A rural landscape with a river, green fields, and red barns.

Millerton Vacation Rentals

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  • Upfront pricing

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Millerton vacation rentals

Living area

1. 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, (3 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.
$580 nightly
The price is $655
Sep 15 - Sep 16
Total with taxes and fees
NEW: Chic Modern Barn Style Home in Fun Area
Property grounds

2. Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (44 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
$395 nightly
The price is $442
Sep 27 - Sep 28
Total with taxes and fees
Cheerful 3-bedroom cottage with woodstove
Private kitchen

3. Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
9.4 out of 10, Exceptional, (3 reviews)
"Great location, great property, great host"
United States
Shelly B.
$148 nightly
The price is $165
Sep 27 - Sep 28
Total with taxes and fees
Cozy 1-bedroom studio in serene Great Barrington with AC
Classic Tent, Garden View | Outdoor dining

4. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
$223 nightly
The price is $250
Oct 14 - Oct 15
Total with taxes and fees
Gatherwild Ranch
Terrace/patio

5. Ideal location for summer and winter activities with plenty of outdoor space.

Ideal location for summer and winter activities with plenty of outdoor space.
Hillsdale
9.8 out of 10, Exceptional, (79 reviews)
"Excellent host!"
United States
Kenny
$325 nightly
The price is $364
Sep 14 - Sep 15
Total with taxes and fees
Ideal location for summer and winter activities with plenty of outdoor space.
Terrace/patio

6. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Stanfordville
$596 nightly
The price is $674
Sep 14 - Sep 15
Total with taxes and fees
Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Living area

7. Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
10.0 out of 10, Exceptional, (24 reviews)
"Clean, quiet, well stocked studio with everything we needed for our weekend in Kent. Very convenient to town. Highly recommend!"
United States
Joy P.
$212 nightly
The price is $241
Sep 21 - Sep 22
Total with taxes and fees
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Interior

8. Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
10.0 out of 10, Exceptional, (14 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
$227 nightly
The price is $254
Sep 23 - Sep 24
Total with taxes and fees
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior

9. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (174 reviews)
"Clean, quiet and relaxing stay."
United States
Andrea
$133 nightly
The price is $150
Sep 14 - Sep 15
Total with taxes and fees
Micosta Leisure Inn
Private kitchen

10. Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (38 reviews)
"Perfect location to walk into town - clean, light, airy and neat space. Enjoyable visit!"
United States
HEATHER G.
$276 nightly
The price is $308
Sep 15 - Sep 16
Total with taxes and fees
Home in Great Barrington
Private kitchen

11. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.8 out of 10, Exceptional, (7 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
$183 nightly
The price is $207
Sep 16 - Sep 17
Total with taxes and fees
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Pool

12. Hudson NY’S Country Serenity Guest Suite.

Hudson NY’S Country Serenity Guest Suite.
Hudson
9.2 out of 10, Wonderful, (5 reviews)
"Close proximity to Hudson & Chatham."
United States
David P.
$340 nightly
The price is $381
Sep 15 - Sep 16
Total with taxes and fees
Hudson NY’S Country Serenity Guest Suite.
Private kitchen

13. 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, (15 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.
$1,302 nightly
The price is $1,473
Sep 22 - Sep 23
Total with taxes and fees
A Country Lodge Straight Out of the Pages of a Great Novel
Property grounds

14. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (59 reviews)
"Loved the place and would love to come back. "
United States
Georgine
$118 nightly
The price is $132
Sep 14 - Sep 15
Total with taxes and fees
All comforts of home
Property grounds

15. Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (8 reviews)
"Great location not too far from the CIA."
United States
alexandra a.
$206 nightly
The price is $224
Sep 14 - Sep 15
Total with taxes and fees
Hudson Valley Farm Getaway- West/Llama Lover Lane
Beach

16. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
Great Barrington
10.0 out of 10, Exceptional, (4 reviews)
"We had a wonderful visit. They were so accommodating and great location to downtown. We’ll stay again!"
United States
Kristin O.
$286 nightly
The price is $320
Sep 15 - Sep 16
Total with taxes and fees
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
Interior

17. Peaceful and cozy 1 bed 1 bath in quaint Winchester

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
$214 nightly
The price is $242
Oct 4 - Oct 5
Total with taxes and fees
Peaceful and cozy 1 bed 1 bath in quaint Winchester
Property grounds

18. Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (58 reviews)
"Quiet clean accommodations in a central location for exploring the Hudson Valley."
United States
Alexandra R.
$227 nightly
The price is $257
Sep 16 - Sep 17
Total with taxes and fees
Mid-Century DJ’s Dream
Living area

19. THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Red Hook
9.2 out of 10, Wonderful, (15 reviews)
"Very sweet little spot that took care of all our needs. Very grateful to have found it and enjoyed our stay."
United States
Jason D.
$200 nightly
The price is $226
Oct 7 - Oct 8
Total with taxes and fees
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Property grounds

20. All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (36 reviews)
"Great location and super welcoming "
United States
Julie B.
$126 nightly
The price is $141
Sep 14 - Sep 15
Total with taxes and fees
All the comforts of home
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 Millerton Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"The rooms looked to be newly renovated, very clean and the staff was friendly and helpful. Walkable to town and restaurants."
Patricia 2-night trip
Posted 1 hour ago
Quality Inn Great Barrington

Find out more about Millerton

Everything you need to know about Millerton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Millerton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Millerton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Millerton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Millerton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Millerton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $150 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Millerton rentals

At Expedia, we put the best Millerton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Millerton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Millerton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Millerton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Millerton?

Yes, we have vacation rentals close to popular attractions in Millerton, or you can select a more remote option if you want a relaxing place to stay.

What are some of the best vacation rentals that Millerton has to offer?

The Chicken Coop: You might want to consider this vacation home rental near Millerton, which is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Millerton?

With 9 Expedia vacation rentals, you're sure to find just the right place for your Millerton stay.

What can I see and do in Millerton?

Harlem Valley Rail Trail and Indian Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Taconic State Park and Mount Washington State Forest are other places worth a visit.

What are vacation rentals like in Millerton?

Vacation rentals are privately owned properties you can stay in for several days or more in Millerton. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.