Discover Your Perfect Sharon Vacation Homes

Best Vacation Homes in Sharon

House
Map-icon
like-icon10.0
Exceptional
(89 Reviews)
2 Bedrooms 1 Bath 4 Guests 798 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
AU $595/Night 7 Nights - AU $4,168
star-icons-4
House
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
38 Bedrooms 20 Baths 53 Guests 528.63 ft²
  • Oceanfront
    Oceanfront
  • Spa
    Spa
More amenities
AU $421/Night 7 Nights - AU $2,948
star-icons-3
Hotel
Map-icon
like-icon9.2
Exceptional
(158 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $336/Night 7 Nights - AU $2,351
Cabin
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
2 Bedrooms 1 Bath 4 Guests 646 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $922/Night 7 Nights - AU $6,457
star-icons-4
House
like-icon9.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 8 Guests 11840.3 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $6,903/Night 7 Nights - AU $48,322
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $429/Night 7 Nights - AU $3,001
Cottage
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 4 Guests 900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $360/Night 7 Nights - AU $2,522
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 4 Guests 1800 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $1,125/Night 7 Nights - AU $7,872

Sharon Luxury Rentals

House
Map-icon
9 Bedrooms 6 Baths 18 Guests
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
AU $4,217/Night 7 Nights - AU $29,518
Cabin
Map-icon
5 Bedrooms 4 Baths 10 Guests 3600 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $2,104/Night 7 Nights - AU $14,726
Apartment
Map-icon
4 Bedrooms 2 Baths 8 Guests 2500 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $1,902/Night 7 Nights - AU $13,315
House
Map-icon
3 Bedrooms 5 Baths 7 Guests 8500 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
AU $1,024/Night 7 Nights - AU $7,168
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 3 Baths 9 Guests 3116 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $971/Night 7 Nights - AU $6,800
star-icons-5
Hotel
Map-icon
1 Bath
  • Spa
    Spa
  • Skiing
    Skiing
More amenities
AU $948/Night 7 Nights - AU $6,635
House
Map-icon
1 Bedroom 3 Baths 6 Guests 1377.78 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
AU $918/Night 7 Nights - AU $6,427
Cottage
Map-icon
like-icon9.4
Exceptional
(84 Reviews)
5 Bedrooms 3 Baths 18 Guests 1500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
AU $847/Night 7 Nights - AU $5,931

Sharon Pet Friendly Vacation Rentals

House
Map-icon
like-icon9.4
Exceptional
(24 Reviews)
5 Bedrooms 2 Baths 10 Guests 3000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $788/Night 7 Nights - AU $5,513
Bed & Breakfast
like-icon8.1
Excellent
(104 Reviews)
3 Bedrooms 5 Baths 9 Guests 172.22 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
AU $186/Night 7 Nights - AU $1,305
House
Map-icon
like-icon9.2
Exceptional
(118 Reviews)
3 Bedrooms 2 Baths 8 Guests 2000 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $825/Night 7 Nights - AU $5,777
star-icons-3
House
Map-icon
like-icon6.5
Good
(4 Reviews)
1 Bedroom 1 Bath 3 Guests 602.78 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $231/Night 7 Nights - AU $1,618
House
Map-icon
like-icon8.8
Fabulous
(10 Reviews)
4 Bedrooms 1 Bath 9 Guests 1700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $198/Night 7 Nights - AU $1,386
House
Map-icon
like-icon8.8
Fabulous
(5 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
AU $462/Night 7 Nights - AU $3,235
House
Map-icon
like-icon8.4
Excellent
(6 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $456/Night 7 Nights - AU $3,189
House
Map-icon
like-icon6.0
Good
(2 Reviews)
3 Bedrooms 3 Baths 6 Guests 2200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
AU $463/Night 7 Nights - AU $3,238

Sharon Large Vacation Homes

House
Map-icon
4 Bedrooms 2 Baths 11 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $499/Night 7 Nights - AU $3,493
House
Map-icon
4 Bedrooms 4 Baths 10 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $1,035/Night 7 Nights - AU $7,248
House
Map-icon
5 Bedrooms 4 Baths 11 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
AU $958/Night 7 Nights - AU $6,707
House
Map-icon
5 Bedrooms 3 Baths 11 Guests 2800 ft²
  • Child Friendly
    Child Friendly
AU $710/Night 7 Nights - AU $4,967

Why Choose Rent By Owner for your Sharon Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Sharon

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination ensures you can enjoy the region’s natural beauty and serene atmosphere when it’s at its best, making your stay truly memorable.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the area experiences warm daytime temperatures ideal for outdoor activities and exploring the natural beauty of the region.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
autumn
Early Fall (September to October)

This season offers crisp air and vibrant foliage, making it perfect for enjoying the picturesque scenery and engaging in seasonal festivities.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Winter (December to February)

The winter months bring cooler weather and a quiet ambiance, providing a peaceful retreat away from peak crowds while still offering cozy lodging options.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
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Late Fall (November)

As the region transitions into winter, the landscape becomes quieter, making it an ideal time for those seeking tranquility and off-season rates.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Sharon

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Your outdoor experience may include access to spacious patios or decks for relaxing and dining outdoors.
  • Enjoy scenic views and fresh air with private gardens or lush yard spaces typical of this destination.
  • Many rentals feature outdoor grills, perfect for cooking al fresco during your stay in the region.
  • Take advantage of nearby hiking trails or nature paths that are often accessible from vacation rentals here.
  • Look for properties with inviting fire pits, ideal for evening gatherings under the stars.
  • Some rentals offer swimming pools or hot tubs to enhance your outdoor leisure activities.
  • Expect well-maintained lawns and outdoor play areas suitable for families visiting the area.
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Family Activities

