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Holiday rentals in Ulster

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Top-rated holiday rentals in Ulster

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

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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

Home in Windham

4.79 out of 5 average rating, 81 reviews

Cozy Chalet with Hot Tub in Windham

Cozy Chalet style house nestled in a quiet spot and 5 minutes to Windham Mountain and close to hiking trails 15 minutes to Hunter Mountain Relax by the fireplace after skiing TV with Netflix, Amazon and Hulu. Confortable couch with a equipped kitchen With 3 bedrooms, 1.5 baths and an additional room in rear of house. This property has a beautiful yard. Fairly private yet close to everything. Supermarket and restaurants near by (5 min by car) 15 min. to Colgate Lake 25 min. to Kaaterskill Falls

Guest favourite

Home in Old Chatham

4.96 out of 5 average rating, 24 reviews

Post and Beam Hilltop Sanctuary

Enjoy the quiet countryside/mountain views from this breathtaking private hilltop getaway. Step into our stunning vaulted Post & Beam home with central fireplace, cozy loft and spacious open floor plan that features a full wall of windows/doors to the back wrap around deck that allows for an incredible indoor/outdoor living experience with friends and family. Take advantage of our fully stocked chefs kitchen, comfy beds complete with fresh linens/towels and each bedroom has its own full bath.

Guest favourite

Home in Athens

4.93 out of 5 average rating, 114 reviews

Lake house, 700 ft waterfront - from every room

Panoramic views from the wrap-around deck offers privacy and 700 feet of lake frontage from this comfortable home. Enjoy the sunrise and sunsets views of the lake from EVERY room. Two kayaks, canoe, paddle board to be enjoyed from its private beach. The great room has full lake view, heated floors and two large decks. This home offers 4 bedrooms, 2 and 1/2 baths, a finished lower level that features game room with private deck, ping pong table, giant Jenga, home gym, and large 55in TV.

Guest favourite

Home in Woodstock

4.92 out of 5 average rating, 461 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

Apartment in Windham

4.89 out of 5 average rating, 176 reviews

Cozy Mountain hideaway Windham, Hunter

Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

Guest favourite

Townhouse in Hunter

4.91 out of 5 average rating, 70 reviews

Stunning Mountain View Catskill Vacation Escape

Enjoy the BEST LOCATION IN THE CATSKILLS with Scribner's Lodge right next door, Hunter Mountain 1 mile away, Tannersville a town over, Windham mountain 7 miles away, hiking, lakes, restaurants and breweries all around! Amazing 4 bedroom, 3 bathroom townhome with unbeatable views of Hunter Mountain. Stocked with all the essentials, multiple fireplaces, outdoor grill and a new patio! Bring your skis and snowshoes or rent skates for the winter and enjoy the shared outdoor pool in the summer.

Guest favourite

Home in Windham

4.96 out of 5 average rating, 23 reviews

“Amazing Mtn & Ski Slope Views “

The highest breathtaking Mtn Views in Windham w ski slope and lake views. This amazing resort like atmosphere includes a 8 person hot tub w 5 acres of tranquility ,3 outdoor firepits , walking pathways through beautiful gardens with a ski lift chair and Adirondack chairs at fire pits also a Japanese style garden with serene lake & Mtn views as well as from every room in the home. Two fireplaces and a lg bar w game rm as well as 2 living rooms w tvs. A 4 min drive to town & 6 min to slopes.

Guest favourite

Cabin in Hunter

4.99 out of 5 average rating, 182 reviews

Lakeside log cabin with Mtn views (dog friendly)

Tranquil log cabin on lake 10 min from Windham & Hunter Mtns (dog friendly). If you're searching for a peaceful, dog friendly, Catskill Mtn getaway, then look no more! From the moment you enter this charming waterfront log cabin you'll sense it's Zen vibes. The cabin is tastefully decorated with an open floor plan which includes a wood burning stove, Lg kitchen, Lg bathroom with X-Lg sky lit shower, 1 Lg bedroom with Queen size bed looking onto a covered porch and breathtaking views!

Guest favourite

Apartment in Hunter

4.89 out of 5 average rating, 84 reviews

Cozy Slope Side Retreat

Hunter Mountain Retreat nestled in the Trailside complex is steps from the slopes. During the ski season, you can walk through parking lot & ski down to get your lift ticket. The Kaatskill Mountain Club is on the opposite side of the trails where you can go for dinner or a drink at the bar. Activities include Zipline, Skyride, Disc Golf, Horseback Riding. Trailside is by far the best & most luxurious place to stay in Hunter. Our rates are very reasonable for the luxury & location.

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.

Home in Middletown

4.89 out of 5 average rating, 122 reviews

Riverfront! Swim, Fish, Hot Tub & Game Barn.

Fish, Tube, Hot tub and Game room! All in one property! This exquisite riverfront home has 3 bedrooms and a sleeping loft. This magical property is 7 acres on the River. Bellayre beach 15 mins and Windham mountain biking 30 mins. Hike, s’mores by the fire, hang out in the 3 season game barn equipped with a pool table and darts, have a drink in the riverside hot tub. 5 mins to retro bowling and restaurants. NO FIRST TIME RENTERS ID VERIFIED/REVIEWED RENTERS ONLY.

Holiday rentals for every style

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Popular amenities for Ulster holiday rentals

Free parking on premises

Air conditioning

Stay near Ulster's top sights

Rough Draft Bar & Books144 locals recommend

Ashokan Rail Trail- Woodstock Dike Trailhead140 locals recommend

Kingston Farmers Market112 locals recommend

Stockade Tavern108 locals recommend

Boitson's85 locals recommend

Keegan Ales83 locals recommend

Other great holiday rentals in Ulster

Guest favourite

Home in Millerton

4.96 out of 5 average rating, 168 reviews

Vacation Home In Millerton

Guest favourite

Chalet in Hunter

4.98 out of 5 average rating, 144 reviews

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

Guest favourite

Home in Hensonville

5 out of 5 average rating, 8 reviews

Perfect Windham & Hunter Ski House 2 Miles to Mntn

Guest favourite

Home in Tannersville

4.97 out of 5 average rating, 74 reviews

CottageintheClouds-InVillage 3BR 2BA, King bed

Guest favourite

Home in Athens

5 out of 5 average rating, 14 reviews

Lake house with arcade games

Guest favourite

Cabin in Shandaken

4.99 out of 5 average rating, 103 reviews

A Place Called Home in The Catskill

Guest favourite

Home in Tannersville

4.92 out of 5 average rating, 26 reviews

Beautiful Home in the Woods - Hot Tub - Ski Nearby

Chalet in Fleischmanns

4.74 out of 5 average rating, 156 reviews

Sauna equipped Belleayre Cozy Cabin

Quick stats about holiday rentals in Ulster

Total rentals
440 properties
Total number of reviews
32K reviews
Family-friendly rentals
260 properties are a good fit for families
Pet-friendly rentals
180 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
290 properties have a dedicated workspace

Destinations to explore