Holiday rentals with outdoor seating in Stone Ridge

Woodstock Historic Artist Estate - The Pond House

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

*superhost:)* School house in the woods!

This charming 1800s former one-room schoolhouse is now a cozy and comfortable 2 bedroom + Loft, 1 bathroom home available for short term rentals. Situated in a rural forested setting, but close to town and the best restaurants, farms, hikes, and swimming spots! *Pet friendly (no fee!) *WFH (Strong/reliable wifi!) *Family-friendly (high-chair and Pack n Play for babies, games/toys for kids!) ***Ask about adding a chef-prepared family-style dinner at the neighbor's farm @StoneRidgeSchoolhouse

Romantic Apartment in Historic Stone Ridge

Relax in this cozy apartment in our beautiful colonial house in the middle of historical Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original art. Full kitchen is equipped with everything you need to prepare a great meal. It is perfect for all seasons and located within walking distance to restaurants, coffee shops, yoga studios, groceries. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

Hudson Valley Botanical Garden Rental

Located in Upstate New York on the edge of our Botanical Garden in the Lower Hudson Valley the "Barnette" is for nature lovers. This newly built repurposed barn is perfect for relaxing, exploring nature, and getting away from it all. Nearby are lots of hiking, rail trails, and farms. We are within driving distance of the Mohonk Mountain House, Minnewaska, Catskill Mountains, and a 2 hour drive from Manhattan. For winter enthusiasts there’s places to snowshoe, ski, and hike 20-60 minutes away.

Historic cottage near Mohonk & Minnewaska, 2BR/2BA

Welcome to the Locktender Cottage! Unique, family-friendly and easily located. 7min to Mohonk Preserve, 16min to Minnewaska, 16min to New Paltz, 16min to Kingston. <2 hr from NYC, 20min from I-87. <1hr to Hunter & Belleayre Enjoy the ultimate Hudson Valley experience staying at our 1860 cottage located in the historic hamlet of High Falls, NY. Access backyard trails to the Rondout Creek and waterfall. Walk to restaurants and shopping. Explore history across the street on the 5 Locks Walk.

Hillside Views in Hudson Valley

Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

Dog-Friendly Winter Cabin Retreat w/Cozy Fireplace

Escape to a cozy, modern log cabin nestled on 6 private, wooded acres. Designed for rest, reconnection, and comfort, this pet-friendly cabin offers total privacy with the convenience of being just minutes from town. Whether you’re planning a romantic weekend getaway, a peaceful work-from-home escape, or a nature-filled retreat, we invite you to slow down and unwind. You’ll feel worlds away, yet close to everything that makes the Hudson Valley special. IG:@griffithhousecabin

Hudson Valley Home

Hudson Valley Home - Stylish, clean and comfortable 4 bedroom home with expansive outdoor double-deck, fireplace, fire pit, BBQ, on a 3-acre property. Amazing Hiking, Apple Picking, Scenic Golf Courses, Vineyards, Inness (4min. away), Minnewaska State Park, Historic Kingston, Hip Woodstock, and New Paltz are all easily accessible from this conveniently located gem on a private road in Accord directly off the 209. Comfortable for a large group yet cozy for a couple.

The Carriage House

The Carriage House is a cozy two bedroom 1850s guest house on a beautiful property 2hrs hours from NYC. Relax in the open dining room, enjoy cooking from the privacy of your well stocked kitchen, or take it outside to the grill, and soak in the magic of the Hudson Valley. Wake up to the sound of the babbling brook outside, then make the most of all the wonders of upstate life, before heading home to light the fire and snuggling up under the stars.

Leggett Cottage

Located in historic High Falls on Leggett Road, one of the loveliest roads in the area, is your private cottage. Just renovated, it has all new amenities. The location is steps away from the rail trail where you can bike or walk. Stone Ridge and High Falls are a half-mile away for all your shopping. Situated between the majestic Shawangunks and the Catskills; outdoor activities, farm to table restaurants, breweries and farmers markets abound.

Mossybrook Hideout: Private Creek Oasis w Hot Tub

Welcome to your High Falls getaway: a dog-friendly 3bd/3bath home complete with a hot tub, outdoor shower, chef's kitchen, wood stove, fire pit, and propane grill for entertaining your friends and family. Sonos Bluetooth speakers are provided throughout the house, a Smart TV with all of your favorite streaming apps, a large collection of board games, and laundry facilities are all available for you to use during your stay.

Stylish Retreat near Hiking, Climbing & New Paltz

Enjoy a peaceful getaway at this private home In High Falls, NY. Nestled next to a beautiful cliff the house is just minutes away from mohonk perserve, 10 minutes from New Paltz and 15 minutes from Kingston. Spend your days hiking, biking and rock climbing or choose to stay in and relax on the hammock or in the screened in porch. Just a 1 mile drive to the quaint town of High Falls.