House holiday rentals in Round Top

Beautiful farmhouse with Mountain View- HITS- AC

Beautifully renovated 3 bedroom, 1.5 bath farmhouse on 3 acres. Close to Saugerties, Woodstock and Hunter Mountain yet with a large property and Mountain View! 4 minutes to HITS horse show! Close to Skiing! *NEW in 2025- Air Conditioning with mini splits throughout the home! The Hudson Valley has a lot to offer and we hope our home can be your cozy retreat to connect and unwind, cook delicious meals and sleep well as you explore and enjoy the area! Kid Friendly, Playground on the property!

Creekside Retreat-Arcade|Fire Pit|BBQ|Dog Friendly

Escape to our 3-bedroom, 2.5-bath, 2,000 sq ft creekside cabin in the Catskills—designed for relaxing getaways, ski trips, and family adventures. Located just 10 minutes from Hunter Mountain, 20 minutes from Windham Mountain, and 5 minutes to North–South Lake, you’ll be close to some of the region’s best hiking, skiing, and outdoor activities. After a day in the mountains, come back to relax by the creek, unwind on the deck, or challenge friends and family in the game room designed for all ages

Cheerful Catskill Village Cottage

Bright and airy Catskill village refuge - a wildflower and wildlife haven in the thick of things. Historic house set on a quarter acre of trees and wildflowers, but blocks from Main Street, Catskill. Walk to Foreland, The Lumberyard, the incredible village cemetery, Thomas Cole House, restaurants and shops. Olana State Historic Site is right across the bridge! Cottage has a full kitchen, clawfoot tub, penny tile shower, front porch, dining room and large living room. Truly peaceful and lovely.

The Earlton - Spacious home w/ fireplace & firepit

Enjoy your time away in a spacious & peaceful new home in the Catskills of upstate New York. Relax & cozy up to the indoor fireplace or have fun with outdoor fire-pit with seating & dining area, great for BBQ & s’mores! Location is central to many historic sites, outdoor activities, tourist attractions & destinations. Nearby attractions include, skiing, hiking & ATV/biking trails, canoeing, boating, local organic farms, antiques & shopping. Forget your worries in this spacious & serene space.

Walk to Kaaterskill Falls! Theater & Game Room

Our spacious 5BR home on 1.5 acres with a large lawn, 4K movie theater, game room, baby proofing & high-speed WiFi is perfect for exploring the Catskills year-round! Just 12 min to Hunter Mountain, 5 min to Tannersville, .5 mi to Kaaterskill Falls, and 1 mi to North-South Lake beaches. Features a fully equipped kitchen, remodeled basement with play area, 3 sound systems, and a dedicated office space. Relax in nature, enjoy the outdoors, or stay entertained inside. Your perfect getaway awaits!

Private Waterfall Retreat on 10 acres

Newly renovated 2 BR private home in the Catskill foothills perched next to a beautiful waterfall and stream. Furnished with quality and care, with an eye toward modern style and comfort. Gas Grill on covered porch, Campfire area, & outdoor table and benches for dining outside! Hiking trails and swimming holes nearby. Walking distance to Zoom Flume Waterpark, 12 mile drive to Windham Mountain, 30 minutes to Hudson. But really no need to go anywhere once you settle in to this quiet retreat!

Modern High-end 2BR2BATH in the woods of Catskills

Modern and spacious house located in the woods, surrounded by nature will make a perfect getaway. Wide open layout with a large living room/kitchen area in the center of the house, 2 Massive suites, one on each side overlooking the woods, both with comfy king bed and private bathroom - perfect for 2 couples, and suitable for a family as well. Beautifully designed with high end finishes, white oak flooring, custom made kitchen and toll ceilings, as well as cozy fireplace for warm nights.

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!

Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit

Escape to this cozy, light-filled Catskills retreat, perfect for year-round adventures! Only 8-10 minutes from Hunter Mountain for skiing and ziplining, and near North-South Lake and Kaaterskill Falls for hiking and kayaking. Discover Tannersville’s charming cafes and shops just minutes away. Unwind in the fully stocked kitchen, grill on the patio, or stargaze from the hot tub. End the day by the fire pit or with a game of pool, making unforgettable memories in the heart of nature!

Creekside Couple's Retreat w/Hot tub, Sauna & More

Tucked by an enchanting creek, this newly built cabin is a serene haven where nature and comfort meet. Unwind together in the hot tub beneath the stars, relax in the wood fired sauna, or enjoy a fun evening in the game room. Let the soothing sounds of the creek lull you to sleep as you take in the beauty of the outdoors from every window. Explore nearby trails, quaint towns, and secret escapes. Pet-friendly, perfect for couples seeking a magical retreat in every season.

Greenville Getaway|Paws & Pines: Dog Park & HotTub

Welcome to Greenville Getaway | Paws & Pines- where dogs might have more fun than their humans! 🐾🌲 With a fully fenced yard + private dog park, your pup can run, sniff & zoom off-leash while you relax. Discover the Ball Library 🎾, agility fun & Happy Tails Boutique 🐶🛍️, while humans enjoy the hot tub + arcade game room. Tucked in the Catskills and made for dogs at heart, because here, your dog isn’t joining your vacation… you’re joining theirs!

Serenity Retreat: Mountains, Waterfalls, Comfort

Enjoy a tranquil retreat overlooking a peaceful creek, set against gorgeous mountain views and nearby spectacular waterfalls. Just a short drive from Woodstock and Saugerties, NY this home on a serene country lane is a gateway to nature's beauty. With close proximity to local attractions, a lush garden, stunning mountain vistas, and a yard featuring a fire pit and bad mitten, it's the perfect blend of comfort and adventure.