Vacation rentals in Sundown

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Top-rated vacation rentals in Sundown

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A wooden deck extends from the chalet, offering a view of lush greenery and rolling hills under a clear blue sky. Sunlight filters through the trees, creating dappled light on the ground. The vibrant colors of autumn foliage can be seen in the landscape.

Chalet in Grahamsville

4.94 out of 5 average rating, 182 reviews

Catskills mountain view chalet

Come and enjoy our Catskills mountain view chalet. Escape the chaos of the city for peace and serenity. In our home you'll find an open concept kitchen/dining and living room space, a huge deck, 2 bedrooms, a newly renovated bathroom and a loft work space. Take in the country skyline view with a glass of wine on the deck while listening to meditative sounds of the babbling brook. Don't forget to bring groceries as the best way to enjoy the chalet is with a home cooked meal with those you love

Guest favorite

The A-frame chalet is nestled among lush greenery, showcasing a rustic wooden exterior with an inviting wraparound deck. Natural stone steps lead up to the entrance, surrounded by various plants and trees, enhancing the tranquil setting typical of the Catskill mountains.

Chalet in Napanoch

4.95 out of 5 average rating, 241 reviews

Catskills Aframe, Water View, Goat Sanctuary

This charming Aframe is tucked into the Catskill mountains, with spectacular seasonal views of the Rondout Reservoir. This house has a cozy feel with rustic charm and is the perfect getaway for those wishing to escape to nature. Outdoor enthusiasts will enjoy numerous local hiking trails and we're just 25 minutes from popular areas such as Mohonk Preserve, Sams Point, Minnewaska. A goat sanctuary, animal lovers can visit with our over 30 rescue goats, chickens, dogs and of course, local wildlife

Top guest favorite

A small dining area is seen with a round wooden table and a patterned chair. A large window offers a view of the outdoors with trees and a rustic shed visible beyond. A piece of artwork is displayed on the wall, enhancing the cozy atmosphere.

Guest suite in West Shokan

4.95 out of 5 average rating, 163 reviews

Stylish and Cozy Mountain Retreat

Private entrance into a stylish, cozy upstairs studio in artist's mid-century home near The Ashokan Reservoir. The Catskills are the destination for hiking, art, skiing, swimming or checking out the local food scene and breweries - all within minutes. Guests have the second floor to the home with no shared spaces with host. Outdoor seating with grill, barn with bocci and other yard games. King size bed, day bed with plush bedding. Spacious new bathroom with tiled shower and skylight.

Guest favorite

A charming cabin stands surrounded by trees, illuminated by soft string lights. A fire pit with glowing embers is positioned in front, with a charcoal grill nearby. The cabin features large windows, allowing for views of the serene wooded landscape.

Cabin in Kerhonkson

4.96 out of 5 average rating, 576 reviews

Cozy Cabin - pet friendly + near hiking

Take a leisurely walk under the towering trees in the quiet wooded acre surrounding our cozy, alpine-inspired cabin with contemporary bohemian touches. Sleep in upstairs under deep-set skylights, observe wildlife out our large picture windows, or curl up by the fire on the rustic screened porch. Daydream on our hammock or dine alfresco taking advantage of our barbeque. On a clear night, it is easy to stargaze up through the tall trees, perhaps while toasting marshmallows fireside.

Top guest favorite

A rustic Finnish cabin is seen nestled among trees, featuring a slanted wooden roof and a spacious deck. Adironack chairs are placed on the deck, complemented by a green umbrella. A stone garden borders the deck, enhancing the natural surroundings.

Cabin in Rochester

4.99 out of 5 average rating, 380 reviews

The Metsämökki - A Finnish Cabin in the Woods

The Metsämökki is a small Finnish cabin in the foothills of the Catskill Mountains. Originally a sauna that was shipped here from Finland. We renovated it to a tiny house that offers complete privacy. Enjoy the babbling brook while sitting on the deck and taking in the surrounding nature. We're not offering high-tech or glamour but this cabin is a beautiful retreat from the busy city. **Check out our new midweek discounted rates and enjoy a little extra time for a great price!!

Guest favorite

Home in Grahamsville

4.9 out of 5 average rating, 105 reviews

Spacious Catskills Farmhouse on over 5 acres!

