Holiday Homes in Sharon

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Featured Holiday Homes in Sharon and around

Waterview Home in the Berkshires: Near Hiking
9.2 out of 10, Wonderful, (14)
"Lovely house and kind owner. We had a great time. The view is amazing."
Waterview Home in the Berkshires: Near Hiking
Cozy Retreat on Copake Lake in our Charming Home
9.6 out of 10, Exceptional, (32)
"Great stay. A short walk to everything the lake has to offer."
Cozy Retreat on Copake Lake in our Charming Home
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
9.8 out of 10, Exceptional, (7)
"We had a great stay while skiing for 2 days at nearby Catamount ski resort. The kitchen and house were fully stocked with all essentials. Netflix access enabled us to enjoy a family movie after a long day of skiing. Cozy house and quiet area.......nice to wake up to hear birds chirping!!"
The price is €319
includes taxes & fees
14 Jul - 15 Jul
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
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Charming 1870 cape cottage in Litchfield
10.0 out of 10, Exceptional, (22)
"Absolutely lovely home in a gorgeous place. Quiet and comfortable with everything we needed. House and property very well maintained and furnished. Can’t wait to stay there again. So grateful to hosts for sharing this place with us! "
Charming 1870 cape cottage in Litchfield
Peaceful Retreat Compound 10 Minutes to Great Barrington!
10.0 out of 10, Exceptional, (11)
"The property was fabulous and had lots of activities on site(basketball hoops,pickleball court and pool). Excellent location close to Great Barrington downtown which has an amazing selection of restaurants. Overall,fantastic stay!"
Peaceful Retreat Compound 10 Minutes to Great Barrington!
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
10.0 out of 10, Exceptional, (25)
"Beautiful property- well maintained and excellent location."
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
Charming Sharon Dwelling w/ Deck & Fire Pit!
9.6 out of 10, Exceptional, (4)
"This is a beautiful older home and I loved its charm. The wrap around porch is so quaint. However, the listing mentioned steep staircase but not to the extent that it was actually unsafe for my elderly parents. You can literally step out of the bedroom and bathroom on the 2nd floor and tumble down the stairs as the stairs don’t match up to the doorways. There is a bedroom on the 1st floor but the bed is pushed against the all so again my mother couldn’t get out. Also there are only 2 claw foot...
Charming Sharon Dwelling w/ Deck & Fire Pit!
Enjoy pool time at our spacious home; minutes from the village of Millbrook!
9.8 out of 10, Exceptional, (46)
"The house was really cute and comfortable. It had a nice private location, but was really close to town where we enjoyed the farmers market, Barberos and Babettes. Marsha recommended Wethersfield Estates, which was amazing, as was Innisfree Gardens. Would definitely go back!"
Enjoy pool time at our spacious home; minutes from the village of Millbrook!
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
9.6 out of 10, Exceptional, (59)
"We had a lovely weekend stay for a quick family get-away. The main kitchen and living area has spectacular views onto the lake as does the deck where we spent most of our time. The lake is just across the very quiet street. The kitchen is incredibly well stocked, the host super responsive and the rooms very comfortable. We did not use the well equipped basement work-out and additional TV space but it looked great. Easy to get to grocery store, hikes, local attractions but honestly we just loved...
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
Cottage at Copake Lake
9.8 out of 10, Exceptional, (57)
"What an amazing property this was to stay in. Plenty of space but felt cosy. It was cold and snowy when we stayed so couldn’t take advantage of the proximity of the lake, but did get to use the fireplace. Cottage is isolated enough to feel like we were well away from the city but close enough to where we wanted to visit. Close to Bash Bish falls, Rodger’s Book Barn, Coopers Daughter and, of course, the supermarket and Stewart’s. Will definitely book again for our next trip"
Cottage at Copake Lake
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
10.0 out of 10, Exceptional, (85)
"We had a wonderful time. The house has everything you need, and the view is very beautiful. We enjoyed our stay, and will definitely be back again."
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
