Holiday rentals in Highland

Bella Cottage w/Pool, BBQ - Catskill Getaway

** Pool opens May 8 weekend! It is an above ground heated pool, the temp preset to 84 Disconnect, relax and rejuvenate in this cute country home! Enjoy the serene, wooded surroundings as you watch deer trot by and end your day unwinding under starlit night skies. This 2-acre gem is tucked away on a private drive, just off the main road. Though secluded, grocery stores and restaurants are just down the street. The house is equipped with all the modern amenities to make your stay comfortable.

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

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly

Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

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.

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.

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.

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.

Little River: Waterfront Sauna & Chic Log Cabin

Escape to Little River, a stunning log cabin sitting along a mountain stream in the southern Catskills, just 2 hrs from NYC & 2.5 from Philly. This 2-bed, 1-bath cabin boasts authentic countryside charm, modern amenities & outdoor delights like a riverfront sauna, creekside dining & firepit. Perfectly designed for spending time with friends, working & relaxing - Little River is your perfect upstate escape! Nearby towns: Barryville (3 min), Narrowsburg (25 min), Forestburgh (30 min)

An A-frame escape nestled in the Catskills woods.

Experience the tranquil beauty of the Catskills with the amenities of modern luxury in this black A-Frame. Serene outdoor spaces with fire pit and wood included! 2 hours from NYC. 2.5 hours from Philadelphia. Less than 10 min to the Delaware River. Kayaking, rafting, tubing! 10 min to Barryville, NY 35 min to Narrowsburg, NY 25 min to Ski Big Bear in PA (skiing, snowboarding, snow tubing) Please read house rules before booking and note that we are not a pet friendly accommodation.

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.

Rivers Ledge Cabin with Sauna and Hot Tub

Welcome to Rivers Ledge Cabin, your 62-acre mountain retreat perched above the Delaware River. Designed for ultimate relaxation, this getaway offers breathtaking sunset views, a soothing hot tub, and a private wood-fired sauna. Unwind on multiple decks, get cozy by the wood-burning stove, or find inspiration in the whimsical writer’s shed. Perfectly located near outdoor adventures and charming towns, this is your ideal upstate NY escape.