Compare Amenia Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Amenia Rentals

Bluebird Valley Farmhouse

Bluebird Valley Farmhouse

6.08 mi from city center
At this vacation home, guests have access to an arcade/game room, laundry facilities, and a garden. This smoke-free vacation home also has barbecue grills.
Reset and Relax in Luxury Cottage

Reset and Relax in Luxury Cottage

14.01 mi from city center
At this cottage, guests have access to a garden.
Whispering Estate Guest House - A Romantic Countryside Getaway

Whispering Estate Guest House - A Romantic Countryside Getaway

15.57 mi from city center
$1,071 nightly
The price is $1,214 total per night
$1,214 total
Oct 5 - Oct 6
Total with taxes and fees
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
The Goshen Glass Chalet

The Goshen Glass Chalet

15.45 mi from city center
Guests of this vacation home enjoy features like a gym, a hot tub, and laundry facilities. Additional amenities include a garden and barbecue grills.
Hot Tub
Kitchen
The Farm at Hyde Park

The Farm at Hyde Park

17.82 mi from city center
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
The Calf Pen

The Calf Pen

17.82 mi from city center
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
The Blue Elm - A Historic Berkshire Cottage

The Blue Elm - A Historic Berkshire Cottage

18.32 mi from city center
$362 nightly
The price is $404 total per night
$404 total
Oct 5 - Oct 6
Total with taxes and fees
This cottage is a smoke-free cottage.
Be in Nature at this Gorgeous Riverfront Cabin

Be in Nature at this Gorgeous Riverfront Cabin

17.65 mi from city center
This cottage features free WiFi in public areas and a garden. This smoke-free cottage also has barbecue grills.
Kitchen
Pet friendly
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

21.26 mi from city center
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Spacious 4BD Country Gem - Fire Pit & Chill Vibes

Spacious 4BD Country Gem - Fire Pit & Chill Vibes

21.7 mi from city center
Guests staying at this vacation home have access to a garden and barbecue grills.
Kitchen
Free WiFi
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

23.34 mi from city center
$234 nightly
The price is $262 total per night
$262 total
Oct 6 - Oct 7
Total with taxes and fees
Guests staying at this apartment enjoy a hot tub, laundry facilities, and barbecue grills. This smoke-free apartment building also has a garden.
Hot Tub
Kitchen
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

2 out of 5
83 South Hamilton Street, Poughkeepsie, NY
21.71 mi from city center
$174 nightly
The price is $204 total per night
$204 total
Oct 1 - Oct 2
Total with taxes and fees
This apartment features free WiFi in public areas and a garden. Limited parking is available. This smoke-free apartment building also has barbecue grills.
Free WiFi
Outdoor Space
Don't see what you're looking for?
See all available properties in Amenia
View all properties
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.

Amenia Large Group Rentals

How to Book Vacation Rentals in Amenia



🏠 What is the best price for Amenia vacation rentals?

Amenia vacation rentals range in price, starting at $204 per night.


🏠 What types of vacation rentals in Amenia can I rent?

Orbitz offers a wide range of Amenia rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Amenia condo rentals.


🏠 Is it free to cancel my Amenia vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Amenia vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Amenia. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Amenia?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Amenia apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Amenia?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Amenia package deals will get you even more savings.

More to Explore

More to Explore