Holiday houses in Highland Lake

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Top-rated holiday rentals in Highland Lake

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

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Guest favourite
Cabin in Bethel
4.92 out of 5 average rating, 121 reviews

renovated–hot tub–near skiing+tubing–cozy & chic

Escape to @boutiquerentals_' The Treehouse Bungalow–a renovated yet cozy 1930s Arts & Crafts cabin with hot tub, mountain views, fire pit & electric fireplace. Located 2 hrs from NYC in the Catskills (one of Travel+Leisure’s 50 Best Places), Smallwood is a destination in itself: walk along the lake, waterfall or hike the forest trails. Nearby is dining & shopping in Livingston Manor, Callicoon & Narrowsburg, skiing/tubing at Holiday Mountain, Bethel Woods Center for the Arts & Kartrite Waterpark

Guest favourite
The cozy living area features a stone fireplace framed by natural wood beams. Comfortable leather chairs are positioned around a soft area rug, while shelving displays curated decor. A staircase leads to the upper level, adding depth to the warm, inviting space.
Cabin in Eldred
4.98 out of 5 average rating, 195 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

Superhost
A cozy living area features wooden walls and a plush sectional sofa, complemented by a dark coffee table. A smart TV is visible on the wall, while a doorway leads to a bathroom. Natural light enhances the inviting atmosphere.
Home in Glen Spey
4.9 out of 5 average rating, 105 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.

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, 253 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 favourite
Early morning mist gently blankets the lawn, highlighting lush greenery. A log home is visible in the distance, with large windows reflecting the soft glow of the rising sun. The serene river complements the peaceful scene, inviting relaxation and connection with nature.
Cabin in Narrowsburg
4.98 out of 5 average rating, 181 reviews

Private Riverfront, Magestic View, Wildlife, Sauna

Hand-built in the '70's, this unique log home has been lovingly restored with style. Located on a sweeping bend of the Delaware, Broad Arrows offers unrivaled views and peace in nature regardless of the season. In summer grill on the deck, swim, canoe or fly fish. In the evenings enjoy river sunsets or enjoy our Finnish sauna followed by a refreshing dip in the river. In fall and winter enjoy the many local hiking trails or ski-hills. A truly remarkable place to take time out and reconnect.

Guest favourite
The A-Frame home is nestled amidst snow-covered trees along the flowing river. A spacious deck wraps around the structure, with soft lighting visible. A peaceful winter landscape is framed by the contrast of the warm wood exterior against the snowy surroundings.
Cabin in Yulan
4.98 out of 5 average rating, 203 reviews

Magical A-Frame by River | Fire Pit, Snowy 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.

Guest favourite
Cabin in Bethel
4.91 out of 5 average rating, 366 reviews

Cozy Barn Cabin near Ski Mountain & Bethel Woods

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.

Top Guest favourite
Home in Narrowsburg
4.92 out of 5 average rating, 479 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

Top Guest favourite
The living room features a spacious couch, modern lighting, and a wood-burning fireplace, with a flat-screen TV mounted above a decorative white wall. Large windows invite natural light, while sliding glass doors open to the deck. A minimalist chair adds an additional seating option.
Cottage in Monticello
4.94 out of 5 average rating, 388 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.

Top Guest favourite
A wooden cabin is surrounded by a serene winter landscape, blanketed in fresh snow. The spacious deck features wooden railings and is partially covered in snow, while tall trees provide a natural backdrop to the peaceful setting.
Cabin in Barryville
5 out of 5 average rating, 201 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.

Top Guest favourite
A modern black cabin is surrounded by a lush green forest, showcasing a spacious private deck with string lights. A sauna can be seen to the side, nestled among the trees, while a well-manicured yard enhances the tranquil outdoor setting.
Cabin in Narrowsburg
4.99 out of 5 average rating, 180 reviews

Mtn. Laurel Cabin

Nestled in 5 acres of serene forest blanketed with Mountain Laurels is this modern cabin with all the amenities you need to relax and unwind. Just minutes from downtown Hamlet of Narrowsburg and the Delaware River there is so much to see and do here. You could also stay at home and enjoy a meal on the spacious private deck, explore the property, bird watch, or let your worries melt away in the sauna.

Guest favourite
A deer is seen in a grassy area, with a stone fence in the foreground. The background features trees and a power line, set against a softly lit landscape. The scene captures a tranquil moment in nature, reflecting the outdoor ambiance surrounding the cabin.
Cabin in Glen Spey
4.89 out of 5 average rating, 118 reviews

Cabin-Getaway of Solitude with a Barrel Sauna

Welcome to "The Gnome's Den," where fairy tale charm meets countryside comfort! Dive into vibrant hues and let the cabin's playful vibe spark your inner child. Explore hiking trails, try fly fishing at the Delaware River, and return to rest on plush pillows. Wake up to morning birdsong, embracing the perfect blend of adventure and cozy relaxation. Your enchanting retreat awaits!

Popular amenities for Highland Lake holiday rentals