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House vacation rentals in Sharon

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Top-rated house rentals in Sharon

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Home in Amenia

4.87 out of 5 average rating, 123 reviews

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.

Home in Amenia

4.97 out of 5 average rating, 110 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

Home in Millerton

4.92 out of 5 average rating, 394 reviews

Mountaintop Skyloft

This glorious Silver Mountain SKYLOFT is perfect for a getaway; equipped with hi-speed WiFi (429 mbps) and 60" HD TV. Huge private deck amid the treetops, with 100's of acres of tranquility and privacy Enjoy a romantic evening by the wood burning fire. Jupiter and Mars in the Spring sky. Lots of trails for hiking. Local gourmet food bistro & organic farm market nearby. Just 7 miles from Millerton antiques and cafe. Pets welcome- extra $65/pet/stay (Sofa bed @$99/person/night after 2 )

Home in Catskill

4.96 out of 5 average rating, 115 reviews

Cheerful Catskill Village Cottage

Bright and airy Catskill village refuge - a wildflower and wildlife haven in the thick of things. Historic house set on a quarter acre of trees and wildflowers, but blocks from Main Street, Catskill. Walk to Foreland, The Lumberyard, the incredible village cemetery, Thomas Cole House, restaurants and shops. Olana State Historic Site is right across the bridge! Cottage has a full kitchen, clawfoot tub, penny tile shower, front porch, dining room and large living room. Truly peaceful and lovely.

Home in Litchfield

4.85 out of 5 average rating, 345 reviews

Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ

Enjoy the comfort of home with air conditioning, heating, dedicated workspace, TV, and Wi-Fi. Cook your meals in the fully-stocked kitchen with all the essentials. Pamper yourself in the private bathtub or shower with provided body soap, shampoo and conditioner. Relax in the hot tub or lounge in the backyard with an outdoor dining area, bbq, patio, and fire pit. 3 Min - Litchfield Town 4 Min - Arethusa Dairy farm 5 Min - White Memorial Conservation Center 16 Min - Mohawk Mountain Ski Area

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.

Home in New Fairfield

4.93 out of 5 average rating, 107 reviews

Beautiful Lakefront Retreat with Private Dock

Relax on the lake at this beautiful, one of a kind 3 bedroom, 2.5 bath DIRECT waterfront home in a private community on peaceful Squantz Pond, adjacent to Candlewood Lake. Enjoy spectacular views across the lake of unspoiled Pootatuck State Forest from the deck or screened in porch. Swim, fish, or just relax on the private dock. Kayak and paddleboard rental nearby. The home is central air-conditioned with a fully equipped kitchen. Our special place is waiting for you!

Home in Great Barrington

4.97 out of 5 average rating, 241 reviews

Jaw dropping mountain & lake views

Curl up with a good book by the fire and gaze out at the dreamy picturesque mountain and lake views..... Or ski, swim, hike and enjoy so much more that the Berkshires has to offer in this centrally located Southern Berkshire county home. Private mountain top adventure awaits.. Centrally located in Southern Berkshire County: 10 minutes from Butternut ski, 20 minutes to Great Barrington, 25 minutes Stockbridge & Lenox and 2 ½ hours from NYC and Boston.

Home in Cornwall

4.92 out of 5 average rating, 252 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

Home in Sharon

4.93 out of 5 average rating, 145 reviews

Last Min. Deal! Cottage w/ Private Walk to River

Autumn in 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.

Home in Salisbury

4.98 out of 5 average rating, 136 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!!

Home in Millerton

4.97 out of 5 average rating, 153 reviews

Vacation Home In Millerton

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.

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Popular amenities for Sharon house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Litchfield

4.82 out of 5 average rating, 105 reviews

The Getaway-HOST & Co.

Home in Stormville

4.94 out of 5 average rating, 176 reviews

Private Hudson Valley Country Retreat

Home in Millerton

4.88 out of 5 average rating, 24 reviews

Farmhouse with a view, hot tub, pool, and fire pit

Home in Cheshire

5 out of 5 average rating, 128 reviews

Pool House

Home in Rhinebeck

4.87 out of 5 average rating, 116 reviews

4Br Mountain Brook House on 130 acres w/ trails

Home in Lagrangeville

4.84 out of 5 average rating, 133 reviews

Classic Hudson Valley Farmhouse Nestled in 9 Rolling Acres

Home in Warren

5 out of 5 average rating, 36 reviews

Moody Pond House: Perfect Fall Getaway

Home in Hamden

4.92 out of 5 average rating, 103 reviews

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

Weekly house rentals

Home in Rhinebeck

4.97 out of 5 average rating, 148 reviews

Honeybug Snug near Omega Institute!

Home in Cornwall

4.99 out of 5 average rating, 67 reviews

The Farmhouse

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!

Home in Germantown

4.99 out of 5 average rating, 300 reviews

Private Hudson Valley Loft on 200 Acre Horse Farm

Home in Hudson

4.95 out of 5 average rating, 177 reviews

Main Street Cottage

Home in Becket

4.87 out of 5 average rating, 323 reviews

Real Estate:Therapy - Lake, Laundry, Love it

Home in Sharon

5 out of 5 average rating, 26 reviews

Nature lover’s retreat in NWCT, breathtaking views

Private house rentals

Home in Salisbury

4.98 out of 5 average rating, 63 reviews

Curated Contemporary for lakes, forest & ski hills

Home in Sharon

4.91 out of 5 average rating, 34 reviews

Beautiful sun filled cottage in the woods

Home in Millerton

5 out of 5 average rating, 19 reviews

Modern Ranch Retreat in Hudson Valley

Home in Salisbury

5 out of 5 average rating, 52 reviews

Cozy lake house close to Hotchkiss and IMS

Home in Salisbury

4.96 out of 5 average rating, 81 reviews

Cottage in the woods

Home in Kent

4.96 out of 5 average rating, 70 reviews

Cheerful 2-bedroom house porch and fireplace

Home in Salisbury

4.88 out of 5 average rating, 40 reviews

Lake Country Farmhouse

Home in Sharon

4.98 out of 5 average rating, 50 reviews

The Treehouse- Modern Home in the Woods

Quick stats about house rentals in Sharon

Total rentals
40 properties
Total number of reviews
1.3K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi

Destinations to explore