
House vacation rentals in Smallwood
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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$31,349 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.

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.

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.

3BR/2BA • Fireplace & Hot Tub Near Bethel Woods
Perched on a hill with fantastic views, this modern 3BR/2BA Catskills retreat is perfect for couples or small groups. Unwind in the hot tub, cozy up by the indoor fireplace, make s'mores by the outdoor fire-pit, or enjoy your evening cocktail by the additional gas fire-pit on the patio. Watch deer wander through the meadow, enjoy a game of ping-pong or darts. House offers stylish interiors and premium bedding. Check out our guide-book for activities in the area.

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.

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.

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

Luxe modern A Frame, Hot tub and new heated pool

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

Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm

Spacious Catskills Farmhouse on over 5 acres!

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

Stylish Chalet Getaway in the Poconos
A Very Cozy House With a Very Big Yard

Pocono heated pool, hot tub, sauna, games, playgr.
Weekly house rentals

Cutest Little House in Narrowsburg

Architect's Hudson Valley Home in the Woods

ENTER HOME - Minimalistic style warm & inviting

Lakehouse Getaway/Winter/Summer/Spring/Fall

Creekside Retreat•Fire Pit•Game Room•Dog Friendly

Vinyl Pines · Architect Cabin, Hot Tub + Sauna

Modern Catskills Lakehouse

Waterfront Getaway on Amazing Motor Boats Lake
Private house rentals

Custom Designed Catskills Retreat - Guest Favorite

Private Forest Getaway • Fire Pit • Bethel Woods

Hill Studio - Epic Views, Movie Nights

Blissful Bluebird (Sullivan County Catskills)

Waterfront Lake House Retreat with Kayaks & Bikes

Modern Artsy Peaceful Cabin w/BBQ nr Bethel & Hike

NEW: Sunny Modern Home in Narrowsburg

Forest View
When is the best time to visit Smallwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$56,219 GYD | G$42,843 GYD | G$39,708 GYD | G$47,023 GYD | G$43,052 GYD | G$47,650 GYD | G$57,682 GYD | G$62,698 GYD | G$54,965 GYD | G$49,740 GYD | G$57,473 GYD | G$58,100 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
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Montage Mountain Resorts
- Elk Mountain Ski Resort
- Minnewaska State Park Preserve
- Bethel Woods Center for the Arts
- Camelback Snowtubing
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Promised Land State Park
- Aquatopia Indoor Waterpark
- Storm King Art Center
- Plattekill Mountain
- Mohonk Preserve
- Peekamoose Blue Hole
- Mountain Creek Water Park
- Hunter Mountain Resort
- Brotherhood, America's Oldest Winery
- Harriman State Park
- Mount Peter Ski Area





