Holiday houses in Smallwood

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Quick stats about holiday rentals in Smallwood

  • Total holiday rentals

    Explore 100 holiday rentals in Smallwood

  • Nightly prices starting at

    Smallwood holiday rentals start at $103 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,860 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Smallwood holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Smallwood rentals

  • 4.9 Average rating

    Smallwood stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated holiday rentals in Smallwood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Cabin in Smallwood
4.94 out of 5 average rating, 184 reviews

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.

Guest favourite
The open living area features a comfortable seating arrangement with a neutral-colored couch and a patterned area rug. A TV stand with a television is situated against one wall. The loft and bedroom are visible in the background, adding a sense of spaciousness to the layout.
Cabin in Smallwood
4.85 out of 5 average rating, 259 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

Top Guest favourite
Cabin in Smallwood
4.97 out of 5 average rating, 294 reviews

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

Guest favourite
Cabin in Smallwood
4.92 out of 5 average rating, 137 reviews

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.

Top Guest favourite
A hot tub is surrounded by lush greenery and illuminated by string lights, creating a serene outdoor setting. A stone path leads to the hot tub, with red chairs visible nearby, all nestled within a wooded area.
Cottage in Mongaup Valley
4.97 out of 5 average rating, 301 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
A wooden deck is softly illuminated by candlelight, creating a serene atmosphere. A staircase leads to a wooden hot tub surrounded by lush foliage. The evening sky, deepening into twilight, adds to the tranquil ambiance of the outdoor space.
Cabin in Monticello
4.92 out of 5 average rating, 168 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
A warm living area is highlighted by a wood-burning stove at its center, surrounded by a cowhide rug. Light-colored armchairs are positioned alongside a wooden coffee table. Natural light enters through multi-pane windows, complemented by a guitar and decorative plants against the walls.
Cabin in Monticello
4.93 out of 5 average rating, 169 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.

Top Guest favourite
Cabin in Yulan
4.98 out of 5 average rating, 228 reviews

Enchanting River A-Frame|Fire Pit| Magical Forest

Escape to our Magical Riverside A-Frame on 4 secluded acres. Swim in the enchanting river, grill dinner under the trees, and gather by the fire pit beneath twinkling string lights & a sky scattered with endless stars. Watch deer, eagles & fireflies as you unwind in this cozy 2BR cabin. Perfect for couples, nature lovers, and anyone craving a peaceful retreat. Minutes from scenic hikes & Delaware River adventures connecting deep with nature - leave feeling like you stepped out of a storybook.

Top Guest favourite
Cabin in Smallwood
5 out of 5 average rating, 116 reviews

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.

Top Guest favourite
A two-bedroom log cabin is presented with a dark blue exterior and a welcoming front entrance. Surrounding greenery includes a variety of plants and trees, complemented by a large tree stump nearby. The cabin features a stone foundation and is designed for leisure and comfort.
Cabin in Smallwood
5 out of 5 average rating, 121 reviews

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!

Top Guest favourite
A vibrant red cabin is surrounded by a grassy area, featuring a circle of white Adirondack chairs positioned around a fire pit. A wooden deck with railing extends from the cabin, while the backdrop includes trees and a clear blue sky.
Cabin in Smallwood
4.99 out of 5 average rating, 134 reviews

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, workspace, fast wifi.

Top Guest favourite
Home in Narrowsburg
4.92 out of 5 average rating, 136 reviews

Modern Secluded Retreat

Escape to the center of 11+ acres of woods, water, and dark starry skies—under 2 hours from NYC. Walls of windows pull the outside in, with a stream, pond, and constant wildlife just beyond. Warm up by the fireplace, unwind in the open living space, and sleep deep in a king bed. A large jetted bathtub, bonus half bath, and a flexible bonus room with pool table and ping pong table on heated floors round it out. Peaceful, private, and made for slowing down.

Popular amenities for Smallwood holiday rentals

When is the best time to visit Smallwood?

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Frequently Asked Questions

  • What are the best places to stay in Smallwood?

