Holiday Homes in Sharon

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Featured Holiday Homes in Sharon

Charming cottage with lake access, wood burning fire place, and WiFi

2.0 star property
10.0 out of 10, Exceptional, (1)
"Oriana was awesome and I look forward to staying there again."
Charming cottage with lake access, wood burning fire place, and WiFi

Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!

9.6 out of 10, Exceptional, (83)
"No complaints. Stayed during the winter so ne er got the full experience with the lake but it was a great home."
Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!

Immaculate waterfront home nestled in the Litchfield hills w/ tons of...

9.8 out of 10, Exceptional, (22)
"We made happy memories over a cold January weekend. We cooked together, sat around the fire, played games and dozed in comfortable beds with high quality linens. We enjoyed the view of the water and the twinkling lights on the property at night. The steam shower was divine. If you like cooking, bring good knives, a veggie peeler and good pans. Plenty of glassware and dishes and some cookware provided. "
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...

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

9.4 out of 10, Exceptional, (23)
"The host was great with communication! The is such a cute little place but the layout is very nice and everything was updated and very nice! Would book again!! "
The price is AU$598
includes taxes & fees
20 Feb - 21 Feb
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

The Goshen Glass Chalet

9.6 out of 10, Exceptional, (31)
"Our weekend stay here was absolutely amazing. The house was spotless and had all the conveniences of home. The owner was quick to respond to any questions that we had. The hot tub was absolutely a selling point for us. We were so relaxed in this spacious house from the fully stocked kitchen, to the bathrobes, to the Awesome outside, screened in porch. The kids had a blast in the basement with ping pong, and the games stocked in the closet. I would love to come back in the spring and summer to...
The Goshen Glass Chalet

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

BAGELS & SLOPES: Start Your Day Deliciously, Hit Powder Perfectly!

2.0 star property
8.8 out of 10, Excellent, (3)
"Property is lovely and very well maintained. We stayed for over 10 days and it was a perfect home away from home. Owners are very kind and accommodating — when I couldn’t find a hair dryer one was delivered to the house within a couple of hours. They also offered to relocate us if we were bothered by the nearby forest fire, which was not necessary. I hope we’ll have the opportunity to stay again."
BAGELS & SLOPES: Start Your Day Deliciously, Hit Powder Perfectly!

Renovated, one level home in an excellent location

10.0 out of 10, Exceptional, (39)
"We had a great stay! "
Renovated, one level home in an excellent location

YOIN: Whispers of Tranquility, a Zen Retreat

YOIN: Whispers of Tranquility, a Zen Retreat

5 Minutes from Catamount Ski Area

9.0 out of 10, Wonderful, (21)
"Cozy spot after skiing. "
5 Minutes from Catamount Ski Area

Peaceful, Post and Beam Loft, Sleeps 9

10.0 out of 10, Exceptional, (16)
"We enjoyed our stay in this lovely, remote location. The home was welcoming and inviting. The property is large with nice views. It is a bit of a drive to reach stores and restaurants but that is what we like! The upstairs loft is one wide-open space with several beds so you need to be okay with sharing the space. "
Peaceful, Post and Beam Loft, Sleeps 9

Antique Farmhouse Totally Restored

9.8 out of 10, Exceptional, (85)
"Place is great. Has a old farmhouse feel with an update. Lots of spots within the house for people to hang out. We did a family birthday get together and had a great time. "
Antique Farmhouse Totally Restored

Large Barn styled vacation home that fits groups with space to spare.

9.8 out of 10, Exceptional, (57)
"Everything was ideal for our Thanksgiving get together. Setting and views were perfect, made even more so with a timely blanket of fresh snow. An amazing amount of cooking provisions allowed us to cook as if we were in our own kitchen. Lots of options for keeping a large group entertained, and sleeping accomodations that pleased everyone. Host was very helpful with check-in communications and gracious with check in and out times without other bookings adjacent to ours. All in all a very special...
Large Barn styled vacation home that fits groups with space to spare.

