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Search results; Over 1,000 homes in Middlesex

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Top guest favourite
Home in Canandaigua
Spectacular fall foliage, wineries + great skiing
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.9 out of 5 average rating, 58 reviews
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Top guest favourite
Home in Middlesex
Peaceful lake front home with amazing views.
4 bedrooms, 5 beds, 1.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Cabin in Rushville
Raccoon Run
2 bedrooms, 4 beds, 1 bathroom
19–24 Sept
4.98 out of 5 average rating, 47 reviews
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Guest favourite
Home in Penn Yan
Finger Lakes Serenity
3 bedrooms, 4 beds, 1 bathroom
29 Sept – 4 Oct
4.95 out of 5 average rating, 44 reviews
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Top guest favourite
Room in Rushville
Sunsets for Two -Private entrance, No Cleaning Fee
1 queen bed, 1 bathroom
19–24 Sept
4.97 out of 5 average rating, 207 reviews
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Top guest favourite
Barn in Canandaigua
New property on historic farm with lake views
2 bedrooms, 2 queen beds, 1 bathroom
27 Oct – 1 Nov
5.0 out of 5 average rating, 66 reviews
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Top guest favourite
Home in Canandaigua
Canandaigua Lake Cottage!
2 bedrooms, 2 queen beds, 1.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 76 reviews
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Top guest favourite
Home in Canandaigua
Canandaigua Retreat | Near CMAC / Venues | Games
3 bedrooms, 3 beds, 3 bathrooms
20–25 Oct
4.93 out of 5 average rating, 15 reviews
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Guest favourite
Chalet in Naples
The Lakeview Chalet: Cozy & Chic, Hot Tub, Games
2 bedrooms, 4 beds, 1 bathroom
25–30 Sept
4.97 out of 5 average rating, 156 reviews
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Guest favourite
Home in Canandaigua
Canandaigua Lake Overlook
3 bedrooms, 2 bathrooms
20–25 Sept
4.88 out of 5 average rating, 24 reviews
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Top guest favourite
Home in Canandaigua
Cozy Lakehouse Vibe, & Views, Deck, 10 Min to Town
4 bedrooms, 5 beds, 2.5 bathrooms
20–25 Sept
4.99 out of 5 average rating, 84 reviews
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Guest favourite
Home in Naples
Minutes to Bristol Mountain, Wineries, Canandaigua
4 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.86 out of 5 average rating, 29 reviews
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Guest favourite
Home in Penn Yan
3BR Cottage | Wi-Fi | Deck with Fire Table & Grill
4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Oct
4.91 out of 5 average rating, 11 reviews
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Guest favourite
Cabin in Naples
Hi-Tor Hideaway. The Cure for Cabin Fever.
2 bedrooms, 3 beds, 1 bathroom
9–14 Nov
4.87 out of 5 average rating, 627 reviews
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Top guest favourite
Chalet in Canandaigua
Bristol Mtn w/king beds, ski & hike near wineries!
3 bedrooms, 4 beds, 3 bathrooms
21–26 Sept
5.0 out of 5 average rating, 10 reviews
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Guest favourite
Home in Canandaigua
Lake-View/Ski Chalet in Canandaigua
3 bedrooms, 5 beds, 2 bathrooms
21–26 Sept
4.96 out of 5 average rating, 28 reviews
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Guest favourite
Home in Canandaigua
Lake House
4 bedrooms, 7 beds, 2.5 bathrooms
19–24 Sept
4.88 out of 5 average rating, 186 reviews
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Superhost
Home in Canandaigua
The Vandenbergh Mansion
4 bedrooms, 4 beds, 1.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 4 reviews