Title: Sharon Vacation Rentals from CA $560: Short-Term Rentals for 2025 | Expedia.ca

  

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# Sharon Vacation Rentals

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## Check prices for these dates

In two weeks

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6123340&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6123340&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6123340&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6123340&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Sharon

## Our top choices for Sharon vacation rentals

![Dining](https://images.trvl-media.com/lodging/104000000/103800000/103797900/103797842/73268969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103800000/103797900/103797842/8367ff1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103800000/103797900/103797842/990f86dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103800000/103797900/103797842/8e8dae1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

Northwest Harwinton

8.8/10

Excellent

(24)

"The cabin was great! Exactly as described and pictured. The kitchen was well stocked with all the basic cooking instruments and utensils. We had a blast and would absolutely come back."

[](https://www.expedia.ca/Harwinton-Hotels-Lake-Front-Cabin-W-Firepit.h103797842.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/92000000/91390000/91387900/91387900/eae7c29b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91390000/91387900/91387900/dd3b7c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91390000/91387900/91387900/2c3b61ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/92000000/91390000/91387900/91387900/3688fd2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Be in Nature at this Gorgeous Riverfront Cabin

Poughkeepsie

10/10

Exceptional

(21)

"An ideal retreat. The modern cabin offered serene surroundings with stunning views of the woods and creek. The property was well-maintained, and the property manager was highly responsive. A perfect choice for a peaceful and refreshing getaway."

[](https://www.expedia.ca/Poughkeepsie-Hotels-Be-In-Nature-At-This-Gorgeous-Riverfront-Cabin.h91387900.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/9fa6f837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/13f82703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/edf60411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/565807cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Guesthouse Cabin vacation rentals in Berkshire County

Sheffield

10/10

Exceptional

(9)

"Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. "

CA $511

CA $954 total

includes taxes & fees

Sep 28 - Sep 29

[](https://www.expedia.ca/Sheffield-Hotels-Guesthouse-Cabin-Vacation-Rentals-In-Berkshire-County.h99962392.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39960000/39954400/39954364/c74b811e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39960000/39954400/39954364/c3f7f916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39960000/39954400/39954364/e601a37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/40000000/39960000/39954400/39954364/392c12f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Premiere Berkshire Country Estate w/ Private Pool & Tennis Court - 5 mins to GB!

Great Barrington

10/10

Exceptional

(55)

"We loved Manor Lane! It had every amenity you could ask for. The house is fun and charming and there are thoughtful touches everywhere you look! We had fun watching movies in the living room, playing games in the lounge, cooking family meals in the spectacular kitchen and playing tennis in the sunshine. A perfect 10!"

[](https://www.expedia.ca/Great-Barrington-Hotels-Premiere-Berkshire-Country-Estate-W-Private-Pool-Tennis-Court-5-Mins-To-GB.h39954364.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/052d8e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/04dddce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/ed51271f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/be2467fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Blue Elm - A Historic Berkshire Cottage

Sheffield

10/10

Exceptional

(10)

"Everything was great...and beautiful!"

CA $277

CA $560 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Sheffield-Hotels-The-Blue-Elm-A-Historic-Berkshire-Cottage.h101469345.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/119000000/118470000/118467400/118467341/cb8efd3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118470000/118467400/118467341/3a77d3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118470000/118467400/118467341/d975f5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118470000/118467400/118467341/ac949794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Whispering Estate Guest House - A Romantic Countryside Getaway

Goshen

10/10

Exceptional

(3)

"Beautiful property and great location. A true retreat. "

CA $1,107

CA $1,679 total

includes taxes & fees

Oct 10 - Oct 11

[](https://www.expedia.ca/Goshen-Hotels-Charming-Retreat-At-Stone-Hill-Estate-Nature-Meets-Luxury.h118467341.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547893/9b0a12c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547893/197f0ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547893/142c6abe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547893/5f52ca5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Summer Lake Cottage, private beach, Berkshire Hills, small village

Lakeville

9.4/10

Exceptional

(82)

"The house has rustic charm and sits right on the lake. It is a beautiful peaceful spot. "

[](https://www.expedia.ca/Lakeville-Hotels-Summer-Lake-Cottage.h33547893.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109100000/109091900/109091867/11e18063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109100000/109091900/109091867/4b495f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109100000/109091900/109091867/1a3d55ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109100000/109091900/109091867/40320e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Elizaville

9.0/10

Wonderful

(8)

"Oriana was awesome and I look forward to staying there again."

