Holiday houses in Smallwood

Lake Access—Canoe—SUPs—Innertubes—FirePit—BBQ—Chic

Only 2 hours from NYC, stay at @boutiquerentals_' Scandi-inspired 'The Original Bungalow' in the Catskills featuring lake access, canoe, paddle boards+ inner tubes. Come for the ample swimming opportunities, pretty strolls along the lake, forest hikes, Bethel Woods Center for the Arts, original Woodstock site, proximity to the Delaware River, craft beverage trail & charming river towns with great dining+shopping. At night, grill up some delights on the BBQ & relax on the deck or by the fire pit.

Value · Location · Nearby

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

Value · Location · Parks

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

Location · Family · Wi-Fi

Lake Access Plunge Pool Pedal Boat SUPs Fire Pit

Perched on the edge of nature, the 1930s Arts & Crafts cabin 'The Treehouse Bungalow'— part of the @boutiquerentals_ collection — offers lake access, pedal boat & SUPs, plunge pool/hot tub, swimming opportunities, treehouse views, Scandi-chic decor, modern kitchen+bathroom, fire pit, picnic table & BBQ. Explore the hamlet's own waterfall & forest trails or visit Bethel Woods Center for the Arts, breweries & charming towns like Callicoon. For a scenic adventure, go tubing on the Delaware River.

Family · Value · Pets

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

Family · Location · Comfort

Quiet Cozy Catskills Studio near Bethel Woods

Take it easy at this unique and tranquil mountain getaway, which we punningly call "Bedside Manor." No, we’re not doctors, but we have both played doctors on TV! This cozy studio apartment has its own private driveway & entrance on the first floor of our home in Smallwood, New York; so private, in fact, you'll never know we're there. Nestled in the woods of the southern Catskills, we’re only 6.5 miles from Bethel Woods Center for the Arts, built in the footprint of the 1969 Woodstock Festival.

Location · Family · Quiet

Peaceful nature cabin

Cozy and adorable 2 bedroom cabin complete with screened porch, back deck, yard with hammock, fire pit + outdoor tables. Very close to waterfall, nature trails + forest reserve, easy drive to beaches! This a great getaway cabin in a lovely, peaceful setting 2 hours from NYC. Easy shopping, restaurants/cafes/farmers markets within 5-15 minutes. This is a seasonal cabin, only open in the warmer months. Front porch is great for remote work. Our kitchen is well stocked, games + toys for kids, too.

Value · Location · Sleep quality

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.

Location · Family · Comfort

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.

Location · Value · Parks

Cozy Cottage Retreat @ Deerview Cottages LLC

Welcome to Cozy Cottage Retreat where the deer and nature are plentiful. This charming cottage is perfect for a couples retreat and has been totally renovated. The studio style area, host a king size bed, spacious bathroom, laundry, full kitchen, reclining love seats and air conditioner. Smallwood is a Hamlet of Bethel, NY and is centrally located to a host of restaurants and attractions to include: Bethel Woods Summer Concerts, Resort World Casino, Kartrite Indoor Waterpark and Legoland.

Family · Value · Backyard

The little cabin that could…Catskills Cutie

Catskills Cutie in the heart Bethel Woods village Forest Reserve in the hamlet of Smallwood. 5.5 miles from the Bethel Woods Center for the Arts music venue where Woodstock took place in 1969. You’ll find hiking, biking trails, horseback riding, waterfalls, 5 lakes, 2 large fenced in dog fields, plenty of spots to sit back, relax and decompress from city life. I’ve put a lot of love into this cabin and will continue to add to that. It’s very beautiful, unique & peaceful here. Stay awhile.

Family · Value · Pets

Cozy Lakeside Cabin by Bethel Woods & Casino

This is a 1000 square-foot, two-bedroom log cabin with a sleeping loft. I prefer groups of 4 or less but may accommodate more for an extra fee. Enjoy the new fire pit out back on a cold night. Plenty of board games are available and my kitchen is stocked with spices and cookware. ***5/28/26: Pac-Man arcade pictured needs repair, currently has a faulty display. Walk Mountain Lake, which sits across the street and spans exactly 2 miles around. Or just get some R&R - my beds are so comfy!

Family · Value · Access