
Vacation rentals in Sharon
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Top-rated vacation rentals in Sharon
Guests agree: these stays are highly rated for location, cleanliness, and more.

Amenia Main St Cozy Studio
Cozy studio in well maintained house from 1900. 150 sq ft with full size bed. Unit is comfortable for one, tight for two. Right in small town of Amenia. Front porch with seats/table. Walking to food, shops, drive-in movie theatre, and rail trail. Trail is 1/4 mile from house, paved and only allows walking/biking. On trail: Arts village Wassaic (3 miles south) Millerton (8 miles north). Train to NYC is 2.5m south. Tons in area: wineries, distillery, lakes, hiking, theatre & quaint towns.

Lakeville studio, 2nd floor Near Lake, Limerock AT
Spacious second floor studio. Close to local private schools, Catamount and Butternut ski areas, Limerock park, nearby Berkshires attractions, ski jumps! Short walk to convenience store, several restaurants, a nail salon, gym and package store. There is a laundromat nearby. 1/2 mile to Lake Wonoscopomuc, nearby park and tennis courts, and beautiful walks on rural roads. There are 2 units in this building- this listing is the upstairs, shared entrance but units are separate of each other. Edit

Vibrant, secluded dome home in Litchfield County!
Positive vibes, tranquility and refuge await! Reconnect with nature at this unforgettable escape on 3+ acres. Allowing an open flow of light, atmosphere, and energy, dome homes can offer a spiritual experience, and this property offers all that times two. Consider these naturally efficient domes your break from it all 10 minutes or less to; Skiing (Mohawk Mt.) Lake Waramaug Appalachian Trail Housatonic River Ct Wine Trail Kent Falls Antiques, art galleries, farmers markets, brewery, & more

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Under Mountain House
Our home is designed to be your home away from home! It has been newly renovated with comfort in mind so you can enjoy your stay in the Berkshires. Whether you are here to hike parts of the Appalachian Trail, stroll into town for a leisurely meal, enjoy Lime Rock Race Track or explore the many surrounding New England towns you can be assured you will always have a comfortable home to come back to!! My home is located just a 3 minute walk to the center of town and the historic White Hart.

Newly Built Cottage in Housatonic Valley
This newly built modern cottage is located on a historic railroad street nestled in a charming village within the Housatonic River Valley. There are beautiful river views from the front porch, deep woods off the back deck, a white marble kitchen with new appliances, and a dedicated parking spot. Escape the city and surround yourself in this quiet valley and the calm of small village life, located just 2 hours from NYC. This location offers year-round access to nature & outdoor activities.

The Cottage on Babbling Brook
A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

The Farmhouse
Enjoy staying at our charming Farmhouse in the heart of our working dairy farm. Our farm sits on some of the most beautiful hills in Cornwall with the famous Gateway to Cornwall view where you can see our dairy cows grazing in the grandeur of nature. Come say hello to the cows in the barn during milking or watch the herd cross the road evoking sites you might expect to see in small European farming villages. You'll likely see us on our tractors bringing hay and water to our cows!

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

Bedroom Forest View I Sauna I Fire-pit I Trails
Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

Sunset Cottage: Unplug - Relax - Recharge
Charming country cottage in Millerton, New York with a variety of nearby destinations. Unwind on a quiet country road with cows as your closest neighbors. Use as a base to explore the Tri-State area. Perfect for Parent Weekends for the nearby private schools. An idyllic setting in which to unplug and enjoy nature. Walk to the 42-mile Rail Trail, strap your bikes, skis, kayaks, or canoes to the car because you’ll be centrally located for adventure!

Cottage with a Waterfall View
Fall asleep to the sound of a waterfall and babbling brook outside your bedroom window in this historic former flax mill known as St. John's Mill. The cottage is newly renovated and features a well equipped kitchen, sofa where you can put up your feet and gaze out the living room window at the dam and waterfall, and a private grill and terrace overlooking Guinea Creek. Located along a scenic route convenient to Kent, Millerton, Salisbury & Amenia.
Popular amenities for Sharon vacation rentals
Stay near Sharon's top sights
Other great vacation rentals in Sharon

Pennybrook Cottage: A Design-Lover's CT Retreat

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Charming Home in Kent

Cottage in the woods

The House on High Meadow Farm

Bright & Airy Guest Suite
When is the best time to visit Sharon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $272 CAD | $298 CAD | $276 CAD | $299 CAD | $340 CAD | $333 CAD | $354 CAD | $393 CAD | $340 CAD | $386 CAD | $335 CAD | $313 CAD |
| Avg. temp | -4 °C | -2 °C | 2 °C | 9 °C | 14 °C | 19 °C | 22 °C | 21 °C | 17 °C | 10 °C | 5 °C | -1 °C |
Frequently Asked Questions
Are there family-friendly house rentals in Sharon?
Sharon has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Sharon?
Experience the best of Sharon with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly house rentals in Sharon?
Four-legged friends are welcome in Sharon. Choose from more than 10 house rentals for guests traveling with pets.
Are there house rentals with a dedicated workspace in Sharon?
Yes! Work meets play with ease at over 20 house rentals in Sharon featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Sharon vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Sharon, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Sharon have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Sharon. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Sharon have a kitchen?
Absolutely! We offer over 40 house rentals with a kitchen in Sharon. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Sharon have wifi?
Absolutely! We offer over 40 house rentals with wifi in Sharon. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Sharon have free parking?
Absolutely! We offer over 40 house rentals with free parking in Sharon. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Sharon?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with a kitchen, over 30 homes with air conditioning, over 40 homes with free parking, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Sharon

Total vacation rentals
Explore 70 vacation rentals in Sharon

Nightly prices starting at
Sharon vacation rentals start at $109 CAD per night before taxes and fees

Verified guest reviews
Over 3,520 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
70 of Sharon vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Sharon rentals

4.9 Average rating
Sharon stays are highly rated by guests—averaging 4.9 out of 5!
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