[](https://www.expedia.ca/Elizaville-Hotels-Charming-Cottage-With-Lake-Access.h109091867.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/100000000/99810000/99802600/99802538/a214acc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99810000/99802600/99802538/f46d5899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/100000000/99810000/99802600/99802538/1853d2e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99810000/99802600/99802538/c7719f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

Egremont

9.8/10

Exceptional

(20)

"We had a wonderful time, the property is lovely and the house is delightful."

[](https://www.expedia.ca/South-Egremont-Hotels-Relax.h99802538.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/74000000/73070000/73062100/73062001/44b89ff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/74000000/73070000/73062100/73062001/e35be52e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73070000/73062100/73062001/ac356ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73070000/73062100/73062001/314701e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stunning Light-Filled Contemporary Home on 7 Acres

Salt Point

10/10

Exceptional

(25)

"5-stars. Fantastic property, great communication with host. Perfect stay. Thank you!"

[](https://www.expedia.ca/Salt-Point-Hotels-Stunning-Light-Filled-Contemporary-Home-On-7-Acres.h73062001.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/28000000/27130000/27129600/27129515/46c8a41a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/28000000/27130000/27129600/27129515/f9623fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27130000/27129600/27129515/1e626f4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27130000/27129600/27129515/751b9826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Antique Farmhouse Totally Restored

Sheffield

10/10

Exceptional

(91)

"Enjoyed the property, location and charming house that was well stocked with everything we needed."

[](https://www.expedia.ca/Sheffield-Hotels-Antique-Farmhouse-Totally-Restored.h27129515.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89790000/89781400/89781399/9a35a7a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89790000/89781400/89781399/8b902bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89790000/89781400/89781399/306eb463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89790000/89781400/89781399/bd34065e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust

Watertown

9.6/10

Exceptional

(14)

"The house is huge with plenty of room and tons of features! Pool and hot tubs were lots of fun and the game room is full of games and tables to keep the kids happy.The location is very secluded and private, with easy access to stores and restaurants right down the street if needed.Brian was very responsive and easy to work with before and during our stay."

[](https://www.expedia.ca/Watertown-Hotels-Beautiful-Chalet-In-The-Middle-Of-Litchfield-County.h89781399.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/109000000/108970000/108962900/108962866/b98061a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/109000000/108970000/108962900/108962866/e0c90395_edited_8334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining tables](https://images.trvl-media.com/lodging/109000000/108970000/108962900/108962866/e296f608_edited_2926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/109000000/108970000/108962900/108962866/5ee60839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Race Mountain House

Sheffield

9.2/10

Wonderful

(5)

"I spent my 60th birthday with a few friends at Mountain House and it was even better than I dreamed. The comfort and simplicity of the decor along with the mountain views. A must for those who like simple elegance."

[](https://www.expedia.ca/Sheffield-Hotels-The-Race-Mountain-House.h108962866.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/117000000/116940000/116933200/116933111/9230ef8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116940000/116933200/116933111/633cb5af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116940000/116933200/116933111/38b613a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/117000000/116940000/116933200/116933111/a9f7383a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom apartment waterfront with WiFi, lovely New Milford

New Milford

10/10

Exceptional

(4)

"This ground level apartment is comfortable and exceptionally clean, and above all its location in a bucolic setting made our two night stay peaceful and restful. Knowing location of the key made the check-in very easy, and the kitchen facilities met our needs. "

[](https://www.expedia.ca/New-Milford-Hotels-Charming-2-Bedroom-Apartment-Waterfront-With-WiFi.h116933111.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34990000/34984600/34984583/37ddf0cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34990000/34984600/34984583/dc58943e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/35000000/34990000/34984600/34984583/2cfcacba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34990000/34984600/34984583/d06f193f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Litchfield County Four Season Country Paradise

Roxbury

9.6/10

Exceptional

(50)

"Overall rating 5/5. I would recommend this home to other families and would stay again. "

[](https://www.expedia.ca/Roxbury-Hotels-Litchfield-County-Four-Season-Country-Paradise.h34984583.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/25000000/24960000/24951300/24951262/720e8117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/25000000/24960000/24951300/24951262/8cd9cdfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/25000000/24960000/24951300/24951262/d36b4e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24960000/24951300/24951262/8074bf39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!

