
House holiday rentals in Sharon
Find and book unique houses on Airbnb
Quick stats about house rentals in Sharon

Total holiday rentals
Explore 40 holiday rentals in Sharon

Nightly prices starting at
Sharon holiday rentals start at €87 per night before taxes and fees

Verified guest reviews
Over 1,810 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Sharon holiday 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!
Top-rated house rentals in Sharon
Guests agree: these houses are highly rated for location, cleanliness and more.

The Wheelhaus—Restored Home in Hamlet of Amenia
Open a bottle of wine and stretch out on the blue sectional sofa in the sunny living room. The fun and stylish decor is a modern interpretation of the area’s agricultural roots, with wood floors and exposed-brick accents in the loft bedroom. Two laptop friendly work spaces available and high speed WiFi. Reach out with any special requests! Check out our other properties nearby! Hitchbrook in Sharon, CT Thimble House in Millbrook, NY Social: @amenia.union Guests will have access to the entire home and yard. Happy to help enhance your experience and address any concerns if they arise! Walk to restaurants and cafes in the center of town, and catch a new release at the drive-in movie theater. Explore the vineyards and go hiking and biking in the local area. Explore further afield from Metro North train station, only minutes away. Parking available at the house. Close (3 miles) to Metro North Railroad. Easy access (.25 miles) to the Harlem Valley Rail trail, a walking and bike path. Walking distance to restaurants in the town of Amenia.
4.86 out of 5 average rating, 141 reviews
The Red Country Cottage
Perfect getaway in this countryside cottage nestled in nature but walking distance to town center. Spend some relaxing time watching the creak run by, walk or bike (provided/bring own) on the 26mi flat scenic Harlem Valley Rail Trail from the cottage. Enjoy the evening sitting by the fire/comfortable patio. Visit the 60’s themed movie theater and restaurant walking distance, near by brewery/winery/cafe/restaurants, wedding venues, Lime Rock Racing, skiing. Direct train to Wassaic from MetroNorth
4.96 out of 5 average rating, 165 reviews
Hillside Grove
Country hillside retreat. Expansive outdoor patio area complete with Blackstone grill and hot tub. A cozy deck with casual seating nestled amongst the trees and an exquisite natural stone fire pit with six adirondack chairs. An enclosed sunroom overlooking expansive property and sunset. A large harvest table with seating for 8 in the main dining area for more formal gatherings. Fully equipped, recently renovated kitchen and a sitting room for enjoying morning coffee or tea. Large family room.
4.96 out of 5 average rating, 103 reviews
4Br Mountain Brook House on 130 acres w/ trails
Hemlock House is an extraordinary private escape nestled against a babbling brook running through the rocky gorge of an 130 acre magical historic farm. Explore hiking trails through old forests, trout creeks, and 90ft waterfall or simply relax by the fire pit or within the outdoor spa while listening to the flowing water. Visit this beautifully designed retreat, complete with gourmet kitchen, cozy fireplace, great wifi and comfortable bedrooms with quiet workspaces- learn more at cascadafarm.com
4.88 out of 5 average rating, 222 reviews
State Forest Getaway
Enjoy our Mountain getaway for year round fun! There are lots of activities close by-Mohawk Ski Mountain, Indian Lake and historic Covered Bridges! Hike in the backyard, cool off in the creek or relax in front of the Wood-burning fireplace or get the whole family together for a fun BBQ on the outdoor deck. We have 4 comfortable bedrooms plus daybed room and 3 bathrooms and a fully equipped Chefs Kitchen. The living room is great for lounging and perfect a movie night watched on the projector
4.85 out of 5 average rating, 126 reviews
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.
4.98 out of 5 average rating, 182 reviews
Cozy house w/ screened porch near Kent & falls
Your family will be close to everything when you stay at this centrally-located place, 1 mile from Kent, CT. The house is cozy with a stone fireplace, wonderful screened in porch with skylights, two bedrooms, spacious living room with desk, full bath, back porch with fire-pit, grill and table and laundry in the basement. It's perfect for four but our dining room can convert to a spare bedroom as the door shuts and the table folds down. The kitchen is well stocked and we've cooked many meals
4.97 out of 5 average rating, 112 reviews
Charming and relaxing 4b farmhouse 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
4.9 out of 5 average rating, 240 reviews
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!
4.97 out of 5 average rating, 191 reviews
Tucked-away Charming Forest Cabin w/ 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
4.92 out of 5 average rating, 308 reviews
Cottage in the woods
Our Cottage in the woods has spectacular views into the forest, with a short walk to the lake side of Longpond. With an open airy living room large stone working fireplace looks out into a wrap around deck. 1 bedroom on main floor with 2 bedrooms on ground. A very large sunroom with lounge and antique asian day bed. 2 full bathrooms one on each floor. Ideal for guests going to Lime Rock racetrack which is close by.
4.96 out of 5 average rating, 100 reviews
The House in a Beautiful Small Upstate Town
This is a house to enjoy with the family with a lot of space and many activities, in a small town but with a lot of tourism. You can visit the town which it has a small cinema, and Rail trail for walking or biking, and it has many restaurants nearby. This house includes a living room, kitchen, 4 bedrooms, 3 full bathrooms, deck, and a big backyard. You can also do BBQ s outside.
4.97 out of 5 average rating, 265 reviewsPopular amenities for house rentals in Sharon
House rentals with a pool

