
Family-friendly holiday rentals in Smallwood
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Top-rated family-friendly rentals in Smallwood
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Cozy Lake Cabin with fireplace - Pets Welcome
Spot deer daily at this cozy nature lovers getaway. This Smallwood cabin has a fun colorful retro vibe and can sleep up to 4 people. Pets are welcome. Located just minutes walk to mountain lake, 10 mins to Bethel Woods Center for the Arts, 20 mins to Narrowsburg, Barryville, Livingston Manor and many other cute towns. Large fenced in backyard with woodsy views and outdoor fire pit, large deck with bbq, fully equipped kitchen. Cozy indoor fireplace, smart TV with netflix, workspace, fast wifi.

Comfortable Catskill Cabin minutes to Bethel Woods
Comfortable, private home very close to Bethel Woods on a quiet dead-end street in a desirable mountain lake community. Two bedrooms & a loft, WiFi, heat/AC, deck with BBQ grill, picnic table & fire pit. In the heart of the Sullivan County Catskills centrally located to the many attractions this vacation recreation area has to offer: site seeing, concerts, hiking, camping, skiing, breweries/wineries, boating, parks, antiquing, casinos, wedding venues, museums, Delaware River, hunting/fishing etc

Beautiful & Secluded Streamside Catskills Cabin
Private & secluded Smallwood cabin sleeps 6. Central A/C. Park & Hear the stream flowing when you pull up. Large great room with fireplace & windows overlooking backyard stream. 1 master bedroom, 1 separate guest room, 1 open sleep loft (2 twin beds) Enjoy evenings on the deck, or by the outdoor fire pit listening to the stream that leads to a small waterfall. Enjoy the swim pit right in your backyard! Outdoor Shower! Close to Bethel Woods, hiking & White Lake dining & Toronto Reservoir

8B Lakeview Duplex New Cabin WiFi - AC- Cable TV
Just Steps to the Sparkling Lake, from this Brand new 100 year old Cabin, set up like a Hotel Room Featuring Private entrance, 2 Queen size beds a deck, BBQ, fire pit, Guest controlled Heat and Air Conditioning, Cable TV, WIFI and Phone. .Row Boats, Kayaks and Canoes available for Guests use on the lake free of charge .120 Acres of Nature trails for Hiking ( Trails closed During Hunting Season, Oct1 to Jan 1 ) .Located Approx. 5 Miles from Bethel woods Concert Center (Woodstock 1969)

chic 'treehouse' with pedal boat, hot tub,fire pit
Escape to The Treehouse Bungalow – part of the @boutiquerentals_ collection. This 1930s Arts & Crafts cabin combines Scandi-chic style with modern comfort, offering treehouse views, a hot tub, fire pit, BBQ & work-from-home den. Guests can paddle White Lake with our pedal boat or explore nearby lakes with the SUPs. Enjoy fall foliage hikes & drives, Bethel Woods Center for the Arts, the Woodstock site, apple orchards, breweries, art galleries & charming towns like Callicoon & Livingston Manor.

Cozy cabin near Bethel Woods/ Toronto Reservoir
Birmwood is country living at it's best, less than 2 hrs. From NYC! Rustic interior with wood stove and over an acre of woods to enjoy, you can get lost in the peacefulness of Smallwood right in your own backyard. 2 bedrooms with queen size beds, this cabin sleeps 4. Enjoy the private deck, fire pits, hammock, grill & wildlife. There is no access to the nearest Lake or beach but Lake Superior, Toronto Res, Swinging Bridge, are all close. Bethel Woods-original site of WOODSTOCK is 3 miles away!

Lakeside Studio on White Lake
This lovely studio rests on the shore of the beautiful Kauneonga Lake. The newly renovated interior creates a warm and relaxing space to take in the amazing sunset views over the lake. The studio is part of a larger building but has private rear yard access, all other spaces are on the road side. Located on Restaurant Row and just a few minutes away from the Historic Bethel Woods Center for the Arts (Home of the original Woodstock). * In the summer months we have boat slips directly in front.

Cozy Catskills Cabin
Give yourself time away from the city and closer to nature. Go for a hike, a dip in the lake, or simply relax, take your shoes off and put a good record on. Casa Smallwood got its name from the hamlet of Smallwood, a quaint community of cabins from the 30's and 40's, nestled less than 2 hours from NYC. We're only 7 minutes away from BethelWoods Arts Center, the original site of the 1969 Woodstock Festival. Come stay with us and surround yourself with beautiful trees, lakes, love and peace.

