
Holiday houses in Highland
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Top-rated holiday rentals in Highland
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Modern Getaway in the Catskills
Our rental unit has a private entrance with kitchen, living & dining rooms and full bath on the first floor. 1 bedroom w/ Queen bed , AC and 1/2 bath on 2nd fl. A porch w/ patio furn. a charcoal BBQ and 50 wooded acres to explore. We supply sheets, towels, kitchenware, coffeemaker and 2 flat screen satellite TVs, Internet and Wi-Fi. A great getaway for 2 adults. 20 min. to Bethel Woods 30 mins to Resorts World Casino. No smoking, pets, animals or children. All are welcome. Rainbow Friendly.

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 Catskills Cabin
Give yourself time away from the city and closer to nature. Go for a hike, a dip in the lake, or simply relax, take your shoes off and put a good record on. Casa Smallwood got its name from the hamlet of Smallwood, a quaint community of cabins from the 30's and 40's, nestled less than 2 hours from NYC. We're only 7 minutes away from BethelWoods Arts Center, the original site of the 1969 Woodstock Festival. Come stay with us and surround yourself with beautiful trees, lakes, love and peace.

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.

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.

Luxury Catskills Wellness Cabin | Sauna & Lake
Welcome to Parkside Den, a private forest retreat designed for guests who value clean living, thoughtful aesthetics, and a serene environment. Nestled near the shores of Mohican Lake, the home is curated for wellness and comfort. We’ve paired organic Avocado mattresses, HEPA-purified air, and AquaTru filtered water with premium Purity Coffee and non-toxic products throughout. Outside there is a landscaped garden and Adirondack chairs with a firepit to unwind and enjoy the mountain air.

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)

Woods Edge Private 5 Acres Hot Tub Fire Pit
Escape to Woods Edge, a serene and inviting retreat for up to 8 guests, nestled deep in the woods with no neighbors in sight and just 5 minutes from town. After a day of hiking, skiing, or exploring scenic trails, unwind in the private hot tub or gather around the crackling fire pit. Inside, a spacious game-filled playroom offers hours of entertainment. Whether you're seeking outdoor adventure or cozy nights in, Woods Edge offers the perfect blend of comfort and nature.

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.

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.

Upper Delaware River cottage
1930's cottage with spectacular views. Fully stocked and situated on a stretch of Upper Delaware river rapids near Narrowsburg, NY. Heat/AC system, fireplace, solo stove, barbecue and porch. There are 7 acres with river views and access . River is a couple hundred yards from cottage, lots of lawn, hammock, kayaking, lawn games, board games, hiking, fire pits, lots to do or just relax.
Popular amenities for Highland holiday rentals
Other great holiday rentals in Highland

Waterfront 1900s · Hot Tub · Eldred Homestead

Private Two-Acre Cabin | Pool | BBQ & Fire Pit

@TheHighlandBungalow - Sullivan Catskills Getaway

Creekside Couple's Escape w/ Hot Tub Sauna & More!

Streamside Artist’s Airstream

Two Tillson

Cozy Catskills Cottage w/ BBQ, Hot Tub & Fire Pit.

Sweet Old Farmhouse- Highland Lake
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Pittsburgh Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Camelback Resort & Waterpark
- Mountain Creek Resort
- Bushkill Falls
- Bethel Woods Center for the Arts
- Pocono Raceway
- Belleayre Mountain Ski Center
- Montage Mountain Resorts
- Camelback Mountain Resort
- Elk Mountain Ski Resort
- Bear Mountain State Park
- Jack Frost Ski Resort
- Minnewaska State Park Preserve
- Camelback Snowtubing
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Camelback Mountain
- Resorts World Catskills
- Promised Land State Park
- Aquatopia Indoor Waterpark
- Camelbeach Mountain Waterpark
- Big Boulder Mountain
- Brotherhood, America's Oldest Winery
- Storm King Art Center
- Mohonk Preserve





