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Holiday Homes in Millerton

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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Holiday Homes in Millerton

The Farm at Hyde Park
Exterior

The Farm at Hyde Park

9.8 out of 10, Exceptional, (73)
"We were visiting the Culinary Institute highly recommend it."
The Farm at Hyde Park
The Chicken Coop
Outdoor dining

The Chicken Coop

9.0 out of 10, Wonderful, (6)
"Smelled like furnace oil. So we had to find a new place to stay. Don’t reserve the chicken coop. Also, no wifi on the property. "
The Chicken Coop
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
Exterior

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

9.8 out of 10, Exceptional, (16)
"Host was extremely accommodating and house was as-advertised. Great spot to explore great Barrington and surrounding towns! Wood burning stove and fireplaces are a real highlight! Fire pit is not advertised on listing but there is one. Would recommend highly"
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
TV, fireplace, DVD player, books

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

7.2 out of 10, Good, (45)
"The property was great overall. I was not impressed with finding cobwebs around furniture, or with the hair in the shower and the toothpaste on the sink, mirror mirrorandbehind behind"
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Hamptons on the Hudson in South Saugerties
Terrace/patio

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (23)
"Beautiful home and great location . "
Hamptons on the Hudson in South Saugerties
Mountain View Getaway
Outdoor dining

Mountain View Getaway

10.0 out of 10, Exceptional, (55)
"Such a magical place…always enjoy our stay. The home is so comfy - the hosts are amazing. "
Mountain View Getaway
Taconic Hideaway – Swimming, BBQ Pit, Hiking
Property grounds

Taconic Hideaway – Swimming, BBQ Pit, Hiking

2.0 star property
10.0 out of 10, Exceptional, (6)
"Great stay. The host was great with communicating directions and details for the home and even shared local recommendations. We appreciated their quick response to our questions, too. "
Taconic Hideaway – Swimming, BBQ Pit, Hiking
Falls Reach In The Heart of Copake
Property grounds

Falls Reach In The Heart of Copake

Falls Reach In The Heart of Copake
Charming cottage with lake access, wood burning fire place, and WiFi
Smart TV, fireplace

Charming cottage with lake access, wood burning fire place, and WiFi

2.0 star property
10.0 out of 10, Exceptional, (5)
"Oriana was awesome and I look forward to staying there again."
Charming cottage with lake access, wood burning fire place, and WiFi
Private Annex/Former Artist Studio
Exterior detail

Private Annex/Former Artist Studio

10.0 out of 10, Exceptional, (51)
"We had a wonderful 3 night stay in the Artist Annex! Everyrhing was jus"
Private Annex/Former Artist Studio
Woodland A-Frame
Interior

Woodland A-Frame

10.0 out of 10, Exceptional, (1)
"Nice, clean place out in the woods. Enjoyed our stay and had no issues. Host responded quickly and check-in/out was refreshingly simple. Our kid enjoyed the supply of children’s books. "
Woodland A-Frame
Stylish Pine Plains Home Near Parks & Hiking!
Fridge, microwave, stovetop, dishwasher

Stylish Pine Plains Home Near Parks & Hiking!

9.8 out of 10, Exceptional, (14)
"Place looked great in pictures and turned out to be even better! Will definitely stay there again."
Stylish Pine Plains Home Near Parks & Hiking!
Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!
Property grounds

Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!

10.0 out of 10, Exceptional, (122)
"My family and I stayed at the Lake House for the holiday. We can not say enough about the amenities, the house & the owners. We look forward to returning to this magical place for our next family reunion."
Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Exterior

Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County

10.0 out of 10, Exceptional, (16)
"Jackie was wonderful and thoughtful, she picked up a few things for us since we were arriving late. The house was very clean and cute, we had a great visit. "
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
CT Gate House Goshen CT, Gate House Goshen CT
Exterior detail

CT Gate House Goshen CT, Gate House Goshen CT

2.5 star property
The price is NZ$1,113
includes taxes & fees
29 July - 30 July
CT Gate House Goshen CT, Gate House Goshen CT
Twin Cedar Pond: Lovely Farmhouse w/ Sprawling Deck and Therapy Pool
Outdoor dining

Twin Cedar Pond: Lovely Farmhouse w/ Sprawling Deck and Therapy Pool

10.0 out of 10, Exceptional, (10)
"We had some trouble with our check in process, but the response time to fix it was quick. The hot tub was lovely, and the pool house was so fun for both the adults and the kids. There was an issue with my wife finding old kids applesauce packets behind the couch throw pillow. Other than that it was a great stay. Kids had fun on the swings and hammock."
Twin Cedar Pond: Lovely Farmhouse w/ Sprawling Deck and Therapy Pool
Litchfield County Getaway
Fridge, microwave, stovetop, dishwasher

Litchfield County Getaway

10.0 out of 10, Exceptional, (43)
"Property is a great getaway from a fast paced life. Quiet and beautiful. Open floor concept. Country living with all the update of the city. Very clean. "
Litchfield County Getaway
Spectacular views and close to Great Barrington.
Smart TV, fireplace

Spectacular views and close to Great Barrington.

10.0 out of 10, Exceptional, (3)
"We had a wonderful stay in Great Barrington for the long holiday weekend. The house is very comfortable, super clean, and the property is lovely. We were able to cool off in the pool and enjoy time with family. 10/10!"
Spectacular views and close to Great Barrington.
Home in Great Barrington
Fridge, microwave, oven, stovetop

Home in Great Barrington

9.8 out of 10, Exceptional, (21)
"Our family had a wonderful experience and stay. "
The price is NZ$643
includes taxes & fees
19 Aug - 20 Aug
Home in Great Barrington
Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer
Terrace/patio

Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer

10.0 out of 10, Exceptional, (3)
"Home was very nice and as described. Perfect for our needs "
Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer
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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent
"We always stay here when we go to the Berkshires. Hot tub, pool and breakfast included. Great hiking trails and kayaking spots a short drive away. Barrington Brewery just across the street which is always a must for us!"
Donna 2-night trip
Posted 1 day ago
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires