
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$31,417 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.

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

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.

Stylish river town escape with hot tub + fire pit
Kick back and relax in this calm, stylish space. A designer renovated 1920s cottage in the Catskills on a windy road near the Delaware River. Hideaway 2 hours from NYC and short drive to restaurants and retail in Barryville, Narrowsburg & Callicoon. This cottage hosts 2 bedrooms, open living, dining and kitchen, a bathroom with a rain shower and a mudroom with laundry. The larger bedroom features a workspace. The yard is now fully fenced, has a BBQ grill, fire pit, outdoor dining and hot tub.

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.

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.

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.

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.

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

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.

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.

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.

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
House rentals with a pool

9BR Log Cabin Home w/ Hot Tub & Swimmable Pond

Private Countryside Retreat with Pool & Hot Tub

Pocono heated pool, hot tub, sauna, games, playgr.

Mountain Creek retreat PH w/pool & hot tub

Golf Sim! Hot Tub/Game Room/Cinema 2 Kings

Luxury Villa w Lake View & Private Heated Pool

Spacious Catskills Farmhouse on over 5 acres!
A Very Cozy House With a Very Big Yard
Weekly house rentals

Woodsy Retreat, Sunny Home with Paths and Stream

Catskills Barn House @ Smallwood / Bethel Art Center

Luxury Mountain Retreat with Panoramic Vista Views

10 Min from Bellayre! Gingerbread House!

ENTER HOME - Minimalistic style warm & inviting

Modern Catskills Lakehouse

Architect's Hudson Valley Home in the Woods

Paradise in the Catskills
Private house rentals

Forest Art House • Spacious • Hot tub • Firewood

Wellness Retreat w/ Hot Tub, Gym, Cold Plunge

NEW: Sunny Modern Home in Narrowsburg

Private Forest Getaway • Fire Pit • Bethel Woods

Luxe Gabel Farmhouse | Fire Pit & Country Views

Custom Designed Catskills Retreat - Guest Favorite

Hill Studio - Epic Views, Movie Nights

Reverie Forest - A Modern Catskills Retreat
When is the best time to visit Smallwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$56,341 GYD | G$42,937 GYD | G$39,795 GYD | G$47,126 GYD | G$43,146 GYD | G$47,754 GYD | G$57,808 GYD | G$62,834 GYD | G$55,085 GYD | G$49,849 GYD | G$57,598 GYD | G$58,226 GYD |
| Avg. temp | -2°C | -1°C | 3°C | 10°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 6°C | 1°C |
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- Hunter Mountain
- Mountain Creek Resort
- Bushkill Falls
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Montage Mountain Resorts
- Elk Mountain Ski Resort
- Minnewaska State Park Preserve
- Camelback Snowtubing
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Promised Land State Park
- Aquatopia Indoor Waterpark
- Mohonk Preserve
- Plattekill Mountain
- Storm King Art Center
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Brotherhood, America's Oldest Winery
- Mountain Creek Water Park
- Harriman State Park
- Storm King Art Center





