
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.

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

holiday-decorated 'treehouse' w hot tub, fire pit
Escape to @boutiquerentals_' The Treehouse Bungalow–a renovated yet cozy 1930s Arts & Crafts cabin. Enjoy the hot tub, mountain views, fire pit & electric fireplaces. Located just 2 hrs from NYC in the Catskills (one of Travel+Leisure’s 50 Best Places), Smallwood is a destination in itself: walk along the lake, waterfall or hike the forest trails. Nearby is dining & shopping in Livingston Manor & Callicoon, holiday festivals, Bethel Woods, Kartrite Water Park & skiing+tubing at Holiday Mountain

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

Holiday-Decorated Cozy Renovated Cabin w Fireplace
Escape to The Original Bungalow, part of the @boutiquerentals_ collection—a newly renovated Scandi-chic retreat with a cozy fireplace & a fire pit in a woodland backyard. Located just 2 hours from NYC in the Catskills (one of Travel+Leisure’s 50 Best Places to Travel), Smallwood is a destination in itself: walk along the lake, waterfall or hike the forest trails. Nearby are Bethel Woods, Kartrite Waterpark, Holiday Mountain (skiing+tubing), Callicoon & Livingston Manor with dining & shopping.

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.

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.

Cozy Post & Beam Barn Cabin w/Park near Bethel
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.

Cutest Little House in Narrowsburg
Relax in an idyllic wooded setting with 1000 feet of totally private river frontage, yet a 5 minute drive to Narrowsburg's restaurants and shops. If you like nature, privacy, history, vintage decor & design, this quaint 1950s cottage is for you. Hiking & campfires • Clawfoot tub • Front & back porches • Hummingbird & bunny watching • Den & WiFi • Peace & quiet • All included in your stay! Hundreds of 5-star reviews say it all. IG: #luxtonlake #tenmileriver #cutesthousenarrowsburg

Container Home- Hot Tub,Fire Pit,Games,Pizza Oven
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 your stay today and experience the charm of container living! Message me for Q's!

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.
Popular amenities for Smallwood family-friendly rentals
Family-friendly home rentals with a hot tub

Catskill Getaway • HotTub • Wood-Stove & Casino

Modern Chalet with Hot Tub and Lake Access

the tree house, by camp caitlin

Chic Cabin on Callicoon Creek

Lovely Cottage w/ Jacuzzi+Woodstove!

Guesthouse On old 1879 Farm. Hot tub, hiking.

Charming cottage with Hot Tub -PET FRIENDLY

Artsy Cabin With Pond And Hot Tub
Family- and pet-friendly home rentals

Remote Waterfall Cabin at Swiftwater Acres

R & R On The Knoll

Paradise in the Catskills

Lakeside Studio on White Lake

The Fern Hill Lodge: Secluded Serenity on 20 Acres

Dancing Feather: Cozy Lake-Front A-Frame Chalet

8B Lakeview Duplex New Cabin WiFi - AC- Cable TV

forest cottage 1880s
Family-friendly home rentals with a pool

Stunning Mountain Cabin w/ Pool & Hot Tub

Mid-century A-frame nestled amongst the trees

Lake Retreat: Families, Firepit, BBQ, KING Bed, AC

Experience The Zen House

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

Bella Cottage w/Cozy Fireplace & BBQ, Fall Getaway

Modern House with Hot-Tub and Fireplace

Trout fishing on the Delaware
When is the best time to visit Smallwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $331 NZD | $339 NZD | $317 NZD | $294 NZD | $339 NZD | $314 NZD | $367 NZD | $387 NZD | $339 NZD | $330 NZD | $339 NZD | $347 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 $125 NZD per night before taxes and fees

Verified guest reviews
Over 4,630 verified reviews to help you choose

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Smallwood rentals

4.9 Average rating
Smallwood stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Rentals with outdoor seating Smallwood
- Rentals with a washing machine and dryer Smallwood
- Cabin rentals Smallwood
- Rentals with a patio Smallwood
- Pet-friendly rentals Smallwood
- House rentals Smallwood
- Rentals with a fireplace Smallwood
- Rentals with lake access Smallwood
- Rentals with beach access Smallwood
- Rentals with a fire pit Smallwood
- Family-friendly rentals Sullivan County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Belleayre Mountain Ski Center
- Montage Mountain Resorts
- Elk Mountain Ski Resort
- Minnewaska State Park Preserve
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Camelback Snowtubing
- Sunset Hill Shooting Range
- Aquatopia Indoor Waterpark
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Promised Land State Park
- Walkway Over the Hudson State Historic Park
- Ringwood State Park
- The Country Club of Scranton
- Wawayanda State Park
- Mount Peter Ski Area
- Sterling Forest State Park
- Plattekill Mountain
- Hunter Mountain Resort




