A covered bridge labeled "West Cornwall" with a sign indicating a height restriction of 10-11 inches and a one-lane bridge warning.

Sharon Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Sharon vacation rentals

A residential property with a well-maintained lawn, a small house with a front porch, and a garage.

1. Sharon Retreat w/ Private Yard

Sharon Retreat w/ Private Yard
Sharon
9.2 out of 10, Wonderful, (37 reviews)
"Cagney’s home was so comfy! We loved the spacious family room. The beds were comfortable and the fully stocked kitchen made cooking much easier. Absolutely would love to stay at your cottage again!"
United States
Heidi F.
The price is AED 793
AED 1,702 total
includes taxes & fees
11 Nov - 12 Nov
Sharon Retreat w/ Private Yard
A wooden barrel structure with a door, two wooden lounge chairs, and a small table.

2. Spa Cabin with Sauna, Hot Tub and Cold Plunge

Spa Cabin with Sauna, Hot Tub and Cold Plunge
Cornwall
10.0 out of 10, Exceptional, (7 reviews)
"This cabin is so cute we had a relaxing time , will return"
United States
Candice S.
The price is AED 968
AED 1,752 total
includes taxes & fees
11 Nov - 12 Nov
Spa Cabin with Sauna, Hot Tub and Cold Plunge
A living room with a fireplace, two armchairs, a sofa, and a TV.

3. Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
9.8 out of 10, Exceptional, (26 reviews)
"Very private, rural spot. Immaculate, thoughtfully furnished, lacking nothing"
United States
benjamin
The price is AED 546
AED 672 total
includes taxes & fees
11 Nov - 12 Nov
Mid Century Modern Studio w/ Full Kitchen - Newly Built
A covered outdoor deck with wicker furniture, a grill, and a view of a lake.

4. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Stanfordville
The price is AED 1,653
AED 2,393 total
includes taxes & fees
11 Nov - 12 Nov
Chic Lakeside Oasis|Near Rhinebeck & Millbrook
A modern living room with a grey sofa, a wooden coffee table, and a staircase leading to an upper floor.

5. NEW: Chic Modern Barn Style Home in Fun Area

NEW: Chic Modern Barn Style Home in Fun Area
Pine Plains
10.0 out of 10, Exceptional, (3 reviews)
"We loved the property and everything was so welcoming! Having a pool there would be the best addition for this place!"
United States
Estefany G.
The price is AED 757
AED 2,728 total
includes taxes & fees
11 Nov - 12 Nov
NEW: Chic Modern Barn Style Home in Fun Area
A white house with a steeply pitched roof and a small tower-like structure.

6. 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
9.8 out of 10, Exceptional, (9 reviews)
"We had a wonderful time at this property. It was quaint and clean and right in the middle of town near everything. Thank you, Tanya."
United States
Laurie F.
The price is AED 1,175
AED 1,724 total
includes taxes & fees
11 Nov - 12 Nov
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
A spacious living room with a large wooden dining table, a comfortable sofa, and a bookshelf filled with books and decorative items.

7. 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, (8 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 AED 1,469
AED 2,934 total
includes taxes & fees
15 Nov - 16 Nov
Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
A two-story house with a front porch, a small balcony, and a white picket fence.

8. Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.6 out of 10, Exceptional, (7 reviews)
"The check-in process was easy and all instructions were clear. Jonathan, the owner, was very responsive and easy to get a hold of if I had any questions. The place was cute, clean, and perfect for what I needed (a place to stay during my medical school rotation). As the review says, it is not ideal for taller guests as the roof slopes down in certain areas, but I found the place cozy."
United States
Nicole N.
The price is AED 386
AED 1,300 total
includes taxes & fees
11 Nov - 12 Nov
Cozy Attic 10 min to Llitchfield
A modern kitchen with white cabinets, a large island, and a skylight.

9. 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, (15 reviews)
"Stayed with a group for Millbrook Horse Trials, we had an amazing weekend at this calm and relaxing home with plenty of beds and amenities! What a treat!"
United States
Marianne R.
The price is AED 3,269
AED 5,144 total
includes taxes & fees
11 Nov - 12 Nov
A Country Lodge Straight Out of the Pages of a Great Novel
A modern kitchen with a wooden dining table, blue chairs, and a colorful bowl centerpiece.

10. Art House 3 Beds Close to Warner Theater

Art House 3 Beds Close to Warner Theater
Torrington
10.0 out of 10, Exceptional, (2 reviews)
"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 AED 555
AED 1,533 total
includes taxes & fees
11 Nov - 12 Nov
Art House 3 Beds Close to Warner Theater
A modern kitchen with a wooden dining table, blue chairs, and a decorative bowl centerpiece.