Stunning Views, Bucolic Bliss in 1790s Farmhouse
4.93 out of 5 average rating, 213 reviews
Entire Home, Private Indoor Pool
4.81 out of 5 average rating, 136 reviews
Lake House close to Skiing & Indoor Hot Tub
4.96 out of 5 average rating, 113 reviews
Hilltop House - HOST & Co.
4.98 out of 5 average rating, 115 reviews
Hudson River estate guest cottage
4.98 out of 5 average rating, 109 reviews
Chef’s Kitchen * Screened Porch * Near Woodstock
4.93 out of 5 average rating, 126 reviews
Hudson River Sunset Getaway
4.92 out of 5 average rating, 112 reviews
Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
4.92 out of 5 average rating, 181 reviewsWeekly house rentals

The Owl Cottage@Mohawk Mountain
4.99 out of 5 average rating, 104 reviews
Slate Cabin - Stylish Country Escape x Rhinebeck
4.98 out of 5 average rating, 132 reviews
Breathtaking Views of Secluded Paradise
4.94 out of 5 average rating, 118 reviews
Architectural wonder in the woods
4.9 out of 5 average rating, 311 reviews
The Farm Retreat House
4.93 out of 5 average rating, 15 reviews
Woodland A-Frame
5.0 out of 5 average rating, 33 reviews
Modern Sharon Farmhouse
5.0 out of 5 average rating, 33 reviews
3 Bed/2.5 Bath with Indoor Pool
5.0 out of 5 average rating, 38 reviewsPrivate house rentals

Gorgeous Modern New Ranch near Rail Trail!
5.0 out of 5 average rating, 37 reviews
Sharon Chalet Lakeside Cottage
4.96 out of 5 average rating, 27 reviews
Nature lover’s retreat in NWCT
5.0 out of 5 average rating, 23 reviews
Litchfield Hills Modern Escape w/Pool & Sauna
5.0 out of 5 average rating, 6 reviews
Greystone at Twin Lakes
4.97 out of 5 average rating, 72 reviews
Historic Candlewick House in Lakeville
5.0 out of 5 average rating, 11 reviews
Charming 1745 House
4.84 out of 5 average rating, 56 reviews
Halo Hollow Haus - Litchfield Lake & Ski Haven
4.93 out of 5 average rating, 55 reviewsWhen is the best time to visit Sharon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €207 | €210 | €205 | €193 | €240 | €250 | €243 | €261 | €228 | €247 | €218 | €204 |
| 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 |
Destinations to explore
- New York Holiday rentals
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- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Mont-Tremblant Holiday rentals
- Hunter Mountain
- Yale University
- Bear Mountain State Park
- Six Flags New England
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Storm King Art Center
- Taconic State Park
- Mohonk Preserve
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Kent Falls State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Bousquet Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Mohawk Mountain Ski Area
- Sleeping Giant State Park
- Millbrook Vineyards & Winery
- Storm King Art Center





