
Family-friendly holiday rentals in Smallwood
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Top-rated family-friendly rentals in Smallwood
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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.

renovated–hot tub–lake access+pedal boat–cozy+chic
Escape to @boutiquerentals_' The Treehouse Bungalow – a cozy renovated 1930s Arts & Crafts cabin with hot tub, fire pit, mountain/treehouse views, Scandi-chic decor, picnic table & BBQ. Just 2 hours from NYC in the Catskills with seasonal lake access, pedal boat & paddle boards, waterfall, forest trails & proximity to Delaware River tubing/rafting. Visit antique shops, Bethel Woods Center for the Arts, Kartrite Waterpark, breweries & charming towns like Callicoon, Narrowsburg & Livingston Manor.

The Waterfall Casita: A-frame with 30ft Waterfall
Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

Fireplace—Chic & Renovated—Fire Pit—Canoe & SUPs
'The Original Bungalow,' part of the @boutiquerentals_' collection, is a Scandi-chic renovated bungalow surrounded by stunning trees. Located only 2 hours from NYC, Smallwood is a destination in itself: walk along the lake or waterfall, or take the canoe or SUPs for a paddle (seasonal). Nearby are Bethel Woods Center for the Arts, breweries, Livingston Manor & cute Delaware River towns with dining+shopping. In the evening, unwind by the fire pit or curl up by the fireplace with a book or movie.

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

Hot Tub, Playground, 3 Acres, and Much More!
Relax with the whole family at this peaceful cottage in the trees 5 minutes from Bethel Woods - check out their upcoming events! Recently renovated cottage with hot tub, an electric fireplace, washer and dryer, dishwasher, and smart TVs. Family-friendly features include a baby gate, potty training seat, high chair, toddler-safe bunk beds, and toys Outdoor features include 2 fire pits, trampoline, jungle gym, basketball hoop, walking path, stream w/ waterfall, and 3 acres of woods to explore

BirchRidge A-Frame: Sauna/Firepit/King Bed/7 Acres
Nestled in the Catskills Forest, less than 2 hrs from NYC, you'll find Birch Ridge A-frame! This gorgeous 2-bedroom cabin is set on 7 private acres with hiking areas and a seasonal stream. Enjoy the wall of windows that creates a magical stay with breathtaking views. This is the perfect place to relax, sit in the barrel sauna, hike through the private forest, roast marshmallows over the fire, and soak up the sounds of nature. A space that’s made for creating memories that will last a lifetime!

Blue House | Cedar tub•BBQ•fire pit•stargazing
Nestled in the Catskills Mountain region, between the Delaware and Hudson Rivers in the community of Monticello. Insta @bluehouseofcatskills offers a year-round retreat away from the hustle and bustle of the city. Spectacular stary nights, wildlife in the backyard, hiking trails, swimming and skiing all a short drive away. The Blue House is a wonderful getaway for all to enjoy. Modern and contemporary design the Blue House offers comfortable king and queen bedrooms and a spacious living area.

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.

Cozy Cottage Retreat @ Deerview Cottages LLC
Welcome to Cozy Cottage Retreat where the deer and nature are plentiful. This charming cottage is perfect for a couples retreat and has been totally renovated. The studio style area, host a king size bed, spacious bathroom, laundry, full kitchen, reclining love seats and air conditioner. Smallwood is a Hamlet of Bethel, NY and is centrally located to a host of restaurants and attractions to include: Bethel Woods Summer Concerts, Resort World Casino, Kartrite Indoor Waterpark and Legoland.

Cozy Barn Cabin near Ski Mountain & Bethel Woods
1200 sq. ft Post & Beam 2 story Barn Cabin set on 18+ acres of property w/1250 ft. of rd frontage leading to this gem. Amish wood furniture and a wood burning stove. Open loft concept on 2nd floor offers 1 king bed, a trundle bed with 2 twins (sleeps 4), 1/2 bath & closet space. Downstairs offers kitchen, dining room, living room and full bath. Private park on property w/hammock, volleyball & basketball court, swing set, slide & playhouse, yard games (in house & shed) barbecue & firepit.

