Pet-friendly holiday 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, 119 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

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, 270 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

4.92 out of 5 average rating, 113 reviews

holiday-decorated 'treehouse' w 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

5 out of 5 average rating, 169 reviews

The A-frame cabin is nestled among trees, featuring a wooden deck and wide glass doors that open to the interior. A private hot tub is positioned nearby, providing a relaxing outdoor space surrounded by nature.

Cabin in Damascus

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly

Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

4.95 out of 5 average rating, 139 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.

4.94 out of 5 average rating, 151 reviews

Holiday-Decorated Cozy Renovated Cabin w 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, 144 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.

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, 151 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, 246 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, 191 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

4.98 out of 5 average rating, 105 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

4.89 out of 5 average rating, 99 reviews

A cozy living area features wooden walls and a plush sectional sofa, complemented by a dark coffee table. A smart TV is visible on the wall, while a doorway leads to a bathroom. Natural light enhances the inviting atmosphere.

Home in Glen Spey

Cozy and Quiet Lakeview House

4.97 out of 5 average rating, 132 reviews

A wooden sauna features warm, natural wood paneling and ambient lighting. Two seating benches provide ample space for relaxation, while a small basket holds towels. A window allows for natural light to enter, enhancing the tranquil atmosphere within the sauna.

Home in Parksville

Catskills Retreat / Sauna/ Hot Tub/Bethel Woods

5 out of 5 average rating, 135 reviews

A spacious living area features high ceilings with wooden beams and large windows showcasing the surrounding trees. A stone fireplace adds warmth, while a modern kitchen with white cabinetry and stainless steel appliances is visible in the background. Three bar stools are positioned at the kitchen island.

Home in Parksville

Catskill Getaway • HotTub • Wood-Stove & Casino

4.96 out of 5 average rating, 119 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

5 out of 5 average rating, 201 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, 207 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

4.92 out of 5 average rating, 122 reviews

A well-maintained property is showcased beside a serene pond, surrounded by lush greenery. The single-story house features a wooden exterior and offers ample outdoor space for relaxation. A picturesque landscape includes trees and a manicured lawn, providing a tranquil setting for guests.

Home in Eldred

Lake House On 7 Acres w Koi Ponds, Hot Tub, Boats

5 out of 5 average rating, 147 reviews

A modern home with large windows is set against a backdrop of trees. A spacious deck features outdoor furniture, including a table with an umbrella for shade and two red chairs. String lights provide gentle illumination, enhancing the outdoor space.

Home in Narrowsburg

Ridge Haven: Catskills home w/ open deck & firepit

Pet-friendly home rentals with a pool

4.96 out of 5 average rating, 286 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, 218 reviews

Stunning Mountain Cabin w/ Pool & Hot Tub

4.96 out of 5 average rating, 118 reviews

Chalet in Tobyhanna

Lakefront Chalet w/Private Hot Tub & Stunning View

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, 329 reviews

Experience The Zen House

4.96 out of 5 average rating, 113 reviews

The sun sets over Lake Wallenpaupack, casting a warm glow across the water. Reflections shimmer on the surface, while clouds create a dynamic sky backdrop. The silhouette of trees is visible along the shoreline, enhancing the natural beauty of the scene.

Home in Greentown

Lakeside Oasis

4.99 out of 5 average rating, 114 reviews

A spacious game room featuring various entertainment options. A mini basketball court is visible on one wall, while pool and air hockey tables are positioned nearby. Comfortable seating and a large TV are present, enhanced by bright overhead lighting and a netting enclosure for safety.

Home in Tobyhanna

Private Game house-Basketball*Hot Tub*Jacuzzi*Gym

4.9 out of 5 average rating, 109 reviews

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

Private, pet-friendly home rentals

4.98 out of 5 average rating, 117 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, 134 reviews

A cozy living area is highlighted by large windows allowing natural light to fill the space. A wood-burning stove serves as a focal point, with a plush sofa draped in a soft throw. A mix of plants and decorative items enhances the inviting atmosphere.

Chalet in Roscoe

Sunday Mountain House - Cozy Catskills Chalet

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

Guest house in Forestburgh

A hot tub is visible in the foreground, with feet partially submerged in water. In the background, a vibrant sunset displays hues of purple and orange over a serene outdoor landscape, framed by trees and an outbuilding.

4.97 out of 5 average rating, 447 reviews

Guesthouse On old 1879 Farm. Hot tub, hiking.

5 out of 5 average rating, 162 reviews

A cozy living area is highlighted by a corner fireplace and a flat-screen television. A sectional sofa with cushions and an armchair create a comfortable seating arrangement. A decorative shelving unit displays greenery and decorative items, while warm lighting adds a welcoming touch.

Bungalow in Hurleyville

Romantic Agrihood Getaway Bungalow-Fireplace/WiFi

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.

4.99 out of 5 average rating, 69 reviews

The little cabin that could…Catskills Cutie

4.98 out of 5 average rating, 194 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