Millerton Holiday Homes from £107: Search Holiday Homes in Millerton

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. NEW: Chic Modern Barn Style Home in Fun Area

Pine Plains

Estefany G.

includes taxes & fees

22 Sept - 23 Sept

A loft bedroom with a television, wooden shelves, a ladder, and a skylight.

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

Winchester

includes taxes & fees

1 Sept - 2 Sept

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

3. Cheerful 3-bedroom cottage with woodstove

Sheffield

Kelly R.

includes taxes & fees

22 Sept - 23 Sept

A rustic interior with wooden beams, multiple windows, and a kitchen area with dishes and a coffee maker.

4. rural, serene + sophisticated space

Red Hook

BRIAN PATRICK M.

includes taxes & fees

31 Aug - 1 Sept

5. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Stanfordville

includes taxes & fees

1 Sept - 2 Sept

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

6. All the comforts of home

Hudson

Julie B.

includes taxes & fees

1 Sept - 2 Sept

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

Hessie S.

includes taxes & fees

1 Sept - 2 Sept

A staircase leading to a second floor, a living room with a sofa, and a kitchen area.

8. Cozy Riverside Berkshires Retreat

Great Barrington

Colin E.

includes taxes & fees

8 Sept - 9 Sept

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

9. Home in Great Barrington

Great Barrington

HEATHER G.

includes taxes & fees

3 Sept - 4 Sept

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

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

Housatonic

Peter S.

includes taxes & fees

3 Sept - 4 Sept

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

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

Millbrook

Beth E.

includes taxes & fees

6 Sept - 7 Sept

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

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

Stanfordville

Polly J.

includes taxes & fees

31 Aug - 1 Sept

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

Mary R.

includes taxes & fees

8 Sept - 9 Sept

A modern interior with a loft-style ceiling, a grey sofa, a wooden coffee table, and a kitchen area with a large TV.

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

Hillsdale

includes taxes & fees

31 Aug - 1 Sept

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

15. 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

21 Sept - 22 Sept

A group of people seated around a table outdoors with a view of a backyard and houses in the background.

16. Pet friendly 3-bedroom. About a mile from downtown. Fenced-in backyard.

Hudson’

Rachel P.

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.

17. Bespoke Design, Hot Tub, Fire Pit, Secluded Area & Projector [The Spring House]

Hudson

Brittaney O.

includes taxes & fees

30 Sept - 1 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.

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

Great Barrington

Rebecca K.

includes taxes & fees

31 Aug - 1 Sept

A two-story house with a front porch, surrounded by a garden with various plants and rocks.

19. Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Stockbridge

Anonymous traveller

includes taxes & fees

28 Sept - 29 Sept

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

20. Designer Home, Walk to Warren, Off-Street Parking, and 4-Bedroom/Loft

Hudson

includes taxes & fees

30 Sept - 1 Oct

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Top Millerton Hotel Reviews

Pocketbook Hotel and Bath

10/10 Excellent

"It was an amazing one night stay for us! Clean rooms, attentive staff, and the Baths were amazing."

Mirbeau Inn & Spa

8/10 Good

"Mirbeau is 4/5 in terms of spa, room, amenities, and staff, but I would rate it 2/5 in terms of value for what you pay. First, there aren’t enough spa experiences to stay busy for a full day without getting spa treatments. There is a small sauna, small steam room, relaxation room for quiet time, and outdoor hot tub. There is no cold plunge or regular pool so on a hot day there is nowhere to take a break. The outdoor area is not that big. The food and drinks on site are good but very expensive. We took one fitness yoga class and it was unserious, the fellow class members were regulars and talked throughout the class. Our room was big and very nice. The dinner at the Willow was delicious and the outdoor patio is beautiful, but an aperol spritz is $19. Overall, I would only go to Mirbeau if you are planning to get several spa treatments to fill your time."

The Red Lion Inn

10/10 Excellent

"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"

The Little Lion

8/10 Good

"Clean and comfortable room for reasonable price. Central area/lobby is nice place to sit and read, relax, and/or eat breakfast (coffee provided). Also red Adirondack chairs up on hill behind rooms and small tables/chairs in front of some rooms. Can use the outdoor pool and whirl pool a few miles away at the Red Lion Inn, which is desirable feature on summer days. A few negatives. While the building and rooms are set back from the road, it’s located off a busy road that goes between Stockbridge and Great Barrington. You will hear the cars during the day. It’s also not what I would consider an “Inn” as it’s really a motel. It used to be the Briarcliff Motel before the Red Lion Inn purchased it. Any questions, requests, or comments need to contact them as the Little Lion didn’t have any full time staff and no one at front desk in the lobby when we stayed. We received text with code for room door."

Find out more about Millerton

Millerton Holiday Homes information

Number of reviews	217
Accommodation	399 Holiday Homes
Lowest Price	£107
Highest Price	£1,075

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Millerton holiday homes

1. NEW: Chic Modern Barn Style Home in Fun Area

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

3. Cheerful 3-bedroom cottage with woodstove

4. rural, serene + sophisticated space

5. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

6. All the comforts of home

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

8. Cozy Riverside Berkshires Retreat

9. Home in Great Barrington

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

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

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

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

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

15. Treetop Hideaway in Tyringham

16. Pet friendly 3-bedroom. About a mile from downtown. Fenced-in backyard.

17. Bespoke Design, Hot Tub, Fire Pit, Secluded Area & Projector [The Spring House]

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

19. Walk into town, soak up sun on enclosed porch & steps away from nature trails!

20. Designer Home, Walk to Warren, Off-Street Parking, and 4-Bedroom/Loft

Find holiday rentals that suit your style

Top Millerton Hotel Reviews

Pocketbook Hotel and Bath

Little Cat Lodge

Quality Inn Great Barrington

Mirbeau Inn & Spa

Holiday Inn Club Vacations Oak 'n Spruce Resort

The Red Lion Inn

The Litchfield Inn

St. Charles Hotel

The Little Lion

Find out more about Millerton

Millerton Holiday Homes information

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