Sharon Vacation Rentals

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Vacation Rentals in Sharon

7 bedrooms, iron/ironing board, cribs/infant beds, travel crib
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
Smart TV, fireplace
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
Fridge, microwave, oven, stovetop
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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Property grounds
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
Exterior
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 $200
$426 total
includes taxes & fees
May 20 - May 21
Cozy & Chic Cabin by the Lake, with access to private Beach!
TV, DVD player
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
Exterior
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
Fridge, microwave, oven, stovetop
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
Fridge, microwave, oven, stovetop
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!!
View from property
Newly renovated cottage on the lake!
10.0 out of 10, Exceptional, (14)
"Visited a local winery, Distillary & Ice Cream shop! Ate at Salt Water Grille, Met up with extended family from Mass."
Newly renovated cottage on the lake!
Fridge, microwave, oven, stovetop
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.
Smart TV, fireplace, table tennis, stereo
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
10.0 out of 10, Exceptional, (11)
"We absolutely loved the house! This was the perfect place to bring my adult children together for a weekend away. The rooms were beautiful, beds were super comfortable, and house nicely decorated. There were spots for smaller groups to sit together and hang out or to come together and chat. The hot tub was appealing to my 20somethings but it was rainy- next time!"
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
Smart TV, offices
Indulge in an Elegant Upstate Getaway
10.0 out of 10, Exceptional, (40)
"The house was just a described and very clean. The host was very responsive to questions. It is hard to find places to stay on that side of the river. I greatly appreciated this offering."
Indulge in an Elegant Upstate Getaway
Bar (on property)
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
Exterior
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 $159
$333 total
includes taxes & fees
May 27 - May 28
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Fridge, microwave, stovetop, dishwasher
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
Property grounds
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 $300
$489 total
includes taxes & fees
May 17 - May 18
Sharon Country Estate On 300 Acres With 100 Mile Views
On the beach, sun loungers
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
Exterior
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
Property grounds
Private swimming-pool, rap-around porch, and breathtaking views!
9.6 out of 10, Exceptional, (45)
"The house was very nice, clean and spacious. The pics don't do it justice at all. Our host Vivi always provided timely responses to all our inquiries. She made sure we enjoyed our stay. The house was well equipped and had everything we needed. The best thing for our group was that the house was only 8 mins from the Catamount ski area. The nearest supermarket and restaurants were 6-8 mins away. We highly recommend this house to anyone who wants to stay near Catamount."
Private swimming-pool, rap-around porch, and breathtaking views!
Don't see what you're looking for?
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

Property grounds
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 $300
$489 total
includes taxes & fees
May 17 - May 18
Sharon Country Estate On 300 Acres With 100 Mile Views
Lobby sitting area
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 $270
$311 total
includes taxes & fees
May 20 - May 21
The Litchfield Inn
Standard Room, 2 Queen Beds | Iron/ironing board, free WiFi, bed sheets, alarm clocks
Rocky River Inn
3.0 star property
8.4 out of 10, Very Good, (473)
"Very well priced for the space you get and convenient for New Milford."
The price is $103
$119 total
includes taxes & fees
Jun 16 - Jun 17
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.

Everything you need to know about Sharon vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sharon vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sharon vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sharon vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sharon. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Sharon in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $200 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sharon rentals

At Expedia, we put the best Sharon vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Sharon rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sharon vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sharon. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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

Immaculate waterfront home nestled in the Litchfield hills w/ tons of...

Immaculate waterfront home nestled in the Litchfield hills w/ tons of...

5/5 Excellent
Great spot for a family getaway
"We absolutely loved the house! This was the perfect place to bring my adult children together for a weekend away. The rooms were beautiful, beds were super comfortable, and house nicely decorated. There were spots for smaller groups to sit together and hang out or to come together and chat. The hot tub was appealing to my 20somethings but it was rainy- next time!"
A verified traveler stayed at Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
Posted 1 day ago
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...