Gramp’s Old School near Saratoga Springs, NY

By |2021-07-02T12:43:54+00:00July 1st, 2021|Recent Stays|

This one-room schoolhouse, Gramp's Old School, was originally built in 1850 and listed on the National Register of Historic Places. More recently, It's been lovingly restored & renovated by a woman (and her father) whose Grandfather attended this idyllic school in the 1940's.

Cranberry Pond near Livingston Manor, NY

By |2022-04-02T11:59:52+00:00June 15th, 2021|Recent Stays|

Welcome to Cranberry Pond, a 3-bedroom rental home (plus two private studio cabins) just outside Livingston Manor, NY. Follow a private dirt road to this Catskills oasis, which is surrounded by rolling open meadows, windflowers and water views. Sister property to Clementine Creekhouse, this home has been designed beautifully and thoughtfully by Orley Interiors.

Clementine Creek in Hankins, NY

By |2021-06-15T12:17:21+00:00June 15th, 2021|Recent Stays|

New to the Upstate rental market, the beautiful & spacious Clementine Creekhouse (@ClementineCreekhouse on Instagram) sits just outside Callicoon, NY. Designed by the owners of sister property Cranberry Pond, the house has gorgeous treehouse-esque views and room for everyone with 6 bedrooms and 3.5 baths, sleeping up to 14 guests.

Garden Glamping in Woodstock, NY

By |2021-06-04T19:23:34+00:00June 4th, 2021|Recent Stays|

However you’re looking to connect with nature this summer — be it glamping, outdoor showering, exploring magical gardens, or hunkered down by the pool — @cooperlake_outpost has you covered. Located in Bearsville, NY (minutes from Woodstock), you'll check in and hope to never leave this extraordinary property.

Glasco Woodstock in Saugerties, NY

By |2021-09-16T18:39:45+00:00June 2nd, 2021|Recent Stays|

In the 1970s, an 1800s barn at the foot of Overlook Mountain was converted into a sun-drenched getaway where friends and family came to explore dense forest, listen to cicadas hum by the pond, and spend evenings by the fire sharing stories. Today, it’s the @glascohouse, located on 16 acres and sleeping up to 16 friends and family in six bedrooms.

River Barn in Essex, CT

By |2022-06-16T12:40:42+00:00May 17th, 2021|Recent Stays|

This fabulous post & beam historic barn has been converted into a chic living space with two bedrooms and two bathrooms. Outside, a sweet little yard that was once a pasture is now fenced in with a firepit, complete with a beautiful deck. Rainy day? Light up the stone fireplace in the living room and get cozy.

Cabin on Fern Ridge in Narrowsburg, NY

By |2021-05-10T18:53:56+00:00May 10th, 2021|Recent Stays|

This small but spacious cabin tucked into the woods is perfect for a couple’s getaway with two bedrooms (one queen bed room & one pullout sofa) — and is priced for that, with rates beginning at $215 a night. During winter, cook dinners in the well-appointed kitchen and curl up by the fireplace; during summer, make use of the grill and hang by the fire pit, or stargaze right from the deck.

Barn on 23 in Harpersfield, NY

By |2021-05-10T15:42:33+00:00May 10th, 2021|Recent Stays|

This 100-year old barn has been converted into the most perfect, magical gathering place, with five bedrooms, two living rooms, a large deck, two dining spaces and a large kitchen at the center of everything. (A perfect post-Covid gathering spot with family & friends, don’t you think?) Every room in the massive barn seems to have some nook waiting for guests – whether it's the all-painted-white loft, the "barn room" (with games, darts and a sauna), or simply cozying up in front of the huge fireplace. Looking for adventure? Take a hike on the 10-acre property, lay under the stars, and experience the Catskills in style.

A Chic Contemporary Cottage in Barryville, NY

By |2021-04-26T18:27:00+00:00April 12th, 2021||

Nestled in the hamlet of Yulan, just under two hours from NYC, this chic and renovated cottage checks all the boxes whether used as a primary residence or a weekend getaway. Two bedroom, two bathroom home | 1,003 square foot home on .46 acres | Renovated home with new kitchen ...

The Willa Lakehouse in Chichester, NY

By |2021-05-10T19:00:48+00:00December 9th, 2019||

Wake up to stunning mountain views on your own private lake, surrounded by 5 acres of the bucolic Catskill Mountains at the Willa Lakehouse. The 3-bedroom home comfortably sleeps 6 guests, with lots of space to unwind including two living rooms, a pool table, two fireplaces. In summer, spend your afternoons relaxing on the private lake, while in winter, the cabin is super conveniently located 15 minutes to skiing at Hunter Mountain or Belleayre Mountain. The location is also super convenient to exploring the best of Ulster County; it's just 5 minutes to the town of Phoenicia, or 20 to Woodstock. While you're in town, check out the famous Phoenicia Diner and don't miss the hiking at Kaaterskill Falls in Palenville, or Overlook Mountain Trail in Woodstock.

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