Sharon Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Sharon vacation rentals

Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.6 out of 10, Exceptional, (5 reviews)
"Location was great. Accommodations were clean and comfortable. Host was accessible and responsive. Will stay here again if in the area again."
United States
Ken K.
The price is ￥17,474
￥32,886 total
includes taxes & fees
Apr 21 - Apr 22
Hoppy Hill Farm House
Private kitchen

Art House 3 Beds Close to Warner Theater

Art House 3 Beds Close to Warner Theater
Torrington
10.0 out of 10, Exceptional, (1 review)
"Place was perfectly located for where we needed to be. The host was amazing, would stay again. Unit was comfy and cozy with perfect little homey touches. "
United States
Brittany M.
The price is ￥19,392
￥63,868 total
includes taxes & fees
May 3 - May 4
Art House 3 Beds Close to Warner Theater
TV, offices

The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
9.2 out of 10, Wonderful, (5 reviews)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
United States
Deidre H.
The price is ￥25,098
￥31,668 total
includes taxes & fees
Apr 24 - Apr 25
The Brooks Motel: Exceptional Suite
Property grounds

Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (7 reviews)
"The stay was great! The listing is very accurate to what the property is, so we very much enjoyed staying in the newly renovated barn. We loved the location, which felt very out-of-the-way but was also only twenty minutes from town. Seeing all of the farm animals and the very friendly barn cat was a plus!"
United States
Marissa S.
The price is ￥26,483
￥34,486 total
includes taxes & fees
Apr 19 - Apr 20
Hudson Valley Farm Getaway- West/Llama Lover Lane
Exterior

Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.2 out of 10, Wonderful, (5 reviews)
"A couple of the surfaces were not clean but mostly a clean comfy space. The bed was very comfortable and the bathroom was spacious and clean.The stairs are not for the faint of heart. A nice cozy place to stay once the luggage and groceries are up there."
United States
Rhonda H.
The price is ￥13,661
￥53,677 total
includes taxes & fees
May 5 - May 6
Cozy Attic 10 min to Llitchfield
Private kitchen

Litchfield Retreat, Wineries, Foliage & Skiing

Litchfield Retreat, Wineries, Foliage & Skiing
Torrington
The price is ￥41,530
￥63,274 total
includes taxes & fees
Apr 18 - Apr 19
Litchfield Retreat, Wineries, Foliage & Skiing
Interior

Guesthouse Cabin vacation rentals in Berkshire County

Guesthouse Cabin vacation rentals in Berkshire County
Sheffield
10.0 out of 10, Exceptional, (10 reviews)
"Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. "
United States
Tom S.
The price is ￥63,648
￥108,241 total
includes taxes & fees
Apr 19 - Apr 20
Guesthouse Cabin vacation rentals in Berkshire County
Exterior detail

CT Gate House Goshen CT, Gate House Goshen CT

CT Gate House Goshen CT, Gate House Goshen CT
Goshen
9.4 out of 10, Exceptional, (9 reviews)
"Great place!!"
United States
Ernesto B.
The price is ￥65,605
￥164,561 total
includes taxes & fees
Apr 18 - Apr 19
CT Gate House Goshen CT, Gate House Goshen CT
Outdoor dining

Glamping, family fun, pet friendly

Glamping, family fun, pet friendly
Dover Plains
10.0 out of 10, Exceptional, (4 reviews)
"Great Glamping spot. The hosts were very responsive and the place provided many activities. "
United States
Gui
The price is ￥27,799
￥38,995 total
includes taxes & fees
May 7 - May 8
Glamping, family fun, pet friendly
Exterior

Cozy Modern Farmhouse Private Apt - 3 Beds

Cozy Modern Farmhouse Private Apt - 3 Beds
Torrington
10.0 out of 10, Exceptional, (4 reviews)
"My husband and I came down from Boston for Christmas to see family and couldn’t find one decent hotel in the area. We were relieved to find this place. Cute, comfortable, clean environment and just what we needed. "
United Kingdom
Louisa A.
The price is ￥20,515
￥63,719 total
includes taxes & fees
Apr 21 - Apr 22
Cozy Modern Farmhouse Private Apt - 3 Beds
Fridge, microwave, oven, stovetop

