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

Millerton Vacation Rentals

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    Check prices for these dates, December 12–13, 2026

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    Our top choices for Millerton vacation homes

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

    A spacious living area with a sofa, ottoman, and a dining table with chairs. A staircase leads to an upper level.

    2. Cheerful 3-bedroom cottage with woodstove

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

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

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

    4. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

    A covered outdoor deck with wicker furniture, a grill, and a view of a lake.

    5. rural, serene + sophisticated space

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

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

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

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

    A large, two-story house with a covered porch and a stone foundation, surrounded by snow-covered trees.

    8. Home in Great Barrington

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

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

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

    10. All the comforts of home

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

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

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

    12. A Cozy Berkshire Escape l Close to the Slopes

    A dining area with a wooden table, chairs, and a ceiling fan.

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

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

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

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

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

    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.

    16. Charming Hudson Valley Escape | Autumn Vibes & Fire Pit

    A covered pool area with a small gazebo, a shed, and a lounge chair.

    17. Las Flores Villa

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

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

    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.

    19. Lockwood Manor: Autumn Escape on Six Private Acres with Heated Pool

    An outdoor seating area with wicker furniture and a view of a forested landscape.

    20. Secluded Family Home in Serene Stockbridge Woods

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

    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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    Learn more about Millerton

    Bookworms flock to Oblong Books while outdoor enthusiasts rent kayaks to paddle the serene waters of Rudd Pond. Refuel at Irving Farm Coffee Roasters before browsing the Millerton Antique Centre for vintage treasures and local artwork.

    See all hotels in Millerton

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

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