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Search results; Over 1,000 homes in Middlesex

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Top guest favourite
Home in Middlesex
Convenient Retreat
4 bedrooms, 6 beds, 2 private bathrooms
26–31 Oct
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4.97 out of 5 average rating, 34 reviews
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Home in Middlesex
New! Ski & Stay Montpelier 4br Home Sleeps 8
4 bedrooms, 5 beds, 1.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Middlesex
True Mountain House
2 bedrooms, 2 beds, 1 bathroom
19–24 Oct
4.94 out of 5 average rating, 199 reviews
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Home in Middlesex
The Green Mountain Getaway
4 bedrooms, 8 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Flat in Middlesex
Quiet, woodsy, stargazers delight.
1 bedroom, 1 queen bed, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Barn in Middlesex
Jules Gem
1 queen bed, 1 bathroom
31 Oct – 5 Nov
4.98 out of 5 average rating, 254 reviews
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Room in Middlesex
Gorgeous spot between Waterbury and Montpelier
1 queen bed, 1 bathroom
13–18 Oct
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Top guest favourite
Guest suite in Middlesex
Morningstar Meadow - your home in Vermont
1 bedroom, 1 queen bed, 1 bathroom
2–7 Nov
4.98 out of 5 average rating, 369 reviews
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Room in Worcester
A Slice of Paradise
1 queen bed, 1.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 6 reviews
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Home in Waitsfield
Charming Vermont Farmhouse in Mad River Valley
9 bedrooms, 9 beds, 9.5 bathrooms
1–6 Oct
New place to stay
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Guest favourite
Home in Waterbury
The Lonely Goat farmhouse, lake, mountains, Fall
5 bedrooms, 7 beds, 3 bathrooms
27 Oct – 1 Nov
4.97 out of 5 average rating, 37 reviews
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Top guest favourite
Cabin in Waterbury Center
44 Degrees North
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
4.97 out of 5 average rating, 205 reviews
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Top guest favourite
Home in Waterbury
Cozy VT Mountain House for Skiers, Hikers & Bikers
3 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
4.96 out of 5 average rating, 28 reviews
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Guest favourite
Room in North Middlesex
Country Mountain Retreat Home
1 queen bed, 1.5 bathrooms
12–17 Oct
4.87 out of 5 average rating, 90 reviews
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Home in Morristown
Maple Fox
4 bedrooms, 7 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Waterbury Center
Restored 1840s Farmhouse Between Stowe & Waterbury
4 bedrooms, 5 beds, 2.5 bathrooms
19–24 Oct
4.99 out of 5 average rating, 154 reviews
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Top guest favourite
Home in Middlesex
Best Reviews~Perfect VT Modern Style~View Hot Tub
1 bedroom, 2 beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 33 reviews
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Guest favourite
Cabin in Montpelier
Custom Cabin, Stowe/Montpelier (Family Bunk Room)
2 bedrooms, 6 beds, 1 bathroom
26–31 Oct
4.92 out of 5 average rating, 84 reviews
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Top guest favourite
Home in Stowe
Cozy Mountain Home w/Million $ View
4 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.97 out of 5 average rating, 131 reviews