    Smallwood has a mix of cozy cabins, lakefront cottages, and woodland retreats often recommended for their scenic settings. Staying near Mountain Lake or within the forested neighborhoods lets you experience local nature easily.

  • What are the best things to do in Smallwood with kids?

    Kids can swim or play at Mountain Lake, join nature scavenger hunts, or participate in wildlife spotting in the Forest Reserve. Family picnics and community playgrounds are also frequently suggested.

  • What are some of the best things to do in Smallwood?

    Explore forested hiking trails, relax by Mountain Lake, or discover the area's history at local landmarks. Seasonal activities like boating, fishing, or snowshoeing are often recommended depending on the time of year.

  • How is the weather in Smallwood?

    Smallwood has cold winters, with temperatures averaging 20–36°F (-7–2°C) in January, and warm summers around 63–85°F (17–29°C) in July. Rain is spread throughout the year, and snowfall is common in winter.

  • When is the best time to visit Smallwood?

    Late spring through early fall is often recommended for comfortable temperatures and outdoor activities. Winter is quieter and features snowy landscapes, while summer has lake activities and community gatherings.

  • What are the best places to visit in Smallwood?

    Mountain Lake is frequently suggested for swimming and paddling, and the Forest Reserve has peaceful walking paths and picnic spots. Visitors sometimes explore local art studios or community gathering spaces.

  • What are some hiking trails in Smallwood?

    Follow forested loops in the Forest Reserve or take scenic paths around Mountain Lake, both of which are frequently suggested for outdoor enthusiasts. The area often features gentle routes suitable for a range of abilities.

  • What are some family activities we can do in Smallwood?

    Families can paddle or swim at Mountain Lake, picnic in shaded forest parks, or join nature walks with opportunities for birdwatching. Community spaces sometimes organize family-friendly movie nights and outdoor games.

  • What are some of the best day trip ideas from Smallwood?

    Explore neighboring Catskills region trails and waterfalls, visit nearby art galleries, or stop by local farm stands and craft studios. Small towns around the area sometimes hold seasonal festivals and markets.

  • Are there any pet friendly accommodations available in Smallwood?

    Many vacation rentals in Smallwood welcome pets and have access to walking trails, open lawns, or nearby water. Be sure to confirm individual house rules regarding pets before booking.

  • What are some local tips for visiting Smallwood?

    Bring bug spray for outdoor activities in warmer months, and check trail conditions before hiking. Early morning walks around the lake are often recommended for birdwatching and quiet scenery.

  • What is Smallwood known for?

    Smallwood is known for its rustic lakeside cabins, family-friendly atmosphere, and scenic woodlands. The area’s history as a seasonal retreat and its tradition of summer community events are often highlighted.

  • What are the best hidden gems to explore in Smallwood?

    Wander quiet woodland paths away from the main lake, or visit small art installations and community gardens maintained by local residents. Morning walks often reveal wildlife activity and peaceful natural settings.

  • What are the best foods to try in Smallwood?

    Local restaurants often feature hearty American classics, homemade pies, and regionally inspired comfort foods. During summer, try fresh produce at community farmers’ markets or locally made sweet treats.

  • What should I bring for a trip to Smallwood?

    Pack layers for changing temperatures, as Smallwood has cool winters and mild to warm summers. Waterproof gear is helpful year-round, and sturdy shoes are useful for exploring local trails or nearby lakes.

  • What is the nightlife in Smallwood like?

    Nightlife in Smallwood is usually relaxed, with rustic taverns, community events, and occasional live music around town. Some evenings highlight local performers or themed gatherings organized by neighborhood venues.

  • What are the most popular events or festivals in Smallwood?

    Smallwood and the surrounding area often host summer community gatherings, music events, and arts festivals. Seasonal farmers’ markets and holiday celebrations are frequently suggested by locals.

  • Are there family friendly vacation rentals in Smallwood?

    Smallwood has many family friendly rentals, including homes with open yards, lake access, and outdoor spaces for group activities. These spaces often include options suitable for children and multi-generational groups.

  1. Airbnb
  2. United States
  3. New York
  4. Sullivan County
  5. Smallwood