Holiday rentals in Highland

Stylish river town escape with hot tub + fire pit

Kick back and relax in this calm, stylish space. A designer renovated 1920s cottage in the Catskills on a windy road near the Delaware River. Hideaway 2 hours from NYC and short drive to restaurants and retail in Barryville, Narrowsburg & Callicoon. This cottage hosts 2 bedrooms, open living, dining and kitchen, a bathroom with a rain shower and a mudroom with laundry. The larger bedroom features a workspace. The yard is now fully fenced, has a BBQ grill, fire pit, outdoor dining and hot tub.

Forest Art House • Spacious • Hot tub • Firewood

Escape to a stylish Catskills home in Eldred, NY. Nestled among trees, this chic retreat features modern furnishings, art-filled walls, and a cozy living room with a big-screen TV, games, and an electric fireplace. Sunlight pours through large windows illuminating spacious bedrooms with comfortable beds and scenic views. Cook in a fully equipped kitchen, dine indoors or on the deck, and unwind by the fire pit or nap in the backyard hammock. Perfect for a peaceful getaway with family or friends

Lakefront Getaway close to Bethel Woods

Welcome to our cozy lakefront cottage on Washington Lake in Yulan, NY. If you enjoy water and outdoors and don’t mind being around nature this is a place for you. The cabin is comfortably suited for 2-4 people. It's close to many attractions all year round and it is a convenient and easy drive to the delightful hamlets of Narrowsburg, Milford and Hawley. Ski Big Bear at Masthope Mountain is 30 min away. PLEASE NOTE THAT OUR NEIGHBOR IS DOING HOUSE RENOVATION SO IT MIGHT BE NOISY AT TIMES.

Enchanting River A-Frame|Fire Pit| Magical Forest

Escape to our Magical Riverside A-Frame on 4 secluded acres. Swim in the enchanting river, grill dinner under the trees, and gather by the fire pit beneath twinkling string lights & a sky scattered with endless stars. Watch deer, eagles & fireflies as you unwind in this cozy 2BR cabin. Perfect for couples, nature lovers, and anyone craving a peaceful retreat. Minutes from scenic hikes & Delaware River adventures connecting deep with nature - leave feeling like you stepped out of a storybook.

Private Riverfront, Magestic View, Wildlife, Sauna

Hand-built in the '70's, this unique log home has been lovingly restored with style. Located on a sweeping bend of the Delaware, Broad Arrows offers unrivaled views and peace in nature regardless of the season. In summer grill on the deck, swim, canoe or fly fish. In the evenings enjoy river sunsets or enjoy our Finnish sauna followed by a refreshing dip in the river. In fall and winter enjoy the many local hiking trails or ski-hills. A truly remarkable place to take time out and reconnect.

Remote Waterfall Cabin at Swiftwater Acres

Deep in a lush oak forest, on the bank of Bushkill Creek sits this hidden oasis. This is simply THEE most private abode in the entire area. Situated just feet from the water, the falls can be seen and heard from every room within the cabin’s charming, rustic interior. This spectacular 45 acre parcel is set within a vast reserve of state land: an oasis within an oasis. Just 90 minutes from NYC, this is a truly sublime atmosphere, perfect for those seeking a rejuvenating and inspiring getaway.

Luxury Catskills Cabin | Private Sauna | Lakes

Welcome to Parkside Den, a private forest retreat created for guests who appreciate clean non toxic living, thoughtful design and genuine quiet. Set near the Delaware River and several public lakes, the cabin is focused on wellness and comfort. Enjoy organic Avocado mattresses, HEPA-purified air, AquaTru filtered water, Branch Basics, Public Goods, Purity Coffee and non-toxic products throughout. Outside, unwind in your private sauna, gather around the firepit or relax beneath the trees.

Luxury Mountain Retreat with Panoramic Vista Views

This very private, luxurious and intriguingly mysterious rental is elevated high in the mountains on a secluded 25-acre forest, this amazing rental offers stunning vista views and a peaceful escape to connect with nature. Enjoy the elegant "Main House" and a detached art inspired "Guest House". Thoughtfully designed to blend sophistication, art, and urban flair. This unique space fosters creativity and provides a serene retreat, balancing luxury with inspiration for an unforgettable stay.

Bella Cottage w/Pool, BBQ - Catskill Getaway

Make lasting memories at this cozy Catskills retreat surrounded by private woods. Kids and adults alike will love spotting deer, enjoying peaceful outdoor time, and stargazing at night. Tucked away on a quiet private drive, the home offers a relaxing escape while staying just minutes from grocery stores, restaurants, and local essentials. With modern comforts and easy access to hiking, skiing, waterfalls, farms, and charming towns, it’s a perfect home base for your next getaway.

Woods Edge Private 5 Acres Hot Tub Fire Pit

Escape to Woods Edge, a serene and inviting retreat for up to 8 guests, nestled deep in the woods with no neighbors in sight and just 5 minutes from town. After a day of hiking, skiing, or exploring scenic trails, unwind in the private hot tub or gather around the crackling fire pit. Inside, a spacious game-filled playroom offers hours of entertainment. Whether you're seeking outdoor adventure or cozy nights in, Woods Edge offers the perfect blend of comfort and nature.

Modern Secluded Retreat

Escape to the center of 11+ acres of woods, water, and dark starry skies—under 2 hours from NYC. Walls of windows pull the outside in, with a stream, pond, and constant wildlife just beyond. Warm up by the fireplace, unwind in the open living space, and sleep deep in a king bed. A large jetted bathtub, bonus half bath, and a flexible bonus room with pool table and ping pong table on heated floors round it out. Peaceful, private, and made for slowing down.

Catskills Escape: Raft, Fishing, Festivals & More!

Escape to nature at our comfortable and spacious upstate home! Relax with a glass of local cider and a s'more at our fire pit, take a spin to the local festivals at Bethel Woods ,hit the slopes at nearby Ski Big Bear at Masthope Mountain or explore watersports on the Delaware! Located less than 2 hours from NYC, our home is ideally situated to explore all that upstate NY has to offer. Amazing food, drinks and sights are within minutes of our home!