Wingdale

10/10

Exceptional

(126)

"A delightful place. Having the lake to ourselves with magnificent views plus a property that has plenty to keep everyone active--including the very active 4 year old in our group--was amazing. Do note that the downstairs bathroom has narrow doors so mobility impaired people may not be able to access it without assistance. "

[](https://www.expedia.ca/Wingdale-Hotels-Welcome-To-The-Lake-Your-Private-Paradise-Awaits.h24951262.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111110000/111104900/111104838/9e42c94c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111110000/111104900/111104838/72f95e3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111110000/111104900/111104838/3b3f8ee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels](https://images.trvl-media.com/lodging/112000000/111110000/111104900/111104838/0e713abf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treehouse With Outdoor Bathtub & Stream!

Hyde Park

10/10

Exceptional

(2)

"Beautiful stay! Secluded and accommodations were lovely, just like in the pictures. Amazing to wake up with the view of the trees and the birds chirping all around. Would love to stay again. I would recommend planning your itinerary before arriving because the WiFi was a little spotty. "

[](https://www.expedia.ca/Hyde-Park-Hotels-Treehouse-With-Outdoor-Bathtub-Stream.h111104838.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78400000/78397000/78396908/2634fa39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78400000/78397000/78396908/d469644a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78400000/78397000/78396908/c4f07c92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78400000/78397000/78396908/ce7bd4a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Reset and Relax in Luxury Cottage

Rhinebeck

10/10

Exceptional

(43)

"We love everything about this place! This is the second time we’ve stayed here and will definitely stay again next time we are in the area."

[](https://www.expedia.ca/Rhinebeck-Hotels-Reset-And-Relax-In-Luxury-Cottage.h78396908.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32820000/32817500/32817492/0e4f366e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32820000/32817500/32817492/d149954d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32820000/32817500/32817492/b975ada0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32820000/32817500/32817492/4fbbd032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Goshen Glass Chalet

Goshen

9.6/10

Exceptional

(40)

"The home was beautiful, the lay out was fantastic for everyone to have space on their own as well as gathering together. Great location. Excited to find the Five Points Art Center and Gallery in Torrington CT and yummy food at Meraki in Litchfield CT"

[](https://www.expedia.ca/Goshen-Hotels-The-Goshen-Glass-Chalet.h32817492.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/80000000/79740000/79739200/79739136/60333e10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/80000000/79740000/79739200/79739136/17424342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/80000000/79740000/79739200/79739136/82221594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/80000000/79740000/79739200/79739136/0636ddb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family House On Highland Lake with Dock

Winsted

10/10

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. "

[](https://www.expedia.ca/Winsted-Hotels-Newly-Renovated-Family-House-On-Highland-Lake-Wdock.h79739136.Hotel-Information)

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

![Americas Best Value Inn Torrington CT](//images.trvl-media.com/lodging/1000000/10000/5800/5738/a9b48332_y.jpg)

### Americas Best Value Inn Torrington CT

10/10 Excellent

"They have breakfast staff is friendly room we're nice and clean and it's located near gas station and good and stores "

[](https://expedia.ca/Torrington-Hotels-Americas-Best-Value-Inn-Torrington-CT.h5738.Hotel-Information)

![it's a good thing](//images.trvl-media.com/lodging/100000000/99920000/99919400/99919328/1ca7ca84_y.jpg)

### it's a good thing

10/10 Excellent

"Really sweet woman who owns the house. Gave us good recommendations for dinner and things to do. The room was really cozy and fall! "

[](https://expedia.ca/Clinton-Corners-Hotels-Its-A-Good-Thing.h99919328.Hotel-Information)

![Blackberry River Inn](//images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/50a90cdd_y.jpg)

### Blackberry River Inn

10/10 Excellent

"Loved everything especially Lucas and Joe💟☮️"

[](https://expedia.ca/Norfolk-Hotels-Blackberry-River-Inn.h95991149.Hotel-Information)

![Rocky River Inn](//images.trvl-media.com/lodging/2000000/1120000/1111500/1111408/1c6bcc21_y.jpg)

### Rocky River Inn

10/10 Excellent

"Our view was stunning with the river out the window! Big, clean room! Very close to New Milford and restaurants and shops! We came for the Gilmore Girls weekend and I would absolutely stay here again! "

[](https://expedia.ca/Danbury-Hotels-Rocky-River-Inn.h1111408.Hotel-Information)

![the Alander](//images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/35e8d8d8_y.jpg)

### the Alander

10/10 Excellent

"clean, staff great,food excellent, rooms beautiful, outdside dinning and firepits are wonderful. loved it!!!"

