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.

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Guest favourite

Cabin in Smallwood

4.85 out of 5 average rating, 202 reviews

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

16–23 May

$243 NZD per night

Guest favourite

Home in Narrowsburg

4.89 out of 5 average rating, 520 reviews

Woodsy Retreat, Sunny Home with Paths and Stream

This lovely hand-made home in the woods, lined with windows, flooded with light, has 2 bedrooms and 2 full baths, and a large wraparound deck facing a feisty stream. It has 10 hilly acres of woods with its own paths to wander. Work, relax and play in its inspiring kitchen and lofty spaces stocked with albums, movies, books, art supplies, and instruments. Enveloped in nature, yet a 10 minute drive to Sullivan County's hot spots including Narrowsburg, Callicoon, Skinners' Falls and Bethel Woods.

19–26 Oct

$387 NZD per night

Guest favourite

Cabin in Smallwood

4.99 out of 5 average rating, 162 reviews

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!

7–14 May

$313 NZD per night

Guest favourite

Cabin in Huguenot

4.95 out of 5 average rating, 238 reviews

Tranquil Lakefront Cabin!

This Warm LAKEFRONT Home Grabs Your Soul and Forces you to Decompress Instantly. Enjoy the Large Well Appointed Screened Porch with Glass of Wine/Cup of Coffee as you Gaze over the Rustic Lake thru Stately Oak Trees and Cranberry Bogs. Boats Included!!! $50 Per Pet Per Stay… http://wpdh.com/airbnb-announces-hudson-valley-as-top-destination-in-the-world/?fbclid=IwAR32OGbKzPHj2WtVhQmXslZ9xZo9dNVnmp1nTL9mF_xOSaAFMDTnkhRsDA8 FOLLOW US ON INSTAGRAM https://instagram.com/tranquil_lakefront

28 Sep – 5 Oct

$290 NZD per night

Guest favourite

Cabin in Smallwood

4.98 out of 5 average rating, 203 reviews

Beautiful & Secluded Streamside Catskills Cabin

Private & secluded Smallwood cabin sleeps 6. 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. Minutes to Toronto Reservoir.

23 Feb – 2 Mar

$612 NZD per night

Guest favourite

Home in Narrowsburg

4.92 out of 5 average rating, 430 reviews

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

23–30 Nov

$204 NZD per night

Superhost

Cabin in Smallwood

4.88 out of 5 average rating, 150 reviews

Lake Front Catskills Lodge

Beautiful Lake Front Lodge! Minutes away from Bethel Woods Performing Arts Center ( Home of the original 1969 Woodstock) Enjoy a relaxing getaway in the heart of the Catskills!!! Situated on the picturesque and peaceful private Mountain Lake of Smallwood in Bethel NY. Close to all the action with the feeling of a nature preserve! Enjoy the lake views from the deck while cozying up by the gas fire pit or from the dock on the lake. Enjoy water activities from your backyard!

6–13 Nov

$789 NZD per night

Guest favourite

Guesthouse in Mongaup Valley

4.99 out of 5 average rating, 362 reviews

Good Vibes Studio in the Woods

Hi! We're Jen, Jacob, and Jude. Welcome to our peaceful studio apartment with good vibes. One memory foam queen bed and one futon. Whether you want to just get away and enjoy the woods or need a place to crash that is super close to Bethel Woods, Resorts World Casino, Kartrite Waterpark and all of the delicious White Lake restaurants, our studio is the place for you! And we are right next door if you need anything at all. Come experience Mother Nature with us!

6–13 Sep

$213 NZD per night

Guest favourite

Farm stay in Callicoon

4.96 out of 5 average rating, 189 reviews

Country road please take me home!!

Are you looking for rest & relaxation or fun in the Catskills. Come enjoy our warm, cozy home away from home. Our guest mobile home is located on a quiet country back road, but yet close to dining and outdoor activities that the Catskills has to offer, rafting down the Delaware & enjoying concerts at Bethelwoods. The possibilities are endless. We now have Spectrum internet. Please note that we do reside on an active farm. This could be a wonderful experience!

18–25 Jan

$161 NZD per night

Guest favourite

Guesthouse in Long Eddy

4.97 out of 5 average rating, 136 reviews

The Grange

The Grange is a fully renovated 1886 building with 800 sq ft apartment on ground floor. It is located on a quiet country road 4 miles from the Delaware River with great swimming, fishing, kayaking, canoeing, tubing nearby. 15 minutes from Callicoon and 23 minutes from Hancock. Private entrance. Access to my vegetable garden and private lawn. It has fully equipped kitchen and bathroom with bathtub and shower.

12–19 Sep

$252 NZD per night

Guest favourite

Cottage in Parksville

4.97 out of 5 average rating, 240 reviews

Rolling River Guest House ~ Cozy & Fun

This charming, private guest house used to be the Rolling River Café, converted into a cozy space with a pellet stove, a queen bed upstairs and futons upstairs and down. Perfect for 1 to 4 guests, such as 2 couples, 3 friends, or a family of 3 or 4. It is private - no sharing with any other guests. It has an open floor plan on both floors.

16–23 Sep

$226 NZD per night

Guest favourite

Home in Livingston Manor

4.93 out of 5 average rating, 188 reviews

Peaceful 4BD Country Retreat

Located near a small country stream, and far away from the bustle of the city, this is the perfect place to disconnect from the your hectic life and recharge. Enjoy fishing, hiking and hunting all nearby or just relax if that is what you want to do. Enjoy country views and wildlife. Three season fire pit for star gazing.

4–11 Nov

$219 NZD per night