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

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Our top choices for Millerton holiday homes

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (32 reviews)
"Great location and super welcoming "
United States
Julie B.
The price is HK$833
HK$1,109 total
includes taxes & fees
8 Jul - 9 Jul
All the comforts of home

Peaceful and cozy 1 bed 1 bath in quaint Winchester

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
The price is HK$847
HK$1,590 total
includes taxes & fees
13 Jul - 14 Jul
Peaceful and cozy 1 bed 1 bath in quaint Winchester

Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.4 out of 10, Exceptional, (18 reviews)
"We had a great stay here with Study, shooting my college thesis film. I'd highly recommend this wonderfully decorated place with such a great host :)"
United States
Colin E.
The price is HK$1,588
HK$2,484 total
includes taxes & fees
7 Jul - 8 Jul
Cozy Riverside Berkshires Retreat

Charles Cottage Near Warren St New Renovation

Charles Cottage Near Warren St New Renovation
Hudson
The price is HK$1,380
HK$4,277 total
includes taxes & fees
7 Jul - 8 Jul
Charles Cottage Near Warren St New Renovation

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (33 reviews)
"Adorable guest home in Great Barrington! Light and bright. Perfect space for our family of 4. Well equipped kitchen and easy walk to downtown and groceries at the co-op. Would definitely stay here again!"
United States
Julie J.
The price is HK$2,040
HK$3,093 total
includes taxes & fees
19 Jul - 20 Jul
Home in Great Barrington

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

Pet friendly 3-bedroom. About a mile from downtown. Fenced-in backyard.
Hudson’
The price is HK$1,743
HK$2,840 total
includes taxes & fees
8 Jul - 9 Jul
Pet friendly 3-bedroom. About a mile from downtown. Fenced-in backyard.

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

Bespoke Design, Hot Tub, Fire Pit, Secluded Area & Projector [The Spring House]
Hudson
10.0 out of 10, Exceptional, (7 reviews)
"Nice house, decorations well done… communications with host were answered very quickly!"
United States
Brittaney O.
The price is HK$1,686
HK$3,660 total
includes taxes & fees
28 Jul - 29 Jul
Bespoke Design, Hot Tub, Fire Pit, Secluded Area & Projector [The Spring House]

Designer Barn House, Heated Pool & Hudson River

Designer Barn House, Heated Pool & Hudson River
Germantown
10.0 out of 10, Exceptional, (4 reviews)
"The property was exactly as described and has an excellent location, walking distance to the village shop but away from the main road. We especially appreciated the large, fenced, reasonably private yard and the lovely clean pool. "
United States
Anne L.
Designer Barn House, Heated Pool & Hudson River

Treetop Hideaway in Tyringham

Treetop Hideaway in Tyringham
Monterey
9.2 out of 10, Wonderful, (11 reviews)
"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!! "
United States
Samantha G.
The price is HK$2,847
HK$5,330 total
includes taxes & fees
7 Jul - 8 Jul
Treetop Hideaway in Tyringham

Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (43 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is HK$1,859
HK$3,942 total
includes taxes & fees
12 Jul - 13 Jul
Cheerful 3-bedroom cottage with woodstove

Sweet Cozy Victorian in Housatonic. Close to everything.

Sweet Cozy Victorian in Housatonic. Close to everything.
Housatonic
9.8 out of 10, Exceptional, (7 reviews)
"The host did a great job of prepping the place and being welcoming to us. It was clean and thoughtfully designed. So happy we found this spot!"
United States
Peter S.
The price is HK$2,196
HK$3,557 total
includes taxes & fees
7 Jul - 8 Jul
Sweet Cozy Victorian in Housatonic. Close to everything.

NEW: Chic Modern Barn Style Home in Fun Area

NEW: Chic Modern Barn Style Home in Fun Area
Pine Plains
The price is HK$2,395
HK$6,470 total
includes taxes & fees
20 Jul - 21 Jul
NEW: Chic Modern Barn Style Home in Fun Area

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
Millbrook
10.0 out of 10, Exceptional, (6 reviews)
"This is a charming, historic, well-maintained home on a beautifully landscaped lot. The updates in the home balance a respect for tradition while also providing modernization. The village of Millbrook is a quintessential twee New England village. The house felt very comfortable and homey and the caretaker was attentive and accommodating. We enjoyed our stay!"
United States
Beth E.
The price is HK$3,137
HK$6,592 total
includes taxes & fees
12 Jul - 13 Jul
Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

The George is an elegant restored home in the Hudson Valley

The George is an elegant restored home in the Hudson Valley
Stanfordville
9.6 out of 10, Exceptional, (7 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$8,810 total
includes taxes & fees
7 Jul - 8 Jul
The George is an elegant restored home in the Hudson Valley

rural, serene + sophisticated space

rural, serene + sophisticated space
Red Hook
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful property with unique accommodations in the Hudson Valley"
United States
BRIAN PATRICK M.
The price is HK$2,894
HK$3,689 total
includes taxes & fees
26 Jul - 27 Jul
rural, serene + sophisticated space

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

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Great Barrington
10.0 out of 10, Exceptional, (6 reviews)
"Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!"
United States
Roberta
The price is HK$4,440
HK$10,417 total
includes taxes & fees
20 Jul - 21 Jul
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Perfect Nature Haven In Great Barrington

Perfect Nature Haven In Great Barrington
Great Barrington
9.6 out of 10, Exceptional, (8 reviews)
"Their place was one of the cleanest rental cabins we have ever been, the house is in a great location with beautiful surroundings, the check in and check out was extremely easy for a family with little kids, loved the place and we hope to be back!"
United States
Ethel B.
Perfect Nature Haven In Great Barrington

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, (13 reviews)
"Our group of parents and riders had a great stay during the Millbrook Horse Trials in July. Clean facility, ample room, responsive host. Would stay again."
United States
Hessie S.
The price is HK$6,980
HK$11,357 total
includes taxes & fees
14 Jul - 15 Jul
A Country Lodge Straight Out of the Pages of a Great Novel

Luxe Mountain Getaway on Private Rd Near Rhinebeck

Luxe Mountain Getaway on Private Rd Near Rhinebeck
Hyde Park
The price is HK$3,780
HK$7,693 total
includes taxes & fees
7 Jul - 8 Jul
Luxe Mountain Getaway on Private Rd Near Rhinebeck

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

Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Stockbridge
10.0 out of 10, Exceptional, (39 reviews)
"Charming house in a wonderful setting in the Berkshires. "
United States
Mark Cristen J.
The price is HK$5,090
HK$8,594 total
includes taxes & fees
19 Jul - 20 Jul
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
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

Find out more about Millerton

Millerton Vacation Homes information

Number of reviews
235
Accommodation
448 Vacation Homes
Lowest Price
HK$1,109
Highest Price
HK$11,357

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