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

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Millerton holiday homes

Coffee/tea maker, fridge, microwave, oven

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, (14 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$6,978
HK$11,549 total
includes taxes & fees
2 Aug - 3 Aug
A Country Lodge Straight Out of the Pages of a Great Novel
TV, fireplace, books

NEW: Chic Modern Barn Style Home in Fun Area

NEW: Chic Modern Barn Style Home in Fun Area
Pine Plains
10.0 out of 10, Exceptional, (2 reviews)
"We loved the property and everything was so welcoming! Having a pool there would be the best addition for this place!"
United States
Estefany G.
The price is HK$2,217
HK$6,232 total
includes taxes & fees
4 Aug - 5 Aug
NEW: Chic Modern Barn Style Home in Fun Area
Interior

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$3,654 total
includes taxes & fees
25 Aug - 26 Aug
rural, serene + sophisticated space
Dining

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, (8 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$5,646
HK$8,817 total
includes taxes & fees
12 Aug - 13 Aug
The George is an elegant restored home in the Hudson Valley
Interior

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$3,136
HK$6,591 total
includes taxes & fees
6 Aug - 7 Aug
Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
Coffee/tea maker, fridge, microwave, oven

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.6 out of 10, Exceptional, (35 reviews)
"Perfect location to walk into town - clean, light, airy and neat space. Enjoyable visit!"
United States
HEATHER G.
The price is HK$2,258
HK$3,372 total
includes taxes & fees
6 Aug - 7 Aug
Home in Great Barrington
Living area

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

Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Red Hook
10.0 out of 10, Exceptional, (25 reviews)
"It was pet friendly, even for a dog, was comfortable for the entire family and is a great location with easy access to surrounding villages."
United States
Susan T.
The price is HK$2,156
HK$3,752 total
includes taxes & fees
23 Aug - 24 Aug
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Exterior

Gorgeous Mountain Views Retreat: Family & Nature

Gorgeous Mountain Views Retreat: Family & Nature
Hillsdale
10.0 out of 10, Exceptional, (129 reviews)
"This home has beautiful views. It is quiet and clean with all of the amenities we needed. We had a lovely stay."
United States
Anne S.
The price is HK$2,576
HK$4,641 total
includes taxes & fees
9 Aug - 10 Aug
Gorgeous Mountain Views Retreat: Family & Nature
Interior

Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.6 out of 10, Exceptional, (21 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$1,941
HK$2,912 total
includes taxes & fees
6 Aug - 7 Aug
Cozy Riverside Berkshires Retreat
TV, fireplace, DVD player, books

Mtn-View Retreat in Huson Valley: Great for Groups

Mtn-View Retreat in Huson Valley: Great for Groups
Claverack
9.6 out of 10, Exceptional, (14 reviews)
"Beautiful rental - spacious, beautiful views, and gorgeous home!"
United States
Samantha A.
The price is HK$1,482
HK$5,919 total
includes taxes & fees
21 Aug - 22 Aug
Mtn-View Retreat in Huson Valley: Great for Groups
TV, fireplace, printers

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, (7 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$4,439
HK$10,416 total
includes taxes & fees
6 Aug - 7 Aug
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Interior

Sweet Cozy Victorian in Housatonic. Close to everything.

Sweet Cozy Victorian in Housatonic. Close to everything.
Housatonic
9.8 out of 10, Exceptional, (8 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$1,764
HK$2,978 total
includes taxes & fees
2 Aug - 3 Aug
Sweet Cozy Victorian in Housatonic. Close to everything.
Outdoor spa tub

Bespoke Litchfield - Family Friendly, Hot Tub

Bespoke Litchfield - Family Friendly, Hot Tub
Litchfield
10.0 out of 10, Exceptional, (2 reviews)
"This is a phenomenal location, the house is unparalleled. The host is amazing, friendly, informative, transparent. The house is very well appointed and well cared for. "
United States
Matt S.
The price is HK$2,557
HK$7,288 total
includes taxes & fees
2 Aug - 3 Aug
Bespoke Litchfield - Family Friendly, Hot Tub
TV, fireplace, stereo

Great Barrington, Cabin Sleeps 14, Walk To Town

Great Barrington, Cabin Sleeps 14, Walk To Town
Great Barrington
9.6 out of 10, Exceptional, (50 reviews)
"The host was wonderful and the place was amazing!"
United States
James M.
The price is HK$8,911
HK$14,685 total
includes taxes & fees
2 Aug - 3 Aug
Great Barrington, Cabin Sleeps 14, Walk To Town
Pool

Charming Hudson Valley Escape | Heated Pool & Fire Pit

Charming Hudson Valley Escape | Heated Pool & Fire Pit
Claverack-Red Mills
10.0 out of 10, Exceptional, (1 review)
"amazing property - best rental i’ve ever stayed at. can’t recommend it enough"
United States
jessica c.
The price is HK$4,112
HK$7,290 total
includes taxes & fees
12 Aug - 13 Aug
Charming Hudson Valley Escape | Heated Pool & Fire Pit
2 bedrooms, free WiFi, bed sheets

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$974
HK$1,743 total
includes taxes & fees
5 Aug - 6 Aug
Peaceful and cozy 1 bed 1 bath in quaint Winchester
Desk, WiFi

Charles Cottage Near Warren St New Renovation

Charles Cottage Near Warren St New Renovation
Hudson
The price is HK$1,461
HK$4,376 total
includes taxes & fees
5 Aug - 6 Aug
Charles Cottage Near Warren St New Renovation
Exterior detail

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$2,266
HK$4,386 total
includes taxes & fees
13 Aug - 14 Aug
Bespoke Design, Hot Tub, Fire Pit, Secluded Area & Projector [The Spring House]
TV

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$2,784
HK$5,255 total
includes taxes & fees
26 Aug - 27 Aug
Treetop Hideaway in Tyringham
Outdoor dining

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’
10.0 out of 10, Exceptional, (1 review)
"We were only there for one night, but we really liked this space - it was clean and the beds were so comfortable! Thanks so much to our host for opening his home to us."
United States
Rachel P.
The price is HK$2,047
HK$3,223 total
includes taxes & fees
3 Aug - 4 Aug
Pet friendly 3-bedroom. About a mile from downtown. Fenced-in backyard.
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

the Alander

the Alander

10/10 Excellent
"The owners did such a nice job at renovating this adorable motel. The rooms are very cozy and comfortable- pale green paint and wainscotting, white-washed ceilings and other stylish touches. They have really thought of every little detail to make the rooms special- a light up mirror in the bathroom, retro-looking fridge, nice wood and tile floors, complimentary local yogurt and granola- even a portable ironing board and iron are provided. Improvements? they went a little overboard on the 'antler' theme (although you could see that was just their way of having whimsical touches). Could have used a chair in the room. The bed- way too soft for our taste. But everything else was really nice and comfy. And the restaurant was really special- amazing food, very intimate setting. I highly recommend for a quick visit or an extended stay!"
Mary 1-night trip
Posted 2 hours ago
the Alander

Find out more about Millerton

Millerton Vacation Homes information

Number of reviews
328
Accommodation
448 Vacation Homes
Lowest Price
HK$1,743
Highest Price
HK$14,685

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