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Holiday rentals in Ulster County

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Top-rated holiday rentals in Ulster County

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

Superhost

Flat in Saugerties

5 out of 5 average rating, 3 reviews

Esopus Creekfront I Family I Fire Pit I Kayaks

Welcome to Upstate Waterfronts! Whether you're traveling for the Holidays, visiting family, or looking for a restorative Upstate getaway - this Creekside gem has you covered. - 3 bedrooms/ 1 full bathroom - Fully equipped kitchen & high-end amenities - Private creek access - including kayaks/vests/paddles - Stunning creek views - including a water facing balcony - 3,000 Arcade games, 75'' Smart TV, endless board games - High-speed WiFi - Prime location - walkable to town/restaurants/shops/beach

Guest favourite

Home in Mount Tremper

4.93 out of 5 average rating, 75 reviews

Comfy Catskills Cottage 3bdr 3ba (near Phoenicia)

Vacation in a delightful, spacious 3-bedroom, 3-bath home nestled in the Catskills, at the foot of a forested mountain. 2 hours from NYC, with a sprawling yard and screened-in back porch. 5 mins from Phoenicia & 15 min from Woodstock, with ample hiking trails, ski resorts, art galleries & spas close by. Updated with modern amenities, this cozy cottage is an ideal place to get together, cook and spend time with friends & family or rest & dine and soak after a day of exploring, hiking or skiing.

Guest favourite

Home in Lake Katrine

4.95 out of 5 average rating, 110 reviews

Waterfront 3BR Home in Hudson Valley, Catskills

Key Residence Features at a glance; Waterfront on the Esopus Creek, Seasonal Kayaks, Rowboat, Dock (approx. Memorial Day weekend-mid October) large yard. Fully equipped kitchen, cable, wireless internet, washer and dryer. Enclosed porch, deck and patio with propane grill and patio furniture. Paved flat driveway, ramp allowing access to first floor, oversize door to first floor bathroom. Three spacious bedrooms with air conditioners. Convenient location close to thruway exits. No boat launch.

Guest favourite

Home in Loch Sheldrake

4.95 out of 5 average rating, 21 reviews

Loch Sheldrake Lakeside Oasis

Enjoy our fully renovated haven! Gather around the fire pit, Relax in the hot tub, or simply soak up the lakeside serenity. Whether you seek solitude or quality time with loved ones, this place has it all. Stroll scenic trails, explore charming towns with unique shops & breweries, and savor culinary delights in nearby restaurants. Try fly fishing in Roscoe, the US fishing capital, or treat yourself to spa bliss at Resorts World. Don't miss the Kartrite water park & kayaking on the nearby lake.

Superhost

Chalet in Shandaken

5 out of 5 average rating, 5 reviews

Serenity Estate: Farmhouse+Cottage w Pool & HotTub

Book your dream getaway at our luxurious Catskills Airbnb, Serenity Manor Retreat! Perfect for large groups & families, this charming vacation rental is just 8 minutes from Phoenicia & close to Breweries. Enjoy a swim in the heated pool or relax in the hot tub, gather around the fire pit, and take in the breathtaking Mountain Views. With its storybook charm and modern amenities, this is the perfect escape from the city. Book now & create unforgettable memories in the heart of the Catskills!"

Guest favourite

Home in Woodstock

4.92 out of 5 average rating, 462 reviews

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

Completely Private w/ Exceptional, Expansive Mountain View, All-Seasons Hot Tub and Sauna. Billiards room, Fireplace, Woodstove, Screen Porch, 300 Vinyl records, Full Kitchen, bathtub and Bidet Surrounded by nature, but 2 miles from center of town. Hiking and creek swimming walking distance This property is for Love. La Dolce Vita. The Love of Friends and Family. The Love of Time. Fall in Love here, with the Land and with One-Another. *No checkins are avail Tgiving,Xmas Day, Easter Sunday

Guest favourite

Cabin in Boiceville

4.96 out of 5 average rating, 150 reviews

Catskills Cabin Surrounded by Mountain Views+Spa!

