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Search results; Over 1,000 homes in Millerton

Top guest favourite
Guest suite in Millerton
Romantic Sunset view, Peace n Quiet, 10 Mn to Silo
Studio, 1 bed, 1 private bathroom
30 Aug – 4 Sept
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4.93 out of 5 average rating, 414 reviews
Top guest favourite
Home in Millerton
The House in a Beautiful Small Upstate Town
4 bedrooms, 7 beds, 3 bathrooms
20–25 Sept
4.97 out of 5 average rating, 260 reviews
Top guest favourite
Flat in Millerton
The Studio
1 queen bed, 1 bathroom
14–19 Sept
4.84 out of 5 average rating, 143 reviews
Guest favourite
Guest house in Millerton
Loft in the Pines
1 bedroom, 2 beds, 1.5 bathrooms
9–14 Sept
4.94 out of 5 average rating, 125 reviews
Top guest favourite
Room in Millerton
Stunning farm views
1 double bed, 1 bathroom
28 Aug – 2 Sept
4.86 out of 5 average rating, 79 reviews
Top guest favourite
Home in Millerton
The 1913 House, book 6 days get the 7th free.
3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
4.9 out of 5 average rating, 181 reviews
Guest favourite
Home in Millerton
Peaceful Farmhouse w/ Views + Rail Trail Access
3 bedrooms, 4 beds, 1.5 bathrooms
14–19 Sept
4.92 out of 5 average rating, 26 reviews
Guest favourite
Home in Millerton
Brindlewood Sunny Upstate Escape 3BRs on 7.5 Acres
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.86 out of 5 average rating, 50 reviews
Home in Millerton
The Dragonfly - available Nov. 1, 2026
4 bedrooms, 5 beds, 2.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest suite in Millerton
Nature Lovers New Outdor Livng rm Peace, fast WiFi
1 queen bed, 1 bathroom
24–29 Aug
4.95 out of 5 average rating, 416 reviews
Top guest favourite
Cabin in Millerton
Luxe Cabin Oasis: 40 acres with stream-ideal for 2
1 bedroom, 1 queen bed, 1 bathroom
27 Aug – 1 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Guest house in Millerton
Three Corner Farm
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 34 reviews
Cabin in Pine Plains
Robin's Nest: Cozy Lakeside Cottage in Pine Plains
2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Millerton
Gorgeous Modern New Ranch near Rail Trail!
3 bedrooms, 3 beds, 3 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Cabin in Mount Washington
Chic Cabin in the Berkshires, Mountain getaway!
4 bedrooms, 6 beds, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Pine Plains
NEW: Chic Modern Barn Style Home in Fun Area
3 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Guest house in Pine Plains
Cozy Country Cottage in Pine Plains
1 bedroom, 1 king bed, 1 bathroom
25–30 Aug
5.0 out of 5 average rating, 7 reviews
Barn in Pine Plains
Stunning Horse Farm Apt With Hot Tub
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
Guest favourite
Home in Cornwall
The Farmhouse
2 bedrooms, 2 beds, 1 bathroom
29 Oct – 3 Nov
4.97 out of 5 average rating, 185 reviews