Come enjoy autumn in the Catskill Mountains! Fall is the best time to visit the Catskills! Crisp nights, fresh apple cider, U-pick farms, bonfires, & picture-perfect fall foliage. Get outside and explore our trails, parks, and lakes or visit the local casino or indoor waterpark. You will feel right at home in this charming & restored 5BR farmhouse. Located on 5+ acres near the great Catskills Forest Preserve, this is a great place for four-season recreation.

Top guest favorite

A cozy living room features a stone fireplace surrounded by plush seating. Wooden beams accent the ceiling, enhancing the rustic charm. Soft light glows from nearby rooms, creating a warm and inviting ambiance. Decor elements reflect nature-inspired design, adding character to the space.

Cottage in Kerhonkson

4.82 out of 5 average rating, 928 reviews

Cozy Cottage w/ Infrared Sauna

Escape to a serene, nature-inspired cottage nestled on the Shawangunk Ridge. Relax by the warm gas fireplace, gather around the handmade dining table crafted from 100-year-old reclaimed wood, or unwind in the private infrared sauna, accessible from the master bedroom. Explore nearby hiking trails, discover hidden messages throughout the space, and enjoy a curated "meaningful library." Perfect for relaxation, adventure, and meaningful moments with loved ones.

Top guest favorite

The exterior of the retreat is illuminated at dusk, highlighting its distinctive architecture with large windows and a welcoming porch. The rustic screen house features string lights, creating a warm ambiance against the backdrop of surrounding trees.

Home in Claryville

4.99 out of 5 average rating, 127 reviews

The Blue House on the Hill Catskills

Spectacular Mountain & Valley Views—Streamside. A beautifully renovated getaway located in the heart of the Catskill Mountains. Upon entering this gorgeous retreat, you will be instantly taken by the designer's attention to detail. Enjoy the open floor plan kitchen with soapstone countertops overlooking the amazing vaulted great room with spectacular views of the farm, valley, and surrounding mountains.

Top guest favorite

A winding stone path meanders through lush greenery, leading toward the wooden exterior of the house. Surrounding foliage includes small shrubs and wildlife-friendly decorations. A birdbath is positioned on the left, with natural stone accents visible throughout the landscape.

Home in Accord

4.97 out of 5 average rating, 141 reviews

The Woods House, 40 secluded acres & speedy wifi!

Private, Secluded, Peaceful! If you’re looking for a rare experience, a week, month or weekend respite —The Woods House is for you! Enjoy the peace! Conveniently located outside the historic village of Stone Ridge, NY, in the Lyonsville, Accord area—close to High Falls, Rosendale, Woodstock, Kingston and New Paltz — yet set on 40 acres of forest, our Woods House is blissfully quiet and secluded.

Guest favorite

A modern wooden home is nestled among the trees, featuring a sloping roof and large windows that create an open view. The structure blends seamlessly with the grassy surroundings and is accompanied by a small stone patio area.

Cabin in Napanoch

4.96 out of 5 average rating, 186 reviews

Lidar West

Lidar West is a unique mountain home located in the woods by one of New York City's major reservoirs. The main house is a 1400 sqft 2 bed, 2 bath, ideal for families with kids, and there's a sleeping cabin with an additional queen bed, electric heater, and wood burning stove called Hemmelig Rom, which I built myself using oak milled on the property.

Top guest favorite

The exterior of a two-story house is shown, featuring a stone foundation and white siding. A front deck with a staircase leads to a seating area with red chairs. Green trees surround the structure, enhancing its natural setting.

Cottage in Ellenville

4.88 out of 5 average rating, 362 reviews

Lake house-lake drained for repairs

This house has a beautiful lake view. With boat access nearby. Nice, quiet, wooded area at the bottom of the Catskills. Near Monticello, Middletown, Kingston, Woodstock and Newpaltz. For security purposes, we can only accept reservation request from a verified profile in Airbnb. Thank you for understanding.

Guest favorite

A hot tub is positioned on the deck, offering views of the surrounding mountains. The cabin's large windows reflect the greenery outside, enhancing the natural setting. Soft lighting from string lights can be seen overhead, contributing to the serene atmosphere.

Cabin in Kerhonkson

4.98 out of 5 average rating, 417 reviews

Zink Cabin | Mountain Views w/ Hot Tub

Zink Cabin is a cozy Catskills mountaintop retreat for romantic getaways, solo escapes, and starry nights. Cabin vibes combine with modern comforts like an on-demand fireplace, hot tub, Sonos, dishwasher, Netflix in 4k, and excellent WiFi. Hosted by The Reset Club, a member of 1% for the Planet.