Canoe•Fireplace+Pit•Renovated & Chic•Fall Foliage
Escape to The Original Bungalow, part of the @boutiquerentals_ collection—a newly renovated Scandi-chic retreat just 2 hours from NYC. Paddle the canoe or SUPs on the lake, take in the vibrant fall foliage as you stroll to the local waterfall or forest trails, or visit Bethel Woods Center for the Arts, Woodstock site, apple orchards, breweries, art galleries & charming towns like Callicoon & Livingston Manor. By night, gather at the fire pit or cozy up by the fireplace with a book or movie.

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.

Catskill Getaway Suite
Our guest suite has a private entrance adjacent to the main house with a kitchen , living room, bedroom with a full bed and full bath. Also a porch with patio furniture, a charcoal BBQ and 50 acres to explore. We supply sheets, towels, kitchenware, coffeemaker, TV, internet, Wi-Fi and AC. A great getaway for 2 adults. 20 min. from Bethel Woods for concerts, 30 min. to Resorts World Casino. All are welcome. Rainbow friendly. No smoking, children, pets or animals.

Cozy Lakeside Cabin by Bethel Woods & Casino
This is a 1000 square-foot, two-bedroom log cabin with a sleeping loft. I prefer groups of 4 or less but may accommodate more for an extra fee. Enjoy the new fire pit out back on a cold night or play some Pac Man on the new standing arcade indoors. Plenty of board games are available and my kitchen is stocked with spices and cookware. Walk Mountain Lake, which sits across the street and spans exactly 2 miles around. Or just get some R&R - my beds are so comfy!
Popular amenities for Smallwood family-friendly rentals
Family-friendly home rentals with a hot tub

Summer Spa on a Cascading Brook - The Water House

Lakefront Escape • Hot Tub • Kayaks • Firewood

the tree house, by camp caitlin

Magical Lake House-Hot Tub-Deck-Outdoor Kitchen

Riverfront Cabin on the Delaware

Chic Cabin on Callicoon Creek

Art House Bird Sanctuary at EBC Sculpture Park

Catskills Cabin, Hot Tub, Wood Stove, King Bed
Family- and pet-friendly home rentals

Remote Waterfall Cabin at Swiftwater Acres

Delaware River Cottage

Leaf Peeper Luxxe Lakeside

Romantic Agrihood Getaway Bungalow-Fireplace/WiFi

Tiny like “A” frame cabin with alpacas

Catskill mountain getaway

Yurt at the farm!

Paradise in the Catskills
Family-friendly home rentals with a pool

Stunning Mountain Cabin w/ Pool & Hot Tub

Private Country Getaway

Romantic Log Cabin W/ Hot Tub, Fire Pit, Projector

Appalachian Lodge Top Floor w/views

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

Bella Cottage w/Cozy Fireplace & BBQ, Fall Getaway

Luxury Tiny House near Honesdale

Modern House with Hot-Tub and Fireplace
Quick stats about holiday rentals that are family-friendly in Smallwood
Total rentals
80 properties
Nightly prices starting at
$108 AUD before taxes and fees
Total number of reviews
4.6K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wi-Fi availability
80 properties include access to Wi-Fi
Destinations to explore
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- Cabin rentals Smallwood
- Rentals with a patio Smallwood
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- Pet-friendly rentals Smallwood
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- Rentals with a fire pit Smallwood
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- House rentals Smallwood
- Rentals with a fireplace Smallwood
- Family-friendly rentals Sullivan County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Kalahari Resorts
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Belleayre Mountain Ski Center
- Montage Mountain Resorts
- Minnewaska State Park Preserve
- Delaware Water Gap National Recreation Area
- Elk Mountain Ski Resort
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Sunset Hill Shooting Range
- Aquatopia Indoor Waterpark
- Promised Land State Park
- Brotherhood, America's Oldest Winery
- Hudson Highlands State Park
- Camelback Snowtubing
- Walkway Over the Hudson State Historic Park
- Ringwood State Park
- The Country Club of Scranton
- Villa Roma Ski Resort
- Wawayanda State Park
- Sterling Forest State Park