Family-friendly vacation 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.

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Guest favorite

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

May 16 – 23

G$26,335 GYD per night

Guest favorite

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.

Dec 22 – 29

G$55,526 GYD per night

Guest favorite

Cabin in Lake Huntington

4.87 out of 5 average rating, 167 reviews

8A Lakefront, Duplex Cabin *AC *WiFi * 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)

Sep 5 – 12

G$21,481 GYD per night

Guest favorite

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!

May 14 – 21

G$33,725 GYD per night

Guest favorite

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

Sep 28 – Oct 5

G$30,500 GYD per night

Guest favorite

Cabin in Smallwood

4.98 out of 5 average rating, 204 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.

Dec 12 – 19

G$66,705 GYD per night

Guest favorite

Cabin in Glen Spey

4.97 out of 5 average rating, 387 reviews

Cabin on 100+ Acre Farm — Fast WiFi, Pet-Friendly

* Off-grid, minimalist cabin in the Catskills... * Super FAST WiFi (250mb download) — * Fenced in backyard so kids & pets can play safely — * Outside the fence is our 100+ acre farm & 10,000 acres of national park — * 12 minute drive to well-stocked upstate grocery stores — * 90 minute drive from New York Cit, but a world away and nestled between two rivers, waterfalls, and our private farm — * Luxury amenities like 100% French linen sheets, Casper beds, handmade furniture, etc.

Oct 25 – Nov 1

G$66,153 GYD per night

Guest favorite

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

Mar 1 – 8

G$22,586 GYD per night

Superhost

Cabin in Smallwood

4.87 out of 5 average rating, 151 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!

Jan 13 – 20

G$87,636 GYD per night

Guest favorite

Guesthouse in Mongaup Valley

4.99 out of 5 average rating, 364 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!

Jan 23 – 30

G$23,068 GYD per night

Guest favorite

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!

Nov 3 – 10

G$19,011 GYD per night

Guest favorite

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.

Sep 12 – 19

G$30,467 GYD per night