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Compare 476 Vacation Homes in Millerton with updated reviews, rates, and availability.

Lakefront Summer Spectacular in New England Just 2 Hours From NYC

9.8 out of 10, Exceptional, (69)
"The host was great and the property had everything we wanted and more. We will be back."
Lakefront Summer Spectacular in New England Just 2 Hours From NYC

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (22)
"Beautiful property- not too far from Hunter Mt or Woodstock. House has a lot to offer for adults and/or families with kids. Would highly recommend!"
Hamptons on the Hudson in South Saugerties

Home w/ Fire Pit, Near Downtown Hudson + Skiing!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Lovely time; great property with comfortable furniture!!"
Home w/ Fire Pit, Near Downtown Hudson + Skiing!

Cozy home close to Catamount, State Parks and the Harlem Valley Rail Trail.

10.0 out of 10, Exceptional, (19)
"We stayed here for skiing over a holiday weekend. The place was *very* clean and Tara was very responsive to helping with the only issue we had (which was weather related and not related to the house). The house is well outfitted and they also left a few basics for us in the kitchen which was a nice touch."
Cozy home close to Catamount, State Parks and the Harlem Valley Rail Trail.

The Race Mountain House

2.0 star property
10.0 out of 10, Exceptional, (1)
"We loved everything about the house - it was in a great location and perfect for a weekend away with friends!"
The Race Mountain House

Mountain View Getaway

10.0 out of 10, Exceptional, (53)
"Such a magical place…always enjoy our stay. The home is so comfy - the hosts are amazing. "
Mountain View Getaway

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

10.0 out of 10, Exceptional, (20)
"The property was close to town and very cozy, clean & comfortable. Would highly recommend attention to the details was impressive."
Walk into town, soak up sun on enclosed porch & steps away from nature trails!

The Best 3-bedroom house in Tivoli

The Best 3-bedroom house in Tivoli

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

7.2 out of 10, Good, (44)
"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!

Stay Lakeside This Summer!

9.8 out of 10, Exceptional, (71)
"Perfect location for a peaceful, scenic vacation."
Stay Lakeside This Summer!

CT Gate House Goshen CT, Gate House Goshen CT

2.5 star property
The price is AED 368
AED 2,128 total
includes taxes & fees
5 Jun - 6 Jun
CT Gate House Goshen CT, Gate House Goshen CT

Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!

10.0 out of 10, Exceptional, (11)
"Very comfortable, clean home with all the amenities. We really enjoyed our stay in the beautiful area. Big yard for outdoor fun. Close to many attractions."
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!

4 Mi to Great Barrington: Berkshires Retreat!

4 Mi to Great Barrington: Berkshires Retreat!

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

10.0 out of 10, Exceptional, (12)
"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

NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE

10.0 out of 10, Exceptional, (34)
"Our family had a wonderful stay at this beautiful home. It's well-equipped, clean and cozy and feels like you are out in the country but also a 10 minute drive from great restaurants, shops and skiing. We definitely plan to return."
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE

The Goshen Glass Chalet

9.6 out of 10, Exceptional, (34)
"Went there for a weekend with a friend to hole up and relax in February and it was lovely. Listing is accurate and Cindy was very easy to communicate with. Hot tub was great!"
The Goshen Glass Chalet

All the comforts of home

9.0 out of 10, Wonderful, (23)
"A nice no frills comfortable place. Tucked away from town but close enough to everything."
The price is AED 390
AED 501 total
includes taxes & fees
15 Jun - 16 Jun
All the comforts of home

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

Charming 1870 cape cottage in Litchfield

10.0 out of 10, Exceptional, (51)
"Property was great and the owners thought of everything. Instructions were clear and helpful! Didn’t want for a thing, such a lovely space to spend a few days and so close to Litchfield and Bantam shops and restaurants. We loved it!! "
Charming 1870 cape cottage in Litchfield

Special Second Day November discounts @ the River. Text host for discount

9.8 out of 10, Exceptional, (12)
"Spacious, solid home with great views of the Hudson. Host made us feel like we were visiting relatives (in the best way!). We will definitely be renting this property again- highly recommend!!"
Special Second Day November discounts @ the River. Text host for discount
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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