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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Guest favourite

An open backyard is surrounded by tall trees, providing privacy and a natural setting. A circular fire pit is centered within a circle of six dark Adirondack chairs, inviting relaxation and gatherings. The well-kept lawn features lush green grass, enhancing the tranquil atmosphere.

Home in Monticello

Cozy Catskills Chalet • Fire Pit • Covered Deck

Stylish, newly renovated Catskills chalet near Bethel Woods Center for the Arts. Walk to White/Kauneonga Lake, lakefront dining, and a boat launch. Unwind by the fire pit, grill on the covered deck, or enjoy the spacious backyard with a playground, sports gear, and apple trees. Inside, relax with vinyl records, board games, puzzles, and a fully stocked kitchen. Close to hiking trails, ski resorts, the Delaware River, and charming nearby towns. Perfect for families, couples, and concert weekends.

5.0 out of 5 average rating, 119 reviews

Top guest favourite

Home in Glen Wild

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!

4.98 out of 5 average rating, 50 reviews

Guest favourite

Home in Hurleyville

Stunning Mid Century Modern house w/Cedar Hottub

A true hidden gem, this stunning mid-century modern retreat is just 2 hours from NYC, nestled in the heart of the Catskills. Think Mad Men–inspired style, with thoughtful details throughout. Floor-to-ceiling windows frame peaceful woodland views, bringing the outdoors in. Fully stocked chef's kitchen is great for cooking for large groups. Plenty of areas for dining and relaxing. Beautifully designed and fully equipped, this home has everything you need to relax, unwind, and enjoy your stay.

5.0 out of 5 average rating, 40 reviews

Guest favourite

A single-story house presented in a natural setting, featuring a wooden exterior complemented by a green garage. The front yard is spacious, adorned with greenery and a stone pathway leading to the entrance. Trees provide shade, enhancing the serene atmosphere.

Home in South Fallsburg

Spacious 3BR Catskills Retreat w/ new Hot Tub!

Summer is the best time to visit the Catskill Mountains! Enjoy a hike at one of our local trails or nature preserves. Try your luck at the casino, spend a day at the indoor water park, or play a round of golf at a local course. There is so much to do and see in our part of the Catskills, come explore! You will feel right at home in this clean, spacious, and comfortable house. Located on a quiet block close to many exciting attractions, this is a great place for four- season recreation.

5.0 out of 5 average rating, 36 reviews

Top guest favourite

A serene outdoor space features a fire pit surrounded by four white Adirondack chairs. Soft string lights illuminate a nearby rustic shed, while tall trees offer a natural backdrop. The grassy area invites evening gatherings under the settling twilight.

Home in Mongaup Valley

Private Forest Getaway • Fire Pit • Bethel Woods

Set out on an adventure and return to a retreat of peace and relaxation just minutes from Bethel Woods Center for the Arts for concerts & museum (14 mins), watersports and waterfront dining on White Lake (7 mins), hiking trails (6 mins), skiing & tubing (15 mins), Resorts World Catskills (15 mins), Katrite Indoor Waterpark (15 mins), and more. Located in the Catskills, only a 1.5 hour drive from the George Washington Bridge in New York City. Bus terminal is nearby for public transport.

4.98 out of 5 average rating, 63 reviews

Top guest favourite

The cottage is nestled among vibrant autumn trees, with golden and green foliage surrounding it. The exterior features a spacious porch along the front, providing an inviting space for guests to enjoy the natural landscape.

Cottage in Monticello

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!

4.98 out of 5 average rating, 157 reviews

Top guest favourite

An inviting open living space features large windows that allow natural light to flood the room. The area includes a comfortable seating arrangement with a beige sofa and armchair, alongside a round coffee table. The dining area is visible through a set of French doors that lead to a large deck.

Home in Woodridge

Serene Home in the Catskills Woods

Welcome to your countryside escape! Perched in the heart of scenic Sullivan County, Davos on the Hill is your serene home away from home—the ultimate retreat for hiking, rest, and recharging. We’ve curated a space that balances minimalist design with total comfort. Whether you’re whipping up a gourmet meal, ordering a local pizza for movie night, or gathering for board games by the fireplace, you’ll find everything you need right here. Slow down, breathe deep, and make some memories.

4.96 out of 5 average rating, 112 reviews

Guest favourite

The exterior of the riverfront chalet is presented, featuring an A-frame design painted in soft green. Snow covers the ground, and evergreen trees surround the property. A wooden deck with chairs is visible, along with a porch light inviting a warm welcome.

Chalet in Monticello

Riverfront Ski Chalet

Escape to the country air at Sean & Brad's riverfront chalet on the Neversink River. Formerly a popular ski shop and yoga studio, this fully renovated property offers you every possible amenity. Walk across the street to launch your kayak or toss a line into some of the best trout fishing around, roast s'mores around the fire or visit the Resorts World Casino, just 5 minutes away. Golf, hiking, mountain biking, local breweries and distilleries...all just a short distance as well.

4.98 out of 5 average rating, 133 reviews

Guest favourite

Two wooden Adirondack chairs are positioned on a dock overlooking a calm lake at sunset. A kayak with an oar rests nearby, and the water reflects vibrant hues of orange and pink, bordered by trees in the background.

Cabin in Ferndale

Cozy Lakefront Catskills Cabin—2hrs from NYC!

This beautiful lakefront cabin is located at the end of a peaceful road adorned with tire swings and wildflowers. It is situated in a private community on a SMALL 3 acre lake, offering the perfect setting to enjoy morning coffee on the dock, taking refreshing afternoon swims in the lake, going for evening kayaking rides, and stargazing. We've recently added AC for all 3 bedrooms. Lastly, we offer 2 kayaks and 2 SUP's for your enjoyment. Best of all, 2 hrs from NYC.

4.92 out of 5 average rating, 301 reviews

Guest favourite

Home in Ferndale

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!

5.0 out of 5 average rating, 11 reviews

Top guest favourite

Home in Monticello

Luxury Lakefront Estate | Private Beach & Spa

✓ Lakefront home w/ sandy beach ✓ Covered hot tub ✓ Massive deck w/ outdoor kitchen + BBQ ✓ Private dock ✓ HDTV 55” w/ Netflix, Hulu, Prime ✓ 336 Mbps wifi ✓ Driveway for 6 cars + land across the street for 6 more ★”The view and the lake access was just what we wanted” 3 min→ Swinging bridge marina 20 min→ Resort Worlds Casino @thestarlightny

4.94 out of 5 average rating, 194 reviews

Top guest favourite

A charming cabin exterior features a bright red façade surrounded by lush greenery. A welcoming front porch with two wooden chairs overlooks the landscaped yard, while a stone pathway leads to the entrance. Large windows allow natural light into the space.

Cabin in Woodridge

Escape to a 3-Bedroom Cabin in Lower Catskills

Welcome to the Bear Lodge! Located in the Lower Catskills, the cabin is a short 90 minutes from NYC, and is centrally located to all kinds of outdoor activities. There are easy walking trails through the woods within walking distance, as well as Rails-to-Trails paths, the Neversink River, and dozens of lakes nearby.

5.0 out of 5 average rating, 135 reviews