Holiday Homes in Sharon

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Holiday Homes in Sharon

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
On the beach, sun-loungers

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

9.6 out of 10, Exceptional, (74)
"The house is as advertised. Good amount of room. The host was pretty communicative. No complaints from the property. Just wish they had a bigger table for group dinners"
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
Charming 1870 cape cottage in Litchfield
Outdoor dining

Charming 1870 cape cottage in Litchfield

10.0 out of 10, Exceptional, (39)
"Hosts were very accommodating and are next door. Property is beautiful. The home is spacious, comfortable, extremely clean and well-stocked, and has that wonderful New England charm. Jeff provided reccos for dining and nature that proved to be perfect. We missed the autumn colors by a week or so….so may just have to go back to enjoy that next year"
Charming 1870 cape cottage in Litchfield
Serene Salisbury Rental Home on 26 Acres w/ Deck!
Fridge, microwave, stovetop, dishwasher

Serene Salisbury Rental Home on 26 Acres w/ Deck!

9.8 out of 10, Exceptional, (7)
"Great weekend getaway with family to celebrate "
Serene Salisbury Rental Home on 26 Acres w/ Deck!
Enjoy the ambiance of the Spirit Horse Farm just 1 mile from the town of Kent CT
Exterior

Enjoy the ambiance of the Spirit Horse Farm just 1 mile from the town of Kent CT

2.0 star property
Enjoy the ambiance of the Spirit Horse Farm just 1 mile from the town of Kent CT
Beautiful home on acres with deck, fenced area & fireplace
Exterior

Beautiful home on acres with deck, fenced area & fireplace

10.0 out of 10, Exceptional, (2)
Beautiful home on acres with deck, fenced area & fireplace
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Exterior

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

9.6 out of 10, Exceptional, (18)
"Very nice, as expected! "
The price is AU$575
includes taxes & fees
3 Dec - 4 Dec
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
The Long View of Candlewood Lake
Smart TV, fireplace

The Long View of Candlewood Lake

10.0 out of 10, Exceptional, (17)
"The house faces the lake and offers tranquil and beautiful views from most rooms. It was meticulously maintained and very attractive and comfortable. It was stocked with everything you would need to be comfortable and to feel like home. We stayed 2 nights and thoroughly enjoyed it!"
The Long View of Candlewood Lake
Indulge in an Elegant Upstate Getaway
Smart TV, offices

Indulge in an Elegant Upstate Getaway

10.0 out of 10, Exceptional, (45)
"Lovely prio"
Indulge in an Elegant Upstate Getaway
NEW! LAKE FRONT, Private Dock, Fire Pit, Paddle Boards, Kayaks & Rec Room!
Property grounds

NEW! LAKE FRONT, Private Dock, Fire Pit, Paddle Boards, Kayaks & Rec Room!

10.0 out of 10, Exceptional, (3)
"First time booking and the place was perfect, beautiful views, real cozy vibes, and the host did a great job to attend at anything we needed "
NEW! LAKE FRONT, Private Dock, Fire Pit, Paddle Boards, Kayaks & Rec Room!
Cottage at Copake Lake
Property grounds

Cottage at Copake Lake

10.0 out of 10, Exceptional, (61)
"House was very clean and cozy. Has everything you need and we were very comfortable. Really peaceful location. Short walk to dock where they have paddle board, kayak and seating. Highly recommend if you’re looking for a place at Cooke lake."
Cottage at Copake Lake
Waterfront Escape +dock +kayaks +firepit +fireplace +games
Terrace/patio

Waterfront Escape +dock +kayaks +firepit +fireplace +games

9.8 out of 10, Exceptional, (10)
"This was one of the most-special and memorable experiences my wife and I have ever had with a VRBO property and Owner. I had recently received a devastating medical diagnosis causing us to think about forfeiting our stay for 3 nights. After not checking in the 1st night, we decided to call Frank and let him know why we had not checked in but that we changed our minds and wanted to come for the last 2 nights as we needed the solitude and peace that his property on the lake might provide us. He...
Waterfront Escape +dock +kayaks +firepit +fireplace +games
Cozy Litchfield House w/ Fenced-In Yard & Fire Pit
Terrace/patio

Cozy Litchfield House w/ Fenced-In Yard & Fire Pit

9.8 out of 10, Exceptional, (62)
"House was clean, completely stocked with everything needed and more, great back yard and gathering areas. Property owner helped right away when we reached out. Would definitely recommend. "
Cozy Litchfield House w/ Fenced-In Yard & Fire Pit
Hopewell Haven w/ heated pool and hot tub
Fridge, microwave, oven, stovetop

Hopewell Haven w/ heated pool and hot tub

9.4 out of 10, Exceptional, (10)
"This house has a lot of unique touches with furniture that clearly someone put a lot of thought and love into. The main room is much bigger than the listing pics let on. Ample space for a comfortable gathering. Highly recommended this home."
Hopewell Haven w/ heated pool and hot tub
Spacious Home nestled along the Blackberry River in Northwest CT
Fridge, microwave, oven, stovetop

