Vacation rentals in Highland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Highland

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

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Guest favourite
Cabin in Glen Spey
4.92 out of 5 average rating, 357 reviews

Breathtaking River Views · The Hawks Nest Cabin

Welcome to The Hawks Nest Cabin (@thehawksnestcabin), a contemporary 1155 sqft. cabin nestled above The Delaware River just 2 minutes past the iconic Hawks Nest Highway. With breathtaking views from the 20+ windows, a hot tub, a fire pit, river access and a comfy living space, this charming cabin is the perfect private getaway for a couple, family or group of friends. Rafting/Kayaking 1 min. (Down the road) Hiking Trails 2 mins. Restaurants 10 mins. Brewery 10 mins. Skiing 30 mins and much more

Top guest favourite
Cottage in Narrowsburg
4.97 out of 5 average rating, 268 reviews

Luxury Historic School House Cottage

Step into history inside our freshly renovated 1800s school house home. Relax and take it easy on the expansive front porch, with sweeping views of rural farmland and a historic cemetery next door. Sit by the fire and enjoy a book or beverage with friends and family and cook a nice farmhouse meal. This unique and tranquil getaway won't disappoint. And it's just 4 minutes from Narrowsburg's Main Street. Swimming holes and hiking trails along the Delaware River are just a stone's throw away.

Superhost
Tiny homes in Pond Eddy
4.89 out of 5 average rating, 119 reviews

Riverfront Tiny Home with Stunning Views

Modern farmhouse tiny home on the Delaware River with stunning views spanning 1 mile in either direction of the mighty Delaware and bald eagles. This 4 season tiny home features AC and heat with a dinette in the kitchen for 4 that can be turned into a bed for two children or one adult. Refrigerator, oven, and microwave round out this kitchen. The bathroom includes a flush toilet, sink, and shower. The bedroom has a queen size memory foam mattress and big windows to hear the rushing water.

Guest favourite
A cozy living area features a black wood stove as a focal point, surrounded by two windows that let in natural light. A textured cowhide rug covers the floor, with potted plants adding a touch of greenery. Wooden storage baskets and a telescope complement the space.
Cabin in Monticello
4.93 out of 5 average rating, 165 reviews

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.

Top guest favourite
A serene outdoor seating area features two wooden chairs positioned beside a stone platform. A fire pit with a crackling flame is set in front of the chairs, overlooking a gently flowing creek and lush greenery, creating a tranquil nature retreat.
Cabin in Millrift
4.99 out of 5 average rating, 275 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, 222 reviews

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.

Superhost
Cabin in Eldred
4.88 out of 5 average rating, 157 reviews

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.

Top guest favourite
A modern cabin exterior is set against a backdrop of colorful autumn foliage. The structure features large glass doors and windows, allowing natural light to flow inside. A spacious lawn is visible, complemented by seating arrangements on the patio, inviting relaxation in nature.
Cabin in Round Top
4.99 out of 5 average rating, 160 reviews

Contemporary Cabin in Catskill Mountains

Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Guest favourite
A welcoming porch features a white door with a decorative sign reading 'Hello Summer.' Black seating is arranged around a small table, while potted flowers add color to the surroundings. A trash bin is positioned beside the door, contributing to the neat appearance.
Guest suite in Narrowsburg
4.86 out of 5 average rating, 194 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.

Guest favourite
Cabin in Wurtsboro
4.95 out of 5 average rating, 432 reviews

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.

Guest favourite
A rustic cabin is nestled among lush trees, featuring a metal roof and warm, inviting windows. Soft lighting from the windows enhances the natural surroundings, while a stone walkway leads to the entrance, blending harmoniously with the forest landscape.
Place to stay in Downsville
4.88 out of 5 average rating, 225 reviews

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.

Top guest favourite
A modern house with a large glass wall is nestled among tall trees beside a serene waterway. A spacious deck extends from the home, offering a view of the surroundings. The landscape features a gently sloping yard leading to the water's edge.
Home in Monticello
4.97 out of 5 average rating, 172 reviews

Secluded lakefront home With an EV charger

Welcome to your oasis on the Swiniging Bridge Reservoir! Only 90 minutes from NYC, but a world away. A complete glass wall facing the water allows guests to take in the views and sounds of a babbling brook that feeds into a motorboat lake. This brand new house sleeps 6 adults (or 4 adults and 3 children) and features a full kitchen, free WiFi, bedding, linens, and toiletries. A canoe and paddleboat are also available for your use!

Popular amenities for Highland vacation rentals

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