LAKE FRONT LAKE BUEL Monterey 10 M GREAT BARRINGTON HOUSE VIEWS PRIVATE DOCK

10.0 out of 10, Exceptional, (39)
"house is clean, well maintained, and well stocked. Owners very responsive."
LAKE FRONT LAKE BUEL Monterey 10 M GREAT BARRINGTON HOUSE VIEWS PRIVATE DOCK

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

10.0 out of 10, Exceptional, (7)
"A well appointed charming old farmhouse in a quiet pastoral setting with a small lake on the property. Close to town and ski areas. House was clean and had all the amenities we needed. Host was easy to communicate with and helpful. He suggested we check in early as snow was forecast in the afternoon. We were 3 generations with a total of 6 of us. The 4 bedrooms and 6 beds ensured everyone had their own bed. Kids enjoyed playing in the snow. Overall an excellent stay. We would definitely stay...
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

Serene Salisbury Rental Home on 26 Acres w/ Deck!

9.8 out of 10, Exceptional, (8)
"We had a wonderful time in your beautiful home. Went on many hikes and drives to Great Barrington, Lenox, Salisbury and a few other towns. We saw the Christmas lights in Lenox, ate at GB Eats and the Black Rabbit. We played games, assembled puzzles and relaxed. The fireplace kept us warm and cozy. It was a wonderful place to bond with our family and spend the holiday weekend together. Many thanks for everything!"
Serene Salisbury Rental Home on 26 Acres w/ Deck!

Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated

9.8 out of 10, Exceptional, (9)
"We loved our stay! Andrea responded to questions very quickly. The house was very clean and had everything we needed. We appreciated the treat that was left on the island. We were there only 2 nights and wish we stayed longer. We would definitely stay again. "
Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated

Minutes from downtown Great Barrington, Convenient location

10.0 out of 10, Exceptional, (46)
"Our family stayed here for a long weekend to do some skiing. The house was perfectly located a short drive from Catamount. The house was super clean and had everything we needed. Marianne was a lovely host providing us with info before our check in and being available if we needed anything (we were all set but the offer was so nice). My son loved that there were some board games to choose from too! Would definitely recommend this property "
Minutes from downtown Great Barrington, Convenient location

The Art House: 5-Acre Private Getaway w/ Firepit & AC

9.8 out of 10, Exceptional, (13)
"Great weekend "
The Art House: 5-Acre Private Getaway w/ Firepit & AC

Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer

10.0 out of 10, Exceptional, (1)
"Beautiful home, worked well for 10 adults. Great hosts, well stocked with everything we needed. Clean, comfy, cozy! Would recommend to friends and family! "
Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer
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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Other property types in Sharon

Lakefront Winter Winderland in New England Just 2 Hours From NYC

9.8 out of 10, Exceptional, (65)
"We had a beautiful, peaceful, cozy fall weekend at this cabin. The location is stunning next to the lake and across the street from hiking trails. The cabin had everything we needed and was quite comfortable. The only caveat is that it abuts a road with aggressive drivers so I did not feel comfortablet letting my dog off leash. Other than that, ideal. I will definitely be back! "
Lakefront Winter Winderland in New England Just 2 Hours From NYC

Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!

9.6 out of 10, Exceptional, (83)
"No complaints. Stayed during the winter so ne er got the full experience with the lake but it was a great home."
Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!

Hidden Charm in Hudson Valley In Dutchess County

2.0 star property
10.0 out of 10, Exceptional, (13)
"thank you to the host, she was responsive, the home was amazing, clean, secluded, perfect size for our family and the property was beautiful. we loved having 2 beds on the main floor, as my mom is elderly, so no stairs was incredibly convenient. house had all the supplies we needed to cook/clean, so it was just terrific!! Thank you!"
Hidden Charm in Hudson Valley In Dutchess County
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.