Family-friendly holiday rentals in Stone Ridge

Farmstead Cottage in Hudson Valley

This cozy cottage along with two barns was once part of a a working farm. Hand-hewn original oak post and beam construction is exposed; it gives the cottage and its cathedral ceilings, a light drenched airy ambience. Equipped with a full kitchen, one gets the country rustic atmosphere without forfeiting modern conveniences. The reclaimed wood siding in the bedroom catches the early morning light reflections of the sunrise. Hand-crafted details abound, the cabinetry, hand-made glass, and photography add accents to the decor. The bucolic surroundings are a great place for respite. One can relax in our perennial gardens or sit in the shade of the one hundred year old wooden barn amongst the hummingbirds and barn swallows. At night sit on our deck and enjoy a starry night or moon shadows without street-lighting to impede the night sky. Located in Stone Ridge, we are only minutes away from the historic village center which is convenient for restaurants, groceries, wine, and farm fresh products. At the same time, we are located on a quiet country road. Our landscape is peppered with horse farms, corn fields and even an alpaca farm! Did you know that the New York Senate resided in Stone Ridge back in the early days for a short bout after the burning of Kingston? Nestled between the breathtaking views of the Shawangunk Ridge and the Catskill Mountains; numerous hiking, biking, world- renowned rock climbing, horse riding, fly-fishing and kayaking possibilities abound. Farm to table, antiques, local produce and fruit picking are amongst only a few other great activities. Winter sports include ice climbing, cross country and downhill skiing. Parking and Wifi are included. A stocked kitchen, a ceiling fan, wireless bluetooth speakers, and hairdryer are additional amenities. Outdoor amenities include a charcoal barbeque, a bistro table and chairs, and fresh herbs to pick when in season! We are registered in Ulster County as a vacation rental and a 2% County Occupancy Tax is included in the price.

*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

Cozy & Spacious Country Home - All Seasons

We welcome you to stay at our inviting home in the hamlet of High Falls. The two-story early 1900's era farmhouse is set on 12 private acres off a quiet country road in a lovely residential area. Grounds feature access to woods & pond + the canoe-ready Roundout Creek. A large sunlit family room, a variety of games, vast outdoor space with patio furniture, in-ground pool/deck/BBQ/swings/firepit/hammock offer the perfect place to relax and restore your connection to nature, friends and family.

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.

Cozy, Serene, Modern Cabin Escape

Escape to a cozy, modern log cabin nestled on 6 private, wooded acres. Designed for rest, reconnection, and comfort, this dog-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 from the noise, yet close to everything that makes the Hudson Valley special. IG:@griffithhousecabin

Cozy cottage with firepit and walking trails

Welcome to Wildflower Cottage, a light-filled, peaceful retreat set on 43 acres of open meadows, weathered barns, a beautiful pond, and wide-open views of the Shawangunk Mountains. Designed to help you rest and recharge, this cottage invites you to sip coffee on the deck, wander through the fields, or end your evening under the stars by the fire. Just minutes from Ulster County’s best hiking, food, and farms but it feels like your own little world once you’re here. Visit @curiousguesthouses

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.

Secluded Oasis w/ Fire Place In Stone Ridge

Beautiful contemporary on one of the most prestigious & scenic roads in Stone Ridge.On 6 acres for privacy, our country escape has 3 bedrooms; including 1 primary ensuite bed/bath. The living room is filled with sunlight encompassing its cathedral ceilings with a fireplace for those chilly nights. Separate dining room can host up to 6 people. Screened In Porch is key for those bbq nights. We are dog friendly only as we are highly allergic to cats. There is a $75 pet fee per stay.

Mahali Petu - A Big Little House

Mahali Petu is a five year old guest house situated well off the road with meadow views. It is built of high quality materials and finishes. The kitchen is fully equipped and offers custom cabinetry & granite countertops. The full bath offers a walk-in European shower with dual shower heads. There is extensive outdoor decking with seating, a gas grill, fire pit, hot tub and an outdoor shower. Peaceful and quiet, yet walking distance to High Falls restaurants and shops.

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.

Stay in a reimagined 1902 train depot and caboose!

Modern Accord Depot is our contemporary reinvention of a historic 1902 train depot from the legendary New York, Ontario & Western Railway, now a 2 bedroom / 2 bath home with studio and caboose, beautifully positioned just off Main Street in the idyllic Hudson Valley hamlet of Accord, NY – a perfect weekend getaway for couples and families or a creative retreat for artists of all disciplines.