Book Holiday Homes in Millerton

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Featured Holiday Homes in Millerton

Hamptons on the Hudson in South Saugerties

Hamptons on the Hudson in South Saugerties

Glasco
Book a stay at this family-friendly vacation home in Glasco. Enjoy free WiFi, private pools, and a garden. Popular attractions Falling Waters Preserve and West ...
Hamptons on the Hudson in South Saugerties
Spectacular views and close to Great Barrington.

Spectacular views and close to Great Barrington.

Great Barrington
Stay at this vacation home in Great Barrington. Enjoy in-room jetted tubs, an in-room coffeemaker, and in-room fireplaces. Popular attractions Lake Mansfield ...
Spectacular views and close to Great Barrington.
Antique Farmhouse Totally Restored

Antique Farmhouse Totally Restored

Sheffield
Book a stay at this family-friendly vacation home in Sheffield. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Mount Riga State Park ...
Antique Farmhouse Totally Restored
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Spacious New 5-bedroom holiday house in lovely Hudson Valley

Spacious New 5-bedroom holiday house in lovely Hudson Valley

Poughkeepsie
The price is NZ$1,195 per night from 2 Jan to 3 Jan
NZ$1,195
includes taxes & fees
2 Jan - 3 Jan 2025
Stay at this vacation home in Poughkeepsie. Enjoy patios, in-room jetted tubs, and in-room fireplaces. Popular attractions Overlook Drive-In Theater and Richard ...
Spacious New 5-bedroom holiday house in lovely Hudson Valley
Berkshire Ski House on Lake Garfield w/HT By Great Barrington

Berkshire Ski House on Lake Garfield w/HT By Great Barrington

Monterey
Stay at this vacation home in Monterey. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Bidwell House Museum and Ashintully Gardens are ...
Berkshire Ski House on Lake Garfield w/HT By Great Barrington
Beautiful Berkshire Farm House on 160+ Acres

Beautiful Berkshire Farm House on 160+ Acres

Great Barrington
Stay at this vacation home in Great Barrington. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Catamount Aerial Adventure Park and ...
Beautiful Berkshire Farm House on 160+ Acres
Charming cottage with lake access, wood burning fire place, and WiFi

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

2 out of 5
Elizaville
Stay at this vacation home in Elizaville. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Tousey Winery and West Beach are located ...
Charming cottage with lake access, wood burning fire place, and WiFi
Private Estate, Heated Yearround Outdoor Pool

Private Estate, Heated Yearround Outdoor Pool

Egremont
Stay at this vacation home in Great Barrington. Enjoy private pools, a garden, and patios. Popular attractions Catamount Aerial Adventure Park and Catamount ...
Private Estate, Heated Yearround Outdoor Pool
A Grand property in Historic Stockbridge

A Grand property in Historic Stockbridge

Stockbridge
Stay at this vacation home in Stockbridge. Enjoy a garden, tennis courts, and a pool table. Popular attractions Mission House and Schantz Galleries are located ...
A Grand property in Historic Stockbridge
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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.

Millerton Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Millerton vacation homes are the perfect way for you to wing it.

Holiday houses in Millerton let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Millerton in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Millerton adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Millerton with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Millerton vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Millerton Holiday Homes essential information

Accommodation
377 Holiday Homes
Lowest Price
NZ$167
Highest Price
NZ$1,195
Popular accommodation
Hamptons on the Hudson in South Saugerties, Spectacular views and close to Great Barrington., Antique Farmhouse Totally Restored , Spacious New 5-bedroom holiday house in lovely Hudson Valley, Berkshire Ski House on Lake Garfield w/HT By Great Barrington , Beautiful Berkshire Farm House on 160+ Acres, Charming cottage with lake access, wood burning fire place, and WiFi, Private Estate, Heated Yearround Outdoor Pool, A Grand property in Historic Stockbridge

Top trending hotels in Millerton

The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is NZ$273 per night from 6 Jan to 7 Jan
NZ$273
includes taxes & fees
6 Jan - 7 Jan 2025
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
The Red Lion Inn
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is NZ$167 per night from 30 Dec to 31 Dec
NZ$167
includes taxes & fees
30 Dec - 31 Dec
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Quality Inn
Beekman Arms Hotel

Beekman Arms Hotel

3.5 out of 5
6387 MILL ST, Rhinebeck, NY
Stay at this 3.5-star business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Beekman Arms Hotel
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Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

3.5 out of 5
190 Meadow Street, South Lee, MA
Fully refundable
The price is NZ$280 per night from 6 Jan to 7 Jan
NZ$280
includes taxes & fees
6 Jan - 7 Jan 2025
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our ...
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
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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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^Subject to availability and chosen travel dates.