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, 49 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
Home in Hurleyville
5.0 out of 5 average rating, 40 reviews

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.

Superhost
Home in Monticello
4.86 out of 5 average rating, 66 reviews

Lakefront A-Frame w/ Hot Tub & Game Room!

Come enjoy summer in the Catskills! There is so much to do here! Relax at a spa, try your luck at the casino, go for a hike, or shop at a local Farmer's Market. Enjoy our grounds with a BBQ on the deck or roast marshmallows by the lakeside firepit. Use one of our boats and enjoy the lake! You will feel right at home in this comfortable house with a game room & theater. Located just steps from beautiful Swinging Bridge Lake, with a hot tub, this is a great place for four season recreation.

Superhost
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
4.96 out of 5 average rating, 85 reviews

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.

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

Crosslands—Modern cabin w. hot tub and 1 acre pond

Just 2 hours north of the city, relax in peaceful paradise. Crosslands cabin is nestled in the woods. There are two bedrooms and 1 shared bathroom, a well equipped kitchen, and cozy living room. There is a beautiful sunroom, grill, hot tub, fire pit and pond to enjoy. 10 minutes from Monticello, where you can enjoy fantastic dining, shopping, or even visit the casino or Kartrite water park. We are close to several hiking trails and a half hour drive to some very scenic hiking experiences.

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
5.0 out of 5 average rating, 34 reviews

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.

Superhost
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
4.98 out of 5 average rating, 63 reviews

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.

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, 155 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!

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
4.96 out of 5 average rating, 112 reviews

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.

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
4.98 out of 5 average rating, 133 reviews

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.

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, 206 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.

Superhost
Home in Thompsonville
5.0 out of 5 average rating, 6 reviews

Spacious 10-Bedroom Retreat with 5 Living Rooms

This luxurious 10-bedroom retreat is perfect for large families and groups. With 5 living rooms, cozy lounges, and a fully equipped kitchen, there's plenty of space to relax. Enjoy queen, full, and twin beds across multiple bedrooms and bathrooms. Nestled in nature yet close to top attractions, hiking trails, and resorts, this home is designed for unforgettable gatherings. Experience comfort, convenience, and 5-star hospitality in a spacious, serene setting!

Popular amenities for Kiamesha Lake holiday rentals