Cozy Catskills Lake Region Cabin in Smallwood
Welcome to this charming Catskills cabin in the hamlet of Smallwood, less than 2 hours from NYC! Relax and unwind surrounded by nature while still centrally located to many attractions. 10 minutes from Bethel Woods. Less than 10 minutes from White Lake with waterfront dining, boat and Jet Ski rentals. 20 minutes from Resorts World Casino, Kartrite indoor water park, Holiday Mountain Ski Resort. River tubing, Legoland, state parks, hiking, swimming, breweries and more!
Popular amenities for Smallwood family-friendly rentals
Family-friendly home rentals with a hot tub

Lakefront • Hot tub • Kayaks • Fire Pit • Fishing

Riverfront Retreat | Hot Tub, Firepit & Pool Table

Quiet Luxury in the Catskills | Riverfront Hot Tub

Gorgeous Waterfront w/ Hot Tub and Game Level

Guesthouse On old Farm. Hot tub, hiking, local ski

Wonder's Never Cease: Hot Tub, Sauna & Cold Plunge

Mural Art Cabin With Pond And Hot Tub

Lakehouse Getaway/Winter/Summer/Spring/Fall
Family- and pet-friendly home rentals

Chez Cochecton, a modern cabin in the Catskills

Remote Waterfall Cabin at Swiftwater Acres

Luxury Historic School House Cottage

Dreamy Catskills mountain getaway w/ yoga studio

Night Fox Catskills A-Frame Cabin w/ Barrel Sauna

Architect's Hudson Valley Home in the Woods

Paradise in the Catskills

The Cabin at Pleasant Valley Farm
Family-friendly home rentals with a pool

Mid-century A-frame nestled amongst the trees

Stunning Mountain Cabin w/ Pool & Hot Tub

Private Country Getaway

Cheerful 3-bedroom Cabin in the Woods with a pool.

Experience The Zen House

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

Bella Cottage w/Cozy Fireplace, Winter Getaway
Fenced & Salt Water Pool | Cozy Catskills Cottage
When is the best time to visit Smallwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $265 AUD | $271 AUD | $254 AUD | $235 AUD | $271 AUD | $251 AUD | $294 AUD | $310 AUD | $271 AUD | $267 AUD | $265 AUD | $277 AUD |
| 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 holiday rentals that are family-friendly in Smallwood

Total holiday rentals
Explore 80 holiday rentals in Smallwood

Nightly prices starting at
Smallwood holiday rentals start at $157 AUD per night before taxes and fees

Verified guest reviews
Over 4,740 verified reviews to help you choose

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Smallwood holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Smallwood rentals

4.8 Average rating
Smallwood stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with a fire pit Smallwood
- House rentals Smallwood
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- Rentals with a fireplace Smallwood
- Rentals with lake access Smallwood
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- Cabin rentals Smallwood
- Pet-friendly rentals Smallwood
- Rentals with a patio Smallwood
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- Family-friendly rentals Sullivan County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Elk Mountain Ski Resort
- Montage Mountain Resorts
- Bethel Woods Center for the Arts
- Bushkill Falls
- Camelback Snowtubing
- Minnewaska State Park Preserve
- Resorts World Catskills
- Delaware Water Gap National Recreation Area
- Sunset Hill Shooting Range
- Aquatopia Indoor Waterpark
- Shawnee Mountain Ski Area
- Hunter Mountain Resort
- Mount Peter Ski Area
- Plattekill Mountain
- Brotherhood, America's Oldest Winery
- Promised Land State Park
- Pocono Mountains
- Bear Mountain State Park
- Wawayanda State Park
- Opus 40
- Claws 'N' Paws




