Holiday houses 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.

Value · Family · Indoor spaces

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Family · Location · Nearby

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

Family · Location · Nearby

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.

Family · Location · Hiking

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.

Family · Location · Bathroom

LakeFront Getaway/Near Ski & Rafting/Gameroom/Pets

Spacious Yet Cozy Lake Cabin - Newly renovated with upgraded features: - Heated floors - Brand New High-end Appliances - Alexa Echo controlled TV's/Speakers - Alkaline Filtered Drinking Water (No need to bring water bottles) - 4 Vehicle Car Port with motion lights - EV Charger - Generator Located 2 hours from NYC and 20 mins from Port Jervis Metro North Train & eateries: - 5 Mins to Local Supermarket/Pizza - 10 Mins to Water Rafting - 20 Mins to Big Bear Mtn Ski Lodge - 30 Mins to Walmart

Location · Family · Kitchen

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)

Family · Location · Checkout

Curated Cabin on 6 Private Acres @eldredhouse

Eldred House is a thoughtfully curated cabin escape on six acres in the Delaware Water Gap. Experience a serene and calming reprieve from the bustling city in one of the best-kept secrets of New York State. Enjoy quiet days and star-filled nights as you relax with all the amenities you need to feel like you are truly on vacation. Eldred House is 5 minutes from rafting/tubing/kayaking on the Delaware River, 5 minutes from great hiking, and 20 minutes from skiing at Masthope Mountain.

Family · Value · Skiing

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.

Location · Value · Sleep quality

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.

Location · Value · Check-in

Half Moon: Fairytale Catskills Retreat

Enjoy nature in style at this fairytale in the forest. This idyllic escape combines whimsical structures, curated gathering spaces and a private wooded hillside surrounded by hiking trails and quaint towns. Disclaimer: This is a rustic cabin. Heating is from a wood-burning stove, there is no AC. The bath house is a separate structure from the cabin, up a hillside with stone steps. Cooking is via charcoal grills, small outdoor kitchenette or fire.

Family · Location · Solo travel

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.

Location · Family · Air conditioning