Hazy sunset over country road in the mountains upstate NY

Holiday Homes in Amenia

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 July - 5 July
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Amenia holiday homes

Fridge, microwave, oven, stovetop

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 AU$380
includes taxes & fees
22 June - 23 June
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
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 AU$443
includes taxes & fees
30 June - 1 July
Campfire Cottage: Fireplace, fire pit & no chores!
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 AU$503
includes taxes & fees
22 June - 23 June
Retro Retreat: renovated 2BR, desk, no chore list!
TV, fireplace, books

NEW: Chic Modern Barn Style Home in Fun Area

NEW: Chic Modern Barn Style Home in Fun Area
Pine Plains
The price is AU$891
includes taxes & fees
22 June - 23 June
NEW: Chic Modern Barn Style Home in Fun Area
Shower, hair dryer, towels, soap

The Quaint House: Modern Heritage in Roundout Kingston Waterfront

The Quaint House: Modern Heritage in Roundout Kingston Waterfront
Rondout
The price is AU$395
includes taxes & fees
15 July - 16 July
The Quaint House: Modern Heritage in Roundout Kingston Waterfront
Interior

rural, serene + sophisticated space

rural, serene + sophisticated space
Red Hook
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful property with unique accommodations in the Hudson Valley"
United States
BRIAN PATRICK M.
The price is AU$567
includes taxes & fees
29 June - 30 June
rural, serene + sophisticated space
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 AU$836
includes taxes & fees
23 June - 24 June
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Property grounds

Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (43 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is AU$703
includes taxes & fees
12 July - 13 July
Cheerful 3-bedroom cottage with woodstove
Interior

Double the Fun: Two Houses, Shared Yard & Fire Pit

Double the Fun: Two Houses, Shared Yard & Fire Pit
Kingston
10.0 out of 10, Exceptional, (4 reviews)
"Both houses were vey clean and well kept. I would recommend this to anyone. I would stay here again."
United States
Kelly B.
Double the Fun: Two Houses, Shared Yard & Fire Pit
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, (3 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 AU$1,132
includes taxes & fees
23 June - 24 June
Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
TV, ping pong, books

3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly

3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly
Kingston
10.0 out of 10, Exceptional, (1 review)
"Beautiful home, had everything we needed for a great long weekend. Easy to get to town. Highly recommend! Amanda was very clear about the check-in and check out process. Would love to stay again when the weather is warmer."
United States
Mitch B.
3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly
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)
The price is AU$1,569
includes taxes & fees
2 July - 3 July
The George is an elegant restored home in the Hudson Valley
Smart TV

Hot Tub - Hammock- Games - Grill - Large Colonial

Hot Tub - Hammock- Games - Grill - Large Colonial
Kingston
9.8 out of 10, Exceptional, (9 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 AU$1,137
includes taxes & fees
7 July - 8 July
Hot Tub - Hammock- Games - Grill - Large Colonial
Dining

Whispering Estate Guest House - A Romantic Countryside Getaway

Whispering Estate Guest House - A Romantic Countryside Getaway
Goshen
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful property and great location. A true retreat. "
United States
Andrea B.
The price is AU$1,260
includes taxes & fees
20 June - 21 June
Whispering Estate Guest House - A Romantic Countryside Getaway
Dining

Luxe Mountain Getaway on Private Rd Near Rhinebeck

Luxe Mountain Getaway on Private Rd Near Rhinebeck
Hyde Park
Luxe Mountain Getaway on Private Rd Near Rhinebeck
Fridge, microwave, oven, stovetop

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 AU$2,019
includes taxes & fees
27 June - 28 June
A Country Lodge Straight Out of the Pages of a Great Novel
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 AU$3,542
includes taxes & fees
2 July - 3 July
Church Des Artistes a Hudson Valley retreat
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Amenia Hotel Reviews

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

8/10 Good
"Room was clean but very small compared to other places we’ve stayed."
margaret 1-night trip
Posted 3 hours ago
Quality Inn Hyde Park Poughkeepsie North

Find out more about Amenia

Amenia Holiday Homes information

Number of reviews
161
Accommodation
310 Holiday Homes
Lowest Price
AU$380
Highest Price
AU$3,542