
House holiday rentals in Smallwood
Find and book unique houses on Airbnb
Top-rated house rentals in Smallwood
Guests agree: these houses are highly rated for location, cleanliness and more.

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

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.

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!

Modern Catskills Retreat•10 Acres•Hot Tub•Firepit
Welcome to a dream escape, tranquil 3-bedroom modern home that's less than 1-mile off the Delaware River! Built in 2023 and nestled on 10+ acres of pristine countryside delivering peace, quiet and privacy. This exceptional retreat seamlessly combines rustic charm with contemporary luxury, guaranteeing an unforgettable stay. The home features 3 furnished bedrooms sleep up to 7 (3 queen beds, 1 w/ trundle) + a spacious entertainment room flowing directly from the kitchen ideal for hosting.

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.

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.

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.

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.

Cozy farmhouse & stunning views on 135 acres
A gorgeous, spacious and secluded retreat with a fabulous swimming/skating pond and two wood-burning stoves surrounded by 135 acres of meadow and hiking trails, and a short jaunt to miles of untouched wilderness. This 160-year-old farmhouse is super cozy in winter and can easily accommodate large groups but offers plenty of privacy. The place has it all but don't take our word for it - read the reviews and check out the pictures!

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

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.

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.
Popular amenities for house rentals in Smallwood
House rentals with a pool

Private Retreat w/Pool, Hot Tub & Fire Pit, 6 BR

The Green Light Lodge- minutes to beach & skiing!

Design Farmhouse w/ Pool + Firepit | Hudson Valley

Lakeside Oasis

Mid Century Mod 5-Bed, Pool OPEN!, Dogs Welcome

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

Private Game house-Basketball*Hot Tub*Jacuzzi*Gym

Trout fishing on the Delaware
Weekly house rentals

Cozy Cottage in Sullivan County Catskills

Forest Art House • Spacious • Hot tub • Firewood

Luxury Mountain Retreat with Panoramic Vista Views

Hot Tub·Sauna·Vinyl-OPEN Memorial Wknd-Catskills

Lakefront A-Frame w/ Hot Tub & Game Room!

Groovy Getaway at Bethel Woods

Cozy home Upstate

3BR Catskills Getaway Retreat!
Private house rentals

Delaware River Hideaway

nature & wellness cabin | hot tub + sunroom cinema

Lunar Lounge • 6 acres • Fireplace • Pet Friendly

Forest View

Catskill Mountains Forest Nest for 2

Accord River House

Lakefront Home on Woodstock Way

Cozy, Catskills Getaway in the Country - 2 hrs NYC
When is the best time to visit Smallwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $341 SGD | $260 SGD | $241 SGD | $239 SGD | $390 SGD | $251 SGD | $350 SGD | $381 SGD | $334 SGD | $302 SGD | $349 SGD | $353 SGD |
| 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 |
Quick stats about house rentals in Smallwood

Total holiday rentals
Explore 20 holiday rentals in Smallwood

Nightly prices starting at
Smallwood holiday rentals start at $178 SGD per night before taxes and fees

Verified guest reviews
Over 920 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Smallwood holiday rentals include wifi 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!
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- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Elk Mountain Ski Resort
- Bethel Woods Center for the Arts
- Montage Mountain Resorts
- Bushkill Falls
- Camelback Snowtubing
- Minnewaska State Park Preserve
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Aquatopia Indoor Waterpark
- Plattekill Mountain
- Brotherhood, America's Oldest Winery
- Hunter Mountain Resort
- Mount Peter Ski Area
- Promised Land State Park
- Bear Mountain State Park
- Shawnee Mountain Ski Area
- Wawayanda State Park
- Storm King Art Center
- Pocono Mountains
- Opus 40





