Holiday rentals with outdoor seating in Greene County

Phoenicia Cozy Yurt - Spring! Sweet Spring!

5 minutes from Phoenicia. A comfy Yurt for 2 amid wild elderberries, peach trees, a goldfish pond and forested hills. A private back meadow for sun worshiping and meditation. Cold, UV purified mountain spring water. Skiers welcome: Cozy heat in the Yurt down to 10 below! The gas fired hot shower is glass enclosed and solar warmed on sunny mornings. 12v & 110v electric & fast WiFi. Odor-free, cedar, maple, and mahogany composting toilet. Mini-kitchen with tasty treats. Fire circle and gas grill.

Cutest Cabin Spring Skiing & Hiking it's BBQ Time!

The Cutest Cabin in Windham is the perfect stay for 2 people Ideal location to town & walking distance to Chicken Run restaurant & bar Walking trail to the pond and kayaks provided (seasonal) The Cutest Cabin is decorated w/ black bear & red fox theme Modern amenities & beautifully furnished Cutest Cabin Separate bathroom w/ tub & shower & towels Kitchenette & outside Weber BBQ Grill Outside fire pit w/firewood & marshmallow sticks provided The Cutest Cabin is next door to the Host’s residence

Pool*Hot Tub*Pirate Ship*Fire Pit*Luxury Farmhouse

Welcome to our Stunning 4-Bedroom, 4-Bathroom Modern Farmhouse with Private Pool, Hot Tub, and Amazing Views! - Newly Re-Built (2023) - Tastefully Decorated, Modern Finishings - Amazing Mountainside Panoramic Views, Lots of Sunlight - Over 2,000 Square Feet of Outdoor Patio Space (BBQ, Fire Pit, Games) - 5min to I-87 & Catskill Downtown, 15min to Hudson (Amtrak), 25min to Windham (Ski/Golf), 35min to Hunter Ski Area Perfect for Vacationing, Entertaining, Group Retreats and Family Gatherings!

The Kaaterskill Cottage - views of Hunter Mtn!

Enjoy the serene environment of the Catskills from our recently renovated 1910 cottage. Our home offers privacy, comfort, and convenience in a prime location for anyone looking to explore. We are located less than a half mile to Kaaterskill Falls, and nearby to great hiking and skiing destinations. Our space has been set up with love and attention to detail, comfortably sleeps 6 adults and is family friendly. We welcome you to our cozy cottage in the mountains - make yourself at home!

Camping in the Catskills

Come escape reality with a vacation in the beautiful Catskills. Enjoy your stay in a clean, comfortable camper. Hang out by the fire pit while dinner cooks on the BBQ grill. All cooking/dining ware included. Bring along your outdoor games! There is plenty of space for volleyball, corn hole, etc. Spend the day exploring the various hiking trails and swimming holes in the area. Located 7 minutes from the Village of Catskill, 20 minutes from Woodstock. Outdoor smoking OK. WiFi included.

Alpine Chalet on Spectacular Property

Inspired by their travels in the Swiss Alps, the hosts of the Mountaintop Chalet invite guests to their peaceful alpine guesthouse atop a mountain in the Northern Catskills. Nestled on a quiet, private road, the Mountaintop Chalet is just an 8 minutes drive to downtown Windham, NY, 10 minutes to Windham Mountain and 18 minutes to Hunter Mountain. This tranquil yet accessible setting makes it the perfect escape for couples, families and friends. Follow on Insta at mountaintop_chalet.

Luxury Tent at Gatherwild Ranch

Welcome to Gatherwild Ranch, an upscale, design-forward farm stay as featured in the New York Times. Home to 8 beautiful and unique accommodations spread over 15 rolling acres of a former apple orchard. Inspired by life upstate, Gatherwild offers guests a luxurious yet nature-forward experience, from a pick-your-own veggie garden to luxury amenities—including a new sunset deck, bathhouse, cold plunge tubs, and sauna—for a unique glamping experience in the Hudson Valley.

Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill

Experience the beauty of the great outdoors while also enjoying modern comforts in this newly renovated A-frame cabin style home. This peaceful location away from the hustle and bustle is still easily accessible without a car and only a 10 minute taxi drive from the nearest station (Hudson Train Station) The elegantly finished interiors continue to be upgraded by the owners who love combining modern touches with the stunning natural surroundings of the area.

Mountain house w/ Scandinavian BBQ hut Spa & more!

Private yet 5 minutes away from the quaint town of Windham and eight minutes to Hunter our house sits on 5 acres of beautiful land. Recently renovated with fully equipped kitchen that awaits your magical chef touch, comfortable bedrooms provide restful sleep , sparkling and airy bathrooms and cozy , relaxing living room. Wake up to the song of birds, sip a coffee on the deck take a hike and leave your worries behind.