Sharon Vacation Rentals

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Vacation Rentals in Sharon

The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (29)
"We had a great time at The Freeman! The little touches like fresh fruit and a welcome basket made it even more special for our family getaway."
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
The Long View of Candlewood Lake
10.0 out of 10, Exceptional, (6)
"It was such a nice property and the host was amazing"
The Long View of Candlewood Lake
Newly Renovated Family House On Highland Lake with Dock
10.0 out of 10, Exceptional, (17)
"The property was perfect for our needs. Instructions for everything was provided fabulous rental. "
Newly Renovated Family House On Highland Lake with Dock
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Candlewood Lake Retreat with year round views
10.0 out of 10, Exceptional, (6)
"This house was exactly as advertised and very charming. The owners were very easy to work with. We had a beautiful view of the lake from the porch. We would stay here again."
Candlewood Lake Retreat with year round views
Cozy & Chic Cabin by the Lake, with access to private Beach!
10.0 out of 10, Exceptional, (7)
"Absolutely loved my stay. The host was incredibly accommodating and went above and beyond to make sure we had everything we needed. The space was stylish, clean, and cozy, with thoughtful touches throughout. The location was perfect, close to all the attractions yet tucked away in a quiet neighborhood. Would highly recommend to anyone looking for a comfortable and enjoyable stay!"
The price is CA $274
CA $582 total
includes taxes & fees
May 13 - May 14
Cozy & Chic Cabin by the Lake, with access to private Beach!
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
Antique Farmhouse Totally Restored
10.0 out of 10, Exceptional, (79)
"There were 6 adults and 2 infants in our party, we were in town for our 25 year high school reunion. The house was incredible and the host went above and beyond to make sure we were well taken care of. This place is a hidden gem and deserves all of the praise."
Antique Farmhouse Totally Restored
Romantic and Secluded Berkshire's Gem
10.0 out of 10, Exceptional, (9)
"My friends and I had an amazing time staying in the cozy cabin. 9 of us slept comfortably, the place was spotless, and so cute. We hope to visit again."
Romantic and Secluded Berkshire's Gem
Cozy Cabin in the Berkshires
10.0 out of 10, Exceptional, (3)
"Cant wait to book again. Great place for familys. Owner thinks of everything that you would need during your stay."
Cozy Cabin in the Berkshires
Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!
10.0 out of 10, Exceptional, (126)
"Great time, beautiful property, host very responsive and helpful. Awesome sound system bring your CDs."
Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!
Newly renovated cottage on the lake!
10.0 out of 10, Exceptional, (13)
"Enjoyed the area and the house"
Newly renovated cottage on the lake!
Villa Mariana Blackberry River. Luxury & renovated, comfort, peaceful nature.
10.0 out of 10, Exceptional, (1)
"We absolutely loved the place! Tons of space, all new appliances, fire pit and the gorgeous master bathroom were all highlights of our stay. Super convenient location within a few minutes of the Stop and Shop as well as other stores. Andrea was very friendly and attentive. She was there to quickly answer any questions we had and made sure we had everything we needed. Highly recommend!"
Villa Mariana Blackberry River. Luxury & renovated, comfort, peaceful nature.
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
10.0 out of 10, Exceptional, (9)
"The house had everything we needed and was the perfect winter getaway for our group to celebrate a birthday! Would rent again and again! Amazing property manager who was communicative and gave us all the information we needed. Amazing amenities better than a hotel stay! They have thought of everything - stocked with games and everything you should need for a great vacation! Comfortable and fabulous!"
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
Indulge in an Elegant Upstate Getaway
10.0 out of 10, Exceptional, (39)
"We've stayed at this house 4 times--for several days each time--and it was, as always, incredibly comfortable and lovely. The house is beautiful and always spotless, and the kitchen is a pleasure to use. I would highly recommend. We rent houses in the Rhinebeck area several times throughout the year and this house is always our first choice."
Indulge in an Elegant Upstate Getaway
Romantic Log Cabin on Privately-Owned Lake with Fireplace
9.8 out of 10, Exceptional, (68)
"The cabin was wonderful and was stocked will everything we needed and more. The lake was both beautiful and private to just this cabin. The grounds had several trails that we enjoyed."
Romantic Log Cabin on Privately-Owned Lake with Fireplace
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 CA $217
CA $455 total
includes taxes & fees
May 27 - May 28
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
New Fairfield Home w/ Beach Access & Fire Pit
9.8 out of 10, Exceptional, (6)
"The house was perfect for our girls getaway. So cute. Plenty of space. Central location for us to explore neighboring towns. We loved it."
New Fairfield Home w/ Beach Access & Fire Pit
Sharon Country Estate On 300 Acres With 100 Mile Views
9.6 out of 10, Exceptional, (49)
"Beautiful antique home!! Would love to return!"
The price is CA $410
CA $669 total
includes taxes & fees
May 11 - May 12
Sharon Country Estate On 300 Acres With 100 Mile Views
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
9.6 out of 10, Exceptional, (58)
"Property manager was very kind and responsive. Greatly enjoyed the views of the pond and the basement pool and ping pong tables. Great time playing these games with mybson as the weather wasn't conducive for water activities."
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
Spectacular Short Term Vacation Rental in Kent
9.6 out of 10, Exceptional, (74)
"For the groomsman it was perfect crazy fun."
Spectacular Short Term Vacation Rental in Kent
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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.

Other types of properties in Sharon you may be interested in

Sharon Country Estate On 300 Acres With 100 Mile Views
9.6 out of 10, Exceptional, (49)
"Beautiful antique home!! Would love to return!"
The price is CA $410
CA $669 total
includes taxes & fees
May 11 - May 12
Sharon Country Estate On 300 Acres With 100 Mile Views
The Litchfield Inn
4.0 star property
9.0 out of 10, Wonderful, (830)
"AMAZING and loved it! Clean, friendly service. We’ll be back"
The price is CA $362
CA $416 total
includes taxes & fees
May 12 - May 13
The Litchfield Inn
Rocky River Inn
3.0 star property
8.4 out of 10, Very good, (470)
"Easy all around. The room was spacious enough for a short stay. The shower was great, lots of hot watet and good pressure. Easy to find and close to downtown new mikford as well as Sherman too."
The price is CA $141
CA $163 total
includes taxes & fees
May 22 - May 23
Rocky River Inn
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Sharon. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Sharon?

Yes, we have vacation rentals near well known points of interest in Sharon, or you can choose a secluded option if you'd like a relaxing place to stay. Sharon is known for its forests and golf courses.

What are some of the best vacation home rentals in Sharon?

Sharon Country Estate On 300 Acres With 100 Mile Views: This highly rated vacation home rental in Sharon is located on a lake and offers a garden, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Sharon?

Expedia has 13 vacation rentals for your stay in Sharon.

What’s there to see and do in Sharon?

Enjoy the outdoors at Kent Falls State Park and Housatonic River, or simply take in cultural attractions like TriArts Sharon Playhouse and Bodhi Tree Gallery. While here, Housatonic Meadows State Park and Macedonia Brook State Park are other places worth a visit.

What’s a vacation rental in Sharon like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Sharon. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for families.

Recent reviews of Sharon properties
Expedia verified reviews