Pet-friendly holiday rentals in Palenville

A cozy living room features floral-patterned armchairs and a sofa, complemented by a low coffee table. A lamp provides soft lighting, and artwork hangs on the walls, enhancing the warm decor. A textured rug covers the floor, adding comfort to the space.

4.97 out of 5 average rating, 181 reviews

Cheerful Catskill Village Cottage

Bright and airy Catskill village refuge - a wildflower and wildlife haven in the thick of things. Historic house set on a quarter acre of trees and wildflowers, but blocks from Main Street, Catskill. Walk to Foreland, The Lumberyard, the incredible village cemetery, Thomas Cole House, restaurants and shops. Olana State Historic Site is right across the bridge! Cottage has a full kitchen, clawfoot tub, penny tile shower, front porch, dining room and large living room. Truly peaceful and lovely.

4.9 out of 5 average rating, 242 reviews

A cozy living area features a gray sofa and a wood-burning stove, complemented by decorative plants and bookshelves. Exposed beams add character to the space, while a unique blend of artwork and vintage items decorate the walls. A soft pouf rests on the wooden floor.

Home in Palenville

Charming rustic cottage @the foot of the Catskills

Explore the Catskill Region from this conveniently placed 100+ year-old home. In cooler months, go leaf peeping, skiing, snowshoeing, shopping/antiquing, then return home and cozy-up by the fireplace. During the warmer months, enjoy a zip line ride, hiking, mountain biking, or a swim in Kaaterskill Creek, then relax and unwind in our spacious sunroom. Hunter Ski Resort is 15 minutes away, Wyndham Ski Resort is 30 minutes away, and several NY state park trailheads are steps from the front door.

4.98 out of 5 average rating, 273 reviews

A cozy cottage is nestled among snow-covered trees, blending into the winter landscape. The blue exterior is contrasted by bright yellow accents on the front door. A path leads through the untouched snow, creating a sense of peaceful solitude in the winter scene.

Cabin in Tannersville

Cabin by the woods, Hunter Mountain & Kaaterskills

Our cozy little cottage is tucked away adjacent to the woods. This single floor 650sf apartment is a perfect place to unwind, build a bonfire, & enjoy the nature that surrounds you. Wake up in the morning to watch deer while enjoying your coffee on the porch. Main St. Tannersville is only an 8 min walk; with its nice selection of restaurants & shops. Hunter Mountain & Kaaterskill Falls are within a 10 min drive . Woodstock, Saugertise, Windham, Catskill & Kingston are within a 35 min drive.

4.91 out of 5 average rating, 210 reviews

A charming bungalow with a red exterior is nestled among tall trees. The angled roof features a small awning above a window with striped red and white curtains. A pathway leads to the front door, flanked by wild greenery and flowers.

Guesthouse in Catskill

StarryPines Cottage w Hot Tub Sauna Step to Trails

StarryPines Cottage is a 1920s resort bungalow that has been brought back to life. The house features reclaimed wood pieces and local furniture finds alongside mid century modern touches that give it a unique and stylish appearance. The cottage sits on a scenic property at the gateway to the Catskills. Natural Beauty and amenities make this a perfect retreat. Our family including a sweet lab mix live on property across the drive and share the greater yard. Dogs are welcome on approval.

4.96 out of 5 average rating, 304 reviews

The cottage exterior is painted bright yellow, featuring blue accents. A small porch includes a table and chairs, surrounded by greenery. Decorative lights hang along the porch, with a welcoming entry door leading into the home.

Cottage in Catskill

1930's Cottage charm cozy air cond. near hiking

1 bedroom 1930's guest cottage with a living room. Near many hiking trails. Window air conditioner brand new, ceiling fans in living room and bedroom. Separate windowed bedroom with new full size mattress. Full size gas stove, microwave, fridge, Keurig coffee maker, toaster and large tiled counter and sink. Full bath off bedroom with large clawfoot tub and shower combination and sink and brand new toilet. Wifi , flat screen Smart TV. Vintage cast iron fireplace with electric insert.

