Vacation rentals in Highland Lake

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Top-rated vacation rentals in Highland Lake

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Guest favorite

An expansive wooden deck overlooks a serene landscape featuring trees and a river reflecting the sunset. A dining table surrounded by black chairs is positioned for gatherings, while a gas grill and a cozy seating area with patterned cushions enhance the outdoor experience.

Cabin in Barryville

4.93 out of 5 average rating, 244 reviews

62 Acre Retreat · Hot Tub · Sauna · Rivers Ledge

Welcome to Rivers Ledge Cabin, a 62-acre mountain retreat perched above the Delaware River, offering breathtaking views and unforgettable experiences. Designed for relaxation, this cabin features multiple decks, a cozy living room with a wood-burning stove, a whimsical writer’s shed, a fire pit, and a soothing hot tub—perfect spots to unwind and connect with nature. Located near outdoor adventures, charming eateries, boutique shops, and picturesque towns, it’s your ideal upstate NY escape

Guest favorite

A circle of dark wooden chairs surrounds a fire pit, with smoke rising into the evening air. The area is nestled among tall trees, creating a serene outdoor setting, illuminated by soft, hanging lights in the background.

Cabin in Eldred

4.99 out of 5 average rating, 180 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 favorite

A hot tub sits on a wooden deck surrounded by autumn foliage, illuminated by warm string lights. Nearby, a gently flowing brook is visible, reflecting the soft glow from flickering candles arranged on the deck. The serene setting offers a peaceful atmosphere for relaxation.

Cabin in Wurtsboro

4.97 out of 5 average rating, 346 reviews

Summer Spa on a Cascading Brook - The Water House

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and gas fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

Top guest favorite

A cozy cabin nestled among vibrant autumn foliage features rich reds and yellows amidst a forest of tall trees. The surrounding area holds scattered rocks and a rustic fire pit area, creating a natural and inviting outdoor space.

Home in Glen Spey

4.99 out of 5 average rating, 144 reviews

Lakehouse Getaway/Winter/Summer/Spring/Fall

Book this lakefront retreat as a romantic getaway, family vacation, or family reunion, with our sister property. Imagine, beautiful scenery, fresh air, breathtaking views, all while relaxing in our lakefront Gazebo, Our spectacular seven person Hot Spring Spa, or optional (extra charge) Bimini Top speedboat. When not spending time on the 2 acres... feels like 20 since it borders open forest, you can visit Bethel Woods, ResortsWorld Casino, Forestburgh Playhouse,Shrewd Fox Brewery Spring 2025!

Top guest favorite

Cabin in Millrift

4.99 out of 5 average rating, 231 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 favorite

A cozy A-frame cabin is illuminated by string lights, set amidst a serene forest. A fire pit is surrounded by three chairs, creating a welcoming outdoor gathering space. The gentle flow of the nearby river can be seen, enhancing the tranquil atmosphere.

Cabin in Yulan

4.98 out of 5 average rating, 165 reviews

Magical Riverside A-Frame | Secluded Escape

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

4.9 out of 5 average rating, 136 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 favorite

A bright living room features high ceilings and large windows offering natural light. A blue couch is set beside a round coffee table, with a green brick fireplace positioned nearby. Shelves with decor and plants, along with a wall-mounted television, complete the inviting space.

Home in Eldred

4.91 out of 5 average rating, 110 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 w movies and Switch, stocked kitchen (le creuset dutch oven, one pot, kitchen aid mixer, bean grinder, milk frother, ninja 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 w live music and great food

Guest favorite

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, 166 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 favorite

The image features a clear, inviting pool in the foreground, with the country home visible in the background. Surrounded by lush greenery, the house has a deck and large windows, blending harmoniously with the serene wooded landscape.

Cottage in Eldred

4.98 out of 5 average rating, 125 reviews

Bella Cottage w/Pool, BBQ - Catskill Getaway

Pool is now open! Pool temperate is set to 84 degrees 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.

Top guest favorite

A rustic wooden lodge is nestled among lush greenery, featuring a spacious deck with multiple levels leading to the entrance. Flower pots adorn the deck's railing, enhancing the inviting outdoor space. Gravel pathways and a firewood holder are visible in the foreground.

Cabin in Barryville

5 out of 5 average rating, 192 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.

Superhost

The exterior of a charming gray cottage is shown, featuring a welcoming front door and large windows adorned with blinds. Decorative potted plants and a small seating area with pillows add a cozy touch. An American flag is displayed by the entrance.

Cottage in Glen Spey

4.86 out of 5 average rating, 179 reviews

Charming cottage with Hot Tub -PET FRIENDLY

Only 1 1/2 hours from NYC. Recharge with all the beauty the Catskills have to offer. Welcome to our 100 year old cabin with updates. It is 500 square feet of pure cuteness. It exudes charm while providing comforts. 3 bedrooms and a sofa allow for lots of guests. tucked away in nature, yet just a short drive to great local finds. Please note that, although this is a cottage in a lake community, this house does not have access to the lake.