  • Sharon Audubon Center: Explore this family-friendly nature reserve offering hiking trails and bird-watching opportunities that allow you to experience the region's rich wildlife.
  • Lillinonah Park: Spend a day at this scenic lake park, perfect for picnicking, swimming, and enjoying outdoor activities in a peaceful setting.
  • Historical Society of Sharon: Discover the area's history through engaging exhibits and programs designed for visitors of all ages to learn about the region’s past.
  • Housatonic River Adventures: Embark on guided canoeing or kayaking trips along the river, providing a fun and scenic way for families to enjoy the natural beauty here.
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Adult Activities

  • Hiking and Nature Walks: Explore scenic trails in the area to enjoy the region's natural beauty and peaceful surroundings firsthand.
  • Visiting Local Art Galleries: Discover the area's vibrant arts scene by browsing charming galleries showcasing regional artists and crafts.
  • Golfing Experiences: Play a round of golf at nearby courses that offer stunning views and challenging layouts, perfect for enthusiasts seeking relaxation.
  • Historic Site Tours: Immerse yourself in the local history by touring historic landmarks that highlight the area's rich cultural heritage.

Other Places to Stay in Sharon, CT

Sharon Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take advantage of the region’s scenic landscapes by engaging in outdoor pursuits such as hiking or kayaking to fully enjoy your time here.
  • Plan visits during off-peak hours: To experience popular spots without crowds, consider visiting early in the morning or later in the afternoon.
  • Discover nearby dining options: Sample the area’s cuisine by trying local restaurants and eateries that offer authentic regional flavors.
  • Utilize trusted vacation rentals for comfort: Book carefully selected properties to ensure a relaxing and seamless stay in this charming destination.

Transportation Options

  • Sharon Railway Station: This regional station offers convenient train services connecting you to neighboring towns and cities within the area.
  • Interstate 7 Route: A major highway that provides straightforward access for driving to and from Sharon, making your commute or road trip hassle-free.
  • Local Taxi Services: Dependable taxi options are available throughout the region to assist you with comfortable transportation around here.
  • Car Rental Agencies: Numerous rental providers in the vicinity give you the flexibility to explore the area at your own pace with reliable vehicles.

Local Customs Options

  • Local Craftsmanship: The area values its tradition of handcrafted goods, and you'll find local artisans showcasing their work at regional markets.
  • Community Events: Participating in seasonal festivals and town gatherings is a cherished custom that reflects the region's strong sense of community.
  • Farm-to-Table Dining: Supporting local farmers and enjoying fresh, regional produce is a common practice among residents here.
  • Historical Preservation: Respect for the area's historic sites and architecture plays a significant role in maintaining its unique character.

Frequently Asked Questions About Sharon?

2. How many vacation rentals have private pools in Sharon?

3. Which vacation homes in Sharon are best for families?

If you are looking for a family-friendly vacation home in Sharon, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sharon:

4. How many Rentbyowner vacation rentals are available in Sharon?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 80 in the Sharon area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Sharon. 

5. What is the cancellation policy for vacation rentals in Connecticut's scenic region?

Cancellation policies vary by property. Refer to the specific listing details or contact the property owner directly for information on cancellations and possible fees.

6. How do I confirm availability and secure my booking in this area?

Availability is updated regularly on the listing. You can book directly through the platform, but it’s recommended to verify availability and contact the owner if you have special requests or need additional confirmation.

7. Are there specific check-in and check-out times for rental properties in this part of Connecticut?

Check-in and check-out times are determined by each property owner. Details are typically listed in the property description, or you can confirm with the host before finalizing your reservation.

8. What amenities can I expect at vacation rentals in the region?

Amenities vary by property, ranging from basic essentials to luxury features. Review the individual listing for a comprehensive list of included amenities and facilities.

9. How can I contact the property owner if I have questions about my stay in Connecticut?

You can message the owner directly via the booking platform. They are available to answer any questions you may have about the property, local area, or specific requirements.

Sharon Top Rated Vacation Rentals

Cottage
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $470/Night 7 Nights - AU $3,287
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $802/Night 7 Nights - AU $5,612
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $523/Night 7 Nights - AU $3,660
star-icons-3
Hotel
Map-icon
like-icon8.2
Excellent
(296 Reviews)
1 Bath
  • Spa
    Spa
  • Skiing
    Skiing
More amenities
AU $411/Night 7 Nights - AU $2,879
star-icons-4
Hotel
Map-icon
like-icon8.0
Excellent
(86 Reviews)
12 Baths 154.28 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $292/Night 7 Nights - AU $2,045
star-icons-3
Hotel
Map-icon
like-icon7.3
Very Good
(37 Reviews)
4 Baths 355.21 ft²
  • Oceanfront
    Oceanfront
  • Spa
    Spa
More amenities
AU $448/Night 7 Nights - AU $3,137
Cabin
Map-icon
3 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $664/Night 7 Nights - AU $4,646
Resort
Map-icon
1 Bath 5 Guests 904.17 ft²
  • Pool
    Pool
  • View
    View
More amenities
AU $311/Night 7 Nights - AU $2,174