Holiday houses in Town of Gilboa

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Top-rated holiday rentals in Town of Gilboa

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Guest favourite

Cabin in Hobart

4.97 out of 5 average rating, 262 reviews

Solitude Escape | Breathtaking Mountain Views

Whether you're looking to create new memories with friends and family, trying to decompress and relax outside of the city, or planning a romantic escape for that special someone in your life, this mountain view cabin is the perfect choice for your adventures in the Catskills region. Awaken before daybreak to watch the sunrise over the mountains & unwind by the pond with a delicious cup of coffee provided at the cabin. WINTER ADVISORY: Snow & ice may be present on the driveway & walkways. 4WD/AWD/All Season Tires recommended. Practice caution when walking & driving in the mountains. Relax - Play - Enjoy! The best of two worlds: a sophisticated 2 Bedroom 2 Bath Contemporary with all the creature comforts - all this on just under 8 acres in a picturesque back country setting with majestic mountain views, and even a small pond. Plenty of highlights in the saltbox-like residence. Brand new stranded bamboo floors in the cathedral ceiling great room and bedrooms. Antique Blanco Granite counters, Hickory Cabinets, ceramic tiles floor in the kitchen, natural stone travertine tile floor in the downstairs bath. The upstairs Master Bedroom has ensuite bath with subway wall tiles and Art deco floor tiled shower and a closet with laundry hook-ups, both behind sliding barn doors. All the mechanicals, appliances, fixtures are new (2018/2019) and above average including thoughtful details oriented to todays lifestyle (USB charging ports in electrical outlets in bedrooms!). All this just minutes from Ski Plattekill in Roxbury, the Round Barn Farmer's Market in Margaretville and within 3hrs. from GWB. All the amenities of home Wi-Fi Direct TV. House has all New finishes from pillows, bed sheets, mattress all the way down to perfectly rolled white towels, always find a relief of cleanliness with a little touch of OCD. Feel free to contact with questions and places to go things to do. Your basecamp for adventure awaits you in Hobart, New York. This centrally located contemporary chalet is surrounded by hiking trails and back country skiing. Just a short drive away from the retreat you'll find the small hamlet towns of Bovina, Bloomville, Delhi, Stamford and Hobart nestled in the Catskills. If you love wandering bookstores, enjoy exploring local art scenes, or have the desire to hug a baby goat, be sure to include these towns on your itenirary to embrace the full Catskills experience! 30 Mile Bike and walking trails ---https://www.traillink.com/trail/catskill-scenic-trail/ In the winter months its recommended to have and SUV since we are on our own private road. The road is cleaned of snow and anything above 2 Inches.

Superhost

Chalet in Gilboa

4.89 out of 5 average rating, 117 reviews

Modern Chalet w/Outdoor TV & Covered HOT TUB+POOL

Welcome to the beautiful Catskills! Our new beautiful A-Frame Chalet is situated on 6 acres of private forested land with lovely views of nature. Come stay in the fresh air! The chalet is fully stocked to be enjoyed for all seasons! Relax under the covered patio in all weather (rain or snow) in the HOT TUB or lounging on outdoor sectional while watching some NETFLIX/YOUTUBE TV all year round on our OUTDOOR TV, shoot a game of POOL in our upstairs Loft, or take a hike through our private TRAIL!!

Top Guest favourite

Home in Roxbury

5 out of 5 average rating, 169 reviews

Private 3BR escape w/ sweeping Mt Views & Firepit!

Click: "Show more" to read description before booking. NO PETS Perched high on a private road, The Ridge is a 3 BR / 2 bath newly constructed modern farmhouse w/ sweeping mountain views! Relax & dine outdoors on the wrap around deck & discover all of the comforts of home inside the open concept living space. Set on 5 mountainside acres, 3 min to Roxbury town & 10 min to wedding venues. Outdoor adventures await- 4 season activities at ski mountains, hiking, golf, farmers markets & culinary tours