[](https://expedia.ca/Copake-Hotels-The-Alander.h74111256.Hotel-Information)

![Homestead Inn](//images.trvl-media.com/lodging/2000000/1050000/1046900/1046891/b1d5aed6_y.jpg)

### Homestead Inn

10/10 Excellent

"Absolutely amazing Inn and close to Main St. The staff is very friendly and helpful. Planning on another trip back next spring and will stay here again."

[](https://expedia.ca/Danbury-Hotels-Homestead-Inn.h1046891.Hotel-Information)

![Belden House & Mews](//images.trvl-media.com/lodging/119000000/118360000/118359300/118359272/802f9cb9_y.jpg)

### Belden House & Mews

10/10 Excellent

"Wonderful attentive staff! Everyone I interacted with was friendly. Beautiful hotel with stunning common areas. "

[](https://expedia.ca/Litchfield-Hotels-Belden-House-Mews.h118359272.Hotel-Information)

![Interlaken Inn & Resort](//images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/dbbfdf3a_y.jpg)

### Interlaken Inn & Resort

10/10 Excellent

"It is so pretty and the views around the hotel were amazing. "

[](https://expedia.ca/Torrington-Hotels-Interlaken-Inn-Resort.h19679605.Hotel-Information)

![Prospect Berkshires](//images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/b42c4262_y.jpg)

### Prospect Berkshires

10/10 Excellent

"Gorgeous thoughtfully designed cabins with so many amenities/activities. Cliff house restaurant was delicious. Perfect getaway. "

[](https://expedia.ca/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information)

## 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](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sharon vacation rentals we have selected for you start as low as CA $560 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 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

-   Trending destinations on Expedia.ca
-   All accommodation types in Sharon

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-   [Vacation Homes in Sharon](https://expedia.ca/Sharon-Private-Vacation-Homes.d6123340-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Cottages in Sharon](https://expedia.ca/Sharon-Cottages.d6123340-aaCottages.Travel-Guide-Accommodation)
-   [Apartments in Sharon](https://expedia.ca/Sharon-Apartments.d6123340-aaApartments.Travel-Guide-Accommodation)
-   [Farmstay in Sharon](https://expedia.ca/Sharon-Agritourism.d6123340-aaAgritourism.Travel-Guide-Accommodation)
-   [Cabin Rentals in Sharon](https://expedia.ca/Sharon-Cabins.d6123340-aaCabins.Travel-Guide-Accommodation)
-   [B&B in Sharon](https://expedia.ca/Sharon-Bed-And-Breakfast.d6123340-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Motels in Sharon](https://expedia.ca/Sharon-Motels.d6123340-aaMotels.Travel-Guide-Accommodation)
-   [RV Parks in Sharon](https://expedia.ca/Sharon-RV-Parks.d6123340-aaRVParks.Travel-Guide-Accommodation)
-   [Inns in Sharon](https://expedia.ca/Sharon-Inns.d6123340-aaInns.Travel-Guide-Accommodation)
-   [Lodges in Sharon](https://expedia.ca/Sharon-Lodges.d6123340-aaLodges.Travel-Guide-Accommodation)
-   [Guest Houses in Sharon](https://expedia.ca/Sharon-Guest-Houses.d6123340-aaGuestHouses.Travel-Guide-Accommodation)
-   [Villas in Sharon](https://expedia.ca/Sharon-Villas.d6123340-aaVillas.Travel-Guide-Accommodation)
-   [Condo Rentals in Sharon](https://expedia.ca/Sharon-Condos.d6123340-aaCondos.Travel-Guide-Accommodation)
-   [Resorts in Sharon](https://expedia.ca/Sharon-Resort-Hotels.d6123340-aaResortHotels.Travel-Guide-Accommodation)

## 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?

> [Lakefront Fall Foliage in New England Just 2 Hours From NYC](https://www.expedia.ca/Sharon-Hotels-Lakefront-Winter-Winderland-In-New-England-Just-2-Hours-From-NYC.h52205462.Hotel-Information): This highly rated vacation home rental in Sharon is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a private yard 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, Housatonic Meadows State Park and Macedonia Brook State Park 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.

