Holiday houses in Highland

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Top-rated holiday rentals in Highland

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Top Guest favourite

Cottage in Narrowsburg

4.95 out of 5 average rating, 150 reviews

Stardust Cottage—Rustic retreat in Catskills Hamlet

Stardust Cottage is located near all of the best of what Narrowsburg offers, just minutes away from Tusten Mountain Trail and the charming shops and restaurants in town. We have a work-from-home office set up in the primary bedroom. Enjoy our vast record collection while brewing your morning coffee or unwinding at the end of the day with a drink. Our wifi is fast & reliable throughout the home. Please follow us on IG @Stardust_Cottage We've designed the space with comfort in mind and tried to deliver all the little things that make a difference in your stay, like a well-stocked kitchen with premium coffee and all of the essentials, nice linens, plenty of towels, etc. We also have a nice selection of board games, books, magazines and sweet TV for streaming. Guests will have access to the entire home featuring 2 decks, fire pit with seating area and charcoal grill. We are off-site, but available by phone, text or email if anything is needed during your stay. Narrowsburg is a hamlet just 2 hours from the George Washington Bridge, full of interesting shops and restaurants. The Delaware River is the heart of the town, providing beautiful views and many excursion possibilities. Attractions such as The Ten Mile River Preserve and Skinner Falls are minutes away. You will need a car to get around. **3 DAY MINIMUM REQUIRED FOR ALL HOLIDAY WKNDS

Guest favourite

Cabin in Eldred

4.99 out of 5 average rating, 182 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

Guest favourite

Home in Narrowsburg

5 out of 5 average rating, 136 reviews

Ridge Haven: Catskills home w/ open deck & firepit

Welcome to Ridge Haven! Our home features an open floor plan w/ a fireplace, a big deck w/ grill, a seasonal outdoor shower & a fire pit on the upper lawn. Propane & firewood included. Only 2 hours from NYC in the hamlet of Narrowsburg. Nestled against the Delaware River, it is home to a variety of shops, acclaimed restaurants, art galleries, & antique stores. <15 mins from hikes, swimming/tubing on the Delaware, Bethel Woods, and Callicoon. <30-60 mins to skiing (Elk, Big Bear & Shawnee).

Top Guest favourite

Cabin in Millrift

4.99 out of 5 average rating, 238 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.

Top Guest favourite

Cabin in Yulan

4.99 out of 5 average rating, 175 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.

Superhost

Cabin in Bethel

4.95 out of 5 average rating, 147 reviews

Canoe•Fireplace+Pit•Renovated & Chic•Fall Foliage

Escape to The Original Bungalow, part of the @boutiquerentals_ collection—a newly renovated Scandi-chic retreat just 2 hours from NYC. Paddle the canoe or SUPs on the lake, take in the vibrant fall foliage as you stroll to the local waterfall or forest trails, or visit Bethel Woods Center for the Arts, Woodstock site, apple orchards, breweries, art galleries & charming towns like Callicoon & Livingston Manor. By night, gather at the fire pit or cozy up by the fireplace with a book or movie.

Guest favourite

Home in Barryville

4.93 out of 5 average rating, 178 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.

Guest favourite

Cabin in Eldred

4.9 out of 5 average rating, 138 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.

Guest favourite

Cottage in Monticello

4.94 out of 5 average rating, 373 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.

Superhost

Home in Eldred

4.91 out of 5 average rating, 114 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, 176 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.