Cottage holiday rentals in Stone Ridge

Peaceful Cottage-in Private 5-acre field

Modern cottage with large outdoor living area in a beautifully secluded 5-acre field. A quiet and romantic getaway centrally located to Arrowood Farms, Westward Orchard, Inness Resort & Golf, Butterfields, Ollie's, as well as local hiking including Minnewaska State Park and the Mohonk Mountain House. Escape to a calm and relaxing environment with updated amenities yet pet-friendly. Enjoy lounging and dining on the deck while watching the wildlife or simply roasting s'mores in the fire pit.

Beautiful stream side cottage in the woods

Stunning fully renovated 1970 partial A frame cottage in the woods! Set privately on four acres with a stream and meandering stone walls, the cottage is modern yet rustic, with a mid century decor. Main floor has living room with beautiful floor to ceiling stone fireplace (gas operated), kitchen, bathroom, and an office with a desk and twin bed. Second floor has master bedroom with queen size bed and a separate loft area with desk. Great place to relax in nature - a perfect couple's getaway!

Fenced in dog friendly cottage by Mohonk Preserve

The cottage is a hop to the Walkill Valley Rail Trail that hugs the Monhonk Preserve. Inside the cottage, you will feel warm and cozy, just like home. The Rosendale trestle and Joppenberg Mountain are a quick walk or bike ride away. Shops, amenities close by. Your pups will Love the yard! Easy access to trails for XCountry skiing/snow shoes. Dog fee is $75 per dog, 2 dog max. Dogs over 50 pounds are special request. Rosendale swimming pool open is to public. $75 for guest 3 and $75 for guest 4.

Apartment Therapy Woodland Cottage • Pets OK

Escape to a private woodland retreat in the heart of the Hudson Valley. Nestled among the trees in Stone Ridge, this cozy cottage blends rustic charm with modern comfort, offering the perfect setting for a romantic getaway, family vacation, or peaceful work-from-home escape. Enjoy your morning coffee surrounded by nature, spend evenings under the stars, and explore nearby Woodstock, Kingston, Mohonk Preserve, Minnewaska, local farm stands, breweries, and some of the region's best hiking trails.

Contemporary Guesthouse with Heated Pool

Secluded studio on 13 acres in Bearsville with views of meadows, mountains and woods. Stand-alone guest house with queen size sleeping loft, kitchenette, fully tiled bathroom, elliptical trainer, and all amenities. Wake up in the morning and enjoy the amazing views with your coffee, hike in the woods, or meditate at the waterfall. In season enjoy the completely private heated pool. End the day with s'mores around the fire pit. An ideal getaway from the city yet only three miles to Woodstock.

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.

New:Cozy Barn-Style Retreat Minutes From Woodstock

Recently featured in Vogue as one of “The Best Airbnbs in Upstate New York for a Weekend Away From the City” - A cozy getaway upstate on 2 acres of beautiful Catskill land. It's only 8 minutes to Woodstock, 5 minutes to the village of Saugerties, and there’s hiking, skiing and swimming within minutes. The entire second floor has been newly renovated including the bathroom and both bedrooms. The first floor is an open layout with kitchen, living and dining areas leading to the backyard deck.

Leggett Cottage

The cottage is located in historic High Falls on Leggett Road, one of the loveliest roads in the area. It is your private cottage. Just renovated, it has new amenities. A well-equipped kitchen. The location is 100 steps 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.

Cozy Cottage | Sauna + Stone Patio w/ Firepit

Escape to a serene cottage nestled on the Shawangunk Ridge. Unwind by the fireplace, soak in the private infrared sauna (with direct patio access), or relax outside on the natural stone terrace with a firepit and forest views. Crafted with care—from a 100-year-old reclaimed wood dining table to a curated “meaningful library” and hidden messages—this space invites calm, curiosity, and connection. Near trails, lakes, and local adventure. Thoughtful, cozy, and quietly unforgettable.

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.

'The Blue Jay Cottage' - Privacy With A View!

Come, get away from the craziness of life, calm your body, clear your mind and channel your energy by staying at a very special little gem. Once you arrive you won't want to leave. A newly renovated cozy cottage, where you won't believe your view when you wake up in the morning with your first cup of tea or coffee overlooking the best spot in this area from the deck. A perfect getaway on almost 5 acres of creek frontage to find your inner peace.

Twin Lakes Designer A-frame Stone Cottage

*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.