Pet-friendly vacation rentals in Smallwood

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.

4.98 out of 5 average rating, 117 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 with netflix, workspace, fast wifi.

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.

4.84 out of 5 average rating, 245 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

4.92 out of 5 average rating, 113 reviews

chic renovated 'treehouse' with hot tub & fire pit

Escape to @boutiquerentals_' The Treehouse Bungalow–a renovated yet cozy 1930s Arts & Crafts cabin. Enjoy the hot tub, mountain views, fire pit & electric fireplaces. Located just 2 hrs from NYC in the Catskills (one of Travel+Leisure’s 50 Best Places), Smallwood is a destination in itself: walk along the lake, waterfall or hike the forest trails. Nearby is dining & shopping in Livingston Manor & Callicoon, holiday festivals, Bethel Woods, Kartrite Water Park & skiing+tubing at Holiday Mountain.

A stone path leads to a tranquil outdoor area surrounded by trees, featuring several seating options including adirondack chairs. A flowing stream can be seen in the background, providing a serene backdrop to this private space.

4.97 out of 5 average rating, 269 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

4.95 out of 5 average rating, 136 reviews

The image captures a vibrant sunset over a tranquil lake, with an array of warm colors reflected in the water. Soft clouds scatter across the sky, framing the peaceful scene. The surrounding landscape features silhouettes of trees along the shore, enhancing the natural beauty.

Cottage in Bethel

Lakehouse, Sunset View, Big Deck, Hot Tub, Dogs OK

Private lakefront home with beautiful view, large deck, BBQ grill, and a camp fire pit. Nearby restaurants, shops, hiking trails, concert venue, race tracks, indoor waterpark, and casino. Warm Months: MAY-SEP 3 Kayaks, 2 Paddle Boards, Hot Tub in an under deck privacy nook, 2 Hammocks, Fishing Dock with Deck Chairs, and a Pontoon Boat (for use as 'dock living room' not for boating) Cold Months: NOV-MAR Admire cold/frozen lake from inside, or from the outdoor Hot Tub (with winter wind screen)

The cabin is softly illuminated by outdoor string lights at dusk, creating a welcoming atmosphere. A stone pathway leads to a fire pit surrounded by four Adirondack chairs, while the cabin's deck features inviting seating. Lush trees provide a natural backdrop.

4.95 out of 5 average rating, 149 reviews

Cozy Scandi-Chic Renovated Cabin with Fireplace

Escape to The Original Bungalow, part of the @boutiquerentals_ collection—a newly renovated Scandi-chic retreat with a cozy fireplace & a fire pit in a woodland backyard. Located just 2 hours from NYC in the Catskills (one of Travel+Leisure’s 50 Best Places to Travel), Smallwood is a destination in itself: walk along the lake, waterfall or hike the forest trails. Nearby are Bethel Woods, Kartrite Waterpark, Holiday Mountain (skiing+tubing), Callicoon & Livingston Manor with dining & shopping.

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.

4.92 out of 5 average rating, 141 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.

4.84 out of 5 average rating, 185 reviews

Two black Adirondack chairs are placed beside a small round table on a wooden deck, overlooking Kauneonga Lake. The sunset casts soft hues across the water, while the shoreline and trees are silhouetted against a colorful sky.

Apartment in Bethel

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.

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.

4.93 out of 5 average rating, 148 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.

4.99 out of 5 average rating, 243 reviews

A serene outdoor seating area features two wooden chairs positioned beside a stone platform. A fire pit with a crackling flame is set in front of the chairs, overlooking a gently flowing creek and lush greenery, creating a tranquil nature retreat.

Cabin in Millrift

Remote Waterfall Cabin at Swiftwater Acres

Deep in a lush oak forest, on the bank of Bushkill Creek sits this hidden oasis. This is simply THEE most private abode in the entire area. Situated just feet from the water, the falls can be seen and heard from every room within the cabin’s charming, rustic interior. This spectacular 45 acre parcel is set within a vast reserve of state land: an oasis within an oasis. Just 90 minutes from NYC, this is a truly sublime atmosphere, perfect for those seeking a rejuvenating and inspiring getaway.

4.98 out of 5 average rating, 186 reviews

A cozy A-frame cabin is illuminated by string lights, set amidst a serene forest. A fire pit is surrounded by three chairs, creating a welcoming outdoor gathering space. The gentle flow of the nearby river can be seen, enhancing the tranquil atmosphere.

