Sharon Vacation Rentals

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Check prices for these dates

Tonight
Dec 9 - Dec 10
Tomorrow
Dec 10 - Dec 11
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Our top choices for Sharon vacation rentals

Interior
Lakefront Fall Foliage in New England Just 2 Hours From NYC

Vacation Home in Sharon

10.0 out of 10, Exceptional, (87)
"Great hosts and very charming cottage. All the amenities you could want. Beautiful kayaking and birdwatching. "
United States
Paula S.
Lakefront Fall Foliage in New England Just 2 Hours From NYC
Property grounds
Wappinger Cottage - Scandinavian retreat on a creek

Cottage in Poughkeepsie

10.0 out of 10, Exceptional, (23)
"This was the perfect get away spot! Serene location, lovely amenities, and a gracious host."
United States
Laurie C.
Wappinger Cottage - Scandinavian retreat on a creek
Dining
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

Cabin in Northwest Harwinton

8.8 out of 10, Excellent, (28)
"Great little place, beutiful view to enjoy your coffee."
United States
Shaun H.
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Exterior
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

Vacation Home in Egremont

9.8 out of 10, Exceptional, (25)
"Farmhouse was as pictured and very clean. Grounds and location were gorgeous "
United States
kathy l.
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
Terrace/patio
Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent

Vacation Home in Cornwall

9.6 out of 10, Exceptional, (53)
"Great house and great stay!"
United States
Timothy P.
Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent
Outdoor dining
The Goshen Glass Chalet

Vacation Home in Goshen

9.6 out of 10, Exceptional, (42)
"The place was very nice met all of our expectations. "
United States
Marie G.
The Goshen Glass Chalet
Property grounds
Remodeled Lakefront retreat!!! Don't forget to book for ski season!

Vacation Home in Copake

9.8 out of 10, Exceptional, (14)
"We skied, we played in the snow and overall just relaxed at this perfect home!"
United States
Melissa D.
Remodeled Lakefront retreat!!! Don't forget to book for ski season!
Exterior
Antique Farmhouse Totally Restored

Vacation Home in Sheffield

9.8 out of 10, Exceptional, (94)
"The property was beautiful. Very spacious, inside and out. "
United States
Michelle C.
Antique Farmhouse Totally Restored
Exterior
The Blue Elm - A Historic Berkshire Cottage

Cottage in Sheffield

10.0 out of 10, Exceptional, (15)
"It was wonderful!! The hosts were fantastic and the place was lovely. Highly recommend. "
United States
noel s.
The Blue Elm - A Historic Berkshire Cottage
Property grounds
Reset and Relax in Luxury Cottage

Cottage in Rhinebeck

10.0 out of 10, Exceptional, (45)
"Wonderful stay! Beautiful setting! Comfortable, well equipped. Sunny, quiet ... PERFECT! Looking forward to visiting in the future. Excellent communication with our host. "
United States
Madeleine D.
Reset and Relax in Luxury Cottage
Exterior
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust

Vacation Home in Watertown

9.6 out of 10, Exceptional, (16)
"It was a great time. Loved it hear would come back again. Owner was very helpful."
United States
Nosa I.
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
Fridge, microwave, oven, stovetop
Mid Century Modern Studio w/ Full Kitchen - Newly Built

Apartment in Kent

9.8 out of 10, Exceptional, (10)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
$222 nightly
The price is $251
Dec 10 - Dec 11
Total with taxes and fees
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Smart TV, offices
Classy Comfort in Upstate New York

Vacation Home in Rhinebeck

10.0 out of 10, Exceptional, (51)
"We enjoyed this beautiful and well kept home. The master bedroom and bath were perfect for us. Because of the sudden warm weather, the boys owners kindly turned on the AC for us, making us very comfortable. The kitchen was spotless and the dishes all very well organized and pristine. We appreciated all the tiny fresh flower bouquets throughout, and all of the beautiful plantings and flowers in the yard. The deer were peacefully grazing in the back yard, and we enjoyed the sunny back porch and...
United States
Julia L.
Classy Comfort in Upstate New York
Exterior
Cozy & Serene Cabin with Fireplace, Ski Nearby!

Cabin in Bethlehem

10.0 out of 10, Exceptional, (35)
"Awesome location and cottage. So peaceful and easy. Would 100% book again "
United States
Leah G.
Cozy & Serene Cabin with Fireplace, Ski Nearby!
Fridge, microwave, oven, stovetop
Family House On Highland Lake with Dock

Vacation Home in Winsted

10.0 out of 10, Exceptional, (28)
"Great house for access to Highland lake. Stayed w/ another family and layout was good for multiple people. Owner very responsive. Would stay again. "
United States
TJ M.
Family House On Highland Lake with Dock
Exterior
Summer Lake Cottage, private beach, Berkshire Hills, small village

Cottage in Lakeville

9.4 out of 10, Exceptional, (84)
"The location was perfect for racing at Lime Rock Park."
United States
Jane D.
Summer Lake Cottage, private beach, Berkshire Hills, small village
Interior
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard

Cabin in Great Barrington

9.8 out of 10, Exceptional, (14)
"Very enjoyable stay, highly recommended."
United States
Niall M.
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Interior
Stunning Light-Filled Contemporary Home on 7 Acres

Vacation Home in Salt Point

10.0 out of 10, Exceptional, (27)
"We needed a place for the bridal party and moms to stay for the bridal shower. This place was clean, good location, and the listing is accurate."
United States
Heather C.
Stunning Light-Filled Contemporary Home on 7 Acres
Outdoor pool, a heated pool
Litchfield County Four Season Country Paradise

Vacation Home in Roxbury

9.6 out of 10, Exceptional, (50)
"Great time for all. Hosts were great."
United States
Ray S.
Litchfield County Four Season Country Paradise
Exterior detail
CT Gate House Goshen CT, Gate House Goshen CT

Vacation Home in Goshen

2.5 star property
9.8 out of 10, Exceptional, (7)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
$614 nightly
The price is $629
Dec 14 - Dec 15
Total with taxes and fees
CT Gate House Goshen CT, Gate House Goshen CT
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

Cornwall Inn and Lodge

Cornwall Inn and Lodge

10/10 Excellent
"We have stayed at the Cornwall Inn & Lodge two times. We love its charm and cozy atmosphere. It is clean and well maintained, not the most spacious but we're not in town to stay in the room. The beds are comfy, the room was warm and toasty for our Thanksgiving visit. The staff is always polite and helpful. The breakfast they offer is light on sugar and junk food, a refreshing switch from the typical offerings at other hotels. If you are looking for a simple room with a lot of charm, a healthy breakfast, and a sweet, relaxing space to spend the night in the Kent area, this is a perfect option."
James 3-night trip
Posted 4 days ago
Cornwall Inn and Lodge

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 $251 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.

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?

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT: You might like this vacation home rental near Sharon. It 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 4 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, 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.