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Vacation rentals in Amenia

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Top-rated vacation rentals in Amenia

Guests agree: these stays are highly rated for location, cleanliness, and more.

Home in Amenia
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.
$320 per night
PLUS
Cottage in Kent
Charming 2 Bedroom House with Hot Tub - Mowhak MNT
Kick back and relax with your family or friends in this calm, stylish 2 bedroom house. Enjoy the fully stocked modern kitchen, deck and top of the line hot tub. Just 2 miles away from the artistic town of Kent, where you can visit exquisite restaurants, gorgeous art galleries or antique shops. Also enjoy the multiple walks, from the rolling river with the historic covered bridge, Kent Falls or the Appalachian Trails. Perfect for all the different seasons from summer nights, foliage and ski.
$92 per night
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Home in Amenia
The Red Country Cottage
Perfect getaway in this countryside cottage nestled in nature but walking distance to center. Spend some relaxing time watching the creak run by, walk or bike (provided/bring own) on the 26mi flat Harlem Valley Rail Trail from the house. Enjoy the evening sitting by the fire/comfortable porch or visit the 60's themed drive-in movies with pizza and carnival food or find fine dining near by. Visit a near by brewery/winery. We are a few miles from Wassaic, Millbrook, Troutbeck, Old Drovers Inn.
$189 per night
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Stay near Amenia's top sights

Photo of Freshtown of Amenia
Freshtown of Amenia13 locals recommend
Photo of Four Brothers Pizza Inn
Four Brothers Pizza Inn78 locals recommend
Photo of Fudgy's Ice Cream
Fudgy's Ice Cream4 locals recommend
Photo of Serevan
Serevan39 locals recommend
Photo of Back In the Kitchen
Back In the Kitchen7 locals recommend
Photo of Monte's Local Kitchen & Tap Room
Monte's Local Kitchen & Tap Room6 locals recommend

Other great vacation rentals in Amenia

Guesthouse in Millerton
Loft in the Pines
$95 per night
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Guesthouse in Dover Plains
Spilt Milk Cottage - Hudson Valley, NY
$115 per night
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Cottage in Sharon
Foxfire Hill: A Bit of Luxury in the Countryside
$108 per night
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Private room in Pleasant Valley
Cedarhurst 2
$55 per night
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Home in Millerton
Mountaintop Skyloft
$108 per night
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Rental unit in Millbrook
Blue Cottage Apartment in Village of Millbrook
$125 per night
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Cottage in Red Hook
bright serene + spacious barn
$305 per night
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Cabin in Rhinebeck
Sunset Bungalow-Mt views on 130acre forest & falls
$158 per night
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Rental unit in Millerton
Gardens Galore and Village Whimsy Retreat
$89 per night
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Guesthouse in Sharon
Cottage with a Waterfall View
$119 per night
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Guest suite in Millerton
Romantic Sunset-50 mile view!
$108 per night
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Cottage in Rhinebeck
Ridgetop 2 Br Cabin- Views, 130acre forest & falls
$155 per night
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