House holiday rentals in Delaware County

Treetop deck, hot tub, and chef's kitchen

Welcome to our spacious, pet-friendly 1960s home tucked away on 5.5 private acres - just mins from two of the most popular towns in the Sullivan Catskills: Roscoe and Livingston. This bright 4 bed/3 ½ bath home works great for a couple or a crowd with plenty of indoor and outdoor space to gather or spread out. There’s a dreamy (and VERY well-stocked) kitchen. Two living rooms are perfect for leisure or work-from-home needs, and the home is stocked for visiting families. Deluxe 6-person hot tub!

Andes Valley View

This home is a beautiful mix of cozy and modern. You’ll love cooking in the kitchen and taking in the view from the second story deck. The property is stunning, with wide meadows and dense woods. There are 140 acres to explore and utilize for events like weddings or a retreats. There is a half acre pond with a pond house at the top of the property and a trout stream running along the bottom. It’s everything you could hope for in a Catskills getaway, all nestled overlooking the town of Andes.

Stunning Passive Solar Cabin on 135 acres & pond

Just the perfect cabin. This newly built, passive solar house has a wood-burning stove, incredible views and is drenched with light. The house is intimate yet connected to the outside, with total seclusion and every imaginable modern convenience! It’s an architect-designed marvel of concrete, glass and reclaimed wood that sits on 135 acres of field and forest with a lovely swimming pond and miles of hiking trails. The cabin sleeps up to 6 people in two bedrooms and a spacious sleeping loft.

Parkston Schoolhouse

Relax and unwind in this historic converted one-room schoolhouse. Built in 1870, the Parkston Schoolhouse served all grade levels in the Livingston Manor area. The schoolhouse was retired and converted to a cozy cottage style home in the mid 20th century and has recently been renovated into a stylish tiny home getaway. The home is tucked into the hillside along the beautiful, winding Willowemoc Creek and is set amidst a lush Catskill landscape just a five minute drive from Livingston Manor.

Cooperstown Vicinity Country Home near Motorsports

Charming open concept house nestled in the Catskill mountains 20 min E. of Oneonta. Exquisite Views! (**Adjacent to motorcycle racetrack. It's not visible, but noisy in daytime 9am-5pm 4-5 days/wk.) Enjoy a morning read in our comfy sofas and armchairs or get cozy by the gas fireplace at night. Explore our 20-acre property or relax out on the wide, sunny lawn. Outdoor table and chairs by the firepit are perfect for an evening meal overlooking the beautiful, ancient Catskill Mountains.

Catskills Mountaintop House w/ HOT TUB and VIEWS!

Welcome to the best sweeping views in all of the Catskills! This secluded getaway sits on more than 8 acres of land without a neighbor in sight! Whether you are looking to vacation with friends and family, or a romantic escape, this is the place for you. Enjoy this 3 BD 2.5 BA home year round, including our 8 person hot tub! Amenities galore including outdoor firepit, lounge chairs, sledding, BBQ, ping pong, board games, TV and more. This house is perfect for travelers of all types!

Catskills, secluded, a renovated 1840s Barn w/SPA

Welcome to PostBeamLove. An idyllic private secluded 4-season dream 10-acre getaway. Stay and indulge in complete comfort in a fully converted 1840s Dairy Barn with indoor saltwater hot tub & sauna with mountain views, overlooking the northwestern Catskills in the heart of Roxbury. The property features a spring-fed pond, gazebo, stream, & a neighboring farm. A 10-min drive to Plattekill Mtn, one of the best-kept secrets for avid skiers. Or go hiking, have a picnic, even golf.

River view:

Rental is located next to a busy road , if you are not comfortable with some traffic at certain times of the day then this may not be for you I would also note that this home is small inside but very comfortable . There is a cozy yard to relax in next to a fire pit and a table and chairs if you would like to eat outside. I will provide firewood for one night, and charcoal for grill for one night as well. Located 1/4 mile from home is a local place to purchase extra wood .

Butternut Farm Cottage

Butternut Farm Cottage is an 1880's farmhouse. One and a half story great room with wood burning stove, kitchen, dishwasher; laundry room, two bathrooms and library with TV and Wifi. Lots of natural light. Sound system throughout. Covered porch. Comfortable beds. BBQ grill and fire-pit. Good for couples, solo adventurers, business travelers, families, and medium size groups (up to 6). **While not an issue for most some ambient noise from Rt. 17 is heard when outside.

Charming Cottage on 12 Secluded Acres + Hot Tub

This Catskill cottage is situated on 12 secluded acres with stunning mountain and valley views. The main house features three well-appointed floors with two bedrooms downstairs, a primary bedroom with ensuite on the top floor and a wood burning stove on the main floor. The property also features a separate studio with a large stone patio, fire pit, cedar hot tub, pond, and scenic forest trail beyond. Close to skiing, hiking and golfing!

10 Min from Bellayre! Gingerbread House!

Perched high among the trees, Gingerbread is a 1950’s Swiss chalet that sits on 4 acres. This is the house everyone slows down for, points and says ‘ that’s the house I would want Upstate’. Well ….she's taken. But I am so happy to welcome you as guests for a short period of time. Gingerbread comes with all the little touches making it feel like the perfect home away for a week, weekend or however long you can escape your regular life.

Private Creek, Fireplace, Dog-Friendly

➡ Save us to your WISHLIST for future stays! 🔥 Fire pit under the trees 🍳 Fully stocked kitchen w/ island 🎿 15 min to Belleayre; 20 min to Plattekill Mtn 🛍️ 5 min to Margaretville, 10 min to Andes 📺 55" Smart TV; Fast WiFi, Record player ✨ Dine outdoors under the string lights 🐶 Dog friendly: Up to two dogs with non-refundable $100 fee. Sorry, no cats allowed.