Kid-friendly holiday rentals in Smallwood

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Top-rated family-friendly rentals in Smallwood

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Cabin in Smallwood

4.85 out of 5 average rating, 222 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

Guest favourite

Cottage in Mongaup Valley

4.98 out of 5 average rating, 199 reviews

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

Guest favourite

Cabin in Smallwood

4.96 out of 5 average rating, 118 reviews

Renovated+Chic•Fireplace & Pit•Canoe•Near Trails

Enjoy nature & vibrant fall foliage at the newly renovated 'The Original Bungalow' with décor inspired by our native Sweden. Take a stroll to a nearby lake, waterfall, or hiking trails, or use our canoe or SUPs to explore the waters. Visit Bethel Woods Center for the Arts & Woodstock site, an apple orchard, fall festival, art museum, alpaca farm, brewery, or charming towns with excellent shopping & dining. In the evening, fire up the BBQ & unwind on the deck, by the fire pit or cozy fireplace.

Guest favourite

Cabin in Smallwood

4.98 out of 5 average rating, 171 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!

Guest favourite

Cabin in Monticello

4.9 out of 5 average rating, 114 reviews

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.

Guest favourite

Cabin in Smallwood

4.97 out of 5 average rating, 227 reviews

Beautiful & Secluded Streamside Catskills Cabin

Private & secluded Smallwood cabin sleeps 6. See & 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.

Superhost

Rental unit in Kauneonga Lake

4.84 out of 5 average rating, 145 reviews

Lakeside Studio on White Lake

This lovely studio rests on the shore of the beautiful Kauneonga Lake. The newly renovated interior creates a warm and relaxing space to take in the amazing sunset views over the lake. The studio is part of a larger building but has private rear yard access, all other spaces are on the road side. Located on Restaurant Row and just a few minutes away from the Historic Bethel Woods Center for the Arts (Home of the original Woodstock). * In the summer months we have boat slips directly in front.

Guest favourite

Cabin in Monticello

4.93 out of 5 average rating, 118 reviews

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.

Guest favourite

Home in Narrowsburg

4.95 out of 5 average rating, 189 reviews

Modern Getaway in the Catskills

Our summer rental has a private entrance adjacent to the main house with kitchen, living & dining rooms, 1 bedroom w/ Queen bed , AC and 1.5 baths. A porch w/ patio furn. a charcoal BBQ and 50 wooded acres to explore. We supply sheets, towels, kitchenware, coffeemaker and 2 flat screen satellite TVs, Internet and WiFi. A great get-a-way for 2 adults. 20 min. to Bethel Woods 30 mins to Resorts World Casino. No smoking, pets or animals or children. All are welcome. Rainbow Friendly.

Guest favourite

Cabin in Smallwood

4.92 out of 5 average rating, 105 reviews

3BR Catskills cabin by Bethel Woods & Casino

Renovated and simply adorned, this 3-BR (2 Queen-size, 1Full bed) seasonal cabin sleeps 5 comfortably. A deck offers ample outdoor seating off the kitchen - or use the charcoal grill. Stargaze by the fire pit. Fitness & serenity await: a lap around Mountain Lake is a perfect 2mi. Shower off the day in our modernized bath, outfitted with built-in speakers, nice toiletries and fun lighting. The Wifi is reliable; and a smart TV is available, so sign into your preferred app & stream away…

Guest favourite

Home in Monticello

4.98 out of 5 average rating, 123 reviews

Secluded lakefront home With an EV charger

Welcome to your oasis on the Swiniging Bridge Reservoir! Only 90 minutes from NYC, but a world away. A complete glass wall facing the water allows guests to take in the views and sounds of a babbling brook that feeds into a motorboat lake. This brand new house sleeps 6 adults (or 4 adults and 3 children) and features a full kitchen, free WiFi, bedding, linens, and toiletries. A canoe and paddleboat are also available for your use!

Superhost

Cabin in Smallwood

4.87 out of 5 average rating, 170 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!