Holiday rentals in Highland Lake

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.

Ranch in the Woods | A Peaceful Designer Retreat

Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

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.

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.

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.

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)

A peaceful A-frame escape 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

Cabin on 100+ Acre Farm — Fast WiFi, Pet-Friendly

* Off-grid, minimalist cabin in the Catskills * Super FAST WiFi (250mb download) * Fenced in backyard so kids & pets can play safely * Outside the fence is our 100+ acre property with private hiking trails nestled in a safe neighborhood. Please note the house lies between two neighboring houses. * 15 minute drive to upstate grocery store. * 90 minute drive from New York City. * Luxury amenities like 100% French linen sheets, Casper beds, handmade furniture, etc.

Forest Spa Retreat on Cascading Brook • 90 Min NYC

Tucked into an evergreen forest, The Water House is a private spa retreat set above a cascading brook—where flowing water shapes your stay. Spend slow mornings on the deck, unwind in the hot tub, and gather by the fire pit under the stars. Find a quiet moment beside the Japanese-inspired pond. Inside, soft textures and vintage style create a warm, calming atmosphere designed to reconnect you with nature while offering the restful comfort of a boutique retreat.

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.

The Fern Hill Lodge | Serenity on 20 Private Acres

The Fern Hill Lodge is a lovingly restored retreat, crafted by a local master carpenter and designed for families, couples, or friends ready to escape the city and reconnect with nature. Just two hours northwest of NYC, our private, secluded rustic sanctuary is tucked away on a lush, ferntastic hilltop — a hidden gem nestled on 20 peaceful acres. Whether you’re here to explore, rest, or simply breathe, the entire house and land are yours to enjoy.

Sweet Old Farmhouse- Highland Lake

Comfortable 2-bed/1-bath home with a partial view of Highland Lake in NY. Enjoy nature at its best with swimming, canoeing, kayaking, fishing, boating, hiking, biking, camping, etc. Under 2 hrs from NYC and near everything: 10 minutes to Route 97, 5 mins to Peck's market, Shrewd Fox Brewery, wine shop, pizzeria, Dollar store, Sand Beach, Forestburgh Playhouse, Kadampa meditation retreat, 20 min to Bethel Woods Center for the Arts, etc.