4.87 out of 5 average rating, 310 reviews

A cabin nestled among tall trees is gently illuminated at dusk. Soft light streams through the open sliding door, revealing a cozy sleeping area with a person resting on a bed. The surrounding forest is lush with greenery, enhancing the serene atmosphere.

Cabin in Saugerties

40-Foot Container Cabin in the Catskills

*Click on our logo to see all four of our cabins. Cabin 2: Our NEWLY renovated 40-foot container cabin - with a shower, A/C, and wood-fired hot tub - is set on a stream/waterfall and 20 acres of wilderness. Warm in winter and cool in the summer, enjoy the Solo fire ring on the deck, gas grill, La Colombe coffee, and hammock. The cabin is two hours north of NYC, with a refrigerator, Wifi, propane, furnace, and wood stove. Woodstock, Kingston, the Hudson River and hiking trails 15 min away.

4.88 out of 5 average rating, 594 reviews

The exterior of the tiny house is illuminated during twilight, showcasing its A-frame design and bright entrance. The front deck is bordered by lights, while the surrounding trees add to the rustic ambiance. Construction materials are partially visible, indicating ongoing renovations.

Tiny home in Palenville

Plant House- Woodstock/Kaaterskill/Ski, NYC Bus

Two hours from NYC, close to skiing (hunter mountain) , Kaaterskill falls, Woodstock, Hudson, Saugerties. Book us and make Hudson Getaways your base station for all kinds of adventures. Enjoy facilities of a bigger house in a tiny form factor. Heat/AC, Queen bed, Hot shower, Kitchenette, Fridge, Towels, linens, soap,coffee etc. *Hudson Getaways is a small woman owned business. We offer discounts to our social media followers, to returning guests and during slow seasons.

4.99 out of 5 average rating, 485 reviews

A modern bungalow is illuminated at dusk, featuring large glass doors that reveal a warm interior. A spacious deck area is adorned with string lights and includes comfortable seating options, inviting relaxation amid the surrounding trees.

Bungalow in Cairo

Riverfront, Fireplace & Fire Pit -20 min to Hudson

Modern Scandinavia-style riverfront bungalow on 8 acres. Sit on your deck with twinkle lights for coffee/dinner filled w sounds & views of a rushing river; walk across the river into your own private swimming spot! Perfect for a nature retreat, hiking, swimming, fishing (stocked every April), skiing, work w mountain views or write that novel you have always wanted to finish. 2 hrs from the George Washington Bridge. Level 2 EV charger. Hate has no home here-all are welcome.

4.92 out of 5 average rating, 178 reviews

The treehouse is elevated among lush green trees, showcasing a blend of wood and natural surroundings. A spacious deck extends from the structure, while a nearby wooden railing provides safety. The entrance features a single door with a window above, enhancing natural light.

Treehouse in Palenville

Cozy Treehouse in Catskill Mountains.

The treehouse resides on the locally famous Fernwood property. Our family ran a restaurant here since the 1970's. We no longer operate the restaurant, but the property is gorgeous. The treehouse is at the end of a road with a private swimming hole. Right out of the treehouse is the entrance to the famous long trail, plenty of hiking here. Also in town is the entrance to The Catskill Wild Forest. Hiking into Kaaterskill Falls is one of the main attractions here in town.

The exterior of the house is framed by lush greenery, featuring a wooden pathway leading to the entrance. Potted plants with purple flowers adorn the area, and a decorative wind chime hangs in a circular frame, enhancing the natural setting.

4.97 out of 5 average rating, 194 reviews

Modern Prefabricated Architectural Retreat

At Stonewall Hill, a modern prefab home set on 10 wooded acres, you can enjoy a cozy night by the fire in winter & cook a feast in the well-equipped kitchen or on the outdoor gas grill in summer. It has an open plan kitchen, living & dining space; a main bedroom w/ queen bed & ensuite bathroom; a 2nd bedroom that doubles as TV room w/ queen sofa bed & bathroom across the hall. 10 minutes to the HITS fairgrounds & close to hiking, skiing, shopping, & dining.