11. 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 AED 880
AED 2,085 total
includes taxes & fees
11 Nov - 12 Nov
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
A glass-top table with a woven placemat, a vase with white flowers, and a view of a balcony through a door with curtains.

12. The Overlook near South Farms in Litchfield County is Hospitality, integrated.

The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Morris
9.8 out of 10, Exceptional, (21 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is AED 790
AED 971 total
includes taxes & fees
16 Nov - 17 Nov
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
A two-story house with a front porch, a small balcony, and a white picket fence.

13. 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 AED 517
AED 1,492 total
includes taxes & fees
11 Nov - 12 Nov
Cozy Modern Farmhouse Private Apt - 3 Beds
A wooden cabin interior with a bench, a rug, and a hanging plant.

14. Peaceful and cozy 1 bed 1 bath in quaint Winchester

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
10.0 out of 10, Exceptional, (5 reviews)
The price is AED 380
AED 692 total
includes taxes & fees
15 Nov - 16 Nov
Peaceful and cozy 1 bed 1 bath in quaint Winchester
A cozy living room with a sofa, armchair, wooden coffee table, and a dining area with a table and chairs.

15. Ideal location for summer and winter activities with plenty of outdoor space.

Ideal location for summer and winter activities with plenty of outdoor space.
Hillsdale
9.8 out of 10, Exceptional, (80 reviews)
"We very much enjoyed our two week stay in July. The cabin suited our needs in every regard. Our lab was also able to fully relax, whether it was napping on the screen porch or sitting by the fire pit. For those looking to explore the region, the location could not be better situated. Hoping to return over Christmas."
United States
Richard M.
The price is AED 643
AED 1,263 total
includes taxes & fees
15 Nov - 16 Nov
Ideal location for summer and winter activities with plenty of outdoor space.
A hot tub under a pergola with string lights, surrounded by a patio area with chairs and an umbrella.

16. Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted
9.4 out of 10, Exceptional, (55 reviews)
"It was a nice stay…worked well for the event we attended in town. The host was very nice to work with"
United States
Roberta S.
The price is AED 397
AED 761 total
includes taxes & fees
22 Nov - 23 Nov
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
A hot tub in a backyard with a house, trees, and a clear sky.

17. Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
The price is AED 3,289
AED 5,252 total
includes taxes & fees
11 Nov - 12 Nov
Las Flores Villa
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

18. Cozy private room in a shared home with a Full-size bed and private bathroom.

Cozy private room in a shared home with a Full-size bed and private bathroom.
New Milford
10.0 out of 10, Exceptional, (3 reviews)
"I really enjoyed my four night stay here."
United States
Jim B.
The price is AED 231
AED 479 total
includes taxes & fees
12 Nov - 13 Nov
Cozy private room in a shared home with a Full-size bed and private bathroom.
A rustic cabin surrounded by a forest with a stream in the foreground.

19. Creek Side Cabin w/ Wood Fired Hot Tub & Fire Pit

Creek Side Cabin w/ Wood Fired Hot Tub & Fire Pit
New Milford
10.0 out of 10, Exceptional, (3 reviews)
"Great little house, our favorite part was the gorgeous creek. Absolutely would recommend to pet lovers and those looking for peaceful nature :)"
United States
Kristine W.
The price is AED 859
AED 1,619 total
includes taxes & fees
11 Nov - 12 Nov
Creek Side Cabin w/ Wood Fired Hot Tub & Fire Pit
A living room with a sofa, coffee table, and chairs, a kitchen area with a bar, and a door.

20. Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (22 reviews)
"Wow what an enjoyable stay! Clean, fresh, relaxing, and wonderful to meet owners Corin and Jen… gracious and hospitable hosts. Very comfortable, great location, well appointed… everything we were looking for!"
United States
James M.
The price is AED 635
AED 1,029 total
includes taxes & fees
16 Nov - 17 Nov
Pristine Cozy Walkable Downtown 2BR Getaway
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

Blackberry River Inn

Blackberry River Inn

10/10 Excellent
"Very delightful stay with a great breakfast made to order included"
FRED 2-night trip
Posted 3 hours ago
Blackberry River Inn

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?

Well laid out 2-bedroom private home in Washington-close to the green and depot: This vacation home near Sharon offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave. Make the most of the garden in this rental home to help you unwind.

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, Macedonia Brook State Park and Veterans Field 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.