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

Millerton Holiday Rentals

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Check prices for these dates

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

Our top choices for Millerton holiday rentals

A two-story house with a well-maintained lawn and mature trees.

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.
The price is HK$1,569
HK$3,510 total
includes taxes & fees
25 Oct - 26 Oct
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.
The price is HK$776
HK$1,173 total
includes taxes & fees
31 Oct - 1 Nov
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
The price is HK$1,371
HK$1,765 total
includes taxes & fees
10 Nov - 11 Nov
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.
The price is HK$1,389
HK$3,347 total
includes taxes & fees
2 Nov - 3 Nov
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
9.2 out of 10, Wonderful, (192 reviews)
"Great stay"
United States
George
The price is HK$774
HK$866 total
includes taxes & fees
1 Nov - 2 Nov
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.
The price is HK$3,020
HK$5,116 total
includes taxes & fees
25 Oct - 26 Oct
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
The price is HK$1,176
HK$1,492 total
includes taxes & fees
6 Nov - 7 Nov
The Brooks Motel: Exceptional Suite
A covered outdoor deck with wicker furniture, a grill, and a view of a lake.

8. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Stanfordville
The price is HK$3,527
HK$5,372 total
includes taxes & fees
3 Nov - 4 Nov
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.
The price is HK$6,975
HK$11,543 total
includes taxes & fees
30 Oct - 31 Oct
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.
The price is HK$1,750
HK$5,728 total
includes taxes & fees
3 Nov - 4 Nov
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.
The price is HK$811
HK$1,540 total
includes taxes & fees
1 Nov - 2 Nov
Peaceful and cozy 1 bed 1 bath in quaint Winchester
A rustic wooden building with a covered porch, surrounded by trees and a grassy area.

12. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is HK$1,746
HK$2,131 total
includes taxes & fees
28 Oct - 29 Oct
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.
The price is HK$941
HK$2,200 total
includes taxes & fees
3 Nov - 4 Nov
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.
The price is HK$1,646
HK$3,169 total
includes taxes & fees
25 Oct - 26 Oct
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.
The price is HK$5,647
HK$8,694 total
includes taxes & fees
25 Oct - 26 Oct
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.
The price is HK$1,136
HK$1,915 total
includes taxes & fees
31 Oct - 1 Nov
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, (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 HK$882
HK$1,636 total
includes taxes & fees
10 Nov - 11 Nov
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.
The price is HK$933
HK$1,994 total
includes taxes & fees
16 Nov - 17 Nov
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.
The price is HK$1,496
HK$2,416 total
includes taxes & fees
25 Oct - 26 Oct
Home in Great Barrington
A compact kitchen with white cabinets, a black refrigerator, and a microwave. There is a wooden dining table with a chair, and a sofa with a decorative pillow.

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.
The price is HK$1,350
HK$1,757 total
includes taxes & fees
25 Oct - 26 Oct
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

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Clean large room. Nice bathroom Walling distance to downtown and many restaurant options."
Denise 1-night trip
Posted 18 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
  • Use the map to find apartments and other holiday homes in the Millerton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Millerton while they last

Look no further and take a look at our great range of rental properties in Millerton!

Frequently asked questions

Can I find a holiday rental in Millerton?

Yes, there are holiday rentals close to the most popular sights in Millerton, or you can select a more secluded option if you're looking for a relaxing stay.

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

Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!: This holiday home rental outside of Millerton offers a fireplace, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Millerton?

With 9 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Millerton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Millerton. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.