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 ﺩ.ﺇ514 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, 170 reviews

1913LoveShack Memorial Day open avoidfuture regret

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

Superhost
A spacious living room is highlighted by a large sectional sofa and a cozy wood-burning fireplace. A decorative wall of stacked firewood complements the natural light streaming through a large window. A soft area rug adds warmth to the modern design, inviting relaxation.
Home in Jeffersonville
4.9 out of 5 average rating, 117 reviews

Maple House Picturesque Catskills Getaway +Hot Tub

Maple House is a renovated mid century modern Catskills home. Nestled on 6 private acres the house is perched upon a hill providing perfect seclusion despite being an easy walk into Jeffersonville and a quick ride into Callicoon, Livingston Manor, Roscoe, Narrowsburg, Bethel and Catskill Park. The comfortable living space features a fireplace, record player, home theater and lots of spaces to relax.The grounds offer an outdoor deck, hot tub, a fire pit, hammocks plus forested acres to explore.

Guest favorite
Home in Livingston Manor
4.92 out of 5 average rating, 172 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.

Top guest favorite
A view of the exterior of the property is framed by lush greenery, featuring a stone wall with a potted plant. Beyond, expansive views of the lake and surrounding mountains are visible beneath a clear sky.
Home in Sterling Forest
5 out of 5 average rating, 211 reviews

Spectacular Lake Views from Every Room & Garden

Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

Guest favorite
A serene lake house is nestled among tall trees beside a calm body of water. A grassy area extends from the house towards the lakeside, with outdoor seating arranged on the lawn. The home features large windows, inviting natural light into the living space.
Home in Bethel
4.89 out of 5 average rating, 493 reviews

In the clouds your cozy- lake house

Cozy lake house in Catskill,only 2 hrs away from NYC.The property has 2 Bedroom 1-1/2 baths & sleeps 4-6 people. Guest can enjoy kayaking fishing in property.The property is close proximity 2 downtown Jeffersonville & Bethel-Woods Center for Arts (Historic Site of the 1969 Woodstock Music & Art Fair).Nearby attractions ~ Villa Roma Resorts,Resort World Casino, Kartrite Resort & Water park & Holiday Mountain Ski resort.Visit local farms and Catskill brewery

Top guest favorite
The sunken living room features a mix of modern furnishings, including a cozy sofa and an iconic lounge chair. Large windows provide natural light, showcasing the wood-beamed ceiling and a stone fireplace with a stacked wood supply nearby.
Home in Liberty
4.99 out of 5 average rating, 121 reviews

Stone Creek House: A Tranquil Family Getaway

Welcome to Stone Creek House, a creekside, family retreat made for gathering and unhurried days. Ten minutes from Livingston Manor, a light-filled home offers both comfort and charm. The property features a private creek, a large deck with ample seating, a grill and field for games. Inside, you’ll find a game room and a two-sided fireplace that warms both the living + dining rooms. Stone Creek House is a place to slow down, spread out, and settle in.

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, 411 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 Bethel
4.96 out of 5 average rating, 103 reviews

Bethel Woods Escape: Private Oasis w/ Fire Pit

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.

Guest favorite
A modern kitchen features sleek white cabinetry and stainless steel appliances, including a gas stove and refrigerator. A black island is enhanced by a minimalist pendant light above, while natural light floods in through large windows, illuminating a simple green plant centerpiece.
Home in Kerhonkson
4.97 out of 5 average rating, 182 reviews

ENTER HOME - Minimalistic style warm & inviting

ENTER our HOME with an inviting comfortable setting filled with natural light and clean lines inspired by Nordic Design. Full new kitchen with all Bosch appliances including washer and dryer. Our home is designed to embrace the beautiful nature around you and to bring peace and comfort to your stay. ENTER HOME is great for individuals, couples, or families with kids. AC in both bedrooms only

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
4.96 out of 5 average rating, 110 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.

Top guest favorite
Home in Narrowsburg
4.9 out of 5 average rating, 113 reviews

Modern Secluded Retreat

Discover a secluded paradise on 11+ acres with a stream, pond, and woods. This private Airbnb features a one-bedroom with a king bed, a large bathroom, open-plan living area, and a deck with stunning views. The property includes a game room/studio with heated floors for yoga or fitness, plus a 1/2 bath. Perfect for nature lovers seeking tranquility and comfort.

Guest favorite
Home in Narrowsburg
4.94 out of 5 average rating, 233 reviews

6-Acre Narrowsburg Estate: Private Pool, Hot-Tub

A modern 3BR/2BA Catskills retreat on 6 acres with a private pool, hot-tub and fireplace. 10 mins away from Narrowsburg's Town Center with shops and restaurants, this house is perched on a hill, offering serenity and scenic views. Enjoy modern decor, premium bedding, AC, and fast Wi-Fi. Pool season for 2026: May 22nd - Sept 14th. Hot tub is always open.

Popular amenities for Smallwood house rentals

When is the best time to visit Smallwood?

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Avg. priceﺩ.ﺇ771ﺩ.ﺇ764ﺩ.ﺇ687ﺩ.ﺇ690ﺩ.ﺇ1,127ﺩ.ﺇ727ﺩ.ﺇ1,014ﺩ.ﺇ1,102ﺩ.ﺇ966ﺩ.ﺇ874ﺩ.ﺇ1,010ﺩ.ﺇ1,021
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