
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 $191 SGD 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.

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.
5.0 out of 5 average rating, 121 reviews
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
4.93 out of 5 average rating, 176 reviews
Hot tub, fire pit, and quirky design
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.
4.94 out of 5 average rating, 116 reviews
Game Room, 20 Acres, Oversized Rooms
The Modern Retro Ranch is a sprawling 1 story house - funky and modern with a touch of 60s style. Outdoor hot tub. 20 private acres with no neighbors in sight. The living room, kitchen and dining rooms are oversized with multiple gathering areas. Grill, large firepit, linens, towels included. Close to Bethel Woods and many local attractions *see below. Fast Wifi. Enhance your trip with our recommendations: private chef, masseuse, yoga. More amenities are in the works for the near future
4.92 out of 5 average rating, 219 reviews
9BR Log Cabin Home w/ Hot Tub & Swimmable Pond
New Pool added Summer 2026! Enjoy this spacious 9 bedroom log cabin home for large gatherings on 30 acres w/ a swimmable 1 acre private pond and a new hot tub. Perfect for multiple families and large groups with a total of 23 beds! No frat parties or other excessive parties allowed. There are multiple places to gather- The main floor open concept living room, the second living room on the main floor, the basement lounge area, the arcade, and wrap around porches with seating.
4.86 out of 5 average rating, 118 reviews
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.
4.93 out of 5 average rating, 247 reviews
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.
4.95 out of 5 average rating, 107 reviews
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.
4.93 out of 5 average rating, 158 reviews
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 two cozy love seats. 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 downstairs unit is a quiet residential tenant and the upstairs is the Zen Crystal Cove. There are no shared spaces other than the driveway!
4.97 out of 5 average rating, 105 reviews
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.
4.94 out of 5 average rating, 112 reviews
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.
4.91 out of 5 average rating, 270 reviews
Peaceful Escape • Hot Tub • Fire Pit • Views
Escape to your own private guesthouse retreat in the countryside with wide-open land, beautiful sunset views, a hot tub, fire pit, and room to unwind. Just minutes from Bethel Woods, it's the perfect place for a quiet getaway, weekend reset, or relaxing Catskills escape.
4.83 out of 5 average rating, 135 reviewsPopular amenities for house rentals in Smallwood
House rentals with a pool

Golf Sim! Hot Tub/Game Room/Cinema 2 Kings
4.99 out of 5 average rating, 146 reviews
Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm
4.89 out of 5 average rating, 183 reviews
Luxe modern A Frame, Hot tub and new heated pool
4.97 out of 5 average rating, 120 reviews
Spacious Catskills Farmhouse on over 5 acres!
4.91 out of 5 average rating, 127 reviewsA Very Cozy House With a Very Big Yard
4.94 out of 5 average rating, 414 reviews
Pocono fun, hiking, hot tub, sauna, games, playgr
4.9 out of 5 average rating, 109 reviews
Hot Tub • Game Room • Fire Pit •Lake Wallenpaupack
4.92 out of 5 average rating, 113 reviews
HillTop Manor-Spacious 6BR+PS5+FirePit+Pool Table
4.88 out of 5 average rating, 129 reviewsWeekly house rentals

Creekside Retreat•Fire Pit•Game Room•Dog Friendly
4.99 out of 5 average rating, 138 reviews
Delaware River retreat
4.94 out of 5 average rating, 207 reviews
Stunning Passive Solar Cabin on 135 acres & pond
4.93 out of 5 average rating, 251 reviews
Luxe & Modern farmhouse | House of Jane West
4.97 out of 5 average rating, 121 reviews
Hot Tub * Game / Media Level * Quiet Lakefront
4.93 out of 5 average rating, 149 reviews
Luxury Lakefront Estate | Private Beach & Spa
4.94 out of 5 average rating, 195 reviews
Modern Catskills Lakehouse
4.98 out of 5 average rating, 43 reviews
Vinyl Pines · Architect Cabin, Hot Tub + Sauna
4.96 out of 5 average rating, 52 reviewsPrivate house rentals

Cozy Creek House
4.91 out of 5 average rating, 79 reviews
True Lakefront Smallwood Retreat
5.0 out of 5 average rating, 4 reviews
Lakefront Villa! Sleeps 14, Hot tub, boats!
4.88 out of 5 average rating, 58 reviews
Hill Studio - Epic Views, Movie Nights
4.97 out of 5 average rating, 71 reviews
Reverie Forest - A Modern Catskills Retreat
4.98 out of 5 average rating, 46 reviews
Blissful Bluebird (Sullivan County Catskills)
5.0 out of 5 average rating, 14 reviews
Stylish Mountain Retreat, 22 Acres, Outdoor Sauna
4.97 out of 5 average rating, 65 reviews
Starlight House - Swinging Bridge Lake
4.79 out of 5 average rating, 33 reviewsWhen is the best time to visit Smallwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $343 SGD | $262 SGD | $242 SGD | $287 SGD | $263 SGD | $291 SGD | $352 SGD | $383 SGD | $336 SGD | $304 SGD | $351 SGD | $355 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 |
Destinations to explore
- New York Holiday rentals
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- Niagara Falls Holiday rentals
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- Portland Holiday rentals
- Mississauga Holiday rentals
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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
- Mountain Creek Water Park
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Brotherhood, America's Oldest Winery
- Harriman State Park
- Mount Peter Ski Area





