Millerton Holiday Houses

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

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Our top choices for Millerton holiday homes

A modern living room with a grey sofa, a wooden coffee table, and a staircase leading to an upper floor.

1. Chic Barn Style * Fireplace * Near Stissing House

Pine Plains

Estefany G.

includes taxes & fees

20 Oct - 21 Oct

An outdoor seating area with wicker furniture and a glass table, surrounded by lush greenery.

2. Cheerful 3-bedroom cottage with woodstove

Sheffield

Kelly R.

includes taxes & fees

2 Nov - 3 Nov

A living room with a television, a cabinet, a glass coffee table, and a framed picture on the wall.

3. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Stanfordville

includes taxes & fees

13 Oct - 14 Oct

A wooden cabin interior with a bench, a rug, and a hanging plant.

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

Winchester

Thomas C.

includes taxes & fees

1 Nov - 2 Nov

A large wooden dining table surrounded by chairs, with a stone fireplace and large windows in the background.

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

Stanfordville

Polly J.

includes taxes & fees

13 Oct - 14 Oct

A wooden deck with a staircase leading to a covered porch area.

6. All the comforts of home

Hudson

Lori M.

includes taxes & fees

13 Oct - 14 Oct

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

7. A Country Lodge Straight Out of the Pages of a Great Novel

Pine Plains

stephen r.

includes taxes & fees

16 Oct - 17 Oct

A modern kitchen with a central island, wooden beams, and a view to the outdoors.

8. Home in Great Barrington

Great Barrington

Janet G.

includes taxes & fees

13 Oct - 14 Oct

A spacious living room with a large wooden dining table, a comfortable sofa, and a bookshelf filled with books and decorative items.

9. Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

Millbrook

Beth E.

includes taxes & fees

18 Oct - 19 Oct

A two-story house with a balcony, a deck, and a view of the surrounding forest.

10. Gorgeous Mountain Views Retreat: Family & Nature

Hillsdale

Anne S.

includes taxes & fees

18 Oct - 19 Oct

A staircase with a wooden handrail and a white wall with a light switch.

11. Leaf-Peeper Paradise in the Berkshires

Great Barrington

Kelly B.

includes taxes & fees

26 Oct - 27 Oct

A spacious living room with a sectional sofa, a coffee table, and a dining area with a table and chairs. There is a large window providing a view of the outdoors.

12. Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Great Barrington

Roberta

includes taxes & fees

13 Oct - 14 Oct

A bedroom with a brick fireplace, wooden beams, a bed with white bedding, and a wall-mounted picture.

13. Cozy. Clean. Free bagel shop. 3 Fireplaces.

Great Barrington

Mark M.

includes taxes & fees

19 Oct - 20 Oct

A kitchen with white shelves containing various kitchenware, a kettle, and a window with a view of trees and a building outside.

14. Sweet Cozy Victorian in Housatonic. Close to everything.

Housatonic

Peter S.

includes taxes & fees

13 Oct - 14 Oct

A hot tub in a backyard with a house, trees, and a clear sky.

15. Las Flores Villa

New Preston

includes taxes & fees

13 Oct - 14 Oct

A spacious cabin with large windows, a gray sofa, and a wooden ceiling.

16. Treetop Hideaway in Tyringham

Monterey

"We had coordinated an early check-in, but when we arrived, the house hadn’t been cleaned yet which was a miscommunication. I reached out to Catherine and she promptly responded and got the cleaners RIGHT over. The house was spotless and in wonderful condition for the rest of our stay, and it was dealt with very quickly and wonderfully. Would definitely stay again. The house was great for our girls trip. Also the beds are very comfortable!! "

Samantha G.

includes taxes & fees

9 Nov - 10 Nov

A spacious living area with a wooden ceiling, a kitchen with a refrigerator, and a dining area with white chairs.

17. Secluded Family Home in Serene Stockbridge Woods

Stockbridge

Ofer C.

includes taxes & fees

20 Oct - 21 Oct

A wooden cabin with a door open to a sandy beach, a sign reading "Ditch House," and a view of a lake and forest in the background.

18. Designer Hudson Home: Hot Tub, Fire Pit, Projector & Walk to Warren

Hudson

Brittaney O.

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with a central island, built-in oven, and a brick accent wall.

19. Designer Hudson Home: 4 Bedrooms, Loft, Parking & Walk to Warren

Hudson

Katherine B.

includes taxes & fees

20 Oct - 21 Oct

A two-story house with a front porch, surrounded by lush greenery and trees.

20. Perfect House In Hillsdale, Brings Friends & Fam

Hillsdale

Annetta D.

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Top Millerton Hotel Reviews

Little Cat Lodge

10/10 Excellent

"Peaceful beautiful property. In the autumn the Lobby is open just for breakfast ."

Quality Inn Great Barrington

8/10 Good

"First, this is an absolutely gorgeous place! The outside areas are beautiful with comfy furniture, flowers and fire pits. Inside is a small intimate restaurant and bar, plus sitting area. With books and plants, very nice. We had dinner there which was excellent, and loved cocktails and sunset outside by the fire pits. When we checked in, we were assigned one of their premium rooms, which sounded great. However, it was on the second floor, at the very end of a long outside corridor, accessible only by stairs near the lobby. There is no elevator. We did go to the room, lugging our bags and a cooler. Unpleasant, as we are somewhat older. We concluded that we did not want to be that far from the main area, so asked to be moved, and were accommodated. We found the new room the same, but lacking a luggage rack and a coffee service (those were only available in the premium rooms at the end of the long corridor). We were given a luggage rack, and complimentary coffee was available in the restaurant in the morning, but it seemed odd that those were considered premium in such a nice place. Otherwise we loved the hotel, room was very nice with a comfortable bed and a very updated bath with a walk in shower. The real star of the hotel is the lobby restaurant and outdoor space - that was just perfect!"

Mirbeau Inn & Spa

10/10 Excellent

"We had an exceptional stay here! The room was huge, clean, and the amenities top notch! Staff were friendly, engaging, and they could not have been more welcoming! Our spa experiences were more than wonderful, and the spa itself is one to experience for sure! An evening at the bar for dinner was heightened by exceptional service provided by Bella! We undoubtedly look forward to returning soon!"

Find out more about Millerton

Millerton Holiday Homes information

Number of reviews	375
Accommodation	386 Holiday Homes
Lowest Price	NZ$252
Highest Price	NZ$6,243

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Millerton holiday homes

1. Chic Barn Style * Fireplace * Near Stissing House

2. Cheerful 3-bedroom cottage with woodstove

3. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

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