Location is Everything! Our 3BR Catskills home is surrounded by breathtaking mountain views, and close to all including Woodstock Village, Phoenicia, Rivers, Hikes, Breweries, Ski Areas and more. Home is set high on a ridge overlooking nature from all angles on 3 private acres of land. Enormous brand new deck facing mountains with fire pit, grills. Perfect location for exploration. Tastefully decorated with brand new beds and furniture, fully stocked kitchen. Town of Olive STR-22-12.

Guest favourite

Home in Woodstock

5 out of 5 average rating, 35 reviews

The Ultimate Escape

Escape to the mountains while enjoying all the luxurious comforts of home. From designer bedding in each room to an Italian leather sofa imported from Italy, no detail was spared in this high end retreat. A wise person once said “under promise and over deliver” and that’s exactly what this Woodstock home offers. You will be amazed when you walk through the front door of this 4 bed 3 bath home. Have a furry family member? No problem, we are also dog friendly! 7 min drive to Woodstock

Guest favourite

Chalet in Monticello

4.98 out of 5 average rating, 116 reviews

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.

Guest favourite

Dome in Monticello

4.96 out of 5 average rating, 25 reviews

007 Geodome

Looking for a vacation that will really stand out from the rest? Look no further! With a unique 007-themed interior, this geodome vacation rental with 1 bathroom is sure to make lasting memories. You can even bring your dogs along! Shred the slopes of Holiday Ski and Fun Park, just 9 miles away, or visit Bethel Woods. Kick back in the cozy interior, have an al fresco meal on the grill, or simply enjoy time with your loved ones. Book now! *Please note this is a non-smoking unit.

Guest favourite

Home in Kerhonkson

4.95 out of 5 average rating, 350 reviews

Winter Wonderland: Dog & Family Friendly Chalet

Look from the luxurious spa tub at the countryside oasis atop a rolling knoll on the edge of fir-scented forest land. Come home from a hike, farm, or award winning restaurant, & snuggle up by the fire under grand cathedral ceilings. In summer, swim in the salt water pool & enjoy the fire pit surrounded by lush landscaping & quiet. Stunning views as the seasons change, the windows showcasing rolling snowy hills or the vibrant colors of autumn leaves climbing the mountains.

Guest favourite

Home in New Paltz

5 out of 5 average rating, 36 reviews

Luxury Home with Mountain Views

This sprawling home with a spectacular Mohonk view is minutes from the shops and restaurants in the Village of New Paltz. It is within walking distance of the River to Ridge Trail and Mohonk Preserve, offering hundreds of acres of outdoor recreation. This house is designed for entertaining and lounging, with plenty of room for everyone. Perfect for those seeking a vacation with family or friends, it allows for gathering and privacy. The house is impressive inside and out.

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Ulster County holiday rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Other great holiday rentals in Ulster County

Guest favourite

Home in Ellenville

4.83 out of 5 average rating, 18 reviews

Cozy 5 Bedroom Escape in ellenville ny

Guest favourite

Home in Kerhonkson

4.9 out of 5 average rating, 267 reviews

Perfect Country Cabin getaway. Large Fenced yard.

Superhost

Cabin in Pine Hill

4.5 out of 5 average rating, 6 reviews

Belleayre Mountain Views

Guest favourite

Home in Rock Hill

5 out of 5 average rating, 8 reviews

Pine Haven

Superhost

Home in Hurley

4.94 out of 5 average rating, 31 reviews

Spacious 4-bed,heat swim pool,new jaccuzzi,fire pt

Guest favourite

Home in Big Indian

4.94 out of 5 average rating, 117 reviews

Birch Creek Mountain House

Guest favourite

Villa in New Paltz

5 out of 5 average rating, 11 reviews

Country House, Mountain Views, Dine, Bike, & Hike

Guest favourite

Cabin in Shandaken

4.99 out of 5 average rating, 103 reviews

A Place Called Home in The Catskill

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