Cabin in Yulan

Romantic Fall A-Frame - River, Fire Pit, 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.

Shipping container in Bethel

An outdoor area showcases multiple seating options, including six Adirondack chairs arranged around a fire pit. The backdrop is formed by a modern container home surrounded by colorful autumn foliage, complemented by a deck and outdoor dining setup, enhancing the serene atmosphere.

4.98 out of 5 average rating, 102 reviews

Container Home- Hot Tub,Fire Pit,Games,Pizza Oven

Coined the "Eikonic Box" for its iconic look- you'll be amazed by the flying boxes with unique views of the gorgeous forest views. Escape the ordinary and immerse yourself in the modern comfort of this stylish 3-BR retreat. Designed with sustainability and creativity in mind, our container home offers a one-of-a-kind lodging experience for those seeking a blend of innovation & relaxation. Book your stay today and experience the charm of container living! Message me for Q's!

Popular amenities for Smallwood pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.96 out of 5 average rating, 117 reviews

A spacious deck is equipped with several Adirondack chairs, overlooking a tranquil lake surrounded by bare trees. The view highlights the calm water and gentle natural landscape, inviting relaxation in an outdoor setting.

Home in Jeffersonville

The Nest At Swiss - Lakefront In The Catskills

4.86 out of 5 average rating, 249 reviews

A historic home is set amidst lush greenery, with a three-story structure featuring a combination of wood siding and vibrant accents. The porch invites relaxation, surrounded by trees under a bright blue sky with fluffy clouds.

Home in Barryville

* Peace * nature * hiking * rafting * Quiet home

5 out of 5 average rating, 199 reviews

A spacious bedroom features a queen bed with a blue quilt and decorative pillows. Large windows allow natural light and provide views of the landscape. A seating area includes a cozy chair, and a dresser offers storage options. Air conditioning units are mounted on the walls.

Home in Equinunk

Art House Bird Sanctuary at EBC Sculpture Park

4.91 out of 5 average rating, 202 reviews

The exterior of the lake house is shown, featuring a blue facade with white trim. A small front deck with steps leads to the entrance. Lush greenery surrounds the property, providing a serene backdrop. A gravel path leads up to the house, enhancing a rural feel.

Home in Rock Hill

Beaver Lake Escape

4.97 out of 5 average rating, 166 reviews

A cozy nook features a large window with scenic river views framed by trees. Two cushioned benches invite relaxation, while soft lighting from a nearby lamp adds a gentle glow. The space reflects a tranquil atmosphere perfect for enjoying the surroundings.

Home in Narrowsburg

Delaware River Cottage

4.87 out of 5 average rating, 110 reviews

A Craftsman-style home is set on a spacious lawn surrounded by trees. The covered porch features seating arrangements and stacked firewood, while the vibrant greenery adds to the serene atmosphere. A pathway leads to the house from the yard, inviting relaxation.

Home in Lake Huntington

Beautiful Craftsman Home in Lake Huntington

4.96 out of 5 average rating, 168 reviews

A rustic living area features a stone fireplace with a warm fire, surrounded by logs and rich fabric curtains. A plush couch is covered with a red plaid throw, and a television is mounted above the fireplace. Soft lighting and a chandelier provide a cozy ambiance.

Home in Bethel

1913LoveShack This weekend Cheap Juke box 5Brewery

4.9 out of 5 average rating, 187 reviews

A spacious great room features exposed wooden beams and warm wood flooring. In the center, a wood burning stove provides warmth, surrounded by several seating options including rocking chairs and a dining table. Large windows allow natural light to fill the space.

Home in Livingston Manor

Butternut Farm Cottage

Pet-friendly home rentals with a pool

4.96 out of 5 average rating, 284 reviews

Cabin in Hamlin

Mid-century A-frame nestled amongst the trees

An inviting living space showcases expansive floor-to-ceiling windows, allowing natural light to illuminate the room. A cozy sofa is complemented by stylish chairs, while a large area rug unifies the seating arrangement. Dining space is visible in the background, enhancing the open floor plan.

4.83 out of 5 average rating, 216 reviews

Stunning Mountain Cabin w/ Pool & Hot Tub

Cabin in Livingston Manor

An aerial view captures a charming cabin surrounded by lush trees, with a vibrant sunset sky in shades of pink and purple. The spacious yard is highlighted by a hot tub, outdoor seating area, and fire pit, inviting relaxation and gatherings in nature.

