Vacation rentals in Town of Gilboa

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Top-rated vacation rentals in Town of Gilboa

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Guest favourite

Cabin in Hobart

4.96 out of 5 average rating, 260 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, 116 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, 167 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 Prattsville

4.99 out of 5 average rating, 169 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, 166 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 Stamford

4.95 out of 5 average rating, 153 reviews

The A-Frame on Pudding Hill

Escape to the charming town of Stamford and unwind at The A-Frame on Pudding Hill. Nestled on 5 wooded acres, this A-frame offers a secluded and serene retreat for friends, families, and couples alike. Take in stunning views of foliage, hike nearby trails, and cozy up by the crackling fire for family game night or karaoke. With endless activities like indulging in a wood-burning hot tub or channeling your inner child with our new rope swing. The A-Frame on Pudding Hill is the perfect getaway.

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

Cottage in Gilboa

4.91 out of 5 average rating, 309 reviews

Home Alone Mountain Retreat

We rent the house beautifully located in the small vacation community on the hill with a mountain view from the wrap-around deck. Enjoy the privacy and tranquility of the 1,5 acre land adjacent to the state forest, take on the stroll in the woods, wander around the historic villages, take a swim in the pond, enjoy the country roads on the mountain bike or visit Windham and Hunter. There is a hot tub on the deck but we determine availability daily. We do not charge the cleaning fee.

Guest favourite

Chalet in Stamford

4.94 out of 5 average rating, 121 reviews

Spacious cabin w/grill, firepit & mountain views

NOTE: Click “Show More” to read the full description. Home with stunning views perfectly situated between Roxbury and Stamford! Drink your morning coffee at the bar on the deck overlooking the mountains, curl up with a good book in the reading nook, or explore the farms, mountains, and countryside of the beautiful Western Catskills. Cabin is situated on five beautiful acres at the end of a private drive. Beautiful sunrises over the mountains, with wide-open stargazing after dark.

Top guest favourite

Home in Roxbury

4.97 out of 5 average rating, 127 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, 125 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

4.83 out of 5 average rating, 142 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.