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
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Sharon vacation rentals

Property grounds

Lakefront Summer Stunner in New England Just 2 Hours From NYC

Lakefront Summer Stunner in New England Just 2 Hours From NYC
Sharon
10.0 out of 10, Exceptional, (94 reviews)
$525 nightly
The price is $595
Jul 25 - Jul 26
Total with taxes and fees
Lakefront Summer Stunner in New England Just 2 Hours From NYC
Property grounds

Rare, peaceful glamping, hot shower, mini golf near appalachian trail

Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Dover Plains
10.0 out of 10, Exceptional, (8 reviews)
"We thoroughly enjoyed our stay at this property, clean and spacious tents, impressive shower facility, and all the fun amenities you never thought you needed like an 18 hole putt putt course!"
United States
JoAnna S.
$118 nightly
The price is $134
Jul 20 - Jul 21
Total with taxes and fees
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
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.
$225 nightly
The price is $267
Jul 16 - Jul 17
Total with taxes and fees
Cozy Attic 10 min to Llitchfield
Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.8 out of 10, Exceptional, (6 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.
$180 nightly
The price is $204
Jul 16 - Jul 17
Total with taxes and fees
Hoppy Hill Farm House
2 bedrooms, free WiFi, bed sheets

Peaceful and cozy 1 bed 1 bath in quaint Winchester

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
$178 nightly
The price is $202
Jul 20 - Jul 21
Total with taxes and fees
Peaceful and cozy 1 bed 1 bath in quaint Winchester
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.
$280 nightly
The price is $333
Jul 16 - Jul 17
Total with taxes and fees
Cozy Modern Farmhouse Private Apt - 3 Beds
Smart TV, fireplace, books

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, (19 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
$187 nightly
The price is $212
Jul 16 - Jul 17
Total with taxes and fees
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Desk, iron/ironing board, WiFi, bed sheets

The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.2 out of 10, Good, (5 reviews)
"Close to the competition I was in"
United States
Joan
$170 nightly
The price is $190
Jul 16 - Jul 17
Total with taxes and fees
The Brooks Motel: Exceptional Suite
Interior

Architect-Designed Dome on Private 7-Acre Retreat

Architect-Designed Dome on Private 7-Acre Retreat
Dover Plains
$436 nightly
The price is $493
Jul 16 - Jul 17
Total with taxes and fees
Architect-Designed Dome on Private 7-Acre Retreat
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
$118 nightly
The price is $134
Jul 20 - Jul 21
Total with taxes and fees
Glamping, family fun, pet friendly
Interior

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, (11 reviews)
"The property was very clean and inviting and the owner was very welcoming and helpful!"
United States
Sarah
$243 nightly
The price is $275
Jul 19 - Jul 20
Total with taxes and fees
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Interior

Guesthouse Cabin vacation rentals in Berkshire County

Guesthouse Cabin vacation rentals in Berkshire County
Sheffield
10.0 out of 10, Exceptional, (12 reviews)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
$629 nightly
The price is $703
Jul 16 - Jul 17
Total with taxes and fees
Guesthouse Cabin vacation rentals in Berkshire County
Coffee/tea maker, fridge, microwave, oven

The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views
Litchfield
10.0 out of 10, Exceptional, (8 reviews)
"I stayed here for four nights, including one with my son, and it was fantastic.Everything is brand new, clean, and beautifully appointed, with every amenity you could want."
United States
Jennifer A.
$375 nightly
The price is $375
Jul 16 - Jul 17
Total with taxes and fees
The Jefferson Guest House, Spacious, Special Views
TV, fireplace, books

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, (1 review)
"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.
$806 nightly
The price is $911
Jul 21 - Jul 22
Total with taxes and fees
NEW: Chic Modern Barn Style Home in Fun Area
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
9.6 out of 10, Exceptional, (4 reviews)
"Lovely home in the heart of Millbrook."
United States
Marianne A S.
$434 nightly
The price is $491
Jul 16 - Jul 17
Total with taxes and fees
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
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, (8 reviews)
"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "
United States
ADRIENNE
$215 nightly
The price is $234
Jul 19 - Jul 20
Total with taxes and fees
Hudson Valley Farm Getaway- West/Llama Lover Lane
Outdoor spa tub

Bespoke Litchfield - Family Friendly, Hot Tub

Bespoke Litchfield - Family Friendly, Hot Tub
Litchfield
10.0 out of 10, Exceptional, (2 reviews)
"This is a phenomenal location, the house is unparalleled. The host is amazing, friendly, informative, transparent. The house is very well appointed and well cared for. "
United States
Matt S.
$903 nightly
The price is $1,023
Jul 19 - Jul 20
Total with taxes and fees
Bespoke Litchfield - Family Friendly, Hot Tub
Dining

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.
$433 nightly
The price is $501
Aug 12 - Aug 13
Total with taxes and fees
Art House 3 Beds Close to Warner Theater
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.
$463 nightly
The price is $551
Jul 27 - Jul 28
Total with taxes and fees
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
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.
$416 nightly
The price is $466
Jul 26 - Jul 27
Total with taxes and fees
rural, serene + sophisticated space
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

Maple Leaf Motel

Maple Leaf Motel

10/10 Excellent
"The room was very clean. The gentleman that checked us in and out was very helpful and advised if need be we could stay an extra day. We went there due to a storm that took power out for four days"
Corrina 1-night trip
Posted 1 day ago
Maple Leaf Motel

Find out more about Sharon

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 $134 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?

Lakefront Summer Stunner in New England Just 2 Hours From NYC: This highly rated vacation home rental in Sharon is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a private yard and a selection of games.

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.