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Search results; Over 1,000 homes in Holmes

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Top guest favourite
Cabin in Holmes
Spa Cabin with 2 Suites & Hot Tub
5 bedrooms, 7 beds, 3.5 private bathrooms
23–28 Sept
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4.98 out of 5 average rating, 111 reviews
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Top guest favourite
Home in Holmes
Laurelwood Cottage at Sanita Hill
4 bedrooms, 5 beds, 2 bathrooms
22–27 Sept
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Cabin in Holmes
A View From the Lakehouse
3 bedrooms, 3 beds, 2 bathrooms
17–22 Sept
4.95 out of 5 average rating, 57 reviews
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Flat in Holmes
Top Side
1 bedroom, 1 bed, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 148 reviews
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Guest favourite
Home in Holmes
Comfort and Natural Beauty by the Lake
2 bedrooms, 3 beds, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 5 reviews
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Home in Holmes
Peaceful & Quiet Lakeside Home
3 bedrooms, 3 beds, 4 bathrooms
30 Nov – 5 Dec
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Guest favourite
Cottage in Holmes
Hibiscus House-within Westerhall Gardens
2 bedrooms, 3 beds, 1 bathroom
1–6 Jan
5.0 out of 5 average rating, 19 reviews
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Guest favourite
Cottage in Pawling
Forest Acres Cottage: Appalachian/Empire St Trail!
1 bedroom, 2 beds, 1 bathroom
8–13 Oct
4.97 out of 5 average rating, 116 reviews
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Top guest favourite
Guest suite in Pawling
Cozy retreat just a short stroll from the village
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 131 reviews
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Home in Sherman
Slice of Paradise in the Country
2 bedrooms, 2 beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 110 reviews
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Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms, 2 beds, 1 bathroom
24–29 Sept
4.94 out of 5 average rating, 34 reviews
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Guest favourite
Cottage in Sherman
Candlewood Cottage
2 bedrooms, 4 beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Carmel Hamlet
Serene Lakefront Home 1hr to NYC
3 bedrooms, 4 beds, 3.5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Sherman
Designers Historic Connecticut Home
5 bedrooms, 5 beds, 2 bathrooms
16–21 Sept
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Home in Pawling
Farmhouse Oasis in the Hudson Valley, Stream Views
4 bedrooms, 6 beds, 3 bathrooms
1–6 Oct
4.97 out of 5 average rating, 106 reviews
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Top guest favourite
Home in New Fairfield
Beautiful Lakefront Retreat with Private Dock
3 bedrooms, 4 beds, 2.5 bathrooms
9–15 Oct
4.93 out of 5 average rating, 132 reviews
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Top guest favourite
Flat in Pawling
Quiet Studio Apartment in Pawling
1 bedroom, 1 king bed, 1 bathroom
30 Oct – 4 Nov
5.0 out of 5 average rating, 155 reviews
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Top guest favourite
Home in New Fairfield
Best Candlewood Direct Lakefront Location
5 bedrooms, 7 beds, 3.5 bathrooms
17–22 Sept
5.0 out of 5 average rating, 14 reviews
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Home in Weston
Characterful iconic Weston lodge.
5 bedrooms, 5 beds, 4 bathrooms
16–21 Sept
New place to stay