Spacious Home nestled along the Blackberry River in Northwest CT

10.0 out of 10, Exceptional, (78)
"We had a wonderful stay here. The house is very spacious and was perfect for kids with enough spaces for everyone to sleep and run around. Jennifer was super responsive (within minutes) and friendly and we experienced no problems with the house. My only regret is not being able to spend as much time as we wanted at the house to utilize their amazing backyard (we we had a family wedding which took us away from the property each day). Highly recommend this place - especially to families with kids!"
Spacious Home nestled along the Blackberry River in Northwest CT
Private Annex/Former Artist Studio
Exterior detail

Private Annex/Former Artist Studio

10.0 out of 10, Exceptional, (46)
"The owner greeted us the first night. Very pleasant and super friendly. The space is beautiful and the fact that it was once an artist's studio for me made it even more special. The nearby lake is gorgeous. We brought our dog and she was very relaxed and comfortable for the stay. I thoroughly enjoyed the property and our mini vacation! "
Private Annex/Former Artist Studio
Renovated, one level home in an excellent location
Fridge, microwave, oven, stovetop

Renovated, one level home in an excellent location

10.0 out of 10, Exceptional, (38)
"3 college roommates stayed because new Milford was a convenient location for all 3 of us. Great girls trip catching up with wine snacks and movies. We weren’t familiar with the area so wished we would have stayed closer to town aka the Green but it was nice to have a 5 minute walk down to the little private beach area and an easy 10ish minute drive to town to walk around some shops before heading back to enjoy good company. Thanks Alberto! U were great with ur communication both before and...
Renovated, one level home in an excellent location
Catamount, Zip Line, Private Setting, Book Now!
Fridge, microwave, oven, stovetop

Catamount, Zip Line, Private Setting, Book Now!

10.0 out of 10, Exceptional, (5)
"This house was perfect for our group. It is spacious, modern and comfortable with a great yard and views of Catamount. We loved that the house is so new and clean yet also dog friendly. The proximity to the mountain made our ski days so easy. The kitchen is well equipped and we made dinner there several nights. One small gripe: firewood not supplied for the awesome stone fireplace. But we brought our own. Overall a wonderful house and we will be back."
Catamount, Zip Line, Private Setting, Book Now!
Renovated Lakefront House w/ Dock: Pets Welcome!
Terrace/patio

Renovated Lakefront House w/ Dock: Pets Welcome!

9.0 out of 10, Wonderful, (20)
"The house was perfectly situated on the lake. It had areas that I could close the gates, deck/yard, to keep in or out my 3yr old grandson and our dog. It made for a very relaxing time for all of us. The rooms were spacious and comfortable. There were plenty of toys to keep my grandson occupied! My 15 yr old granddaughter loved fishing off the deck and the dock. The host was very available and helpful. The grocery store was a short drive away! I will definatly book this house again next...
Renovated Lakefront House w/ Dock: Pets Welcome!
Bluebird Valley Farmhouse
Beach

Bluebird Valley Farmhouse

10.0 out of 10, Exceptional, (59)
"If ever in the area again, we will definitely stay at Bluebird Farmhouse. It is so charming with wonderful artwork throughout this warm and comfortable home. A beautiful setting with a very well equipped home providing everything you need. We were in town for a wedding and thoroughly enjoyed our stay at this special farmhouse!!"
Bluebird Valley Farmhouse
Gather your family at this country estate
Miscellaneous

Gather your family at this country estate

10.0 out of 10, Exceptional, (3)
"This is an older home with charm. Lots of room, and while just six of us stayed, it appears more could be accommodated with inflatable mattresses. We enjoyed sitting outside by the simple fire pit one night. I would encourage the owners to put an outside light in the back as I stumbled on the stairs twice but that’s really the only issue. We are so sorry we misplaced one of the two keys,please send us a bill for a copy if you don’t find it. Thank you!"
Gather your family at this country estate
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.
Don't see what you're looking for?
See all available properties in Sharon
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Sharon

Idillic summer getaway in Litchfield Hills, CT.
Exterior

Idillic summer getaway in Litchfield Hills, CT.

10.0 out of 10, Exceptional, (13)
"The place was as described and very comfortable. We enjoyed our stay!"
Idillic summer getaway in Litchfield Hills, CT.
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
On the beach, sun-loungers

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

9.6 out of 10, Exceptional, (74)
"The house is as advertised. Good amount of room. The host was pretty communicative. No complaints from the property. Just wish they had a bigger table for group dinners"
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Interior

The Freeman - Newly Renovated 14K SF Estate on 40 Acres

10.0 out of 10, Exceptional, (31)
"We loved the Freeman estate for our wedding!! Daniel and Anna were super helpful and the property was amazing! The house had so many amenities it was beyond our expectations. Our guests were astounded by the home and the surrounding property, would HIGHLY recommend to anyone and everyone. "
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals