Sharon Vacation Rentals

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Browse Select Sharon Vacation Homes

Luxury Upstate NY Home on 5 Acres w/ Hot Tub. Great for Families & Groups
Fridge, microwave, oven, stovetop
Luxury Upstate NY Home on 5 Acres w/ Hot Tub. Great for Families & Groups
10.0 out of 10, Exceptional, (87)
"Very nice property. Very nice owner. No problems noted."
Luxury Upstate NY Home on 5 Acres w/ Hot Tub. Great for Families & Groups
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
On the beach, sun loungers
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
9.6 out of 10, Exceptional, (64)
"The good: We had a great time staying here. The first and second floor are beautiful and very well maintained. Both bathrooms and three bedrooms are very clean and have more than enough bath and beach towels. The fire pit and kayaks are also a great touch. The water is just steps away and the view is excellent. Just be sure to bring your own propane and firewood. What could be better? Communication with the host left a lot to be desired. I’m still not sure who runs the property. There are two...
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
Cheerful 3-bedroom cottage with woodstove
Property grounds
Cheerful 3-bedroom cottage with woodstove
10.0 out of 10, Exceptional, (26)
"Impeccably clean, wonderful owner, kitchen with everything, strong WiFi, luxurious master bath. "
The price is CA $322
CA $684 total
includes taxes & fees
Oct 6 - Oct 7
Cheerful 3-bedroom cottage with woodstove
Charming 1870 cape cottage in Litchfield
Outdoor dining
Charming 1870 cape cottage in Litchfield
10.0 out of 10, Exceptional, (31)
"Beautiful house"
Charming 1870 cape cottage in Litchfield
Mountain View Getaway
Outdoor dining
Mountain View Getaway
10.0 out of 10, Exceptional, (41)
"This is our second year staying with at Karen and Larry’s property and it did not disappoint. They are incredible hosts and their home is conveniently located near the Lime Rock Track (less than 3 miles). It’s a beautiful and peaceful setting and extremely comfortable home. We highly recommend."
Mountain View Getaway
Spectacular Short Term Vacation Rental in Kent
Exterior
Spectacular Short Term Vacation Rental in Kent
9.6 out of 10, Exceptional, (76)
"Hosts were great and very responsive and the property was fantastic and really peaceful. Highly recommend staying there!"
Spectacular Short Term Vacation Rental in Kent
Beacon Area Vacation Rental with Heated Pool!
A heated pool
Beacon Area Vacation Rental with Heated Pool!
10.0 out of 10, Exceptional, (10)
"Property worked very well for us. Pool was great. (Couple of notes: The stay listed above is slightly incorrect. We arrived on Wed Jun 26 and left on Sun June 30). We requested additional chairs for the pool area from the owner but they were never delivered."
Beacon Area Vacation Rental with Heated Pool!
Antique Farmhouse Totally Restored
Exterior
Antique Farmhouse Totally Restored
10.0 out of 10, Exceptional, (82)
"We had 15 people stay for three nights for a family reunion - 9 adults and 6 kids. The house worked well, as all had reasonably private spaces. The countryside is beautiful. Visits to a lake for swimming and several local waterfalls worked well for all."
Antique Farmhouse Totally Restored
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Exterior
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
9.6 out of 10, Exceptional, (13)
"Me and my husband and my sister and her husband came to the Hudson Valley to place a bench in his hometown in his memory. We thoroughly enjoyed our time at this property. It was just exactly what we needed-quiet and relaxing!"
The price is CA $216
CA $451 total
includes taxes & fees
Sep 23 - Sep 24
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Family House On Highland Lake with Dock
Fridge, microwave, oven, stovetop
Family House On Highland Lake with Dock
10.0 out of 10, Exceptional, (23)
"Stayed for labor day with family from out of state. Plenty of room for 4 adults and 4 kids, Could have easily fit more. Had a great time on the dock and having fires in the back yard. "
Family House On Highland Lake with Dock
Remodeled Lakefront retreat Come See the Fall Foliage and roll into Ski Season!!
Aerial view
Remodeled Lakefront retreat Come See the Fall Foliage and roll into Ski Season!!
9.4 out of 10, Exceptional, (3)
"Very peaceful! Enjoyed spending time at the lake. Nicely remolded. Outlet in masterbath was not useable. Our 1st day there someone came walking on the deck. Turned out to be an exterminator. Wasp problem. We helped him look and didn't see anything at the time, although later, they were back with a vengance. Both myself and daughter were stung at different times. Im sure the exterminator will return, but we had to use inconvient doors to enter and exit and my daughter was scared to...
Remodeled Lakefront retreat Come See the Fall Foliage and roll into Ski Season!!
Waterview Home in the Berkshires: Near Hiking
Outdoor dining
Waterview Home in the Berkshires: Near Hiking
9.4 out of 10, Exceptional, (19)
"My partner and I had a lovely stay for our visit to the Berkshires. The house was the perfect place to relax and unwind after a day exploring the area. The location is ideal with plenty of shops near by for essentials but still felt secluded. We hope to come back soon!"
Waterview Home in the Berkshires: Near Hiking
Cottage at Copake Lake
Property grounds
Cottage at Copake Lake
10.0 out of 10, Exceptional, (61)
"House was very clean and cozy. Has everything you need and we were very comfortable. Really peaceful location. Short walk to dock where they have paddle board, kayak and seating. Highly recommend if you’re looking for a place at Cooke lake."
Cottage at Copake Lake
Spacious & Modern Ashley Falls Home on 1 Acre
Fridge, microwave, stovetop, dishwasher
Spacious & Modern Ashley Falls Home on 1 Acre
9.6 out of 10, Exceptional, (11)
"The house was well appointed, clean, quiet and convenient.We hope to return in the future."
Spacious & Modern Ashley Falls Home on 1 Acre
Waterfront Escape +dock +kayaks +firepit +fireplace +games
Property grounds
Waterfront Escape +dock +kayaks +firepit +fireplace +games
10.0 out of 10, Exceptional, (9)
"This was one of the most-special and memorable experiences my wife and I have ever had with a VRBO property and Owner. I had recently received a devastating medical diagnosis causing us to think about forfeiting our stay for 3 nights. After not checking in the 1st night, we decided to call Frank and let him know why we had not checked in but that we changed our minds and wanted to come for the last 2 nights as we needed the solitude and peace that his property on the lake might provide us. He...
Waterfront Escape +dock +kayaks +firepit +fireplace +games
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
Fridge, microwave, oven, stovetop
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
10.0 out of 10, Exceptional, (30)
"This is a fantastic property! The house and grounds are amazing! The interior of the house was beautiful and spotless and the exterior was just as nice. We thoroughly enjoyed everything about our stay and hope to return again next summer. The location was perfect for everything Berkshires related. I highly recommend this property and rank it among the best experiences we have had to date. "
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
Salt Point Guest House on Working Horse Farm!
Flat-screen TV, table tennis
Salt Point Guest House on Working Horse Farm!
10.0 out of 10, Exceptional, (52)
"This was the perfect quiet getaway from the city. The property is gorgeous and home is lovely, clean, and as pictured. Rebecca welcomed us wine, cheese and crackers, which was such a lovely surprise. Looking forward to returning in the future. "
Salt Point Guest House on Working Horse Farm!
Hopewell Haven w/ heated pool and hot tub
Fridge, microwave, oven, stovetop
Hopewell Haven w/ heated pool and hot tub
10.0 out of 10, Exceptional, (8)
"Anuja & Justin were amazing hosts. Communication was promoted and good and provided a guide of places to visit, eat, and go. The house was super cute. My friends and I enjoyed our weekend getaway. They provided so many amenities and loved the little touches here and there. Very flexible with our group checking in and checking out. Glad we picked this place and will definitely do it again. One of my friends even asked me to provide her the listing for a later date as she's interested in bringing...
Hopewell Haven w/ heated pool and hot tub
Enjoy your own private lake this summer! Boats, beach, lawn games & game room!
Property grounds
Enjoy your own private lake this summer! Boats, beach, lawn games & game room!
10.0 out of 10, Exceptional, (116)
"Three generations and two dogs thoroughly enjoyed the privacy, the quiet, the over the top amenities provided at this amazing house. We could not believe the thoughtfulness of both indoor and outdoor games, little extras everywhere, even for the dogs! We will absolutely be back."
Enjoy your own private lake this summer! Boats, beach, lawn games & game room!
Renovated, one level home in an excellent location
Fridge, microwave, oven, stovetop
Renovated, one level home in an excellent location
10.0 out of 10, Exceptional, (36)
"Perfect for my elderly parents with limited mobility. Close to Marina. Beautiful, quiet neighborhood."
Renovated, one level home in an excellent location
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See all available properties in Sharon
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Sharon

Idillic summer getaway in Litchfield Hills, CT.
Exterior
Idillic summer getaway in Litchfield Hills, CT.
10.0 out of 10, Exceptional, (12)
"The property was lovely and the property manager was very friendly and accommodating. The space was ample, beds were very comfortable, and the a/c kept us cool in the middle of a heat wave. Only issue was that the house had a very musty smell to it. Also, the coffee pot was filled with old coffee-apparently they forgot to clean it prior to our arrival. Otherwise a great stay!"
Idillic summer getaway in Litchfield Hills, CT.
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
On the beach, sun loungers
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
9.6 out of 10, Exceptional, (64)
"The good: We had a great time staying here. The first and second floor are beautiful and very well maintained. Both bathrooms and three bedrooms are very clean and have more than enough bath and beach towels. The fire pit and kayaks are also a great touch. The water is just steps away and the view is excellent. Just be sure to bring your own propane and firewood. What could be better? Communication with the host left a lot to be desired. I’m still not sure who runs the property. There are two...
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!
Beach nearby, beach towels
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!
9.4 out of 10, Exceptional, (82)
"Property was clean, well appointed, wish we could have stayed a bit longer to enjoy more of the lake & fire pit! "
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.