House holiday rentals in Saugerties

Beautiful farmhouse with Mountain View- HITS- AC

Beautifully renovated 3 bedroom, 1.5 bath farmhouse on 3 acres. Close to Saugerties, Woodstock and Hunter Mountain yet with a large property and Mountain View! 4 minutes to HITS horse show! Close to Skiing! *NEW in 2025- Air Conditioning with mini splits throughout the home! The Hudson Valley has a lot to offer and we hope our home can be your cozy retreat to connect and unwind, cook delicious meals and sleep well as you explore and enjoy the area! Kid Friendly, Playground on the property!

Catskills Retro Retreat- Upstate Home w/ Hot Tub

Situated halfway between Saugerties & Woodstock, this inviting 3 bed/ 2 bath mid-century ranch offers the perfect blend of retro aesthetics & modern comfort. With its hot tub, firepit, & serene surroundings, this retreat sets the stage for unforgettable moments w/ family & friends. Minutes from all the central Hudson Valley has to offer– HITS horse shows, farm markets, stargazing, skiing, hiking, antiquing, art galleries, historical landmarks, eating/ drinking, breweries/ wineries, live music.

Away Upstate, a cozy retreat w/ Firepit

The Away Upstate retreat is nestled in the breathtaking Catskills and is your perfect home away from home year-round. Whether you’re planning a couples getaway, a trip with friends, a family vacation, or a solo escape, our retreat is a perfect place to create lasting memories. Share stories around the outdoor firepit, cozy up by the woodstove or read a book on the hammock. Located: 5 mins from Woodstock 10 mins from Saugerties 15 mins from Kingston 30 mins from Hunter Mtn. @awayupstate

Vintage Village Charmer. Walkable to ALL!

Rustic, cozy and loaded with character! This warm, inviting house will embrace you for your getaway. A short stroll to unique shops, delicious dinners, cafes and cocktails. Diamond Mills Hotel and Black Barn Restaurant are right around the corner. HITS, hiking, antiquing and endless other Hudson Valley delights are an easy drive. Staying in? Enjoy movie night on the ROKU TV in the living room and full kitchen for meals. Remote workers can hang in the spacious Loft Lounge with desk and WiFi.

Escape to Pine Lane

Tucked away off a quiet country road, yet close enough to everything the Catskills have to offer. Are you ready to escape to Pine Lane? With vaulted ceilings, multiple skylights, wood-burning stoves, a master suite jetted tub, and tons of windows facing the magical woods, we know you will love it here as much as we do. The expansive back yard has an outdoor grill and fire pit, and a tiny stream wraps around the deck and flows to a pond in the front yard, creating a truly peaceful setting.

Village Center, Near Diamond Mills, HITS, Skiing

Designer/Builder hosted freshly renovated contemporary house conveniently located adjacent to Diamond Mills, and Oz Farm. Within walking distance to village shopping and dining. Tastefully designed and appointed spaces with short-term residency in mind. No Pets, please. The Living room has a couch and two love seats great for watching movies( No cable)with provided high-speed internet and wifi. The modern kitchen is infused with modern function and design with new stainless appliances.

Waterfront Three bedroom in Saugerties w/ Hot Tub

Welcome to a waterside haven! So peaceful, yet only a mile from the center of Saugerties. You will love this open concept, three bedroom, two full bath, waterfront home with year round outdoor Hot Tub! Swim, kayak, paddle board, fish, relax, BBQ all from your huge front deck. Private, peaceful, quiet on a dead end street. Near hiking, fall foliage, skiing, shops and all the Catskills has to offer. The house is family and dog friendly. See our social media Insta @esopuscreekhouse

The Stone Cottage: Close to Hunter & Weekend Fun

In the 1700s Queen Anne of the Netherlands gifted a parcel of land to her Dutch subjects, the Schoonemakers. The family built a stone cottage, from which they cultivated acres of orchards in the Hudson Valley. Today, you can stay in this 275-year old stone cottage and enjoy its modern kitchen, European bath, wide-plank pine floors and sun lit bedrooms. Half a mile away, you'll find Falling Waters preserve with hiking trails through the woods and down to the Hudson River.

Modern Escape • Sauna • Firepit • Near Woodstock

Perfect upstate escape! Whether you're planning a romantic couples getaway, a fun trip with friends, a family vacation, or even a much-needed solo escape, The Retro Chic House offers the ideal stay for a memorable local Upstate Experience. This stunning renovated property is designed to cater to a variety of preferences and is guaranteed to provide you with an unforgettable stay. Located 8 mins to Woodstock, 12 mins to Saugerties, & picturesque drive to Hunter!

Upstate Waterfront Saugerties Retreat-Near HITS

Serene riverfront home, just outside the Village of Saugerties with strong Wifi for easy work-from-home. You can swim, canoe, fish on the banks of the Esopus direct from your own home. Bright and stylish space with clean aesthetic, direct water access with lovely views across the Esopus to a protected preserve - ideal for dinners on the deck in Summer or Fall. Or cozy up by the fireplace in Winter after skiing at Hunter, and binge on movies on the large TV.

Saugerties Village Retreat

Charming Village home located 5 minutes from Hits. Walking distance to village restaurants & shopping. Front porch, Private backyard with deck and patio. Large eat in kitchen with separate dining room. Spacious Living room with 2 couches and daybed. Cable TV & Wifi Driveway & street parking for up to 3 cars. washer, dryer, dishwasher . Fully fenced in yard for up to 2 dogs with pre approval from host.

Cozy Fall Escape-top rated Vintage Home in Town

Private circa 1850 home steps from Village dining , shopping and events. Our cozy 3 bedroom home offers a fenced yard, private parking, newer appliances, fast wifi and smart TVs. Two porches -quiet backyard privacy or the heart of the happening out front. Whether you're grabbing coffee at a chic local spot, hiking, shopping or attending a world class equestrian event, you'll find something perfect here.