
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$29,260 GYD 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.

1913 Love Shack2miles from Bethelwoods big jukebox
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

Serene Home in the Catskills Woods
Welcome to your countryside escape! Perched in the heart of scenic Sullivan County, Davos on the Hill is your serene home away from home—the ultimate retreat for hiking, rest, and recharging. We’ve curated a space that balances minimalist design with total comfort. Whether you’re whipping up a gourmet meal, ordering a local pizza for movie night, or gathering for board games by the fireplace, you’ll find everything you need right here. Slow down, breathe deep, and make some memories.

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.

Luxe modern A Frame, Hot tub and new heated pool
Experience the luxury of this black double A-frame, finished to the highest standards and nestled in the woods for ultimate privacy. The main bedroom features a soaring ceiling and spa-like en-suite with walk-in shower, tub, bidet, double sink, and heated floors. The sunny second bedroom also has an en-suite. Enjoy a chef’s kitchen, double-sided fireplace, hot tub, and a new pool available June. Pets must be disclosed and approved prior to booking.

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
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.

Secluded lakefront home With an EV charger
Welcome to your oasis on the Swiniging Bridge Reservoir! Only 90 minutes from NYC, but a world away. A complete glass wall facing the water allows guests to take in the views and sounds of a babbling brook that feeds into a motorboat lake. This brand new house sleeps 6 adults (or 4 adults and 3 children) and features a full kitchen, free WiFi, bedding, linens, and toiletries. A canoe and paddleboat are also available for your use!

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.

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.

Cook House, Modern Cottage with Hot Tub
Cook House is a renovated Catskills cottage by Reset Club — featured in Vogue, Curbed, and Remodelista. Made for weekends where dinner matters, records are on, and the evening takes its time. Professionally laundered Parachute linens, Wonder Valley bath products, and Sonos throughout. One of four Reset Club properties in the Catskills.

Creekside Retreat•Fire Pit•Game Room•Dog Friendly
A creekside Catskills retreat for families, friends, and dogs. Spend your days exploring the private creek and swimming hole, and your evenings around the fire pit while the kids enjoy ping pong and shuffleboard. • Private creek & swimming hole • Sleeps 8 • Game room • Fire pit & deck • 10 min to Livingston Manor • Dog friendly
Popular amenities for Smallwood house rentals
House rentals with a pool

Mountain Creek retreat PH w/pool & hot tub

Poconos Forest Oasis w Hot Tub, Backyard & Firepit

Private Dock/Indoor Pool/Sauna/Hot Tub - Sleeps 14

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

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

Trout fishing on the Delaware

Spacious Catskills Farmhouse on over 5 acres!
Fenced & Salt Water Pool | Cozy Catskills Cottage
Weekly house rentals

Catskills Barn House @ Smallwood / Bethel Art Center

Lake Ridge Bungalow w/ outdoor SAUNA

Beaver Lake Escape

Gorgeous Waterfront w/ Hot Tub and Game Level

Lakehouse Getaway/Winter/Summer/Spring/Fall

Cutest Little House in Narrowsburg

Butternut Farm Cottage

Parkston Schoolhouse
Private house rentals

Cozy Cardinal (Sullivan County Catskills)

Forest Art House • Spacious • Hot tub • Firewood

Starlight House - Swinging Bridge Lake

Luxury Mountain Retreat with Panoramic Vista Views

Private Forest Getaway • Fire Pit • Bethel Woods

Modern Catskills Lakehouse

Lunar Lounge • 6 acres • Fireplace • Pet Friendly

Luxury Non-Toxic Catskills Cabin: Sauna + Lake
When is the best time to visit Smallwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$56,221 GYD | G$42,845 GYD | G$39,710 GYD | G$39,292 GYD | G$64,163 GYD | G$41,382 GYD | G$57,684 GYD | G$62,700 GYD | G$54,967 GYD | G$49,742 GYD | G$57,475 GYD | G$58,102 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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- Rentals with outdoor seating Smallwood
- Family-friendly rentals Smallwood
- Rentals with beach access Smallwood
- Rentals with a fire pit Smallwood
- Pet-friendly rentals Smallwood
- Cabin rentals Smallwood
- Rentals with a fireplace Smallwood
- Rentals with a patio Smallwood
- Rentals with lake access Smallwood
- Rentals with a washer and dryer Smallwood
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- Hunter Mountain
- Mountain Creek Resort
- Bushkill Falls
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Montage Mountain Resorts
- Elk Mountain Ski Resort
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Camelback Snowtubing
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Pocono Mountains
- Promised Land State Park
- Aquatopia Indoor Waterpark
- Plattekill Mountain
- Brotherhood, America's Oldest Winery
- Hunter Mountain Resort
- Mohonk Preserve
- Mount Peter Ski Area
- Walkway Over the Hudson State Historic Park
- Storm King Art Center
- Wawayanda State Park





