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

Millerton Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Millerton vacation rentals

A living room with a fireplace, bookshelves, a television, and a comfortable seating area.

1. Sharon Retreat w/ Private Yard

Sharon Retreat w/ Private Yard
Sharon
9.2 out of 10, Wonderful, (37 reviews)
"Cagney’s home was so comfy! We loved the spacious family room. The beds were comfortable and the fully stocked kitchen made cooking much easier. Absolutely would love to stay at your cottage again!"
United States
Heidi F.
$398 nightly
The price is $451
Oct 21 - Oct 22
Total with taxes and fees
Sharon Retreat w/ Private Yard
A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

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

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
9.0 out of 10, Wonderful, (9 reviews)
"Though small, the apartment was efficient, clean, and well stocked in paper type supplies. The kitchen was also efficient though lacking in some basic utensils. They say location, location, location. And, yes, the location is excellent. An easy, short, and nice walk into town . 8"
United States
Deborah S.
$134 nightly
The price is $150
Oct 26 - Oct 27
Total with taxes and fees
Cozy 1-bedroom studio in serene Great Barrington with AC
A living room with a fireplace, two armchairs, a sofa, and a TV.

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

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
9.8 out of 10, Exceptional, (26 reviews)
"Very private, rural spot. Immaculate, thoughtfully furnished, lacking nothing"
United States
benjamin
$220 nightly
The price is $249
Oct 29 - Oct 30
Total with taxes and fees
Mid Century Modern Studio w/ Full Kitchen - Newly Built
An outdoor seating area with wicker furniture and a glass table, surrounded by lush greenery.

4. Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (45 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
$382 nightly
The price is $427
Nov 2 - Nov 3
Total with taxes and fees
Cheerful 3-bedroom cottage with woodstove
A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

5. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.4 out of 10, Exceptional, (190 reviews)
"Great stay"
United States
George
$113 nightly
The price is $127
Oct 27 - Oct 28
Total with taxes and fees
Micosta Leisure Inn
A wooden barrel structure with a door, two wooden lounge chairs, and a small table.

6. Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
Cornwall
10.0 out of 10, Exceptional, (6 reviews)
"This cabin is so cute we had a relaxing time , will return"
United States
Candice S.
$567 nightly
The price is $643
Oct 21 - Oct 22
Total with taxes and fees
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

7. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.2 out of 10, Good, (5 reviews)
"Close to the competition I was in"
United States
Joan
$170 nightly
The price is $190
Oct 21 - Oct 22
Total with taxes and fees
The Brooks Motel: Exceptional Suite
A living room with a television, a cabinet, a glass coffee table, and a framed picture on the wall.

8. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Stanfordville
$609 nightly
The price is $689
Oct 25 - Oct 26
Total with taxes and fees
Chic Lakeside Oasis|Near Rhinebeck & Millbrook
A modern kitchen with white cabinets, a large island, and a skylight.

9. 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)
"We loved the house and it really added to our upstate experience!!"
United States
stephen r.
$1,302 nightly
The price is $1,473
Oct 28 - Oct 29
Total with taxes and fees
A Country Lodge Straight Out of the Pages of a Great Novel
A modern living room with a grey sofa, a wooden coffee table, and a staircase leading to an upper floor.

10. Chic Barn Style * Fireplace * Near Stissing House

Chic Barn Style * Fireplace * Near Stissing House
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.
$887 nightly
The price is $1,002
Oct 21 - Oct 22
Total with taxes and fees
Chic Barn Style * Fireplace * Near Stissing House
A wooden cabin interior with a bench, a rug, and a hanging plant.

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

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
10.0 out of 10, Exceptional, (4 reviews)
"Great place and wonderful host."
United States
Thomas C.
$174 nightly
The price is $197
Nov 1 - Nov 2
Total with taxes and fees
Peaceful and cozy 1 bed 1 bath in quaint Winchester
A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

12. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
$230 nightly
The price is $258
Oct 29 - Oct 30
Total with taxes and fees
Gatherwild Ranch
A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

13. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
10.0 out of 10, Exceptional, (33 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
$255 nightly
The price is $288
Nov 17 - Nov 18
Total with taxes and fees
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
A wooden cabin with a porch, a grill, and a flower planter.

14. 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)
"We very much enjoyed our two week stay in July. The cabin suited our needs in every regard. Our lab was also able to fully relax, whether it was napping on the screen porch or sitting by the fire pit. For those looking to explore the region, the location could not be better situated. Hoping to return over Christmas."
United States
Richard M.
$366 nightly
The price is $410
Oct 23 - Oct 24
Total with taxes and fees
Ideal location for summer and winter activities with plenty of outdoor space.
A large wooden dining table surrounded by chairs, with a stone fireplace and large windows in the background.

15. The George is an elegant restored home in the Hudson Valley

The George is an elegant restored home in the Hudson Valley
Stanfordville
9.8 out of 10, Exceptional, (12 reviews)
"Clean, comfortable, private, and plenty of room. Hosts went above and beyond to make our stay easy and memorable."
United States
Polly J.
$988 nightly
The price is $1,118
Oct 21 - Oct 22
Total with taxes and fees
The George is an elegant restored home in the Hudson Valley
A room with a ceiling fan, a large wall mural, a blue sofa, a colorful rug, and a desk with a chair.

16. 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.
$216 nightly
The price is $244
Oct 31 - Nov 1
Total with taxes and fees
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
A modern kitchen with white cabinets, a central island, and a view to the outside.

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

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.6 out of 10, Exceptional, (12 reviews)
"We thoroughly enjoyed our stay. We would definitely come back! A fantastic location. And very good communication with the host, Alexander."
United States
elizabeth
$184 nightly
The price is $208
Nov 2 - Nov 3
Total with taxes and fees
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
A kitchen with white cabinetry, granite countertops, and a window with blinds.

18. 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, (16 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
$225 nightly
The price is $252
Nov 17 - Nov 18
Total with taxes and fees
Charming loft cottage in tranquil Germantown with WiFi, AC
A modern kitchen with a central island, wooden beams, and a view to the outdoors.

19. Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (40 reviews)
"Wonderful property and host very responsive."
United States
Janet G.
$320 nightly
The price is $358
Oct 26 - Oct 27
Total with taxes and fees
Home in Great Barrington
A farm sign for Clover Brooke Farm in Hyde Park, NY, with a barn and a building in the background.

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

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (9 reviews)
"Great location not too far from the CIA."
United States
alexandra a.
$217 nightly
The price is $236
Oct 25 - Oct 26
Total with taxes and fees
Hudson Valley Farm Getaway- West/Llama Lover Lane
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

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good
"The unit was clean and comfortable. Location was nice and quiet. Mini golf and hot tub were fun and appreciated. Unit was dated- cabinets were old. Kitchen was well- stocked. I would suggest having kitchen towels though. Blankets would have been nice ( as the weather was changing.)."
M S 3-night trip
Posted less than an hour ago
Holiday Inn Club Vacations Oak 'n Spruce Resort

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 $127 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?

Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!: You might want to consider this vacation home rental near Millerton, which offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.