
House holiday rentals in Smallwood
Find and book unique houses on Airbnb
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 £112 per night before taxes and fees

Verified guest reviews
Over 960 verified reviews to help you choose

Family-friendly holiday rentals
20 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!
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

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.

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!

Cooley Mountain House *Hot Tub*
Remove the walls between you and nature in this spacious, vaulted and sun-drenched getaway. Nestled along a mountain stream on a quiet country road in the heart of the western Catskills, this fully redesigned house blends modern comforts with rustic styling, offering you and your guests an open invitation to kickback, “work from nature” or keep playing til sunrise. Under two hours from NYC, and less than 15 minutes from Livingston Manor, Cooley Mountain House keeps everything within reach.

River House at Trout Town Farms
Fully furnished River House with private access to the famous Beaverkill River Lower Mountain Pool. You can walk through a real working farm as well as taste the seasonal harvest when available. Here you can take a farm tour and visit with our resident animals, including alpacas, Nigerian dwarf goats, rabbits, and chickens. Whether it's fishing, relaxing by the fire, or sitting on the patio listening to the river, this farmhouse offers a peaceful retreat for the whole family to stay.

Gorgeous Waterfront w/ Hot Tub and Game Level
Hi, I’m Anna. I’m so glad you’re here, and I’d love to welcome you to Jay’s Big Sky! Here are a few things I think you’ll especially enjoy about the house. Highlights - You’ll love the: • Location - quiet, waterfront position on 27 acre lake • Hot tub (all year) - a relaxing treat after hiking, skiing, or exploring • Family-perfect layout - 2 levels, with full game / media level • Fast WiFi & dedicated workspace - ideal for remote work • Kayaks and life-vests - for safe water fun!

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.

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.

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.

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.

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 house rentals in Smallwood
House rentals with a pool

Mountain Creek retreat PH w/pool & hot tub

Villa della Collina

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

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

Luxury Villa w Lake View & Private Heated Pool

Trout fishing on the Delaware

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

Catskills Retreat / Sauna/ Hot Tub/Bethel Woods

Delaware River retreat

Catskills Barn House @ Smallwood / Bethel Art Centre

Lake Ridge Bungalow w/ outdoor SAUNA

Modern Catskills Lakehouse

Cook House, Modern Cottage with Hot Tub

Cutest Little House in Narrowsburg

Butternut Farm Cottage
Private house rentals

Catskills 4BR • Sleeps 8 • Fire Pit & Fireplace

Wellness Retreat w/ Hot Tub, Gym, Cold Plunge

Luxury Mountain Retreat with Panoramic Vista Views

Quiet Catskill Cottage Retreat

Private Forest Getaway • Fire Pit • Bethel Woods

Lunar Lounge • 6 acres • Fireplace • Pet Friendly

Forest View

Modern Cabin in the Woods
When is the best time to visit Smallwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £201 | £153 | £142 | £140 | £229 | £148 | £206 | £224 | £196 | £178 | £205 | £208 |
| 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 |
Destinations to explore
- New York City Holiday rentals
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- Family-friendly rentals Smallwood
- Rentals with beach access Smallwood
- Pet-friendly rentals Smallwood
- Cabin rentals Smallwood
- Rentals with a washing machine and dryer Smallwood
- Rentals with a firepit Smallwood
- Rentals with outdoor seating Smallwood
- Rentals with a patio Smallwood
- Rentals with lake access Smallwood
- Rentals with a fireplace Smallwood
- House rentals Sullivan County
- House rentals New York
- House rentals United States
- 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
- Promised Land State Park
- Pocono Mountains
- Aquatopia Indoor Waterpark
- Plattekill Mountain
- Brotherhood, America's Oldest Winery
- Hunter Mountain Resort
- Mohonk Preserve
- Storm King Art Center
- Mount Peter Ski Area
- Wawayanda State Park
- Storm King Art Center





