A rural road flanked by dense greenery and power lines under a cloudy sky.

Holiday Homes in Amenia

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Amenia holiday homes

Coffee/tea maker, fridge, microwave, oven

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is €235
includes taxes & fees
28 Jul - 29 Jul
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Coffee/tea maker, fridge, microwave, oven

A Country Lodge Straight Out of the Pages of a Great Novel

A Country Lodge Straight Out of the Pages of a Great Novel
Pine Plains
10.0 out of 10, Exceptional, (13 reviews)
"Our group of parents and riders had a great stay during the Millbrook Horse Trials in July. Clean facility, ample room, responsive host. Would stay again."
United States
Hessie S.
The price is €1,284
includes taxes & fees
26 Jul - 27 Jul
A Country Lodge Straight Out of the Pages of a Great Novel
Interior

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
Millbrook
10.0 out of 10, Exceptional, (6 reviews)
"This is a charming, historic, well-maintained home on a beautifully landscaped lot. The updates in the home balance a respect for tradition while also providing modernization. The village of Millbrook is a quintessential twee New England village. The house felt very comfortable and homey and the caretaker was attentive and accommodating. We enjoyed our stay!"
United States
Beth E.
The price is €749
includes taxes & fees
6 Aug - 7 Aug
Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
TV, fireplace, books

NEW: Chic Modern Barn Style Home in Fun Area

NEW: Chic Modern Barn Style Home in Fun Area
Pine Plains
10.0 out of 10, Exceptional, (2 reviews)
"We loved the property and everything was so welcoming! Having a pool there would be the best addition for this place!"
United States
Estefany G.
The price is €806
includes taxes & fees
11 Aug - 12 Aug
NEW: Chic Modern Barn Style Home in Fun Area
2 bedrooms, free WiFi, bed sheets

Peaceful and cozy 1 bed 1 bath in quaint Winchester

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
The price is €183
includes taxes & fees
26 Jul - 27 Jul
Peaceful and cozy 1 bed 1 bath in quaint Winchester
Interior

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (31 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
The price is €283
includes taxes & fees
18 Aug - 19 Aug
Campfire Cottage: Fireplace, fire pit & no chores!
Outdoor dining

Church Des Artistes a Hudson Valley retreat

Church Des Artistes a Hudson Valley retreat
Rondout
9.8 out of 10, Exceptional, (10 reviews)
"Beautiful, unique stay! Julie was really kind walking us through the ins and outs of the property during check-in. So much care and attention put into every room. And the book collection is amazing."
United States
Molly M.
The price is €2,225
includes taxes & fees
4 Aug - 5 Aug
Church Des Artistes a Hudson Valley retreat
Living area

Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County

Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Red Hook
10.0 out of 10, Exceptional, (25 reviews)
"It was pet friendly, even for a dog, was comfortable for the entire family and is a great location with easy access to surrounding villages."
United States
Susan T.
The price is €406
includes taxes & fees
23 Aug - 24 Aug
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Dining

The George is an elegant restored home in the Hudson Valley

The George is an elegant restored home in the Hudson Valley
Stanfordville
9.6 out of 10, Exceptional, (7 reviews)
"Clean, comfortable, private, and plenty of room. Hosts went above and beyond to make our stay easy and memorable."
United States
Polly J.
The price is €980
includes taxes & fees
26 Jul - 27 Jul
The George is an elegant restored home in the Hudson Valley
2 bedrooms, desk, free WiFi, bed sheets

Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
The price is €327
includes taxes & fees
18 Aug - 19 Aug
Retro Retreat: renovated 2BR, desk, no chore list!
Smart TV

Hot Tub - Hammock- Games - Grill - Large Colonial

Hot Tub - Hammock- Games - Grill - Large Colonial
Kingston
9.8 out of 10, Exceptional, (10 reviews)
"We had a great stay! Great location and was clean and comfortable for all of our friends."
United States
Amanda R.
The price is €711
includes taxes & fees
18 Aug - 19 Aug
Hot Tub - Hammock- Games - Grill - Large Colonial
Interior

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful property with ample space for parking. Host was super nice and met all of our needs!"
United States
Nicole Y.
The price is €511
includes taxes & fees
28 Jul - 29 Jul
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
TV, books, computer monitors

The Quaint House: Modern Heritage in Roundout Kingston Waterfront

The Quaint House: Modern Heritage in Roundout Kingston Waterfront
Rondout
9.0 out of 10, Wonderful, (2 reviews)
"The interior bedroom pictures we found to be very accurate. Shower and Bathroom was excellent. Interior very well appointed. Bedding, beds, pillows, towels all comfortable and good quality. The home is a much older, historic type home. Although the home was clean, their was a smell during our stay that reminded us of pet smells. We figured that with the age of the home, there is a good possibility that the smell is just in the wooden floors. The area was under a heat advisory, if you own a...
United States
Michelle B.
The price is €219
includes taxes & fees
27 Jul - 28 Jul
The Quaint House: Modern Heritage in Roundout Kingston Waterfront
Private kitchen

Cozy private room in a shared home with a Full-size bed and private bathroom.

Cozy private room in a shared home with a Full-size bed and private bathroom.
New Milford
The price is €139
includes taxes & fees
27 Jul - 28 Jul
Cozy private room in a shared home with a Full-size bed and private bathroom.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Amenia Hotel Reviews

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent
"It was amazing. Easy to find. Easy check-in, room was amazing. Extremely clean. The food could have been a bit warmer but coffee was great! Staff are well trained and friendly."
Linda 1-night trip
Posted 1 hour ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Find out more about Amenia

Amenia Holiday Homes information

Number of reviews
131
Accommodation
318 Holiday Homes
Lowest Price
€139
Highest Price
€2,225