Top Guest favourite

Cabin in Margaretville

4.99 out of 5 average rating, 191 reviews

The Waterfall Casita: A-frame with 30ft Waterfall

Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

Top Guest favourite

Cabin in Prattsville

4.99 out of 5 average rating, 172 reviews

Alpine Ridge - Mtn. Views, Fire Pit, Pizza Oven

Alpine Ridge is set on 3 acres of land, high up on a private road. From the house, you'll see the Bearpen Mountain Range across the valley. We designed and curated our home to be a perfect escape. Though remote, we are close to town for all the essentials: 5 mins to Prattsville, 15 mins from Windham and 25 mins from Hunter. The Catskills are abundant with hiking trails, ski slopes, quaint towns, local events, wedding venues, and farm-to-table restaurants. Follow us on IG: @alpineridgeny

Top Guest favourite

Chalet in Gilboa

4.98 out of 5 average rating, 168 reviews

Secluded Chalet w/ Unforgettable Views on 22 Acres

A nature-lover's oasis, this 3-bedroom/4-bed/2-bath log-built chalet with contemporary furnishings is perched high along the northernmost edge of the Catskill Mountains offering unforgettable panoramic views from inside and out across 22+ secluded acres. Due to its proximity to hiking trails, lakes, rivers, breweries and wineries as well as Windam (7 mi), Hunter (16 mi), Catskill (26 mi) and Hudson (29 mi), this is the ideal location from which to explore the best the Catskills has to offer.

Guest favourite

Cabin in Gilboa

4.89 out of 5 average rating, 185 reviews

Catskills Retreat - hot tub, views, summer avails

This private, light-filled cabin on 3.5 acres in Gilboa, NY is a perfect secluded retreat for adventurers, families, or groups of friends. Relax while grilling out on the large deck with great mountain views, then start a fire in the wood burner or fire pit, or enjoy the sunset from the hot tub! The cabin is located near Hunter, Windham, and Plattekill ski areas, as wells as Minekill State Park and the Catskill Scenic Trail, and various wedding venues making it a perfect weekend getaway!

Guest favourite

Cabin in Walton

4.94 out of 5 average rating, 176 reviews

The Mill House: An Enchanting Stream-Side Retreat

Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to the perfect fall retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a recent restoration, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

Top Guest favourite

Home in Roxbury

4.97 out of 5 average rating, 132 reviews

Mountain and tree view cabin on 12 private acres

A great escape awaits you on 12 acres of private land. If you prefer a relaxing vacation or if you want to get involved in local activities (hiking, biking, swimming, skiing, snowshoeing, sledding), this is your place. Enjoy 360 degree views of the Catskill Mountains from almost anywhere on the property. Sip your morning coffee while watching the sunrise on the large deck. Play in the large private yard. Clear evenings are the best for sunsets, a fire pit and star gazing.

Guest favourite

Home in Gilboa

4.94 out of 5 average rating, 126 reviews

Mountains Views & Private Stream

Enjoy incredible mountain views at this 4 bedroom, 2 bathroom retreat in the heart of the Catskills Mountains. Home to Gilboa’s Fossil Museum and a short drive to scenic Belleayre, Windham, and Hunter mountains, this ideal secluded oasis sits on 5 acres of gorgeous landscape with a babbling brook. Nearby attractions include Minekill Falls and the Pakatakan Farmer’s Market. Look no further for adventure in serenity. We would love to host your next escape to the mountains.

Guest favourite

Home in Gilboa

4.84 out of 5 average rating, 148 reviews

Great for hunters-skiers-hikers close to Windham

The quiet tranquility of mountain nature. Minutes from the Windham mountain ski resort. State land nearby for hunters as well. This one bedroom home has key pad entry, a full kitchen, dining area, living room, front deck, spacious rear deck, fire pit, acres of back yard, full bathroom, can sleep four with queen size bed and pull out couch, wifi, fire stick tv. All the comforts of home. This is a fully furnished one bedroom home that was recently converted to an Air BNB.

Guest favourite

Apartment in Roxbury

4.93 out of 5 average rating, 311 reviews

"Your Country Getaway at Beulah Land Farm."

Enjoy a one bedroom apartment with a private entrance. Head up the old rear staircase around the back of a quaint 100 year old farmhouse. Stairs are a little steep. There is a kitchenette with a two burner stove, sink and under counter fridge. There is one full bath with a shower stall. In the living area there is a day bed with an extra twin mattress underneath. There is wireless internet for your use as well. It is 25 minutes to ski areas.