Holiday houses in Lexington

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Top-rated holiday rentals in Lexington

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

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Top Guest favourite
A cozy outdoor space features comfortable seating and a modern fireplace, set against a stunning backdrop of lush trees and a colorful sunset. A hot tub is visible nearby, inviting relaxation. Soft lighting adds a warm touch to the tranquil atmosphere.
Home in Lexington
4.99 out of 5 average rating, 134 reviews

Mountain View Chalet: AC, Hot Tub, Firepit, Games

Spacious, peaceful lux cabin atop the Catskills. Enjoy mountain views, make smores, & soak in the hot tub. Catch up in the vaulted room by the fireplace w/ our wide game selection, while others watch movies downstairs. Host a dinner party with our fully equipped kitchen. Centrally located, 20 mins to 6 towns. Visit breweries, antique shops, dine, hike, fish, golf, or relax. Fast 600mbps internet. Perfect for groups, families, kids & pets. WFH, newborn, pet friendly. 3+ nights get discounted rate

Top Guest favourite
A snow-covered pathway leads to a circular yurt with a green roof and wooden door, accompanied by a glass-enclosed outdoor shower structure. Windows with white frames offer natural light, while a layer of fresh snow blankets the ground, enhancing the serene winter setting.
Yurt in Shandaken
4.96 out of 5 average rating, 305 reviews

Phoenicia Cozy Yurt - for the Holidays

5 minutes from Phoenicia. A comfy Yurt for 2 amid wild elderberry, peach, pear and apple trees, a goldfish pond and forested hills. A secret meadow for sun worshiping, meditation and watching dark milky way skies. Cold, UV purified spring water. Skiers welcome: Cozy heat in the Yurt down to zero! The gas fired hot shower is glass enclosed. Fast WiFi. Odor-free composting toilet. Mini-kitchen, fire circle and gas grill. All people of every race, religion, gender and nationality are welcome here!

Top Guest favourite
Chalet in Prattsville
4.99 out of 5 average rating, 156 reviews

Designer Chalet with Sauna|Hot tub|Mountain View

Recognized as one of the Catskills’ most exclusive retreats, @lechaletcatskills is a modern-luxury escape where mountain serenity meets refined design. Set on 10 private acres near Hunter, Windham & Belleayre, this designer chalet invites you to unwind in style -think panoramic views, cedar sauna, hot tub under the stars & firepit for marshmallow nights. With a chef’s kitchen, curated interiors & nature all around, Le Chalet is the Catskills getaway your friends and family will be talking about.

Top Guest favourite
A modern living area is highlighted by 20-foot vaulted ceilings and a wall of large picture windows framing lush mountain views. The space features a comfortable sectional sofa, a wooden coffee table, and a television on a media console. A cozy gas fireplace enhances the inviting atmosphere.
Home in Roxbury
5 out of 5 average rating, 177 reviews

Private Mt view escape- 3BR w/firepit near skiing!

Click: "Show more" to read description before booking. NO PETS Perched high on a private road, The Ridge is a 3 BR / 2 bath newly constructed modern farmhouse w/ sweeping mountain views! Relax & dine outdoors on the wrap around deck & discover all of the comforts of home inside the open concept living space. Set on 5 mountainside acres, 3 min to Roxbury town & 10 min to wedding venues. Outdoor adventures await- 4 season activities at ski mountains, hiking, golf, farmers markets & culinary tours

Top Guest favourite
A single-story house is set against a backdrop of rolling hills with autumn foliage. A wide deck with white railings provides access to the entrance. The expansive lawn features well-maintained grass and a clear blue sky overhead.
Home in Prattsville
4.91 out of 5 average rating, 327 reviews

Yanity House

You will have access to the entire house fully furnished. Pet's are welcome just keep paws clean its a beige rug. We want everyone to be comfortable, so please let us know how and what you would like to see improved if you rent the unit. We will improve the unit as per guest suggestions. Currently we do not have cable but we do have a dvd and game system in the living room - All the bedrooms have TV's, dvd players or bring your streaming device There currently is no phone but cell service works

Top Guest favourite
The cozy cabin exterior is lit softly by string lights as dusk sets in. A fire pit surrounded by adirondack chairs occupies the grassy area in front, while large windows offer glimpses of the warm interior and the surrounding forest.
Cabin in Prattsville
4.99 out of 5 average rating, 184 reviews

Alpine Ridge - Mtn. Views, Fire Pit, Pizza Oven

Alpine Ridge is set on 3 acres of land, high up on a private road. From the house, you'll see the Bearpen Mountain Range across the valley. We designed and curated our home to be a perfect escape. Though remote, we are close to town for all the essentials: 5 mins to Prattsville, 15 mins from Windham and 25 mins from Hunter. The Catskills are abundant with hiking trails, ski slopes, quaint towns, local events, wedding venues, and farm-to-table restaurants. Follow us on IG: @alpineridgeny

Superhost
A stone pathway meanders through lush green grass, leading toward a vibrant red front door framed by trees and greenery. The surrounding foliage creates a serene natural setting, inviting guests to explore the peaceful entrance to the cottage.
Cottage in Hunter
4.89 out of 5 average rating, 179 reviews

Flat Rocks Cottage: Ski and Swim in the Catskills!

