Vacation rentals in Highland

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Top-rated vacation rentals in Highland

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Guest favorite

Cabin in Barryville

5 out of 5 average rating, 165 reviews

The Fern Hill Lodge | Serenity on 20 Acres

The Fern Hill Lodge, lovingly renovated by a local master carpenter, is perfect for families, couples, or friends looking to escape the hustle and bustle of city life and immerse themselves in nature! Relax and unwind in our private, secluded, rustic sanctuary just 2 hours northwest of NYC. We are nestled on a luscious hill off the main road, hidden on our gorgeous, ferntastic 20 acre property. The entire house and land are yours to enjoy! Please follow us on our IG page! @thefernhilllodge 🌿🌿🌿

Guest favorite

Cabin in Eldred

4.99 out of 5 average rating, 160 reviews

Waterfront Sauna & Chic Log Cabin • Little River

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

Cottage in Mongaup Valley

4.99 out of 5 average rating, 202 reviews

Hot Tub, Playground, 3 Acres, and Much More!

Relax with the whole family at this peaceful cottage in the trees 5 minutes from Bethel Woods - check out their upcoming events! Recently renovated cottage with hot tub, an electric fireplace, washer and dryer, dishwasher, and smart TVs. Family-friendly features include a baby gate, potty training seat, high chair, toddler-safe bunk beds, and toys Outdoor features include 2 fire pits, trampoline, jungle gym, basketball hoop, walking path, stream w/ waterfall, and 3 acres of woods to explore

Guest favorite

Cottage in Narrowsburg

4.99 out of 5 average rating, 163 reviews

Cozy Cottage in Popular Narrowsburg

A sweet cottage in the artsy hamlet of Narrowsburg welcomes you for a quiet retreat in the country. Moments from the Delaware River and the village, spend hours taking in the serenity of the river and rolling hills of the surrounding countryside, or popping into town for arts and entertainment. There are two separate bedrooms, one with a queen bed and one with a full bed; a well-equipped kitchen; WiFi; a front and back porch; and a deck Come enjoy the all-season splendor of Sullivan County

Guest favorite

Home in Barryville

4.93 out of 5 average rating, 160 reviews

Hygge House-Backyard hiking, rafting, Bethel Woods

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 favorite

Ranch in Pond Eddy

4.92 out of 5 average rating, 124 reviews

Spacious Delaware Riverfront suite

Welcome to a place that embodies the true original spirt of Airbnb. This isn’t a cold, clinical, ultra-modern, cooperate-owned occupation product masquerading as an Airbnb. Come here for a taste of humanity, surprise, old-fashioned American décor, and an intriguing setting of items not seen over and over again in clone rental units around the area. We endeavor to give the comforts and intriguing whatnots, knickknacks, curiosities and lost charms perhaps seen in your grandparents’ home.

Guest favorite

Home in Narrowsburg

4.95 out of 5 average rating, 191 reviews

Modern Getaway in the Catskills

Our summer rental has a private entrance adjacent to the main house with kitchen, living & dining rooms, 1 bedroom w/ Queen bed , AC and 1.5 baths. 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 WiFi. A great get-a-way for 2 adults. 20 min. to Bethel Woods 30 mins to Resorts World Casino. No smoking, pets or animals or children. All are welcome. Rainbow Friendly.

Guest favorite

Cabin in Eldred

4.95 out of 5 average rating, 105 reviews

Cedar Brook House: Private Pond+Creek in Catskills

Enveloped by trees, overlooking a private pond, and a babbling brook, Cedar Brook house is a place to relax, recharge, and spend time with loved ones. We invite you to bring friends and family to enjoy a quiet getaway in the Catskills over good food and a glass of wine by the fire. Located minutes from hiking trails, rafting on the Delaware River, and Big Bear ski resort, this year-round house is perfect for an adventure-filled weekend in the summer or a cozy getaway in the winter.

Superhost

Cabin in Eldred

4.94 out of 5 average rating, 196 reviews

Quiet Modern Cabin in the Woods w Hot Tub

This 3 acre hidden gem is tucked away in the woods of the Catskills. It's a wonderful getaway from the city or any bustling lifestyle. The outdoor fire pit and hot tub are both the perfect settings for serenity. When you come up here you can enjoy hiking, cooking, swimming or simply lounging & listening to our record collection and watching nature exist around you. Our house is about 20 minutes from Big Bear mountain which is a great (small) mountain for skiing and tubing.

Guest favorite

Cabin in Yulan

4.98 out of 5 average rating, 116 reviews

Water Front Cozy A Frame Cabin - Enchanting River

Enchanting River is a magical 2BR 1Bath A-Frame home secluded on 4 acres of serine forest nestled beside beaver brook running right below the house. This magical get away is just 2 hours from NYC & 2.5 hours from Philly. Only 20 minutes to SKI BIG BEAR, a great snowboarding/ski mountain! As dawn turns to daybreak, there’s nothing more pleasant than being drawn from slumber by the sound of gushing water echoing through each surface of the property.

Guest favorite

Cottage in Eldred

4.98 out of 5 average rating, 114 reviews

Bella Cottage w/Cozy Fireplace, BBQ - Fall Getaway

*** Pool closes Oct 11 weekend. 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 favorite

Cottage in Narrowsburg

5 out of 5 average rating, 160 reviews

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, rafting, tubing, kayaking, lawn games, board games, hiking, fire pits, lots to do or just relax.