Holiday rentals in Kiamesha Lake

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Top-rated holiday rentals in Kiamesha Lake

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

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Top guest favourite
Home in Glen Wild
4.98 out of 5 average rating, 47 reviews

3BR Catskills Getaway Retreat!

Spacious and cozy 3 BR, 2 BA home offers high-speed Wi-Fi, media room equipped with a pool table, shuffleboard, and large-screen entertainment. Enjoy a fully stocked kitchen, private yard, deck, patio, and a cozy fire pit. Minutes from top Catskills attractions, including: Resorts World Catskills Casino Kartrite Indoor Waterpark LEGOLAND NY Bethel Woods (Woodstock Site) Monticello Motor Club Holiday Mountain Minnewaska State Park Hiking, fishing, mountain biking, and more outdoor adventures!

Guest favourite
The exterior of the lake house is shown, featuring a blue facade with white trim. A small front deck with steps leads to the entrance. Lush greenery surrounds the property, providing a serene backdrop. A gravel path leads up to the house, enhancing a rural feel.
Home in Rock Hill
4.9 out of 5 average rating, 262 reviews

Beaver Lake Escape

Welcome to Beaver Lake Escape! This one bedroom, one bathroom lakeview home has all of the amenities you will need for a relaxing vacation getaway! Come experience a warm & cozy environment with full access to the community beach where you can enjoy kayaking, swimming and fishing (catch & release). You'll also find great hiking in the Spring, Summer and Fall at the Neversink Gorge Unique Area and skiing/snow boarding in the winter at Holiday Mountain! Only a 25 minute drive to Bethel Woods!

Guest favourite
A warm living area is highlighted by a wood-burning stove at its center, surrounded by a cowhide rug. Light-colored armchairs are positioned alongside a wooden coffee table. Natural light enters through multi-pane windows, complemented by a guitar and decorative plants against the walls.
Cabin in Monticello
4.94 out of 5 average rating, 170 reviews

Cozy Catskills Cabin

Give yourself time away from the city and closer to nature. Go for a hike, a dip in the lake, or simply relax, take your shoes off and put a good record on. Casa Smallwood got its name from the hamlet of Smallwood, a quaint community of cabins from the 30's and 40's, nestled less than 2 hours from NYC. We're only 7 minutes away from BethelWoods Arts Center, the original site of the 1969 Woodstock Festival. Come stay with us and surround yourself with beautiful trees, lakes, love and peace.

Top guest favourite
An outdoor area showcases multiple seating options, including six Adirondack chairs arranged around a fire pit. The backdrop is formed by a modern container home surrounded by colorful autumn foliage, complemented by a deck and outdoor dining setup, enhancing the serene atmosphere.
Shipping container in Smallwood
4.99 out of 5 average rating, 134 reviews

Luxury Container | Hot Tub | Rooftop Tub | Pizza

Escape to a one-of-a-kind luxury container home nestled in the Catskills, featuring a year-round hot tub, rooftop soaking tub, outdoor kitchen, pizza oven, and peaceful forest views. Escape the ordinary and immerse yourself in this stylish 3-BR container retreat. Designed with sustainability and creativity in mind, our container home offers a one-of-a-kind lodging experience for those seeking a blend of innovation & relaxation. Book today and experience container living! Message me for Q's

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
4.98 out of 5 average rating, 287 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.

Guest favourite
The all-black A-frame cabin is framed by lush greenery, showcasing its distinctive triangular shape. A set of wooden stairs leads to the entrance, flanked by a deck that extends to the front of the home, inviting guests to relax and enjoy the natural surroundings.
Place to stay in Livingston Manor
4.92 out of 5 average rating, 176 reviews

Designer A-Frame + Barrel Sauna | Vogue-Featured

As seen in Vogue, Domino, Hudson Valley Magazine, and more. NightFox A-Frame is an all-black, architecturally significant cabin located in the Western Catskills hamlet of Livingston Manor. With the local area known for foodie-centric dining experiences, breweries, fly-fishing, hiking, and more, this year-round, 2-bedroom stay is the perfect escape from the city. The a-frame is known for its interior style, with a focus on Scandinavian comfort with 70s mod influence. @nightfox_aframe

Top guest favourite
The exterior of the cottage is set against a backdrop of lush greenery, with a spacious two-story design featuring a welcoming front porch. The surrounding landscape features a slope of vibrant grass leading towards the cottage, enhancing the serene rural setting.
Cottage in Monticello
4.98 out of 5 average rating, 154 reviews

Dutchhillcottage, gem in the southern Catskills.

Just 85 miles from NYC! Rustic chic design cottage waiting for you and your friends or family to enjoy. Private, comfy & cozy country getaway with amazing views situated on 10 acres of rolling hills in the southern Catskills, perched on a peak at the forests edge with expansive views all the way down to the Never Sink river with beautiful suntset views from our huge deck. Plenty of ameneties. Petdog friendly. Just 2 miles down the road from newly updated Holiday Mountain Ski Resort!

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, 411 reviews

Modern Upstate Escape with Outdoor Sauna

Recently 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 serene cabin is nestled among trees, overlooking a private pond. The exterior features a mix of corrugated metal and wood, blending harmoniously with the natural surroundings. A spacious outdoor area includes a fire pit and seating, offering a tranquil retreat.
Cabin in Mountain Dale
4.96 out of 5 average rating, 204 reviews

Private lake cabin w/hot tub, views and fruit

Catchers Pond is perched atop a hill with views overlooking a private pond featuring a swim platform, dock, Jacuzzi, outdoor shower, fire pit and a fruit orchard of peach, pear and apple. It is perfectly secluded and close to everything you might need for your stay being just 5 minutes outside Mountaindale. Its rustic, charming and wild. A great place to slow down, reconnect and watch seasons change. The cabin sits on 55 quiet acres with no other houses in sight.

Guest favourite
Cabin in Wurtsboro
4.95 out of 5 average rating, 449 reviews

Forest Spa Retreat on Cascading Brook • 90 Min NYC

Tucked into an evergreen forest, The Water House is a private spa retreat set above a cascading brook—where flowing water shapes your stay. Spend slow mornings on the deck, unwind in the hot tub, and gather by the fire pit under the stars. Find a quiet moment beside the Japanese-inspired pond. Inside, soft textures and vintage style create a warm, calming atmosphere designed to reconnect you with nature while offering the restful comfort of a boutique retreat.

Guest favourite
The modern cabin is set within a forested area, featuring a sloped roof and large windows. A private patio is furnished with a seating area and a hot tub is positioned nearby, surrounded by stone. The natural landscape enhances the serene setting.
Cabin in Ellenville
4.98 out of 5 average rating, 227 reviews

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Welcome to Minnewaska Cabin. A Catskills mountain cabin on a private forested lot, with a hot tub, a wood stove and king bed. The house is very new (completed Dec 2023) and located about 2 hours from NYC, close to many local attractions, like hiking trails, skiing and water sports. 20 mins from Minnewaska State park 35 mins from Legoland Goshen 20 mins from Resorts World Catskills casino 5 Mins from North East Off Road Adventures

Top guest favourite
Home in Ferndale
5 out of 5 average rating, 11 reviews

Blissful Bluebird (Sullivan County Catskills)

The Blissful Bluebird is a beautiful new cottage nestled on a quiet back road in New York’s Sullivan County Catskill Mountain region. This peaceful country setting is perfect for a relaxing weekend alone or with the whole family! Its central location allows for easy trips to many of the area’s trails, attractions, and restaurants. Book your mountain getaway today!

Popular amenities for Kiamesha Lake holiday rentals