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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Millerton vacation rentals

A modern kitchen with white cabinets, a large island, and a skylight.

1. 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.
$1,194 nightly
The price is $1,351
Oct 16 - Oct 17
Total with taxes and fees
A Country Lodge Straight Out of the Pages of a Great Novel
A living room with a television, a cabinet, a glass coffee table, and a framed picture on the wall.

2. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Stanfordville
$606 nightly
The price is $686
Oct 15 - Oct 16
Total with taxes and fees
Chic Lakeside Oasis|Near Rhinebeck & Millbrook
A modern living room with a grey sofa, a wooden coffee table, and a staircase leading to an upper floor.

3. Chic Barn Style * Fireplace * Near Stissing House

Chic Barn Style * Fireplace * Near Stissing House
Pine Plains
10.0 out of 10, Exceptional, (3 reviews)
$669 nightly
The price is $756
Oct 29 - Oct 30
Total with taxes and fees
Chic Barn Style * Fireplace * Near Stissing House
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.
$384 nightly
The price is $429
Nov 2 - Nov 3
Total with taxes and fees
Cheerful 3-bedroom cottage with woodstove
A wooden barrel structure with a door, two wooden lounge chairs, and a small table.

5. 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.
$546 nightly
The price is $619
Nov 10 - Nov 11
Total with taxes and fees
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
A large wooden dining table surrounded by chairs, with a stone fireplace and large windows in the background.

6. 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.
$980 nightly
The price is $1,109
Oct 18 - Oct 19
Total with taxes and fees
The George is an elegant restored home in the Hudson Valley
A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

7. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.4 out of 10, Exceptional, (186 reviews)
"Great little place."
United States
Kim
$113 nightly
The price is $127
Oct 27 - Oct 28
Total with taxes and fees
Micosta Leisure Inn
A living room with a fireplace, two armchairs, a sofa, and a TV.

8. 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
A white house with a steeply pitched roof and a small tower-like structure.

9. Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Millbrook
9.8 out of 10, Exceptional, (8 reviews)
"We had a wonderful time at this property. It was quaint and clean and right in the middle of town near everything. Thank you, Tanya."
United States
Laurie F.
$434 nightly
The price is $491
Oct 15 - Oct 16
Total with taxes and fees
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
A spacious living room with a large wooden dining table, a comfortable sofa, and a bookshelf filled with books and decorative items.

10. 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, (7 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.
$743 nightly
The price is $841
Oct 19 - Oct 20
Total with taxes and fees
Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
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.

11. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
$235 nightly
The price is $264
Oct 19 - Oct 20
Total with taxes and fees
Gatherwild Ranch
A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

12. 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 15 - Oct 16
Total with taxes and fees
The Brooks Motel: Exceptional Suite
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.
$253 nightly
The price is $286
Nov 3 - Nov 4
Total with taxes and fees
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
A two-story house with a front porch, surrounded by lush greenery and trees.

14. Perfect House In Hillsdale, Brings Friends & Fam

Perfect House In Hillsdale, Brings Friends & Fam
Hillsdale
8.4 out of 10, Very good, (5 reviews)
"Overall a very pleasant stay. It is a cool old house with all its charm and quirks. Very spacious, comfortable. Decent kitchen. Location very accessible for mountains and tooling around. Just right for a getaway"
United States
Annetta D.
Perfect House In Hillsdale, Brings Friends & Fam
A modern kitchen with a central island, wooden beams, and a view to the outdoors.

15. Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (39 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 two-story house with a balcony, a deck, and a view of the surrounding forest.

16. Gorgeous Mountain Views Retreat: Family & Nature

Gorgeous Mountain Views Retreat: Family & Nature
Hillsdale
10.0 out of 10, Exceptional, (134 reviews)
"This home has beautiful views. It is quiet and clean with all of the amenities we needed. We had a lovely stay."
United States
Anne S.
$545 nightly
The price is $610
Oct 18 - Oct 19
Total with taxes and fees
Gorgeous Mountain Views Retreat: Family & Nature
A sandy beach with a lake and forest in the background.

17. 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, (6 reviews)
"Amazing apartment! Clean, large, close walk to downtown Great Barrington. Joseph was an incredible host - accurate description, great communication. Will definitely be back!"
United States
Marc R.
$294 nightly
The price is $328
Oct 15 - Oct 16
Total with taxes and fees
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

18. 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.
$148 nightly
The price is $165
Oct 30 - Oct 31
Total with taxes and fees
Cozy 1-bedroom studio in serene Great Barrington with AC
A modern kitchen with white cabinets, a central island, and a view to the outside.

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

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.4 out of 10, Exceptional, (10 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
$186 nightly
The price is $210
Oct 19 - Oct 20
Total with taxes and fees
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
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

The Red Lion Inn

The Red Lion Inn

8/10 Good
"I enjoyed my stay, lovely little town. The Inn is beginning to show some signs of wear. A broken tile (baseboard) by the tub. However, staff pleasant and helpful. Excellent restaurants."
Nan 1-night trip
Posted 10 hours ago
The Red Lion Inn

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.