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March 2025

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Compare 280 Vacation Homes in Sharon with updated reviews, rates, and availability.

Hidden Charm in Hudson Valley In Dutchess County

2.0 star property
10.0 out of 10, Exceptional, (14)
"We visited here for my wife’s birthday with friends. Great location, while it’s just a 2 hour drive from the city the property is has a great location with its own privacy and wonderful light lit living room. The place is well stocked with utensils and linens. Host was very responsive and kind.Thank you for creating the wonderful time for us"
Hidden Charm in Hudson Valley In Dutchess County

Remodeled Lakefront retreat!! Come join us for Ski Season!!

9.6 out of 10, Exceptional, (5)
"We skied, we played in the snow and overall just relaxed at this perfect home!"
Remodeled Lakefront retreat!! Come join us for Ski Season!!

Litchfield County Four Season Country Paradise

9.6 out of 10, Exceptional, (40)
"Considering that area does not have convenient hotels, this location was perfect for the event we attended. It was nice of them to vacate their home so we could stay - though we wish that would have been communicated. There is no extra room with twin beds - at least not functional. The property is nice. Whomever took the pictures did a great job. It worked for us for the short time we were in the area."
Litchfield County Four Season Country Paradise

Hudson Valley Horse Farm Retreat in Salt Point

10.0 out of 10, Exceptional, (55)
"Nice house, great location, helpful host."
Hudson Valley Horse Farm Retreat in Salt Point

Charming 1870 cape cottage in Litchfield

10.0 out of 10, Exceptional, (46)
"This property was lovely. As a former resident in CT, I appreciate the New England charm. The house was pristine. Unfortunately I was in for a memorial and during a snow storm. Jeffrey and his family were so accommodating and so kind to us. I highly recommend this home. I would not hesitate to stay there again. "
Charming 1870 cape cottage in Litchfield

Mountain View Getaway

10.0 out of 10, Exceptional, (49)
"Such a magical place…always enjoy our stay. The home is so comfy - the hosts are amazing. "
Mountain View Getaway

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"Oriana was awesome and I look forward to staying there again."
Charming cottage with lake access, wood burning fire place, and WiFi

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

9.6 out of 10, Exceptional, (25)
"Our family of 4 stayed here while skiing at Catamount - great proximity, exactly as pictured, clean, and perfect size. Host was responsive - would stay here again!"
The price is SAR 634
SAR 1,280 total
includes taxes & fees
12 Mar - 13 Mar
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

Linden by AvantStay | Countryside Berkshire Escape

9.6 out of 10, Exceptional, (9)
"Our family had a wonderful time staying at Linden House. It was comfortable for the 6 adults and 4 young children. We loved the sophisticated charm of the house with its beautiful artwork and furnishings. It has quality appliances and a fully equipped kitchen. We plan to return next year."
Linden by AvantStay | Countryside Berkshire Escape

The Long View of Candlewood Lake

10.0 out of 10, Exceptional, (20)
"A great place to stay with the family! "
The Long View of Candlewood Lake

Pet-Friendly Beacon Area Vacation Rental: 6 Acres

10.0 out of 10, Exceptional, (12)
"Great place to stay for all ages. Had everything we needed and lots of room to relax. Definitely will stay here again next time we come. Comfy beds, easy to get to, easy check in, everything we needed in the kitchen, lots of books and toys, great outdoor space. Thanks for providing the perfect place to stay with extended family! "
Pet-Friendly Beacon Area Vacation Rental: 6 Acres

Beautiful Berkshires Colonial on 7 acres

10.0 out of 10, Exceptional, (5)
"Our family of 4 really enjoyed staying in this cozy, comfortable and beautifully-decorated farmhouse. Communication with the owners was easy and they had lots of great tips for enjoying the area, and the house had all of the essentials needed for a great weekend away. We’d intended to ski at nearby Catamount or Butternut but didn't manage to book lessons in time (lesson learned: book early for holiday weekends!), but Jiminy Peak was a great alternative an easy day trip further north. We’d...
Beautiful Berkshires Colonial on 7 acres

Charming Columbia County Farm House

9.4 out of 10, Exceptional, (23)
"Our family had a wonderful time staying at this home. We played many games at the table and watched the fire burn in the stove. It was a cozy place with reading areas and the capability to get off screen time for the kids. "
Charming Columbia County Farm House

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!

Lakeside Peninsula Escape

Lakeside Peninsula Escape

YOIN: Whispers of Tranquility, a Zen Retreat

YOIN: Whispers of Tranquility, a Zen Retreat

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

9.6 out of 10, Exceptional, (84)
"My girlfriends and mine were looking for a nice weekend getaway to unwind. The property was very clean. The basement level seemed a little more disheveled than pictured and very cold. Unfortunately we didn’t spend any time down there. The rest of the property was wonderful and spotless! Beds were comfortable."
Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!

Antique Farmhouse Totally Restored

9.8 out of 10, Exceptional, (86)
"Enjoyed the property, location and charming house that was well stocked with everything we needed."
Antique Farmhouse Totally Restored

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!

Minutes from downtown Great Barrington, Convenient location

10.0 out of 10, Exceptional, (47)
"We had a great time, lots of space and a perfect home base for catamount, great Barrington, etc. "
Minutes from downtown Great Barrington, Convenient location
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, (66)
"The host was great and the property had everything we wanted and more. We will be back."
Lakefront Winter Winderland in New England Just 2 Hours From NYC

Two Bedroom Cottage Close To Town

9.4 out of 10, Exceptional, (19)
"We enjoyed three nights at the cottage. It's beautifully decorated, comfortable, warm and welcoming - a perfect home base for nearby hikes and exploring the area. The large yard was perfect for playing soccer with our child. Renters note: we also had a fabulous meal at nearby restaurant Fern. "
Two Bedroom Cottage Close To Town

Hidden Charm in Hudson Valley In Dutchess County

2.0 star property
10.0 out of 10, Exceptional, (14)
"We visited here for my wife’s birthday with friends. Great location, while it’s just a 2 hour drive from the city the property is has a great location with its own privacy and wonderful light lit living room. The place is well stocked with utensils and linens. Host was very responsive and kind.Thank you for creating the wonderful time for us"
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.