Holiday rentals in Kiamesha Lake

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Top-rated holiday rentals in Kiamesha Lake

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A dining area features a wooden table surrounded by two chairs. Natural light enters through two windows covered with bamboo shades. Wall art and photographs add character to the space, complemented by a vase filled with decorative branches at the table's center.
Cottage in Monticello
4.9 out of 5 average rating, 146 reviews

Cozy Catskill Getaway Upstate NY - 5 min to casino

Kick back and relax in this cozy styled cottage! Centrally located near shopping plazas including Shoprite, Walmart and Marshalls. Also close to eateries, fast food restaurants, and Resorts World Casino. Explore the Catskills and come back to stay in a warm cottage. Although it is centrally located, it's pushed back enough that you still get the country living feeling. Located on 2 acres of land, you're sure to hear the birds chirping! There is a pull out couch available for an additional guest.

Guest favourite
Cabin in Bethel
4.95 out of 5 average rating, 165 reviews

Fireplace—Chic & Renovated—Near Skiing & Tubing

Escape to The Original Bungalow, part of the @boutiquerentals_ collection–a newly renovated Scandi-chic retreat with a cozy gas fireplace & woodland backyard with a fire pit. Located just 2 hours from NYC in the Catskills (one of Travel+Leisure’s 50 Best Places), Smallwood is a destination in itself: walk along the lake, waterfall or hike the forest trails. Nearby are Holiday Mountain (skiing+tubing), Kartrite Waterpark, Bethel Woods+dining & shopping in Callicoon,Livingston Manor & Narrowsburg

Top guest favourite
Home in Kerhonkson
4.88 out of 5 average rating, 940 reviews

Forest Retreat in the Gunks | Cozy Mountain Escape

Set on the side of the Gunks and surrounded by quiet forest, this warm, cozy home is designed for guests who love nature and simple comfort. Just minutes from Minnewaska and Stony Kill Falls. Enjoy wood-burning stove, a handmade L-couch, premium queen mattresses, a forest-view kitchen stocked with high quality coffee, tea, and essentials. Thoughtful touches include incense, essential oils, Puracy toiletries, and a meaningful library. Two porches facing the woods create a warm, peaceful escape.

Top guest favourite
A hot tub is surrounded by lush greenery and illuminated by string lights, creating a serene outdoor setting. A stone path leads to the hot tub, with red chairs visible nearby, all nestled within a wooded area.
Cottage in Bethel
4.96 out of 5 average rating, 276 reviews

Hot Tub, Playground, 3 Acres, and Much More!

Relax with the whole family at this peaceful cottage in the trees 5 minutes from Bethel Woods - check out their upcoming events! Recently renovated cottage with hot tub, an electric fireplace, washer and dryer, dishwasher, and smart TVs. Family-friendly features include a baby gate, potty training seat, high chair, toddler-safe bunk beds, and toys Outdoor features include 2 fire pits, trampoline, jungle gym, basketball hoop, walking path, stream w/ waterfall, and 3 acres of woods to explore

Guest favourite
Cabin in Ferndale
4.93 out of 5 average rating, 262 reviews

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. You can unwind in our hammock nestled amidst the ferns next to a tranquil stream. We offer 2 kayaks and 1 SUP for your enjoyment. Best of all, 2 hrs from NYC.

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
4.91 out of 5 average rating, 221 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 Bethel
4.94 out of 5 average rating, 157 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.

Guest favourite
Cabin in Bethel
4.91 out of 5 average rating, 366 reviews

Cozy Barn Cabin near Ski Mountain & Bethel Woods

1200 sq. ft Post & Beam 2 story Barn Cabin set on 18+ acres of property w/1250 ft. of rd frontage leading to this gem. Amish wood furniture and a wood burning stove. Open loft concept on 2nd floor offers 1 king bed, a trundle bed with 2 twins (sleeps 4), 1/2 bath & closet space. Downstairs offers kitchen, dining room, living room and full bath. Private park on property w/hammock, volleyball & basketball court, swing set, slide & playhouse, yard games (in house & shed) barbecue & firepit.

Top 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, 390 reviews

Modern Upstate Escape with Outdoor Sauna

Newly 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
4.95 out of 5 average rating, 170 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.

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
5 out of 5 average rating, 122 reviews

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.

Guest favourite
The living area features large windows that allow natural light to fill the space, complemented by a wood-burning stove. A cozy gray sofa and rustic chairs surround a circular wooden coffee table, while a textured area rug adds warmth to the hardwood floor.
Home in Monticello
4.91 out of 5 average rating, 251 reviews

Dancing Feather: Cozy Lake-Front A-Frame Chalet

Sunlight pours into every room at this delightful lake front A-frame cabin. Enjoy a cozy fireside dinner with friends or an evening under the stars with warm blankets provided. Appreciate the quiet and tranquility that is found here on the lake. Create unforgettable memories at this peaceful lake front home.

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