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![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFJUlEQVR4Xu3cMXIjNxBGYbAYKPQR5ig8Gng0HoVH2JABS239jR4AMxxr3a5aB9R7icgeAB8ziFqXi/0Plf3gTwSSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVBPyLLsWjWp7eCsf+nHXvNqvtuBrFEv7aBQbFYgHMgeyjnogHsgcyDrqvStSxzsT8tX1a/1JyFeBlPJXW/Joo7Ne/9Kq3vYsEA9kBOKBgBgISDyYb+9F0xmZWk+Mt9o4Vi0gbd4DAVEgIAUEZF00Xh4gY3RpF/rcbfooBgICAhKBGAiI99+R6DNGZne9qm3qiEbjKzaIAlkDMRAQEJB/h4wCubZ9HTlvv3V315EeCIiBgOwfgLRAQGyPbFvaWt9+E/L9aFcdJ4McjHbVcTLIwWhXHSeDHIx21XEyyMFoVx0ngxyMdtVxMsjBaFcdJ0/Icdf1P+ayduIY3dphgXwXiIEcBjIHYiCHgcy9LxK399hevk781D8we3cN4kKPkdc/ykPfum3ngoB4ICAg+gHigfTigZ841grxHq+ur+ruKc6JVTprnYyXICAgHogC0WS8BPm5SD9RT9a1caHPiP8Dc3dNd3z8m/OHNnq1nwQCArLo1bWNQEBA/ESQb7tOrtohMaqbNftAQI4DmQMBOQ5k7i2R3dp+oQfy0Gsf6do/TRf6WY/HV2yzu6a1vwUBAQHxQAxEgdge0Ymf+vExjbyLEG0/92vfkWmVI/5RvNoeKhAD0SOQAgLSqu2hArEfj5i2b9ee9Tpub0f8xLjj++ilOwiIAgExkJdAQLxp1bMd7MXtbd29tfmyjj/j2lfxUXYbp0BAQEBAQK4FZLRFqvnt3U90179Pm040u68nvrjj2o+Ntc0VCAhIewwCAmIg3oR4flVf2onetYw/eh+6scp/EwjEq/HIQEAiEJAWCAjIDtGJXqw99+23NnCkWlzo1lzfGIiPvBpvNRkvDcQ3goC0arzVZLw0EN8IAtKq8VaT8dLeBnm2h+uJMZX7qWtfi9cT/aPsV/noQz/uIL4YZLwE2YxAQOKRgYAE4mvbk9Lv+LJFlLsPPfGRVp304tHcJwgICAgISDwB0Y9/RExr40L3tfcVGdvvjfRVXozqeoK7Xh+BgHggICAxBwHZIHEvr9un27t019PoFN+ntco3+h+9Y+TprAgEBASktWiqEwtIBAJi0/aiE+c7vm/30bjjt6NLO+auaR3HgoAYCEgB8e6a1nEsCMjLVb1oqu02jeI3Ae/RPsqu+HRTIB4ICAgICEg0IQc9+86L3gZSJjeQ2tbf+vrpo4CAHAYyjRSIgbwGMo3UWyLjxGgZz9YTvWsZX7H1/qkT45eDUe3rQUBAQKJlPANpgYD42pGQ4V7a0L88XzejeWP/KNuzQEBAQBTIbqRAQPyB/6+1itZOyEmPH/1C740TtyP/KFMg66rDEQiIB7KuOhyBgHg/BTFd6PHn7CLEt29HsdG7rUjpIwUyRiAgICAgIL9DYvvn9BXbt49Vk/vyR+8eCAgICAhINZC2Q+2RkRDTdv+KfWuuN6/aupd1dN4sARmBeCA+AgExkLkfjGxb2ny73fOv2P5H76ia/yZQ9FG62wPxQOaWNgdpaxSIBzK3tDlIW6PeEvlzgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiTV+yB/Az5rCyHVBXiWAAAAAElFTkSuQmCC)