Holiday rentals in Kiamesha Lake

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Top-rated holiday rentals in Kiamesha Lake

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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, 53 reviews
Top 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!

Come enjoy autumn in the Catskill Mountains & our new hot tub! Fall is the best time to visit the Catskills. Crisp nights, fresh apple cider, U-pick farms, and picture-perfect fall foliage. Get outside to explore our local trails, parks & lakes. Enjoy a round of golf, or visit the casino or indoor waterpark. You will feel right at home in this clean, spacious, & 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, 38 reviews
Guest favourite
A cozy gray house is surrounded by greenery, featuring a welcoming entrance with a flower pot by the steps. A pathway made of flat stones leads to the front door, while large windows allow natural light to fill the interior.
Home in Forestburgh

Cozy Creek House

Reconnect with nature at this cozy, tranquil, wilderness escape. This charming three bedroom home set off a quiet country road, situated among the dense woods and a picturesque meadow has a babbling creek running through the property. Walking distance to quaint Forestburgh General Store & funky Forage Pizza. Only a short drive from local Playhouse, distilleries, wineries, antique shops, Rio Reservoir, lakes, rivers, springs, waterfalls, and hiking trails in thousands of acres of state forest.

4.91 out of 5 average rating, 79 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.

4.98 out of 5 average rating, 42 reviews
Top guest favourite
A handcrafted log cabin is set amidst lush greenery, featuring a spacious porch with wooden railings. The cabin's exterior is complemented by stone landscaping and a wooden sculpture in the foreground, creating a harmonious connection with the natural surroundings.
Cabin in Monticello

Cozy Catskill Log Home With New Relaxing Hot Tub

Note: This serene space is suited for adults, as it is not child-proof. Welcome to our tranquil retreat in the heart of the Catskills!! Step outside onto our newly built porch overlooking a serene koi pond and breathtaking natural surroundings, the perfect place to enjoy your morning coffee or unwind under the stars. Complete your escape in our brand-new relaxing hot tub, adding a special cozy vibe to the cabin experience and creating the ultimate setting for peace, comfort, and relaxation.

4.97 out of 5 average rating, 88 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, 65 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, 159 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.

4.97 out of 5 average rating, 115 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.

4.99 out of 5 average rating, 134 reviews
Top guest favourite
Home in Woodbourne

That 70s Camp

That 70s Camp is an updated farmhouse with a retro vibe perched atop a grassy knoll with idyllic meadow views. Offering all the comforts of home: pet-friendly accommodations w/1 acre fully fenced, modern chef's kitchen, and the most comfortable luxury bedding all contribute to your relaxing stay here in the Catskills. Enjoy a peaceful retreat from city living, whether roasting s'mores over the fire pit or stargazing from the back deck. A true home away from home!

5.0 out of 5 average rating, 44 reviews
Guest favourite
Cabin in Wurtsboro

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.

4.95 out of 5 average rating, 460 reviews
Guest favourite
Cabin in Forestburgh

Spirit Cabin - Lakefront with Pool, Sauna & Cold P

Escape to this elegant 3-bed, 3-bath modern lakefront cabin in Forestburgh—just 2 hrs from NYC. Discover this breathtaking home set on 5 lakefront acres. Immerse yourself in limitless enjoyment with amenities both indoors and out. Enjoy the heated pool, hot tub, sauna, *new cold plunge, and firepit. Experience water sports on the lake with provided equipment. Perfect for relaxation and adventure! Explore Nearby towns of Livingston Manor and Narrowsburg.

4.99 out of 5 average rating, 75 reviews

Popular amenities for Kiamesha Lake holiday rentals