Highland Lake vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Highland Lake

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

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Guest favorite

Home in Glen Spey

4.98 out of 5 average rating, 114 reviews

Lakehouse Getaway/Winter/Summer/Spring/Fall

Book this lakeside 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,fine dining etc all within 20 min!!

May 21 – 28

€ 428 per night

Guest favorite

Cabin in Smallwood

4.85 out of 5 average rating, 202 reviews

Comfortable Catskill Cabin minutes to Bethel Woods

Comfortable, private home very close to Bethel Woods on a quiet dead-end street in a desirable mountain lake community. Two bedrooms & a loft, WiFi, heat/AC, deck with BBQ grill, picnic table & fire pit. In the heart of the Sullivan County Catskills centrally located to the many attractions this vacation recreation area has to offer: site seeing, concerts, hiking, camping, skiing, breweries/wineries, boating, parks, antiquing, casinos, wedding venues, museums, Delaware River, hunting/fishing etc

May 16 – 23

€ 136 per night

Guest favorite

Cabin in Shohola

4.98 out of 5 average rating, 189 reviews

Cozy Cabin Milford PA

A cozy cabin nestled in the woods of the Delaware Highlands just 5 miles outside of the historic town of Milford, PA. At the cabin - relax on the back deck, bbq dinner, rock the hours away in one of the front porch rockers or snuggle up inside with a good book or movie. Make this place your home away from home. Milford is a quick drive away where you can park the car and explore the town by foot. Feel like a swim - hit the Milford Beach. Want to take a hike - lots of trails to choose from!

Oct 13 – 20

€ 168 per night

Guest favorite

Cottage in Narrowsburg

4.99 out of 5 average rating, 144 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

Jun 10 – 17

€ 139 per night

Guest favorite

Cabin in Barryville

5.0 out of 5 average rating, 146 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

Jul 10 – 17

€ 184 per night

Guest favorite

Cabin in Mongaup Valley

4.92 out of 5 average rating, 284 reviews

Cozy Post & Beam Barn Cabin w/Park near Bethel

1200 sq. ft Post & Beam 2 story Barn Cabin set on 18+ acres of property w/1250 ft. of rd frontage leading to this gem. Amish wood furniture and a wood burning stove. Open loft concept on 2nd floor offers 1 king bed, a trundle bed with 2 twins (sleeps 4), 1/2 bath & closet space. Downstairs offers kitchen, dining room, living room and full bath. Private park on property w/hammock, volleyball & basketball court, swing set, slide & playhouse, yard games (in house & shed) barbecue & firepit.

May 10 – 17

€ 139 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 18 – 25

€ 86 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 1 – 8

€ 169 per night

Guest favorite

Home in Narrowsburg

4.92 out of 5 average rating, 429 reviews

Cutest Little House in Narrowsburg

Relax in an idyllic wooded setting with 1000 feet of totally private river frontage, yet a 5 minute drive to Narrowsburg's restaurants and shops. If you like nature, privacy, history, vintage decor & design, this quaint 1950s cottage is for you. Hiking & campfires • Clawfoot tub • Front & back porches • Hummingbird & bunny watching • Den & WiFi • Peace & quiet • All included in your stay! Hundreds of 5-star reviews say it all. IG: #luxtonlake #tenmileriver #cutesthousenarrowsburg

Jun 1 – 8

€ 114 per night

Guest favorite

Cottage in Monticello

4.94 out of 5 average rating, 326 reviews

Modern Upstate Escape with Outdoor Sauna

Newly renovated two bedroom, two bath cottage with four person barrel sauna at Swinging Bridge Reservoir, Sullivan County's largest motorboat lake. Updated amenities and mid-century and modern furniture provide a welcome respite from the city just 90 miles away. Take in the local scenery, catch a show at the Forestburgh Playhouse or stop into some of the local vineyards and restaurants. For a low key weekend, hang out by the fireplace playing some records and cooking a meal.

May 13 – 20

€ 229 per night

Guest favorite

Guesthouse in Mongaup Valley

4.99 out of 5 average rating, 362 reviews

Good Vibes Studio in the Woods

Hi! We're Jen, Jacob, and Jude. Welcome to our peaceful studio apartment with good vibes. One memory foam queen bed and one futon. Whether you want to just get away and enjoy the woods or need a place to crash that is super close to Bethel Woods, Resorts World Casino, Kartrite Waterpark and all of the delicious White Lake restaurants, our studio is the place for you! And we are right next door if you need anything at all. Come experience Mother Nature with us!

Sep 2 – 9

€ 119 per night

Guest favorite

Home in Huguenot

4.98 out of 5 average rating, 229 reviews

Stargaze Lodge

The house is brand new. It is set back off the road. its just minutes from the D&H Canal & Neversink river , 15 min from Bashakill vineyards oakland valley race track, also trains are available in either Port Jervis or Otisville & the same time to rt 17 or 84. 30 minutes to the Monticello casino or rt 97 Barryville also ski locations near both places , 40 minutes to warwick and chester & Milford Pa ,

Sep 10 – 17

€ 147 per night