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 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Millerton vacation rentals

A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

1. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (197 reviews)
"Great stay"
United States
George
The price is ￥13,171
￥14,752 total
includes taxes & fees
Nov 19 - Nov 20
Micosta Leisure Inn
A residential property with a well-maintained lawn, a small house with a front porch, and a garage.

2. 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.
The price is ￥34,481
￥74,346 total
includes taxes & fees
Nov 16 - Nov 17
Sharon Retreat w/ Private Yard
A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

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

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
8.8 out of 10, Excellent, (10 reviews)
"great location , berkshires are awesome . very clean , host is excellent ."
United States
bob i.
The price is ￥12,218
￥18,464 total
includes taxes & fees
Nov 22 - Nov 23
Cozy 1-bedroom studio in serene Great Barrington with AC
A garden with a pumpkin, a gourd, and yellow flowers near a building.

4. 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 nice, great location in town"
United States
Lisa F.
The price is ￥27,949
￥34,537 total
includes taxes & fees
Nov 22 - Nov 23
Mid Century Modern Studio w/ Full Kitchen - Newly Built
An outdoor seating area with wicker furniture and a glass table, surrounded by lush greenery.

5. Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (46 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is ￥28,317
￥65,347 total
includes taxes & fees
Nov 18 - Nov 19
Cheerful 3-bedroom cottage with woodstove
A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

6. 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.
The price is ￥14,534
￥37,580 total
includes taxes & fees
Dec 6 - Dec 7
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
An outdoor patio with wooden furniture, a grill, and a fire pit.

7. 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.
The price is ￥28,908
￥112,733 total
includes taxes & fees
Dec 15 - Dec 16
NEW: Chic Modern Barn Style Home in Fun Area
A cozy outdoor seating area with a fire pit, surrounded by wooden chairs and a stone table, set against a backdrop of a house and dense trees.

8. Spa Cabin with Sauna, Hot Tub and Cold Plunge

Spa Cabin with Sauna, Hot Tub and Cold Plunge
Cornwall
10.0 out of 10, Exceptional, (7 reviews)
"This cabin is so cute we had a relaxing time , will return"
United States
Candice S.
The price is ￥48,367
￥89,082 total
includes taxes & fees
Nov 18 - Nov 19
Spa Cabin with Sauna, Hot Tub and Cold Plunge
A room with a bed, a small table, and a chair. There is a window with blinds and a door leading to another room.

9. 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
The price is ￥28,269
￥34,165 total
includes taxes & fees
Nov 16 - Nov 17
The Brooks Motel: Exceptional Suite
A wooden cabin interior with a bench, a rug, and a hanging plant.

10. 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, (6 reviews)
The price is ￥15,811
￥29,283 total
includes taxes & fees
Nov 22 - Nov 23
Peaceful and cozy 1 bed 1 bath in quaint Winchester
A covered outdoor deck with wicker furniture, a grill, and a view of a lake.

11. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Stanfordville
The price is ￥71,870
￥104,430 total
includes taxes & fees
Nov 16 - Nov 17
Chic Lakeside Oasis|Near Rhinebeck & Millbrook
A kitchen with a central island, white cabinetry, a stove, and a sink. There is a staircase leading to another level.

12. 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, (17 reviews)
"Everything was just right - spotless, comfortable, and easy. Thank you for a great stay!"
United States
Barbara N.
The price is ￥19,005
￥36,848 total
includes taxes & fees
Dec 1 - Dec 2
Charming loft cottage in tranquil Germantown with WiFi, AC
A stone fire pit surrounded by grass and trees in a wooded area.

13. 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, (80 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.
The price is ￥27,949
￥54,914 total
includes taxes & fees
Nov 16 - Nov 17
Ideal location for summer and winter activities with plenty of outdoor space.
A beach with a lifeguard station, a sign indicating the lifeguard is on duty, and a mountain in the background.

14. rural, serene + sophisticated space

rural, serene + sophisticated space
Red Hook
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful property with unique accommodations in the Hudson Valley"
United States
BRIAN PATRICK M.
The price is ￥50,947
￥61,175 total
includes taxes & fees
Dec 16 - Dec 17
rural, serene + sophisticated space
A modern kitchen with a marble island, dark cabinets, and a checkered floor mat.

15. 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, (13 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
The price is ￥18,111
￥31,872 total
includes taxes & fees
Dec 1 - Dec 2
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
A large, two-story house with a covered porch and a stone foundation, surrounded by snow-covered trees.

16. 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, (15 reviews)
"Clean, comfortable, private, and plenty of room. Hosts went above and beyond to make our stay easy and memorable."
United States
Polly J.
The price is ￥137,734
￥189,419 total
includes taxes & fees
Nov 16 - Nov 17
The George is an elegant restored home in the Hudson Valley
A sunroom with a large window, a white table, a bench, and a sofa.

17. 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, (8 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 ￥63,884
￥127,556 total
includes taxes & fees
Nov 20 - Nov 21
Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
A modern kitchen with white cabinets, a large island, and a skylight.

18. 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)
"Stayed with a group for Millbrook Horse Trials, we had an amazing weekend at this calm and relaxing home with plenty of beds and amenities! What a treat!"
United States
Marianne R.
The price is ￥125,085
￥202,750 total
includes taxes & fees
Nov 17 - Nov 18
A Country Lodge Straight Out of the Pages of a Great Novel
A wooden deck with a staircase leading to a covered porch area.

19. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (65 reviews)
"Loved the place and would love to come back. "
United States
Georgine
The price is ￥15,668
￥19,693 total
includes taxes & fees
Nov 16 - Nov 17
All comforts of home
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden ceiling.

20. Fantastic 2-bedroom house with AC in quaint Hillsdale.

Fantastic 2-bedroom house with AC in quaint Hillsdale.
Hillsdale
The price is ￥60,690
￥98,203 total
includes taxes & fees
Nov 16 - Nov 17
Fantastic 2-bedroom house with AC in quaint Hillsdale.
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

8/10 Good
"Convenient location. 24 hour front desk"
David 1-night trip
Posted 22 hours ago
Quality Inn Great Barrington

Find out more about Millerton

Search for holiday rentals in Millerton on Expedia! You can easily find your home rentals, villas, holiday apartments in Millerton using one of the methods below:

  • View our selection of featured holiday rentals in Millerton
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Look no further and take a look at our great range of rental properties in Millerton!

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.