4.97 out of 5 average rating, 326 reviews

Experience The Zen House

4.84 out of 5 average rating, 163 reviews

The exterior of a contemporary home is shown at dusk, with warm light emanating from large windows. Surrounded by trees, the property features a gentle incline leading to the entrance and includes several parked vehicles in the driveway.

Cabin in Lackawaxen

Large Country Home with a Beach and Skiing

4.89 out of 5 average rating, 134 reviews

An open living area features a striking stone fireplace as its focal point, complemented by a large zebra wall art. Colorful seating includes a blue sofa and vibrant pink chairs, with decorative cushions enhancing the inviting atmosphere. Natural light pours in through large windows.

Chalet in Lake Ariel

Villa MiaNova A Modern Hideout in the Woods

4.9 out of 5 average rating, 109 reviews

The exterior of a Victorian-style farmhouse is visible, surrounded by lush greenery. A wraparound porch adds architectural interest, adorned with white railings. The sloped roof and multiple gables characterize the charming structure. Pathways lead through the well-maintained gardens, inviting exploration of the natural surroundings.

Home in Grahamsville

Spacious Catskills Farmhouse on over 5 acres!

4.92 out of 5 average rating, 397 reviews

A chalet is nestled among tall trees, with a quaint exterior featuring dark and light wood accents. Two red Adirondack chairs are positioned around a stone fire pit, providing a cozy gathering spot. A spacious deck extends from the home, blending into the natural surroundings.

Chalet in Lackawaxen

Secret Getaway Nestled in a Woodland Setting

4.86 out of 5 average rating, 104 reviews

A serene landscape capturing a peaceful lake surrounded by dense greenery. The calm water reflects the trees and sky, creating a tranquil scene. Soft ripples disturb the surface, while patches of grass and fallen branches line the water's edge.

Home in Woodridge

Pool Hot tub Sauna Canoe Country Lakehouse

Private, pet-friendly home rentals

4.98 out of 5 average rating, 115 reviews

The exterior of a modern cabin showcases a deck with two red chairs, inviting relaxation. Large windows create a bright atmosphere, framed by lush greenery. A well-kept lawn enhances the cabin's charming appearance, while the architectural design thoughtfully blends style and comfort.

Cabin in Cochecton

Chez Cochecton, a modern cabin in the Catskills

4.96 out of 5 average rating, 27 reviews

The exterior of the Barn House is shown, featuring a red wooden facade surrounded by tall trees. A grassy area is present in the foreground, with a parked white vehicle and a small porch visible at the entrance.

Home in Bethel

Catskills Barn House @ Smallwood

4.98 out of 5 average rating, 174 reviews

Early morning mist gently blankets the lawn, highlighting lush greenery. A log home is visible in the distance, with large windows reflecting the soft glow of the rising sun. The serene river complements the peaceful scene, inviting relaxation and connection with nature.

Cabin in Narrowsburg

Private Riverfront, Magestic View, Wildlife, Sauna

4.99 out of 5 average rating, 158 reviews

A warm interior of a log cabin features wooden walls and a cozy seating area. A spacious brown couch is complemented by a decorative ottoman. Natural light filters in through large windows, illuminating the natural wood tones and enhancing the serene atmosphere.

Cabin in Roscoe

Wonder's Never Cease: Hot Tub, Sauna & Cold Plunge

A charming cabin nestled among lush green trees features a striking black exterior with red accents and a green metal roof. The deck, with stairs leading up from the gravel driveway, offers a welcoming entrance to the inviting retreat.

4.98 out of 5 average rating, 66 reviews

The little cabin that could…Catskills Cutie

4.98 out of 5 average rating, 193 reviews

A charming cottage is set against a backdrop of trees and shrubs, featuring a welcoming yellow door. The front yard is landscaped with manicured grass and flowering bushes, leading to a concrete walkway that guides guests to the entrance.

Cottage in Narrowsburg

Cozy Cottage in Popular Narrowsburg

4.98 out of 5 average rating, 54 reviews

A charming outdoor patio area features a wooden deck surrounded by lush greenery. A gas grill is visible near a flowering plant, while string lights enhance the atmosphere. A green umbrella provides shade over the seating area, inviting relaxation among the vibrant purple blooms.

Apartment in Bethel

Quiet Cozy Catskills Studio near Bethel Woods