Photo by Jennifer Brokaw

Search Vacation Homes in Millerton

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Homes in Millerton

Property grounds
All the comforts of home

Vacation Home in Hudson

9.2 out of 10, Wonderful, (28)
"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "
United States
Marisa P.
$126 nightly
The price is $141
Nov 23 - Nov 24
Total with taxes and fees
All the comforts of home
Fridge, microwave, oven, stovetop
Home in Great Barrington

Vacation Home in Great Barrington

9.8 out of 10, Exceptional, (25)
"Enjoyed our stay!!!"
United States
Fred W.
$243 nightly
The price is $271
Dec 15 - Dec 16
Total with taxes and fees
Home in Great Barrington
Outdoor dining
Sweet Cozy Victorian in Housatonic. Close to everything.

Vacation Home in Housatonic

10.0 out of 10, Exceptional, (3)
"Emma's property is adorable! Clean, well appointed with fresh flowers on the table to great us. Smooth and easy communication from start to finish. Really close to Tanglewood and all the activities Western Massachusetts has to offer."
United States
Cheryl F.
$217 nightly
The price is $242
Nov 20 - Nov 21
Total with taxes and fees
Sweet Cozy Victorian in Housatonic. Close to everything.
Exterior
Perfect House In Hillsdale, Brings Friends & Fam

Vacation Home in Hillsdale

8.4 out of 10, Very Good, (5)
"As a group of 10 friends, this house was everything we could have wanted. 5 bedrooms, a very large living room, and a dining table to fit all of us at once. Very close to Catamount, Hy’s Fried, Roe Jan brewery and more. Very clean for such an old house. "
United States
Stefanie K.
$508 nightly
The price is $551
Dec 6 - Dec 7
Total with taxes and fees
Perfect House In Hillsdale, Brings Friends & Fam
Exterior detail
CT Gate House Goshen CT, Gate House Goshen CT

Vacation Home in Goshen

2.5 star property
9.8 out of 10, Exceptional, (7)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
$741 nightly
The price is $771
Nov 20 - Nov 21
Total with taxes and fees
CT Gate House Goshen CT, Gate House Goshen CT
Game room
Pet Friendly Riverfront Home in Great Barrington

Vacation Home in Great Barrington

9.0 out of 10, Wonderful, (4)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
$253 nightly
The price is $283
Nov 20 - Nov 21
Total with taxes and fees
Pet Friendly Riverfront Home in Great Barrington
Property grounds
Cheerful 3-bedroom cottage with woodstove

Vacation Home in Sheffield

10.0 out of 10, Exceptional, (40)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
$450 nightly
The price is $503
Nov 23 - Nov 24
Total with taxes and fees
Cheerful 3-bedroom cottage with woodstove
Fridge, microwave, oven, stovetop
Great Barrington Get Away

Vacation Home in Great Barrington

9.4 out of 10, Exceptional, (25)
"The host was very communicative and responsive during our arrival and check out. The listing and everything was as it said we were very pleased with both the location of the home and the actual home itself and the property walking distance to town truly cannot say enough. Thank you for Your hospitality. Our family is very grateful. "
United States
Amy B.
$464 nightly
The price is $518
Nov 20 - Nov 21
Total with taxes and fees
Great Barrington Get Away
Interior
Tranquil Victorian on Charming Street

Vacation Home in Hudson

6.0 out of 10, (1)
"Interior has been recently upgraded and is nicely done providing a pleasant stay. Host needs to be more responsive as we had an hours delay in accessing the property. Host did not respond to messages over a 6 hour period prior to arrival."
United States
Jim & Linda
$409 nightly
The price is $458
Nov 20 - Nov 21
Total with taxes and fees
Tranquil Victorian on Charming Street
Exterior
1BR Hudson Apartment, 3Min Walk To Warren St For Two - Apartment 1 - Pet Allowed

Vacation Home in Hudson

$338 nightly
The price is $382
Dec 2 - Dec 3
Total with taxes and fees
1BR Hudson Apartment, 3Min Walk To Warren St For Two - Apartment 1 - Pet Allowed
Interior
rural, serene + sophisticated space

Vacation Home in Red Hook

10.0 out of 10, Exceptional, (7)
"Beautiful property with unique accommodations in the Hudson Valley"
United States
BRIAN PATRICK M.
$348 nightly
The price is $390
Nov 24 - Nov 25
Total with taxes and fees
rural, serene + sophisticated space
Exterior
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Vacation Home in Great Barrington

10.0 out of 10, Exceptional, (1)
"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
$1,193 nightly
The price is $1,332
Nov 20 - Nov 21
Total with taxes and fees
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Terrace/patio
Spacious New Luxurious holiday house in lovely Hudson Valley

Vacation Home in Poughkeepsie

9.8 out of 10, Exceptional, (23)
"Amazing property and super helpful hosts. Can’t recommend enough! "
United States
Lou D.
$601 nightly
The price is $697
Nov 24 - Nov 25
Total with taxes and fees
Spacious New Luxurious holiday house in lovely Hudson Valley
Interior
Modern Converted Barn with Hot Tub!

Vacation Home in Hyde Park

9.8 out of 10, Exceptional, (6)
"My family and I had a lovely stay at this property. The home and yard are beautiful, everything was clean and well appointed. We had an issue with the hot tub when we arrived and Ben called to walk us through the process of getting it back on, and sent a technician out to ensure everything was running properly. Check in and out was very easy. Would recommend a stay here! "
United States
Rachel E.
$1,281 nightly
The price is $1,347
Nov 30 - Dec 1
Total with taxes and fees
Modern Converted Barn with Hot Tub!
Interior
The George is an elegant restored home in the Hudson Valley

Vacation Home in Stanfordville

9.2 out of 10, Wonderful, (5)
"Clean, comfortable, private, and plenty of room. Hosts went above and beyond to make our stay easy and memorable."
United States
Polly J.
$839 nightly
The price is $949
Nov 30 - Dec 1
Total with taxes and fees
The George is an elegant restored home in the Hudson Valley
Outdoor pool, a heated pool
Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson

Vacation Home in Hudson

9.8 out of 10, Exceptional, (27)
"Met our son and his girls for a little getaway. Very cool house complete with lots to do! Thank you. Hope to get to experience it during the summer months sometime."
United States
Kathy M.
$980 nightly
The price is $1,107
Dec 2 - Dec 3
Total with taxes and fees
Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson
Exterior
Modern House Near Hudson with Fire Pit and Privacy

Vacation Home in Hudson

$808 nightly
The price is $905
Nov 20 - Nov 21
Total with taxes and fees
Modern House Near Hudson with Fire Pit and Privacy
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Millerton Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Clean, comfortable facilty"
Julie 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Find out more about Millerton

Millerton Vacation Homes information

Number of reviews
188
Accommodation
445 Vacation Homes
Lowest Price
$141
Highest Price
$771

Explore a world of travel with Expedia