise. Fully stocked kitchen with everything you need and a cozy living room with a massage recliner, love seat and vintage rocking chair. Bedrooms each have a king size bed, dresser and closet. Enjoy our crystal decor and good vibes. Note: This house has two separate units - the Zen Terrarium and Zen Crystal Cove. There may be guests in the other unit during your stay

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, 109 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.

Guest favorite
An inviting living space features a leather sofa and armchair positioned near a unique stone-carved fireplace. A handmade dining table, complemented by high stools, is set on a wooden floor. Natural light filters through an oversized window, enhancing the atmosphere of the studio.
Home in Kerhonkson
4.91 out of 5 average rating, 1101 reviews

Art Studio in the Gunks | Sauna + Forest Views

A peaceful forest retreat handcrafted by local artists. This spacious studio features a custom stone fireplace, original art, a handmade dining table, and a huge window overlooking the trees. Enjoy the private outdoor barrel sauna, outdoor shower, bamboo floors, and a Casper mattress for deep rest. Perfect for hikers, creatives, and anyone needing to slow down and reconnect.

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, 119 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
The living area features large windows that allow natural light to fill the space, complemented by a wood-burning stove. A cozy gray sofa and rustic chairs surround a circular wooden coffee table, while a textured area rug adds warmth to the hardwood floor.
Home in Monticello
4.91 out of 5 average rating, 267 reviews

Dancing Feather: Cozy Lake-Front A-Frame Chalet

Sunlight pours into every room at this delightful lake front A-frame cabin. Enjoy a cozy fireside dinner with friends or an evening under the stars with warm blankets provided. Appreciate the quiet and tranquility that is found here on the lake. Create unforgettable memories at this peaceful lake front home.

Popular amenities for Smallwood house rentals

When is the best time to visit Smallwood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$56,265 GYDG$42,878 GYDG$39,741 GYDG$47,061 GYDG$43,087 GYDG$47,689 GYDG$57,729 GYDG$62,749 GYDG$55,010 GYDG$49,781 GYDG$57,520 GYDG$58,147 GYD
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