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Holiday rentals in Sharon

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Top-rated holiday rentals in Sharon

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 Game Room Family Fire Pit 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 New Paltz

4.92 out of 5 average rating, 12 reviews

Midcentury Cozy in N Paltz: King BR & Twin BR

Right in New Paltz on peaceful, tiny street just off Rt 32, a mile from Main St restaurants yet convenient to nature. BR #1 with king size bed, closets, dressers, king desk, smart TV. BR #2 with 2 twin beds, closet, dresser, two desks, smart TV. Comfortable living room with couch, two chairs, desk, smart TV. Fully-equipped kitchen with table and four chairs, electric range, dishwasher, microwave, many gadgets. Laundry room with washer/dryer. Small yard includes hammock and patio furniture.

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 Great Barrington

4.95 out of 5 average rating, 20 reviews

Luxury 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!

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, 457 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

Chalet in Goshen

4.89 out of 5 average rating, 131 reviews

The 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.

Cottage in Red Hook

4.9 out of 5 average rating, 202 reviews

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE

Get away from it all to your little slice of paradise. Kayak, swim and rest. Just a hop skip and jump from the city. A blue stone pathways leads to your own private charming cottage overlooking a beautiful spring fed lake with your own private Hot Tub OPEN ALL YEAR ROUND and lake front oasis. Completely surrounded by perennials, and native trees. Lake dock, Hammock and kayaks await you. BE SURE TO SEE OUR OTHER 2 BEDROOM COTTAGE ON THE LAKE - LILY PAD - IF YOUR DATES ARE NOT AVAILABLE.

Guest favourite

Home in Farmington

5 out of 5 average rating, 60 reviews

Lake Escape: Lake Cottage Charm, Lake Front, AC

Direct lakefront access with gorgeous views on a private lake. This beautiful 1930's lakefront cottage was fully renovated and reimagined by its owners in 2021. Custom architectural trim and details can be found throughout blending this homes' heritage with modern amenities. 2 bedrooms, eat-in kitchen and window seat nook, 2 full baths, custom barn doors and cabinetry, a reimagined sunroom, beautiful views on 100' of accessible lake frontage with outdoor patio, 1 mile from town center.

Guest favourite

Home in Sheffield

4.9 out of 5 average rating, 113 reviews

Wow! Best BERKSHIRE SnowHome #1 Private SuperClean

"238 Main" has two rentals. Rental #1 has 2 bedrooms, a FULLY EQUIPPED KITCHEN and it is SUPERCLEAN! (ALSO SEE THE 1 BEDROOM LISTING #2!) Fully renovated, large garden, private entrance, terrace and parking space. Two Queen size beds. High Speed WiFi. Berkshire Blend coffee/decaf, teas, milk, sugar and juice are a first morning welcome gift. Bathroom has radiant floor heat, towel warmer, plush bathrobes, hairdryer and toiletries. We are in the heart of the Berkshires come visit!

Guest favourite

Home in Palenville

4.95 out of 5 average rating, 131 reviews

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 family-and-pet-friendly yard featuring a fire pit and bad mitten, it's the perfect blend of comfort and adventure.

Guest favourite

Cabin in Kingston

5 out of 5 average rating, 211 reviews

Lakeside Cottage: Boulder's Bluff

Come enjoy the serenity of our renovated lakeside cottage! Guests can enjoy their time relaxing fireside with panoramic views, hiking or biking 22 miles of trails running through our backyard, and let's not forget splashing around in the lake. We are sorry but we are unable to accommodate pets. Pack N Play available only when request ahead of time. Pack N Play sheets not provided.

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Popular amenities for Sharon holiday rentals

Free parking on premises

Air conditioning

Stay near Sharon's top sights

Lime Rock Park33 locals recommend

West Cornwall Covered Bridge29 locals recommend

Sharon Playhouse27 locals recommend

Clarke Outdoors27 locals recommend

Troutbeck21 locals recommend

Sharon Farm Market18 locals recommend

Other great holiday rentals in Sharon

Guest favourite

Home in Athens

5 out of 5 average rating, 35 reviews

Perfect home for a getaway from NYC

Guest favourite

Holiday home in East Durham

4.94 out of 5 average rating, 49 reviews

Beautiful 2 bedroom home with panoramic view

Guest favourite

Home in Millerton

4.97 out of 5 average rating, 155 reviews

Vacation Home In Millerton

Guest favourite

Home in New Milford

4.96 out of 5 average rating, 28 reviews

Serene Country home 24 mi Mohawk ski area

Guest favourite

Home in Canaan

5 out of 5 average rating, 11 reviews

Luxury/pool/private Villa Mariana Blackberry River

Home in Cornwall

4.82 out of 5 average rating, 89 reviews

State Forest Getaway

Guest favourite

Cottage in Canaan

4.98 out of 5 average rating, 87 reviews

The Cottage at Great Falls Luxury Getaway.

Guest favourite

Home in Woodstock

4.95 out of 5 average rating, 133 reviews

Woodstock Secluded Close to Town

Quick stats about holiday rentals in Sharon

Total rentals
60 properties
Total number of reviews
2.8K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Destinations to explore