Holiday rentals in Samsonville

4.99 out of 5 average rating, 154 reviews

Lovely Cabin w/Piano No Car Needed Best Hiking

When you truly want to get away from it all, come experience the wilderness of the Catskills. We're nestled next to 30k acres of the Sundown Wild Forest inside the 300k acres Catskill Park, 2 hrs from NYC. Enjoy any of the 3 fireplaces located in and around the cabin after your choice of 8 hiking trails you can take from our doorstep including the cascading pools of the secluded Vernooy Kill Falls. Ecology History tour available RT private transportation from New Paltz Trailways Bus available.

4.99 out of 5 average rating, 116 reviews

Guest house in Olive

The Lily Cottage Guesthouse

Tuck up in a thoughtfully renovated 1950s one bedroom cottage, perfect for a solo or a couples Catskill getaway! Situated in a quiet hamlet, nights in are lit by starlight and serenaded by peepers. Perfectly hemmed in by the Ashokan Reservoir, hiking, and the rail trail. The interior features a mix of vintage furnishings along with modern comforts. A 20 minute drive takes you to Rosendale, Kingston, or Woodstock for shops, breweries and excellent dining. Town of Olive Registration # STR-22-23

4.93 out of 5 average rating, 146 reviews

Guest house in Accord

Studio in Private Forest; Peace and Solitude

Set in a hemlock forest on a quiet country road, this newly redone and separate guest studio is a perfect getaway. Set on 30 private wooded acres, the property is bisected by a Class A trout stream. Guests have access to the shared pool Mon-Fri, but not Sat-Sun. The second floor studio has a queen size bed and a queen size sofa bed along with a private bathroom. There is Wifi, a television (ROKU). There is no kitchen, however, we do provide a microwave, dorm fridge and Keurig coffee machine.

4.89 out of 5 average rating, 258 reviews

Cottage in Accord

Sweet Cottage on a Farm Road

Simple, airy, studio cottage next to my house, featuring a woodstove & enormous bathroom with a clawfoot tub. Perfect for writers/solo-travelers seeking solitude & peace and couples wanting quality time together. The cottage is on a scenic country road, walking distance to 3 farms, including 2 great farm-to-table restaurants: Westwind Pizza/Apple Orchard, Arrowood Brewery, & Hollengold Farm. A stone's throw are Stonehill Barn and Inness. 15 min drive to the incomparable Minnewaska State Park.

4.99 out of 5 average rating, 144 reviews

BBQ & Starlight, 13 acres, 100% Solar + Powerwall.

Super private, pet-friendly 13 acre solar powered*, modern farmhouse 2 hours from NYC in Catskills. ✔ Large backyard w/ firepit ✔ Dogs allowed** ✔ 229Mbps wifi ✔ Screen-in porch w/ outdoor dining ✔ 65” Smart TV with Apple TV in living room ✔ 50” Smart TV with Apple TV in guest bed ✔ Bluetooth sound system ✔ Memory foam mattresses ✔ Back deck w/ BBQ grill ✔ Indoor fireplace ✔ Onsite parking 10 mins → Vernooy Falls 20 mins → Minnewaska State Park, Mohonk Preserve & Ashokan Rail Trail

4.97 out of 5 average rating, 254 reviews

Villa in Kerhonkson

Luxury Villa Escape w Private Yoga Studio

Nestled at the edge of the forest, Villa blends peaceful seclusion with refined comfort. Wake to birdsong, stretch in the private yoga studio or gather for movie night in the home theater. Large windows invite natural light and views of the trees, while indoor spaces flow naturally into the surrounding landscape. The open-concept living area is ideal for sharing meals or conversation. Whether you’r seeking stillness, inspiration, or connection, this space welcomes all with care and intention

5 out of 5 average rating, 271 reviews

Cook House | Modern Cottage w/ Hot Tub & Fireplace

Featured in Vogue, Curbed, and Remodelista, Cook House is a fully renovated modern cottage in the Catskills with cozy minimalist vibes and kitchen gear designed to inspire your inner chef. Enjoy cooking while records spin across the Sonos. Eat al fresco on the porch, then head to the hot tub. Or binge your favorite show on the projection screen at the foot of the bed. Great for couples or individuals looking to relax and enjoy nature. Hosted by The Reset Club, a member of 1% for the Planet.

Guest suite in West Shokan

4.95 out of 5 average rating, 130 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.

4.96 out of 5 average rating, 552 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.

4.99 out of 5 average rating, 369 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!!

4.95 out of 5 average rating, 361 reviews

Beautiful Salt Water Pool & Fully Fenced 10 Acres

Look from the luxurious spa tub at the countryside oasis atop a rolling knoll on the edge of fir-scented forest land. Come home from a hike, farm, or award winning restaurant, & snuggle up by the fire under grand cathedral ceilings. In summer, swim in the salt water pool & enjoy the fire pit surrounded by lush landscaping & quiet. Stunning views as the seasons change, the windows showcasing rolling snowy hills or the vibrant colors of autumn leaves climbing the mountains.