4.98 out of 5 average rating, 112 reviews

A modern cabin exterior is set against a backdrop of colorful autumn foliage. The structure features large glass doors and windows, allowing natural light to flow inside. A spacious lawn is visible, complemented by seating arrangements on the patio, inviting relaxation in nature.

Cabin in Round Top

Contemporary Cabin in Catskill Mountains

Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. Ready to escape the ordinary? Book your stay today.

A serene landscape is captured, featuring a tall tree with budding leaves beside a rustic barn. Mist gently envelops the grassy area, creating a tranquil atmosphere as light filters through the trees in the background.

4.98 out of 5 average rating, 164 reviews

The Stone House

The Stone House is a historic house built in 1811 beside the Kaaterskill Creek and surrounded by farmers fields and a beautiful Dutch barn. It's 2 hours from the city at the foot of the Catskill Mountains and a perfect base for exploring the Catskills and the Hudson Valley or for spending quiet weekend in the country.

Popular amenities for Palenville pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A bright dining area features a long white table surrounded by wooden chairs. Large glass doors open to a deck with river views. Sunlight fills the space, highlighting the clean lines of the cabinetry and décor in soft, neutral tones.

4.93 out of 5 average rating, 173 reviews

Upstate Waterfront Saugerties Retreat-Near HITS

4.94 out of 5 average rating, 363 reviews

A striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.

Home in Woodstock

Woodstock Historic Artist Estate - The Pond House

A spacious outdoor area features well-maintained green grass and a firepit surrounded by several bright yellow Adirondack chairs. Lush trees provide shade, and the peaceful setting enhances the natural beauty of the surroundings.

4.96 out of 5 average rating, 423 reviews

The Martin House, Catskills - (close to HITS)

Superhost

Home in Palenville

4.89 out of 5 average rating, 106 reviews

Campfire Lodge - Luxury Cabin, Kid Friendly

A wooden hot tub filled with bubbling water is positioned on a gravel surface, surrounded by trees at sunset. The dark exterior of the renovated cabin is visible with warm lighting emanating from the windows, enhancing the serene atmosphere. Soft clouds reflect colors of orange and purple in the sky.

4.98 out of 5 average rating, 108 reviews

Secluded, Modern retreat with Cedar Hot Tub

4.95 out of 5 average rating, 453 reviews

A spacious interior features exposed wooden beams and light-colored flooring. Large windows allow natural light to illuminate the room, highlighting comfortable seating areas and a dining table. A staircase is visible, leading to the upper level, enhancing the open and airy design.

Home in Germantown

Rustic Swedish Barn/Featured in Airbnb Magazine

A spacious living area features a comfortable sectional sofa adorned with various cushions. A low coffee table is positioned atop a decorative area rug, enhancing the space. Natural light streams through multiple windows, illuminating the soft color palette of the room.

4.96 out of 5 average rating, 222 reviews

Little Red Home in the Village

4.85 out of 5 average rating, 115 reviews

Spend the Holidays here! 12 hikeable acres

Pet-friendly home rentals with a pool

4.9 out of 5 average rating, 220 reviews

Condo in Windham

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Superhost

A modern tiny house is surrounded by the serene landscape of Columbia County. Bare trees and evergreen shrubs frame the structure, while the soft grass adds a natural touch. Large windows allow natural light to illuminate the interior, enhancing the connection to the outdoors.

Tiny home in Ghent

4.95 out of 5 average rating, 163 reviews

Country Getaway Tiny House in woods w/Pool/Sauna

4.93 out of 5 average rating, 394 reviews

A cozy living space is highlighted by a light wooden floor and a white shiplap ceiling. A comfortable brown leather couch and an orange accent chair provide seating. A wooden coffee table sits in front of the sofa. Wall art and a floor lamp add warmth to the room.