Pet-Friendly Millerton Home, Walk to Downtown
10.0 out of 10, Exceptional, (9)
"40 years on with a pack of friends, 4 of us in this house. Loved the kitchen …so well equipped!…and spacious living space. great towels and linens. Bike trail entrance v close. Hiking nearby."
Pet-Friendly Millerton Home, Walk to Downtown
Lakefront Designer House in Pine Plains, NY.
Lakefront Designer House in Pine Plains, NY.
Relax or be active! The choice is yours in this pet-friendly family home.
10.0 out of 10, Exceptional, (1)
"We were impressed with the kindness of the owners and loved the home. We were visitng due to a terrible situation, however we were able to book last minute and enjoyed the location and beauty od the home."
Relax or be active! The choice is yours in this pet-friendly family home.
Peaceful, Post and Beam Loft, Sleeps 9
10.0 out of 10, Exceptional, (8)
"beautifully stay for couples."
Peaceful, Post and Beam Loft, Sleeps 9
Cheerful 3-bedroom cottage with woodstove
10.0 out of 10, Exceptional, (22)
"This home was "as advertised" - plenty of room. Nice neighborhood setting. Well stocked kitchen & nice outside area in the backyard / deck. We used it as a base camp for section hiking the appalachian trail."
The price is €466
includes taxes & fees
26 Jun - 27 Jun
Cheerful 3-bedroom cottage with woodstove
Antique Farmhouse Totally Restored
10.0 out of 10, Exceptional, (80)
"We have 20 years experience renting homes for family gatherings and this is the most interesting and amazing property. Gardens galore, plenty of space to congregate or go off by yourself, fully appointed kitchen, and comfortable space. We were a party of ten and everyone loved the experience."
Antique Farmhouse Totally Restored
The Long View of Candlewood Lake
9.8 out of 10, Exceptional, (9)
"Our family had wonderful stay at this beautiful, well-equipped house overlooking Candlewood Lake. It is situated on a large grassy lot with a very private feel in a quiet little neighborhood very close to a small beach and dock. We appreciated having three full bathrooms, and we found the master queen bed quite comfortable. There was a well done welcome guide to the property with clear instructions, as well as information about the local area. In addition, the host was very prompt and thorough...
The Long View of Candlewood Lake
Villa Mariana Blackberry River. Luxury & renovated, comfort, peaceful nature.
10.0 out of 10, Exceptional, (3)
"I went with my family for the wknd and we had an amazing time. There was so much space throughout the house. Everything we needed was there. I’m a car enthusiast so I was excited to know there was a nearby racepark which was awesome. Would absolutely stay here again! A huge thank you to the host for their hospitality and responsiveness!"
Villa Mariana Blackberry River. Luxury & renovated, comfort, peaceful nature.
Newly Renovated Family House On Highland Lake with Dock
10.0 out of 10, Exceptional, (19)
"The house was perfect for accommodating a large group of friends for a nice, relaxing break froze reality! It gave us space for cooking meals, playing games, and lounge around. The lake was perfect for a refreshing dip! It was overall an amazing experience!"
Newly Renovated Family House On Highland Lake with Dock
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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.

Other property types in Sharon

Idillic summer getaway in Litchfield Hills, CT.
10.0 out of 10, Exceptional, (11)
"Came here for a birthday getaway filled with hiking, and great restaurants! It rained the entire time, but this beautiful cottage was so relaxing, with the windows overlooking the private backyard, we simply sat and read and watched the rain roll by. Lots of room, spacious bedrooms. Great for a family."
Idillic summer getaway in Litchfield Hills, CT.
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
9.4 out of 10, Exceptional, (76)
"Perfect weather for a getaway! Great location to get to get around. Cottage was perfect for us. Fire pit was great to hang out at. Went kayaking across the street. Beautiful lake. However, the access to the lake was a wee bit steep but we are in shape to handle it. All in all it was a great time!"
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
9.0 out of 10, Wonderful, (30)
"Very charming one room apartment with bathroom and kitchen area. Beautiful surrounding you with very pleasant hosts"
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
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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