Holiday houses in Town of Gilboa

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Top-rated holiday rentals in Town of Gilboa

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Guest favourite
A bright living space features a wooden ceiling with triangular beams and ample natural light from large windows. A wooden dining table is surrounded by modern chairs, while a plush sofa faces a stylish accent chair. Decorative plants add a touch of greenery to the room.
Cabin in Hobart
4.97 out of 5 average rating, 268 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.

Guest favourite
A charming cottage is visible surrounded by vibrant autumn foliage, set on a spacious green lawn. A decorative clock and fence in the foreground frame the scene, while a front porch invites relaxation. Adjoining trees enhance the secluded, tranquil atmosphere of the property.
Cabin in Gilboa
4.93 out of 5 average rating, 171 reviews

Windham Cabin Secluded With Bonus Mini A Frame

Less than two hours and forty-five minutes from NYC, twenty minutes from Windham Mountain, & 10 minutes from Mine Kill Park. Enjoy four seasons of mountain fun in the Catskills. Wake up to a breathtaking sunrise over the mountains and absorb the serenity of our secluded property that borders wooded state land. This house is perfect for couples or a family with children, with a queen-sized bed in the master bedroom, daybed with twin mattress in the spare room, & a pullout sofa in the living room.

Top Guest favourite
A modern living area is highlighted by 20-foot vaulted ceilings and a wall of large picture windows framing lush mountain views. The space features a comfortable sectional sofa, a wooden coffee table, and a television on a media console. A cozy gas fireplace enhances the inviting atmosphere.
Home in Roxbury
5 out of 5 average rating, 177 reviews

Private Mt view escape- 3BR w/firepit near skiing!

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
A living area features a cozy gas fireplace framed by a white mantel. Comfortable seating is provided with a gray armchair, vibrant red chairs, and a green ottoman in the center. A dining table for two stands to one side, with artful wall decor enhancing the ambiance.
Cottage in Gilboa
4.92 out of 5 average rating, 332 reviews

Home Alone Mountain

Home Alone Mountain is a cozy cottage in a peaceful country setting. The house beautifully located in the small vacation community with a mountain view. Enjoy the privacy and tranquility of the 1,5 acre meadow 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 open roads on a bicycle or visit Windham and Hunter villages. Find us on Instagrm @upstay z, #upstay z, #homealonemountain to learn more about the area.

Top Guest favourite
The cozy cabin exterior is lit softly by string lights as dusk sets in. A fire pit surrounded by adirondack chairs occupies the grassy area in front, while large windows offer glimpses of the warm interior and the surrounding forest.
Cabin in Prattsville
4.99 out of 5 average rating, 184 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

Guest favourite
The loft area features wooden walls and ceilings, accentuating the natural log construction. A gray sofa with yellow accent pillows is positioned alongside a low black coffee table. Large windows provide a view of the surrounding landscape, while a geometric-patterned rug adds warmth to the space.
Chalet in Gilboa
4.98 out of 5 average rating, 174 reviews

Winter Paradise w/ Stunning Views Near Windham Mtn

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.

Top Guest favourite
A cozy cabin is illuminated at night, surrounded by string lights that outline its exterior. A fire pit is situated in the foreground, with guests gathered around. The expansive deck is partially visible, enhancing the inviting atmosphere of the outdoor space.
Cabin in Gilboa
4.89 out of 5 average rating, 189 reviews

Catskills Retreat - hot tub, views, and dog run!

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 well as Minekill State Park and the Catskill Scenic Trail, and various wedding venues, making it a perfect weekend getaway!

Guest favourite
A modern cabin design features broad wooden slats and floor-to-ceiling glass doors. A spacious deck includes loungers and a hot tub, surrounded by lush greenery, enhancing the outdoor aesthetic. Soft lighting illuminates the seating area, creating a welcoming environment.
Home in Hunter
4.95 out of 5 average rating, 183 reviews

Modern House with Mountain View @Getawind

Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Top Guest favourite
The rustic cabin features a sloped green metal roof and a spacious wooden deck, surrounded by well-maintained gardens with colorful flowers. Lush trees provide a natural backdrop, enhancing the peaceful setting of the 12-acre property.
Home in Roxbury
4.97 out of 5 average rating, 141 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.

Top Guest favourite
A vibrant red barn is set against a backdrop of rolling green fields and colorful autumn foliage. The surrounding trees display shades of orange, yellow, and green, while distant mountains rise under a clear blue sky.
Home in Gilboa
4.94 out of 5 average rating, 135 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
A single-story home is set among trees, featuring a front porch with a wooden railing. A gravel driveway leads to the entrance, framed by a landscaped area. The surroundings include additional structures and a green landscape, providing a peaceful natural setting.
Home in Gilboa
4.83 out of 5 average rating, 160 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
The exterior of a charming farmhouse is captured, showcasing a green facade with white trim and a red roof. A spacious porch can be seen, providing an inviting entrance. Surrounding grassy areas and trees complement the rural setting, illuminated by natural sunlight.
Apartment in Roxbury
4.93 out of 5 average rating, 321 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.

Popular amenities for Town of Gilboa holiday rentals