Cottage in Kingston

Kapitan’s Cottage Private Upstate Catskill Retreat

The spacious bedroom features a large bed with a geometric patterned duvet and plush pillows. Flanking the bed are two nightstands with lamps. A cozy area rug complements the hardwood floor. Robes are hung on the wall, and a doorway leads to the en suite bathroom.

4.94 out of 5 average rating, 139 reviews

Bluestone Escape - Where everyone is at home.

A charming farmhouse is framed by vibrant autumn foliage, with a wooden gate leading to a gravel path. Leaves strewn across the ground add to the seasonal ambiance, while the white exterior of the house is complemented by dark green accents.

4.94 out of 5 average rating, 160 reviews

Spacious 5BR Catskill Retreat Near Saugerties Hike

Guesthouse in Stanfordville

A bright living room features a sofa facing large glass doors that open to a view of the forest. A cozy armchair is situated nearby, along with a simple coffee table. A bookshelf contains various items, and a wood stove is positioned in the corner.

4.93 out of 5 average rating, 188 reviews

Eco Cottage in the Woods

4.96 out of 5 average rating, 375 reviews

A modern cabin features a peaked roof and large glass windows, set amidst lush greenery. A heated pool is visible in the yard, surrounded by comfortable lounge chairs, inviting relaxation in a tranquil outdoor setting.

Cabin in Red Hook

Modern Upstate Cabin, near Rhinebeck NY

An aerial view captures the expansive landscape surrounding the barn, featuring vibrant autumn foliage and rolling mountains in the background. A serene pond is nestled among the trees, with the property’s expansive lawn visible in the foreground, emphasizing the natural beauty of the 12-acre site.

5 out of 5 average rating, 158 reviews

Upstate Modern Scandinavian Barn in the Catskills

Private, pet-friendly home rentals

4.98 out of 5 average rating, 102 reviews

A spacious dining area is highlighted with wooden walls and a high ceiling, featuring large windows that invite natural light. A long table with chairs is positioned centrally, surrounded by plants and shelves filled with books and decor.

Cabin in Elka Park

The Paradise Cabin w/ Sauna - 10 min to Hunter Mnt

4.88 out of 5 average rating, 107 reviews

The charming cabin features a spacious front porch with wooden rocking chairs and decorative string lights. A well-maintained yard surrounds the structure, with green grass and flowering plants. The cabin's wood exterior blends harmoniously with the natural landscape of trees and open sky.

Cabin in Catskill

Cozy Cabin w/ 10 Min Walk to Downtown Catskill

Religious building in Woodstock

The expansive great room features cathedral ceilings with intricate tin details and large, elegant windows that showcase the natural surroundings. A bright green sectional sofa anchors the space, accompanied by a wooden dining table and a cozy seating area near the graceful archway.

4.98 out of 5 average rating, 186 reviews

Magical and serene: The little church on the hill

5 out of 5 average rating, 217 reviews

The A-frame cabin is surrounded by vibrant autumn foliage, showcasing hues of gold and orange. A welcoming red door stands out against the green exterior. A wooden deck extends from the cabin, providing an inviting entry point amidst the natural landscape.

Cabin in Margaretville

The Waterfall Casita: A-frame with 30ft Waterfall

4.91 out of 5 average rating, 231 reviews

An open-plan kitchen and dining area features a modern design with green cabinetry and natural wood accents. A wooden dining table is surrounded by four chairs, and large windows allow natural light to fill the space. A ladder leads to a loft area.

Cabin in Catskill

Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill

4.9 out of 5 average rating, 109 reviews

A large brown chicken stands on a wooden railing, overlooking a sign reading 'Parking for Artist Retreat.' In the background, a brick wall complements a white door, while a small chair is positioned nearby on the deck.

Farm stay in Coeymans

Magic Forest’s Artist Retreat

4.95 out of 5 average rating, 131 reviews

An open living space features vibrant green walls and large windows that invite natural light. A comfortable couch and a wooden coffee table are positioned on polished hardwood flooring. In the back, a dining area with a wooden bar and chairs is visible, offering views of the surrounding greenery.

Cottage in Catskill

Evergreen Escape - Woodsy Artistic Retreat