Holiday rentals in Kiamesha Lake

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Kiamesha Lake

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

1 of 1 pages1 / 1

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

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.

4.96 out of 5 average rating, 85 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, 113 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

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

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.

4.94 out of 5 average rating, 414 reviews

Top guest favourite

The exterior of a blue farmhouse cottage is shown, featuring a metal roof and a welcoming front porch with two white chairs. Lush green grass surrounds the house, complemented by blooming hydrangeas and decorative potted plants. Trees and open land are visible in the background.

Cottage in Grahamsville

“Green Meadow Cottage”, updated 1850’s farmhouse.

Relax with friends or family in this cozy updated 19th century farmhouse cottage set on 5 acres surrounded by pasture and forest. This is truly a rural setting to enjoy the serenity of nature. Centrally located, a leisurely country drive will take you to quaint towns, spectacular hiking, fine dining and more. Visit our many breweries and distilleries or just take a drive and explore. Bring your bikes and ride the gently rolling wooded roads… or not. It’s your vacation.

5.0 out of 5 average rating, 117 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, 12 reviews