Vacation rentals in Sharon

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Top-rated vacation rentals in Sharon

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Guest favorite

Apartment in Copake Falls

4.93 out of 5 average rating, 255 reviews

Modern Copake Falls Getaway - 8 Mins to Catamount

Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!

Oct 14 – 21

ﺩ.ﺇ363 per night

Guest favorite

Dome in Cornwall

4.94 out of 5 average rating, 127 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

Jan 25 – Feb 1

ﺩ.ﺇ1,127 per night

Guest favorite

Guest suite in Bethlehem

4.99 out of 5 average rating, 199 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.

Aug 30 – Sep 6

ﺩ.ﺇ606 per night

Guest favorite

Cottage in Cornwall

4.94 out of 5 average rating, 115 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.

Sep 22 – 29

ﺩ.ﺇ815 per night

Guest favorite

Home in Sharon

4.93 out of 5 average rating, 135 reviews

Charming and Relaxing Farmhouse 4 Country 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.

Feb 6 – 13

ﺩ.ﺇ805 per night

Guest favorite

Guest suite in Canaan

4.98 out of 5 average rating, 293 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!!!

Nov 21 – 28

ﺩ.ﺇ538 per night

Guest favorite

Cottage in Goshen

4.98 out of 5 average rating, 103 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.

Aug 19 – 26

ﺩ.ﺇ503 per night

Superhost

Cottage in North East

4.86 out of 5 average rating, 129 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 bunnies , dairy and beef cows as your closest neighbors. Use as a base to explore the Tri-State area. Perfect for Parent Weekends for the nearby private schools. Get away from the stress: no Six O’clock news, no Wi-Fi, no beeping microwave. Strap the bikes, skis, kayaks, or canoes to the car because you’ll be centrally located for adventures.

Feb 22 – Mar 1

ﺩ.ﺇ528 per night

Guest favorite

Home in Cornwall

4.92 out of 5 average rating, 225 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

Oct 20 – 27

ﺩ.ﺇ853 per night

Guest favorite

Cottage in Sharon

4.9 out of 5 average rating, 123 reviews

Foxfire Hill: A Bit of Luxury in the Countryside

Enjoys luxurious Get away to lovely Sharon, CT, just 2 hours from NYC/3 hours from Boston. Enjoy a chill vibe, garden and mountain views, and fresh organic eggs from our lovely flock of hens. We’ve created a luxurious and spacious modern feel, in a bucolic farmland setting. All newly refurbished with a luxurious modern bath with rain shower and fabulous marble stone work. Coyuchi bedding, soft organic cotton linens, and gourmet kitchen!

Nov 19 – 26

ﺩ.ﺇ782 per night

Guest favorite

Farm stay in Ancram

4.95 out of 5 average rating, 264 reviews

Relaxing secluded stay with loving social animals.

Do you love nature, animals, and spa comforts? Then this is the perfect place for you! This is a fully finished, private area ground-floor walk-out, in the basement of the main house. Right outside your front door is 800 acres of hiking trails. You are surrounded by a mature forest, with loving and social goats, geese, ducks, kitty, and pups. To enhance this private retreat there are a hot tub and sauna steps from your door.

Dec 8 – 15

ﺩ.ﺇ605 per night

Guest favorite

Home in Sharon

4.93 out of 5 average rating, 124 reviews

Lovely Cottage in Nature w/ Private River Access

Springtime in beautiful Sharon! Comfortable, rustic cottage with fire-pit, wood-burning stove, large deck for star-gazing, 4 acres, a brook and private path to 200' Housatonic River frontage. In lovely Litchfield Hills, covered bridges, restaurants, the Appalachian trail and hiking trails, ski areas, Audubon Center, Clarke Outdoors tubing/ kayaking and Ellsworth Farms fruit picking. Near Millerton, Kent, Great Barrington.

Jun 6 – 13

ﺩ.ﺇ732 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Sharon vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Sharon's top sights

Cornwall Country Market5 locals recommend

When Pigs Fly10 locals recommend

Housatonic Meadows State Park9 locals recommend

Covered Bridge Electric Bike7 locals recommend

Sharon Farm Market18 locals recommend

Sharon Playhouse27 locals recommend

Other great vacation rentals in Sharon

Guest favorite

Apartment in Kent

4.93 out of 5 average rating, 127 reviews

Loft 22

Oct 7 – 14

ﺩ.ﺇ549 per night

Guest favorite

Vacation home in Torrington

4.97 out of 5 average rating, 131 reviews

Modern/Private Five ★ /Hotel quality stay/1 BR Apt

Nov 1 – 8

ﺩ.ﺇ581 per night

Guest favorite

Apartment in Canaan

4.98 out of 5 average rating, 103 reviews

West Main

Jun 17 – 24

ﺩ.ﺇ482 per night

Guest favorite

Guesthouse in Sharon

5.0 out of 5 average rating, 64 reviews

Cottage with a Waterfall View

Sep 26 – Oct 3

ﺩ.ﺇ400 per night

Guest favorite

Apartment in Amenia

5.0 out of 5 average rating, 22 reviews

Amenia Main St Cozy Studio

Aug 21 – 28

ﺩ.ﺇ282 per night

Guest favorite

Home in Cornwall

4.98 out of 5 average rating, 51 reviews

The Brookside Barn

Jan 24 – 31

ﺩ.ﺇ587 per night

Guest favorite

Cottage in Sharon

5.0 out of 5 average rating, 12 reviews

Comfortable cottage surrounded by nature

Nov 11 – 18

ﺩ.ﺇ547 per night

Guest favorite

Bungalow in Sharon

4.9 out of 5 average rating, 40 reviews

Cozy Blue Bungalow on the Lake, Sleeps 5

Nov 20 – 27

ﺩ.ﺇ630 per night

Show all

Quick stats about vacation rentals in Sharon

Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
2.2K reviews

Frequently Asked Questions

Are there pet-friendly vacation rentals in Sharon?
Four-legged friends are welcome in Sharon. Choose from more than 20 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 free parking, over 30 homes with air conditioning, over 30 homes with a kitchen, over 30 homes with wifi, 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 30 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 30 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 30 house rentals with free parking in Sharon. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Sharon

Top-rated vacation rentals in Sharon

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Sharon vacation rentals

Stay near Sharon's top sights

Other great vacation rentals in Sharon

Apartment in Kent

Vacation home in Torrington

Apartment in Canaan

Guesthouse in Sharon

Apartment in Amenia

Home in Cornwall

Cottage in Sharon

Bungalow in Sharon

Quick stats about vacation rentals in Sharon

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there pet-friendly vacation rentals in Sharon?

What are the most popular amenities for House Rentals in Sharon?

Are there family-friendly vacation rentals in Sharon?

Do house rentals in Sharon have wifi?

Do house rentals in Sharon have air conditioning?

Are there Sharon vacation rentals on Airbnb with pools?

Do house rentals in Sharon have a kitchen?

Do house rentals in Sharon have free parking?

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