Sharon Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Sharon holiday rentals

Exterior

Best Outdoors near the Berkshires

Best Outdoors near the Berkshires
Winchester
9.8 out of 10, Exceptional, (16 reviews)
"Great stay and wonderful house. "
United States
Rachel B.
The price is HK$846
HK$1,130 total
includes taxes & fees
4 May - 5 May
Best Outdoors near the Berkshires
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 HK$2,303
HK$4,771 total
includes taxes & fees
5 May - 6 May
Dainty New Preston Cottage w/ Dock & Lake Views!
Private kitchen

Litchfield Retreat, Wineries, Foliage & Skiing

Litchfield Retreat, Wineries, Foliage & Skiing
Torrington
The price is HK$2,045
HK$3,100 total
includes taxes & fees
4 May - 5 May
Litchfield Retreat, Wineries, Foliage & Skiing
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 HK$2,507
HK$3,882 total
includes taxes & fees
4 May - 5 May
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Smart TV, fireplace

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 HK$1,293
HK$2,202 total
includes taxes & fees
4 May - 5 May
Pristine Cozy Walkable Downtown 2BR Getaway
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 HK$1,857
HK$3,956 total
includes taxes & fees
6 May - 7 May
Cheerful 3-bedroom cottage with woodstove
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 HK$862
HK$1,613 total
includes taxes & fees
4 May - 5 May
Hoppy Hill Farm House
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 HK$1,299
HK$1,650 total
includes taxes & fees
4 May - 5 May
Mid Century Modern Studio w/ Full Kitchen - Newly Built
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 HK$956
HK$3,150 total
includes taxes & fees
4 May - 5 May
Art House 3 Beds Close to Warner Theater
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 HK$2,285
HK$2,935 total
includes taxes & fees
4 May - 5 May
The Jefferson Guest House, Spacious, Special Views
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 HK$2,108
HK$3,011 total
includes taxes & fees
5 May - 6 May
rural, serene + sophisticated space
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 HK$1,152
HK$3,312 total
includes taxes & fees
4 May - 5 May
Cozy Modern Farmhouse Private Apt - 3 Beds
Dining

Whispering Estate Guest House - A Romantic Countryside Getaway

Whispering Estate Guest House - A Romantic Countryside Getaway
Goshen
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful property and great location. A true retreat. "
United States
Andrea B.
The price is HK$4,231
HK$6,914 total
includes taxes & fees
4 May - 5 May
Whispering Estate Guest House - A Romantic Countryside Getaway
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 HK$1,350
HK$1,775 total
includes taxes & fees
4 May - 5 May
Hudson Valley Farm Getaway- West/Llama Lover Lane
Private kitchen

Tranquil 4-bedroom house in welcoming Poughquag neighborhood

Tranquil 4-bedroom house in welcoming Poughquag neighborhood
Poughquag
The price is HK$1,615
HK$2,802 total
includes taxes & fees
11 May - 12 May
Tranquil 4-bedroom house in welcoming Poughquag neighborhood
Dining

Classy Private Apt - 3 Beds 2nd Flr - Near Downtown

Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
Torrington
10.0 out of 10, Exceptional, (1 review)
"Good communication. Clean place in good location. Would stay again. "
United States
Jaimie S.
The price is HK$2,135
HK$4,712 total
includes taxes & fees
4 May - 5 May
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
Desk, iron/ironing board, WiFi, bed sheets

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 HK$1,238
HK$1,571 total
includes taxes & fees
5 May - 6 May
The Brooks Motel: Exceptional Suite
Fridge, microwave, oven, stovetop

A Country Lodge Straight Out of the Pages of a Great Novel

A Country Lodge Straight Out of the Pages of a Great Novel
Pine Plains
10.0 out of 10, Exceptional, (13 reviews)
"Our group of parents and riders had a great stay during the Millbrook Horse Trials in July. Clean facility, ample room, responsive host. Would stay again."
United States
Hessie S.
The price is HK$6,973
HK$11,540 total
includes taxes & fees
5 May - 6 May
A Country Lodge Straight Out of the Pages of a Great Novel
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 HK$674
HK$2,115 total
includes taxes & fees
4 May - 5 May
Cozy Attic 10 min to Llitchfield
TV, fireplace

73R Brand new log home on quiet side street in Bethlehem, close to Main Street, AC, Dog Friendly!

73R Brand new log home on quiet side street in Bethlehem, close to Main Street, AC, Dog Friendly!
Bethlehem
8.8 out of 10, Excellent, (14 reviews)
"Property was great spacious enough for family and close to shops "
United States
robert h.
The price is HK$3,389
HK$7,073 total
includes taxes & fees
1 Jun - 2 Jun
73R Brand new log home on quiet side street in Bethlehem, close to Main Street, AC, Dog Friendly!
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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Top Sharon Hotel Reviews

The Abner Hotel

The Abner Hotel

10/10 Excellent
"The Abner is a wonderful place to stay. It’s clean, the bed was comfortable and the room was beautiful. The staff were helpful and friendly. It’s located in Litchfield center so walking to dinner is easy. The breakfast was delicious. I recommend it highly. "
Meg 2-night trip
Posted 2 hours ago
The Abner Hotel

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:

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  • 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!

Frequently asked questions

Are there holiday rentals in Sharon?

Yes, there are holiday rentals close to the most popular sights in Sharon, or you can select a more secluded option if you're looking for a relaxing stay. Sharon is known for its forests and golf courses.

What are some of the best holiday rentals that Sharon has to offer?

Nature's Nest - Indoor/Outdoor Forest Retreat; Fire Pit; Fireplace; onsite Brook: This holiday home rental outside of Sharon offers a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Sharon?

Expedia has 12 holiday 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 holiday rental in Sharon like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sharon. Holiday rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for small groups.