Holiday Rentals in Sharon

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Sharon

Lakefront Fall Foliage in New England Just 2 Hours From NYC
10.0 out of 10, Exceptional, (86)
"Wonderful time, beautiful lakeside view"
United States
Lianne S.
Lakefront Fall Foliage in New England Just 2 Hours From NYC
The Blue Elm - A Historic Berkshire Cottage
10.0 out of 10, Exceptional, (14)
"If I could have given it more than 5 stars I would have. Beautiful, quiet area and the place is stunning. The gas fireplace in the dining area was great, has pretty much everything you could need and incredibly stylish (the retro fridge and microwave were very cool). Can’t speak to the pullout but the king in the master might have been the most comfortable bed I’ve ever slept in and the double shower is awesome. The hosts were friendly and responsive. Went to hike and the number of trails within...
United States
Marc R.
The Blue Elm - A Historic Berkshire Cottage
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
8.6 out of 10, Excellent, (27)
"Clean, quite stores only 8 minutes away. "
United States
Mindy H.
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Wappinger Cottage - Scandinavian retreat on a creek
10.0 out of 10, Exceptional, (22)
"We had a wonderful stay. The Cabin is ideally situated in a very tranquil spot. Perfectly appointed, we couldn't have been happier with our stay."
United States
Phoebe J.
Wappinger Cottage - Scandinavian retreat on a creek
Summer Lake Cottage, private beach, Berkshire Hills, small village
9.4 out of 10, Exceptional, (84)
"Wonderful lake retreat 🥾"
United States
Elizabeth B.
Summer Lake Cottage, private beach, Berkshire Hills, small village
Charming 2-bedroom Lake Front Cottage with WiFi, AC in welcoming Harwinton
10.0 out of 10, Exceptional, (11)
"From check-in to check-out, everything at the yellow cottage was wonderful! Jessica, the host, was lovely, and quite accommodating. She ensured that our every need was met. The cottage is beautifully appointed, very well-equipped, and extremely comfortable. The lake setting is idyllic.We have had a perfect getaway - and have already booked our next stay! "
United States
KIMBERLY D.
Charming 2-bedroom Lake Front Cottage with WiFi, AC in welcoming Harwinton
The Goshen Glass Chalet
9.6 out of 10, Exceptional, (41)
"The chalet was great. Plenty of room, very cozy and in a very quiet neighborhood community. "
United States
Tracy F.
The Goshen Glass Chalet
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
9.8 out of 10, Exceptional, (24)
"Absolutely love this sweet home! There was plenty of room for all eight of us. Beds were comfortable and the kitchen was well stocked for a quick weekend away. We had tickets to Tanglewood and wished we had planned on a few more days to enjoy the house and surrounding are. The house in on a beautiful piece of land. Colon was very easy to work with- would recommend this stay without hesitation!"
United States
Laura S.
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
Classy Comfort in Upstate New York
10.0 out of 10, Exceptional, (51)
"We loved the area lots to do great restaurants"
United States
Judith K.
Classy Comfort in Upstate New York
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
9.6 out of 10, Exceptional, (17)
"House was adorable! Very clean and updated, perfect size for a family. Great location in the heart of the Berkshires."
United States
Laura B.
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
9.6 out of 10, Exceptional, (15)
"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
Premiere Berkshire Country Estate w/ Private Pool & Tennis Court - 5 mins to GB!
10.0 out of 10, Exceptional, (55)
"We were taking our first family ski trip and were lucky to stay at this great house which is only 10 minutes from Butternut. Super convenient, very comfortable and the huge kitchen was a perfect place for our family to gather after a day on the slopes. We loved it and would happily return next year!"
United States
Erin R.
Premiere Berkshire Country Estate w/ Private Pool & Tennis Court - 5 mins to GB!
Private retreat on 12 acres w hot tub and bbq
10.0 out of 10, Exceptional, (8)
"The property is beautiful and was perfect for our needs. We all had a great time and the host was wonderful. "
United States
Robby P.
Private retreat on 12 acres w hot tub and bbq
Remodeled Lakefront retreat!!! Fall is coming! Come relax by the lake!!
9.8 out of 10, Exceptional, (14)
"We had an amazing time and thoroughly enjoyed our stay! The property is beautiful, clean, and well-maintained, exceeding our expectations. The peaceful, private setting, along with the nearby lake, made for a truly relaxing getaway. The view of the lake from the living room was absolutely stunning, and we lost track of time just admiring it. This was the perfect retreat, and we can't wait to come back!"
United States
Charles J.
Remodeled Lakefront retreat!!! Fall is coming! Come relax by the lake!!
Waterfront Cottage 10 Min From Great Barrington
10.0 out of 10, Exceptional, (99)
"What a quaint and charming lake house. We loved eating and enjoying the lake view and wild life. Thank you for letting us share your beautiful getaway home!"
United States
Tammie H.
Waterfront Cottage 10 Min From Great Barrington
WELCOME TO THE COUNTRY - LAKE FRONT PROPERTY - THE FOX DEN STUDIO
10.0 out of 10, Exceptional, (181)
"A really wonderful and tranquil spot in the Hudson Valley. I would definitely stay there again."
United States
Max D.
WELCOME TO THE COUNTRY - LAKE FRONT PROPERTY - THE FOX DEN STUDIO
Antique Farmhouse Totally Restored
9.8 out of 10, Exceptional, (93)
"Enjoyed the property, location and charming house that was well stocked with everything we needed."
United States
Sharon S.
Antique Farmhouse Totally Restored
Family House On Highland Lake with Dock
10.0 out of 10, Exceptional, (28)
"Awesome location, plenty of space in the house, clean, and the host was very responsive. Will definitely stay here again when in Connecticut. "
United States
Jason B.
Family House On Highland Lake with Dock
Litchfield County Four Season Country Paradise
9.6 out of 10, Exceptional, (50)
"Fabulous time with Family celebrating our daughter’s marriage!!! The house had everything you could expect and more!!! The pool and jacuzzi were beautiful. The host Brian was extremely nice and helpful. We would highly recommend. "
United States
Cathy M.
Litchfield County Four Season Country Paradise
Historic Barn Retreat w/ Pool & Pond Views | Longview Pond Lodge by AvantStay
10.0 out of 10, Exceptional, (1)
"We had a wonderful family stay. House was big clean and as shown on the site"
United States
Gil B.
Historic Barn Retreat w/ Pool & Pond Views | Longview Pond Lodge by AvantStay
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Sharon Hotel Reviews

Find out more about Sharon

Everything you need to know about Sharon holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sharon holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sharon holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sharon holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sharon holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sharon rentals

At Expedia, we put the best Sharon holiday 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 holiday.

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 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?

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

How many holiday rentals will I find in Sharon?

Expedia has 13 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, Macedonia Brook State Park and Housatonic Meadows 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.