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Vacation rentals in Sharon

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Top-rated vacation rentals in Sharon

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Dome in Cornwall

4.95 out of 5 average rating, 151 reviews

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

Guest suite in Bethlehem

4.99 out of 5 average rating, 257 reviews

Breezy Crest private & restful w/antique charm

Escape to this charming and historic two-story 1841 suite, nestled in the quaint town of Bethlehem. The upstairs bedroom boasts original exposed beams and antique details, creating a cozy and inviting atmosphere. Wake up to the sunrise from the comfort of your bed and enjoy a warm fire in the backyard while listening to the peaceful sounds of nature. Conveniently located between Litchfield and Woodbury, and just 90 miles from NYC, you'll have easy access to shops, restaurants, and ski slopes.

Guesthouse in Dover Plains

4.89 out of 5 average rating, 104 reviews

Spilt Milk Cottage - Hudson Valley, NY

Completely renovated 1BR + den cottage inside a circa 1800's dairy barn. Come stay in a perfect WFH base with easy access to the Metro North train and everything the Hudson Valley has to offer. Master bedroom features a full size massaging and adjustable bed with plenty of storage and an office nook. The den is perfect for cuddling up and watching movies or the queen size foldout works as a 2nd bed. Highspeed internet, and a well equipped kitchen to cook up all those locally sourced goodies!

Rental unit in Pine Plains

4.98 out of 5 average rating, 146 reviews

Newly renovated cutie

Newly renovated apartment in private home. Pets may be allowed on a case by case basis. Please contact me to discuss. Ample parking off road. Quiet location. Centrally located. Hudson to the north (20 mins). Millerton (10 mins) to the East. Rhinebeck (20 mins)to the west. Poughkeepsie to the south. Summertime polo matches only 5 mins from the house. Town beach a couple mins away. Many dining options within minutes. The Stissing Center offering musical and theater options also within minutes.

Cottage in Cornwall

4.94 out of 5 average rating, 132 reviews

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.

Guest suite in Canaan

4.98 out of 5 average rating, 328 reviews

Walk to Brewery in Historic Railroad Depot

This light-filled space is in a separate wing of my house with its own private entrance. There is one bedroom with a king-sized bed, spacious living room with table for meals, a large TV, a refrigerator/freezer stocked with bottled water and 1/2&1/2 for coffee, microwave and coffee maker with coffee pods are provided. You will hear the train as it travels through town. There are several places to eat nearby. Be sure to check out GUIDEBOOK on my listing to see what our area offers!!!

Home in Sharon

4.93 out of 5 average rating, 164 reviews

Charming Country Farmhouse for Group Getaway

We are thrilled to share our idyllic country home with you and hope you enjoy it as much as we do. Built in 1882, set on a hill with ample indoor and outdoor space (two kitchens!) overlooking the Housatonic River and the famous West Cornwall bridge, our fully stocked house is close to hiking, fishing, kayaking, skiing/snowboarding. Set in gorgeous Litchfield Hills near the Appalachian trail, wineries, breweries, farms, rivers and lakes, waterfalls, antiques, casual or fine dining.

Guest suite in Warren

4.79 out of 5 average rating, 218 reviews

Rustic Farmhouse Suite; Cozy; Litchfield County

The rustic cozy "Guest Suite" at the Perkins Homestead has it's own private entrance; Enjoy the feeling of the history at the antique 1847 farmhouse with wide plank floors; working fireplace; cozy living room with large screen TV; Kitchenette includes coffee maker, under counter refrigerator, microwave and toaster oven; A small clean up sink; King size bed; Views of a dirt road that meanders through the original "Homestead" farmland; take a walk or just hang out in front of a fire.

Cottage in Goshen

4.95 out of 5 average rating, 120 reviews

Country Cottage in Goshen

Quaint country cottage, with beautiful hardwood floors, screened in porch, claw foot bathtub and lots of antiques set on a naturally landscaped 1 acre property. The original cottage was built in 1932, but was completely renovated in the last 5 years. 650 square feet with a bedroom, bathroom, lounge on the 2nd floor loft, and an open floor plan with living area, dining area and kitchen on the first floor. French doors lead from the dining area to a large screened in porch.

Rental unit in Litchfield

4.98 out of 5 average rating, 128 reviews

Artist's Garden Apartment

Private second floor apartment with entrance. Detached from the host's main house. Overlooks perennial herb and flower gardens located in the backyard. Walking distance to White Memorial Nature Preserve and the historic Litchfield Center. Walk or bike from the backyard to shopping, restaurants, art galleries, bakeries, or to a 3000 acre nature preserve and take in the Flora and Fauna. Quiet residential neighborhood that is close to so many amenities and activities.

Cottage in North East

4.86 out of 5 average rating, 148 reviews

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!

Home in Cornwall

4.92 out of 5 average rating, 251 reviews

Secluded modern forest cabin with private brook

Renovated cozy cabin (orig 1930s) with modern interior. Two bedrooms, new kitchen & bathroom, overlooking a beautiful private brook and forested hill. Minutes drive to the general store & Kent Falls, 10 minutes from fantastic restaurants, Mohawk Ski Resort & summer activities like swimming & kayaking. Great hiking trails and close to the Appalachian Trail. High speed internet, Netflix, and a deck with outdoor seating. Instagram @GunnBrookCabin

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Popular amenities for Sharon vacation rentals

Free parking on premises

Air conditioning

Stay near Sharon's top sights

Lime Rock Park33 locals recommend

West Cornwall Covered Bridge29 locals recommend

Sharon Playhouse27 locals recommend

Clarke Outdoors27 locals recommend

Troutbeck21 locals recommend

Sharon Farm Market18 locals recommend

Other great vacation rentals in Sharon

Guest suite in Falls Village

5 out of 5 average rating, 17 reviews

Cozy Railroad Street Retreat

Cabin in Millerton

5 out of 5 average rating, 22 reviews

Luxe Cabin Oasis: 40 acres with stream-ideal for 2

Cabin in Cornwall

5 out of 5 average rating, 31 reviews

Beautiful Cabin in Cornwall CT.

Home in Sharon

4.91 out of 5 average rating, 34 reviews

Beautiful sun filled cottage in the woods

Home in Sharon

5 out of 5 average rating, 11 reviews

Modern Sharon Farmhouse

Home in Millerton

5 out of 5 average rating, 19 reviews

Gorgeous Modern New Ranch near Rail Trail!

Guesthouse in Cornwall

5 out of 5 average rating, 9 reviews

Lodge 2 miles from Mohawk Mtn Skiing

Home in Sharon

4.98 out of 5 average rating, 50 reviews

The Treehouse- Modern Home in the Woods

Quick stats about vacation rentals in Sharon

Total rentals
60 properties
Total number of reviews
2.8K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Frequently Asked Questions

Are there pet-friendly vacation rentals in Sharon?
Four-legged friends are welcome in Sharon. Choose from more than 30 vacation rentals for guests traveling with pets.
What are the most popular amenities for House Rentals in Sharon?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with air conditioning, over 40 homes with wifi, over 40 homes with a kitchen, over 40 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Sharon?
Sharon has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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 air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Sharon. Enjoy a tailored experience with all the comforts you desire.
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 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 free parking?
Absolutely! We offer over 40 house rentals with free parking in Sharon. Enjoy a tailored experience with all the comforts you desire.

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