4.94 out of 5 average rating, 508 reviews

Cabin in Olivebridge

Cozy Catskill Cabin on Acorn Hill

Enjoy a rustic respite from the city in this cozy cabin on 3.5 acres near the beautiful Ashokan reservoir and Catskill Park. Perfect for a relaxing weekend and as a hub for skiing and hiking. Cabin includes 1 bedroom and one bath, full kitchen, and living room with piano. This is a perfect get-away to relieve the stress of the city. Full amenity details are available in the listing. Town of Olive Registration # STR-22-19

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Other great holiday rentals in Samsonville

Superhost

4.87 out of 5 average rating, 46 reviews

Black A-Frame: Catskills Cabin

AnatolyRating, 5 stars1 week ago

Amazing place in a very peaceful area! Very cozy and charming. Erica was very friendly and provided us with everything we could possibly need, as well as a very detailed guide for the local experience.

5 out of 5 average rating, 17 reviews

Home in Olivebridge

Olive Outpost: Catskills 1BR Meadow House For 2

SarahRating, 5 stars2 weeks ago

Michael and Nick's Meadow House was one of the absolute best Airbnb stays we have ever enjoyed! It's truly a dream home with everything you will need for your stay. Standout details included a comfy bed, a dream kitchen with everything you'll need to cook your meals, spa-like bathroom, and a cozy fireplace that you can light with the push of a button. The views from every room are stunning and peaceful. We enjoyed coffee and birdsong on the porch every morning. We saw lots of birds, deer, chipmunks and woodchucks. And it's a short drive to lots of trails and charming towns. We had a welcome note and snacks waiting for us on our arrival. Michael was so friendly, responsive, and gave lots of fantastic recommendations. He was also so helpful with all our questions and a work emergency that came up for me. We were dreaming of returning for a longer stay before we had even left.

4.99 out of 5 average rating, 93 reviews

Cottage in Accord

Peaceful Cottage-in Private 5-acre field

DineshRating, 5 stars3 weeks ago

Charlene and team made the stay very comfortable. Check-in and amenities were all top notch! The house was beautiful and we loved our stay there. Will definitely visit again!

4.98 out of 5 average rating, 63 reviews

Home in Olivebridge

Country Getaway with Mountain View

CatherineRating, 5 stars1 month ago

This was the perfect vacation house in the woods for our family. My two young children loved all of the toys available. I quickly realized I did not have to even open the bag of books and toys we brought with us because there was more than enough here! Being in the middle of the woods was exactly what we were looking for. The house was well stocked with towels and all necessary cooking supplies. I would suggest a couple of extra blankets for cooler weather, as the bedroom downstairs was quite cold when we arrived. Otherwise, we had an excellent stay and we would definitely come back.

5 out of 5 average rating, 8 reviews

Home in Olivebridge

The Earthmover Inn

SukiRating, 5 stars5 months ago

Staying at the Earthmover Inn was the best decision we made this holiday! The house was impeccably clean and cozy, and Roger and Ruth left lots of great treats, like small chocolates and coffee and tea. We had a blast playing Scrabble by the fire, and the whole stay was wonderful. Roger and Ruth are attentive and kind communicators, and you can tell they care a lot about the comfort of the folks staying here. The BNB is within 10 minutes of Stone Ridge, and only a few minutes away from Tetta's and the Country Inn, for closer options for groceries and food. I grew up in the neighborhood, and staying here while visiting family for the holidays made me feel right at home!

4.95 out of 5 average rating, 43 reviews

Hudson Valley home with covered porch, fireplace

VilenaRating, 5 stars6 months ago

Great house/cabin for a nature getaway. Exactly as described, and I appreciated very clear instructions about everything. Loved attention to details and high-quality touches throughout the house and cute retro vibes. Very comfy beds and linens. We stayed over the Thanksgiving weekend, and were able to cook a holiday dinner for ourselves as the kitchen is fully equipped. The heating worked well considering freezing temperatures, but it makes some blowing noise, in case you are sensitive. I imagine that in warm weather this house sould be an absolute gem.

Guest house in Kerhonkson

5 out of 5 average rating, 15 reviews

Rustic Retreat in Hudson Valley

MarioRating, 5 stars2 weeks ago

Our stay was amazing. We completed our goal which was to disconnect from they city for a weekend and felt re-charged, re-energized and at peace during and after the trip. The setup is very practical. The deck was perfect for us to work on our own things throughout the day like journaling, cooking or just basking in the sun and napping. The outhouse, shower and BBQ area are all within 20-30 feet from the main deck and we just couldn't ask for a better layout. There's even a little trail down the main road that we explored that took us around the area and looped back to the house. Max was very responsive with any questions we had and he was very helpful in making us feel comfortable throughout the trip.