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Holiday houses in Sherman
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Sherman
Guests agree: these stays are highly rated for location, cleanliness and more.
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Apartment in Greenwood Lake
4.94 out of 5 average rating, 79 reviewsApartment in Lovely Lake House,Pets welcome!
Love Tree Love Nature Love Lake are welcome! Relax with the whole family and your furbaby at this peaceful place to stay. Just 1 Hour From New York City, Our house in Greenwood lake, NY Surrounded By Natures. Sit at the front porch Enjoys and Relax Lake View, 5 Minutes to Community Lake access, 5 Minutes to Kayak Rental, 10 Minutes Walk to Bus Stop to NYC, Convinent Store Dunkin Donut, Restaurants Near by Boating,Kayaking,Fishing,Skiing, Hiking,Bicycling, Apple and Pumpkin picking and Shopping
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Home in Greenwood Lake
5 out of 5 average rating, 115 reviewsLakefront living/Hot-tub/close to Mt Peter tubing
Lakefront, fully renovated and ready for guests to experience lake living at its best from the inside out. The modern gas fireplace and cozy sectional sofa make the living room the perfect place to perch over crisp autumn evenings. Or take a steaming soak in the backyard hot tub after a day of hiking or exploring all of neighboring Warwick’s wineries, breweries and local farms.With direct access to the lake from the property our location is ideal for kayaking. All within a 1 hour drive from NYC!
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Apartment in Saugerties
5 out of 5 average rating, 3 reviewsEsopus 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
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Home in Great Barrington
4.95 out of 5 average rating, 20 reviewsLuxury Redo: Hot Tub, Playroom, Sleeps 12
Creamery: Fully Renovated 5 Bedroom Home, sleeps 12 with large screened porch, outdoor patio with seating, sun umbrella, hot tub, fire pit and billiards! Amenities also include: Central AC, all new kitchen appliances, washer/dryer, 4 Smart tvs, fiber internet + good cell service, propane fireplace, blue stone outdoor patio with seating, billiards table, playroom, high quality linens included, Front porch with seating, superior central location: less than 10 to GB, less than 10 to Catamount!
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Home in Woodstock
4.92 out of 5 average rating, 462 reviewsMountain 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
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Home in Roxbury
5 out of 5 average rating, 10 reviewsZoom In Map To 5*Roxbury "Painter Hill" PoshPadsCT
PoshPadsCT - Private 4-5-Bedroom hilltop retreat on a serene brook - a perfect getaway. New Hot Tub, Terrace, Trampoline. Located on a 3 acre property near historic estates, Maple Bank farm stand and Toplands Farm and just 1.5 hours from NYC. The house features beautiful fields, views, a large terrace with a gas grill, a firepit. Nearby hiking trails & Washington restaurants, shopping, distilleries, vineyards, breweries, and more! Ski Mohawk Mountain or Swim Lake Waramaug State Beach.
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Chalet in Goshen
4.89 out of 5 average rating, 135 reviewsThe Goshen Glass Chalet
A vacation house furnished decorated 1 large master bedroom down stairs and full bathroom.2 bedrooms 1 full size bed upstairs & 2 twin size beds upstairs with a full bathroom bathroom .1 well stocked & equipped kitchen 1 large spacious combined living and a dining room with fireplace and large screened TV.A beautiful outdoor deck that sits 6 people for dining outside 1 screened in porch with a beautiful large patio with a barbecue & stunning woods view, 10 minute drive to Woodridge Lake.
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Townhouse in Hunter
4.92 out of 5 average rating, 72 reviewsStunning 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.
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Home in Sheffield
4.9 out of 5 average rating, 115 reviewsWow! Best BERKSHIRE SnowHome #1 Private SuperClean
"238 Main" has two rentals. Only one rental is rented at a time. Rental #1 has 2 bedrooms, FULLY EQUIPPED KITCHEN and is SUPERCLEAN! (SEE THE 1 BEDROOM LISTING #2!) We are conveniently located between Butternut and Catamount ski stations. Fully renovated, large garden, private entrance, terrace and parking space. Queen size beds. High Speed WiFi. Bathroom has radiant floor heat, towel warmer, plush bathrobes, hairdryer and toiletries. We are in the heart of the Berkshires come visit!
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Cabin in Hunter
4.99 out of 5 average rating, 184 reviewsLakeside 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!
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Home in Putnam Valley
4.96 out of 5 average rating, 55 reviewsWaterfront Lake House
Your ideal fall lakeside retreat! Your ultimate foliage getaway! Immerse yourself in stunning, panoramic views of vibrant foliage from every room. Our lakeside retreat offers cozy, rustic charm, a full equipped kitchen, and direct access to nature. Relax by the fireplace or on the deck as you take in the breathtaking colors of each season. Steps from the lake for kayaking, fishing, or tranquil sunrise views. Book now to experience a unique escape surrounded by nature's beauty!
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Condo in Hunter
4.89 out of 5 average rating, 85 reviewsCozy 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.
Holiday rentals for every style
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Popular amenities for Sherman holiday rentals
Other great holiday rentals in Sherman
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Home in Millerton
4.96 out of 5 average rating, 169 reviewsVacation Home In Millerton
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Chalet in Hunter
4.98 out of 5 average rating, 145 reviewsTHE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
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Home in Hunter Mountain, Hunter
4.96 out of 5 average rating, 102 reviewsPrivate Mountain Lodge, 10mins to Hunter & Windham
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Home in Putnam Valley
4.74 out of 5 average rating, 38 reviewsThe Blue Lake House!
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Cottage in Greenwood Lake
4.96 out of 5 average rating, 46 reviews5 bedroom 7 beds Cottage Relax, Hike, Winery & Ski
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Cabin in Shandaken
4.99 out of 5 average rating, 103 reviewsA Place Called Home in The Catskill
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Home in Tannersville
4.93 out of 5 average rating, 27 reviewsLuxurious Spacious Private Home w/tub - Come Ski!
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Home in Milford
5 out of 5 average rating, 6 reviewsBig House On Maddox
Quick stats about holiday rentals in Sherman
Total rentals
50 properties
Total number of reviews
2.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
50 properties include access to Wi-Fi
Destinations to explore
- Hudson Valley Holiday rentals
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- Pet-friendly rentals Sherman
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- Rentals with a washing machine and dryer Sherman
- Rentals with outdoor seating Sherman
- Rentals with lake access Sherman
- Family-friendly rentals Sherman
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- Monthly Rentals Sherman
- Rentals with a fireplace Sherman
- Rentals with a patio Sherman
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