
Family-friendly holiday rentals in Smallwood
Find and book unique family-friendly homes on Airbnb
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.

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!

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 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.

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.

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!

Unique Container Home w/ Hot Tub, Fire Pit & More!
Coined the "Eikonic Box" for its iconic look- you'll be amazed by the flying boxes with unique views of the gorgeous forest views. Escape the ordinary and immerse yourself in the modern comfort of this stylish 3-BR retreat. Designed with sustainability and creativity in mind, our container home offers a one-of-a-kind lodging experience for those seeking a blend of innovation & relaxation. Book today and experience the charm of container living! Message me for Q's

In the clouds your cozy- lake house
Cozy lake house in Catskill,only 2 hrs away from NYC.The property has 2 Bedroom 1-1/2 baths & sleeps 4-6 people. Guest can enjoy kayaking fishing in property.The property is close proximity 2 downtown Jeffersonville & Bethel-Woods Center for Arts (Historic Site of the 1969 Woodstock Music & Art Fair).Nearby attractions ~ Villa Roma Resorts,Resort World Casino, Kartrite Resort & Water park & Holiday Mountain Ski resort.Visit local farms and Catskill brewery
Popular amenities for Smallwood family-friendly rentals
Family-friendly home rentals with a hot tub

Lakefront • Hot tub • Kayaks • Fire Pit • Fishing

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Lovely Cottage w/ Jacuzzi+Woodstove!

Beaver Lake Escape

Peaceful Lakeside Retreat-Easy Drive from NYC & NJ

Mural Art Cabin With Pond And Hot Tub

Private lake cabin w/hot tub, views and fruit

Secluded Lux Cabin HOT TUB, 2 Mins to Bethel Woods
Family- and pet-friendly home rentals

Roscoe Cabin Pet Friendly

Cozy Cabin + hiking + pets welcome

ENTER HOME - Minimalistic style warm & inviting

Catskill mountain getaway

Lucky Lane Cottage

Dancing Feather: Cozy Lake-Front A-Frame Chalet

Mtn. Laurel Cabin

Catskills Tiny Home Near Bethel Woods
Family-friendly home rentals with a pool

Stunning Mountain Cabin w/ Pool & Hot Tub

Sweet Fern Cottage With Saltwater Pool

Private Country Getaway

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

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
When is the best time to visit Smallwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $316 NZD | $322 NZD | $302 NZD | $280 NZD | $322 NZD | $299 NZD | $349 NZD | $368 NZD | $322 NZD | $317 NZD | $316 NZD | $329 NZD |
| 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 $187 NZD 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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- House rentals Smallwood
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- Rentals with a fireplace Smallwood
- Rentals with a patio Smallwood
- Rentals with lake access Smallwood
- Rentals with a fire pit Smallwood
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- Pet-friendly rentals Smallwood
- Rentals with a washing machine and dryer Smallwood
- 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
- Hunter Mountain Resort
- Shawnee Mountain Ski Area
- 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




