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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 Kingston

4.97 out of 5 average rating, 319 reviews

This New House

Unique custom built new home constructed purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dinning area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and floors. You will also see plenty of natural pine, hickory, and local cedar throughout the house.

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 Newburgh

5 out of 5 average rating, 120 reviews

Hillcrest Glasshouse - a minimalist modern retreat

The Hillcrest Glasshouse is a fully renovated peaceful retreat with modern carefully selected furniture featuring a breathtaking view over the Hudson River with a fully equipped kitchen, outdoor fire pit, outdoor grill, indoor fireplace, AC, Sonos sound system, Netflix, Amazon Prime, Cable and excellent Wifi to satisfy all leisure and home office activities. This beautiful getaway is only 70 miles away from midtown NYC and close to many of the Hudson Valley's most visited destinations.

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!!

Vacation rentals for every style

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Popular amenities for Sharon house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Woodstock

4.99 out of 5 average rating, 250 reviews

The Woodstock Barn House - Sauna, Gym, Jacuzzi

Home in Cheshire

5 out of 5 average rating, 128 reviews

Pool House

Home in Monroe

4.96 out of 5 average rating, 199 reviews

Garden Level Suite with Beautiful Pool

Home in Hudson

4.95 out of 5 average rating, 132 reviews

Hudson Retreat w/ Hot Tub, Fireplace + Fire Pit

Home in Rhinebeck

4.87 out of 5 average rating, 116 reviews

4Br Mountain Brook House on 130 acres w/ trails

Home in Ghent

4.88 out of 5 average rating, 302 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

Home in Newburgh

4.98 out of 5 average rating, 100 reviews

Beautiful riverfront mid-century house

Home in Litchfield

4.93 out of 5 average rating, 177 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

Weekly house rentals

Home in Cornwall

4.99 out of 5 average rating, 68 reviews

The Farmhouse

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 Kingston

4.97 out of 5 average rating, 265 reviews

DeMew House in Historic Kingston

Home in Sharon

5 out of 5 average rating, 26 reviews

Nature lover’s retreat in NWCT, breathtaking views

Home in Chester

4.96 out of 5 average rating, 337 reviews

Riverfront Getaway

Home in Bethlehem

4.97 out of 5 average rating, 286 reviews

Litchfield County Farmhouse with a Modern Twist

Home in Colebrook

4.99 out of 5 average rating, 216 reviews

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

Private house rentals

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

Modern Ranch Retreat in Hudson Valley

Home in Millerton

5 out of 5 average rating, 19 reviews

Gorgeous Modern New Ranch near Rail Trail!

Home in Salisbury

5 out of 5 average rating, 52 reviews

Cozy lake house close to Hotchkiss and IMS

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 Millerton

4.98 out of 5 average rating, 49 reviews

1800s Schoolhouse with Modern Amenities

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