The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views
Litchfield
10.0 out of 10, Exceptional, (8 reviews)
"The place was absolutely spotless and magnificent in every way. Highly recommended."
United States
Robert A.
The price is ￥46,321
￥59,506 total
includes taxes & fees
Apr 19 - Apr 20
The Jefferson Guest House, Spacious, Special Views
Private kitchen

Tranquil 4-bedroom house in welcoming Poughquag neighborhood

Tranquil 4-bedroom house in welcoming Poughquag neighborhood
Poughquag
The price is ￥30,360
￥53,786 total
includes taxes & fees
Apr 28 - Apr 29
Tranquil 4-bedroom house in welcoming Poughquag neighborhood
Smart TV

Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (18 reviews)
"What a comfortable and welcoming place to stay! Great communication with the hosts, and the space had all the amenities we needed, as well as many thoughtful extra touches. Home was spotless, and tastefully decorated. Quiet neighborhood, and super easy access to downtown. Would absolutely stay here again!"
United States
Kathryn A.
The price is ￥26,255
￥44,713 total
includes taxes & fees
Apr 21 - Apr 22
Pristine Cozy Walkable Downtown 2BR Getaway
Exterior

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Millbrook
10.0 out of 10, Exceptional, (2 reviews)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
The price is ￥50,832
￥77,989 total
includes taxes & fees
Apr 18 - Apr 19
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Smart TV, fireplace, books

Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
10.0 out of 10, Exceptional, (11 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is ￥30,976
￥39,594 total
includes taxes & fees
May 3 - May 4
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Cottage (3 Bedrooms) | Interior

Dainty New Preston Cottage w/ Dock & Lake Views!

Dainty New Preston Cottage w/ Dock & Lake Views!
3.0 star property
New Preston
The price is ￥34,052
￥82,249 total
includes taxes & fees
Apr 28 - Apr 29
Dainty New Preston Cottage w/ Dock & Lake Views!
Interior

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
Millbrook
10.0 out of 10, Exceptional, (2 reviews)
"This is a charming, historic, well-maintained home on a beautifully landscaped lot. The updates in the home balance a respect for tradition while also providing modernization. The village of Millbrook is a quintessential twee New England village. The house felt very comfortable and homey and the caretaker was attentive and accommodating. We enjoyed our stay!"
United States
Beth E.
The price is ￥48,132
￥112,673 total
includes taxes & fees
Apr 20 - Apr 21
Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
Interior

rural, serene + sophisticated space

rural, serene + sophisticated space
Red Hook
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful property with unique accommodations in the Hudson Valley"
United States
BRIAN PATRICK M.
The price is ￥47,577
￥67,722 total
includes taxes & fees
Apr 29 - Apr 30
rural, serene + sophisticated space
Property grounds

Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (42 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is ￥37,647
￥80,201 total
includes taxes & fees
May 6 - May 7
Cheerful 3-bedroom cottage with woodstove
Desk, iron/ironing board, WiFi, bed sheets

The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.0 out of 10, Good, (4 reviews)
"Location was good for what we wanted. The people involved responded quickly. The bed was very comfortable. Reasonably clean, the coffee pot had leftover coffee in it and a dirty spoon on the counter. The biggest issue was the musty odor."
United States
John P.
The price is ￥23,828
￥30,246 total
includes taxes & fees
Apr 18 - Apr 19
The Brooks Motel: Exceptional Suite
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sharon Hotel Reviews

Rocky River Inn

Rocky River Inn

10/10 Excellent
"Renovation are good"
John 2-night trip
Posted 13 hours ago
Rocky River Inn

Find out more about Sharon

Search for holiday rentals in Sharon on Expedia! You can easily find your home rentals, villas, holiday apartments in Sharon using one of the methods below:

  • View our selection of featured holiday rentals in Sharon
  • Use the map to find apartments and other holiday homes in the Sharon neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sharon while they last

Look no further and take a look at our great range of rental properties in Sharon!

Explore a world of travel with Expedia

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?

The Art House: 5-Acre, Private Getaway with Fireplace: This vacation home rental near Sharon is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease 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. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in Sharon?

Expedia has 12 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.