Vacation rentals in Highland

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Top-rated vacation rentals in Highland

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Guest favorite

Cottage in Narrowsburg

4.99 out of 5 average rating, 143 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

Jul 10 – 17

$97 per night

Guest favorite

Home in Glen Spey

5.0 out of 5 average rating, 15 reviews

Cozy and Quiet Lakeview House

Looking for a cozy and quiet getaway near a lake? Look no further than this newly renovated house that offers one bedroom and sleeper sofas for extra guests. Enjoy the views of the lake from the large windows, or cozy up by the firepit in the backyard. This house has everything you need for a relaxing and comfortable stay, including a equipped kitchen, a bathroom, and a smart TV. Whether you want to explore the nearby trails, go fishing, or just unwind, this house is the perfect place for you.

Oct 21 – 28

$128 per night

Guest favorite

Cabin in Barryville

5.0 out of 5 average rating, 145 reviews

Fern Hill Lodge | Serenity on 20 Acres | NO FEE

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

Aug 28 – Sep 4

$260 per night

Guest favorite

Home in Barryville

4.93 out of 5 average rating, 137 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.

Jul 5 – 12

$177 per night

Guest favorite

Home in Narrowsburg

4.95 out of 5 average rating, 159 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.

Jan 12 – 19

$77 per night

Guest favorite

Ranch in Pond Eddy

4.92 out of 5 average rating, 110 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.

Feb 13 – 20

$146 per night

Guest favorite

Cottage in Narrowsburg

5.0 out of 5 average rating, 19 reviews

Renovated Craftsman Country Cottage

Just renovated, Beaver Brook cabin combines the peacefulness of the country with modern amenities like a completely renovated kitchen. We love hanging out on the large deck in the warmer months. Designed to feel like a home in the country, not a hotel. Centrally located for easy access to all the best that Sullivan County has to offer. 10 minutes to Barryville 15 minutes to Downtown Narrowsburg 24 minutes to Bethel Woods House Features: Hardwood Floors Stained Glass Dishwasher

Aug 1 – 8

$129 per night

Guest favorite

Home in Narrowsburg

4.91 out of 5 average rating, 200 reviews

Lucky Lane Cottage

Enjoy your stay at this cozy cottage on dirt road, ideal for nature lovers. 2 minute drive to the Tusten Mountain Trail & Ten Mile River public access on the Delaware River. 5 minute drive to the charming Main Street of Narrowsburg. Close enough to local favorites but tucked away. A perfect tiny retreat to unwind with easy quick access to local eateries & events. 4 wheel drive recommended in winter months.

Apr 26 – May 3

$135 per night

Guest favorite

Cottage in Narrowsburg

5.0 out of 5 average rating, 143 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.

Oct 22 – 29

$216 per night

Guest favorite

Home in Eldred

5.0 out of 5 average rating, 21 reviews

Pristine Country Cottage With Lake Access

Enjoy the perfect balance between country and convenience. Take a short stroll down to Lake Montgomery where you can fish, swim, or take our 3-person canoe out for a relaxing day on the water. Our country cottage is located just a mile and a half from the hamlet of Eldred where you'll find a local brewery, an open air pizzeria, a a hydroponic farm, grocery shopping, and more.

Nov 24 – Dec 1

$155 per night

Guest favorite

Guesthouse in Mongaup Valley

4.96 out of 5 average rating, 242 reviews

Cozy Cottage - Woodstock Scavenger Hunt w/ prize

The cottage is a cozy little space with great amenities. Jam out with the SONOS speaker or watch any channel on DirecTV during the down time. Large back porch and beautiful gardens with a little pond surrounding the home. We also have a Woodstock themed scavenger hunt for any guest who would like to participate! Prize included for anyone who solves all the clues!!

Mar 17 – 24

$93 per night

Guest favorite

Cabin in Shohola

4.95 out of 5 average rating, 128 reviews

Cabin Getaway

The ideal getaway for anyone seeking privacy in a beautiful, nature-filled setting. The steep gravel driveway leads you away from the street and into the woods to the Bee Hollow Cabin, set on over 6 acres of land. Optimal for a weekend of relaxation, hang out on the wrap-around deck overlooking the babbling brook, or cozy up by the fireplace.

May 27 – Jun 3

$140 per night