Holiday rentals in Highland

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Top-rated holiday rentals in Highland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Cabin in Eldred
4.99 out of 5 average rating, 183 reviews

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 and 2.5 from Philly. This beautifully renovated 2-bed, 1-bath cabin boasts vintage charm, modern amenities and outdoor delights like a riverfront sauna, creekside dining and fire pit. Perfectly designed for spending time with friends, working and relaxing, Little River is your perfect upstate escape! Little River has been featured on Cabin Porn, GQ, and Airbnb's top ten

Top guest favourite
Cabin in Millrift
4.99 out of 5 average rating, 240 reviews

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.

Guest favourite
Cabin in Yulan
4.98 out of 5 average rating, 180 reviews

Romantic Fall A-Frame - River, Fire Pit, 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.

Guest favourite
Home in Barryville
4.93 out of 5 average rating, 179 reviews

Hygge House-Backyard Hiking, Bethel Woods, Rafting

Peter and I recently bought and renovated this 1790 farmhouse which sits on a sloping hill overlooking Minisink Battleground Park. You can walk off the deck, cross the lawn and explore 50 acres of beautiful trails. On a private road, the house has plenty of peace and quiet. There are two charming bedrooms, two full baths, a cozy living room, sun room (third bedroom), fully stocked kitchen, and laundry room. We've loved making these rooms a bit more modern while keeping the farmhouse vibe.

Superhost
Cabin in Eldred
4.9 out of 5 average rating, 141 reviews

@EldredHouse - A Cozy & Curated Cabin Escape

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.

Top guest favourite
Cottage in Monticello
4.94 out of 5 average rating, 376 reviews

Modern Upstate Escape with Outdoor Sauna

Newly renovated two bedroom, two bath cottage with four person barrel sauna at Swinging Bridge Reservoir, Sullivan County's largest motorboat lake. Updated amenities and mid-century and modern furniture provide a welcome respite from the city just 90 miles away. Take in the local scenery, catch a show at the Forestburgh Playhouse or stop into some of the local vineyards and restaurants. For a low key weekend, hang out by the fireplace playing some records and cooking a meal.

Guest favourite
Home in Eldred
4.91 out of 5 average rating, 115 reviews

Lake House On 7 Acres w Koi Ponds, Hot Tub, Boats

Privacy on 7 acres! WiFi extender, so everywhere. Private dock w/ rowboats on residents-only, motor-free Bodine lake. Bass fishing, big TV, stocked kitchen (le creuset dutch oven, one pot, kitchen aid mixer, bean grinder, milk frother, coffee maker) hot tub, gas grill, firepit. Expansive lawn, ponds, trees, benches, games. 15 min from popular Narrowsburg -- cute shops, great food, antiques. 7 min to Barryville farmer's market or Barryville Oasis restaurant w live music

Guest favourite
Guest suite in Narrowsburg
4.86 out of 5 average rating, 177 reviews

Catskill Getaway Suite

Our guest suite has a private entrance adjacent to the main house with a kitchen , living room, bedroom with a full bed and full bath. Also a porch with patio furniture, a charcoal BBQ and 50 acres to explore. We supply sheets, towels, kitchenware, coffeemaker, TV, internet, Wi-Fi and AC. A great getaway for 2 adults. 20 min. from Bethel Woods for concerts, 30 min. to Resorts World Casino. All are welcome. Rainbow friendly. No smoking, children, pets or animals.

Top guest favourite
Cabin in Barryville
5 out of 5 average rating, 195 reviews

The Fern Hill Lodge: Secluded Serenity on 20 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.

Guest favourite
Cottage in Eldred
4.98 out of 5 average rating, 127 reviews

Bella Cottage w/Cozy Fireplace & BBQ, Fall Getaway

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.

Guest favourite
Cabin in Narrowsburg
4.99 out of 5 average rating, 165 reviews

Mtn. Laurel Cabin

Nestled in 5 acres of serene forest blanketed with Mountain Laurels is this modern cabin with all the amenities you need to relax and unwind. Just minutes from downtown Hamlet of Narrowsburg and the Delaware River there is so much to see and do here. You could also stay at home and enjoy a meal on the spacious private deck, explore the property, bird watch, or let your worries melt away in the sauna.

Superhost
Home in Barryville
4.86 out of 5 average rating, 249 reviews

* Peace * nature * hiking * rafting * Quiet home

Welcome to Pines Manor - a historical home nestled on 30+ acres. Bask in the sun. Relax with friends DANCE on the porch. Let the mountain air fill your lungs. COOK a great meal on the professional stove or Order in. Soak in one of the bathtubs. Build a fire. Watch nature, stargaze, fish, raft, ski... Bluetooth SOUND SYSTEM ART by ENZO-ITALIAN SHOE DESIGNER An INSPIRATIONAL PRIVATE LOCATION

Popular amenities for Highland holiday rentals

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  2. United States
  3. New York
  4. Sullivan County
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