A year-round Catskills getaway! Located on one of the best swimming holes in the Catskills- known for its flat rocks. In the warm months, you can walk across the lawn scented with wild thyme, down the trail in the backyard, take a swim in the cool clean water of the Schoharie Creek and lay on the hot flat rocks. It is nature’s spa. In the winter, after a day of skiing at one of the many nearby ski mountains, nestle in by the fire, on our comfy couch, and cook in our well-equipped kitchen.

Guest favourite
The image captures the mini A-frame cabin at sunrise, surrounded by a misty landscape. Soft morning light illuminates the distant hills, while lush greenery and a wooden deck in the foreground create a serene outdoor setting.
Tiny home in Lexington
4.94 out of 5 average rating, 406 reviews

Diamond Notch - Mini A-frame, Spectacular Views

+ Amazing Views + Very Private + Modern Design + Indoor Propane Fireplace + Deck w/ String Lights, Chairs + Sun Shade + Charcoal BBQ + Wood Solo + Camping Stove + Star Gazing The Diamond Notch is a site-specific, passive-house level insulated, off-grid mini A-frame - locally designed & built in co-op w/ Lexington Arts + Science Requires a 5+ min hike in. Bring hiking boots. Micro spikes provided for the uncleared snowy trail. We provide bedding + fresh linens (No T mobile reception)

Guest favourite
A modern cabin design features broad wooden slats and floor-to-ceiling glass doors. A spacious deck includes loungers and a hot tub, surrounded by lush greenery, enhancing the outdoor aesthetic. Soft lighting illuminates the seating area, creating a welcoming environment.
Home in Hunter
4.95 out of 5 average rating, 183 reviews

Modern House with Mountain View @Getawind

Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Guest favourite
A welcoming porch provides a view of the serene wooded surroundings. Adirondack chairs are placed on the gravel ground, inviting relaxation in the shade of mature trees. The cabin's dark wooden structure contrasts with the vibrant greenery.
Cabin in West Kill
4.91 out of 5 average rating, 141 reviews

Cozy Cabin: Fish, Hike/Bike, Explore the Catskills

Back due to popular demand! Cozy lil cabin just of a country hwy. The perfect getaway. NOTE: Living Room Furniture Changed (for the better) - Photos of new setup to come in late Spring 2025. 15 mins to Hunter Mountain, 20 mins to Windham, 25 mins to Belleayer. 15 mins to Pheonicia. 30 mins to Woodstock. A perfect place to go hiking, fishing, or just take in the surrounding nature. Fully stocked kitchen. Washer/dryer. Outdoor fire pit. Private bedroom with very comfy queen bed.

Guest favourite
The log cabin features a sloped metal roof and large windows, surrounded by trees. A spacious wooden deck with a railing offers outdoor seating options. The area is adorned with fallen leaves, enhancing the natural setting.
Cabin in Margaretville
4.94 out of 5 average rating, 192 reviews

Catskills log cabin in the sky with mountain views

Welcome to Cabin in the Sky! At 1,671 ft elevation, Cabin in the Sky is a newly renovated log cabin nestled in the mountainside with tranquil views. The home offers the perfect combination of seclusion and convenience. In the mornings/evenings, enjoy a cup of coffee or glass of wine from the private deck which overlooks pure nature (not a car, street or building in sight). During the day, take advantage of the local hiking, skiing, farmer's markets, restaurants and shopping.

Superhost
An outdoor seating area is presented alongside a hot tub and a fire pit. The seating features a sectional sofa with light-colored cushions. Dividing panels with a leaf design create a sense of privacy, while surrounding trees provide a natural backdrop.
Cabin in Prattsville
4.88 out of 5 average rating, 275 reviews

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Nestled in the woods, our 3 bedroom cabin offers the perfect escape from the hustle and bustle of everyday life. The cozy interior features a warm, inviting atmosphere with all the amenities you need for a comfortable stay. The spacious living room is the perfect place to unwind after a long day of exploring the great outdoors, complete with a cozy fireplace and outdoor hot tub that offer stunning views of the surrounding landscape. Follow us on IG @thelittleredcabinny

Popular amenities for Lexington holiday rentals

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