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Search results; Over 1,000 homes in Holliston

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Home in Holliston
Spacious, cozy and quiet Cabin style house!
3 bedrooms, 9 beds, 3 private bathrooms
4–9 Oct
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4.81 out of 5 average rating, 178 reviews
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Top guest favourite
Home in Holliston
All New Private Country Setting (2 Level-No Share)
3 bedrooms, 3 beds, 2 bathrooms
30 Oct – 4 Nov
4.97 out of 5 average rating, 144 reviews
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Farm stay in Hopkinton
1790 Stone Manor Farm
5 bedrooms, 6 beds, 2.5 bathrooms
13–18 Oct
4.96 out of 5 average rating, 166 reviews
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Home in Framingham
Spacious 3BD Ranch With Fenced-In Yard
3 bedrooms, 4 beds, 2.5 bathrooms
10–15 Oct
4.93 out of 5 average rating, 27 reviews
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Place to stay in Sherborn
Entire Historic Carriage House with Fireplace & AC
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.98 out of 5 average rating, 360 reviews
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Guest favourite
Room in Milford
Private 3-Room Suite with Patio
2 beds, 1 bathroom
4–9 Oct
4.87 out of 5 average rating, 60 reviews
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Top guest favourite
Flat in Norfolk
2 Bed Apt 15 Mins Gillette Stadium, Massachusetts
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 15 reviews
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Flat in Milford
The Outlaw's In-Law
1 bedroom, 2 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 40 reviews
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Guest suite in Hopkinton
Studio W/ King Bed, Full Kitchen, & Peaceful Deck
1 king bed, 1 bathroom
15–20 Oct
4.97 out of 5 average rating, 77 reviews
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Home in Hopkinton
Waterfront Retreat | Dock, Kayak & Lake Views
3 bedrooms, 5 beds, 1.5 bathrooms
1–6 Oct
4.95 out of 5 average rating, 19 reviews
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Home in Hopkinton
Hopkinton Mass 3+ Bedrooms - Great location!
4 bedrooms, 3 queen beds, 1.5 bathrooms
16–21 Oct
4.95 out of 5 average rating, 180 reviews
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Guest suite in Norwood
Modern Upper-Level Oasis in Norwood
3 bedrooms, 4 beds, 1 bathroom
2–7 Nov
4.93 out of 5 average rating, 30 reviews
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Home in Newton
Newly Renovated 3BR Private Home in Newton
3 bedrooms, 3 queen beds, 1.5 bathrooms
4–9 Nov
New place to stay
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Flat in Framingham
Perfect Marathon & World Cup Location. Newly Reno
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 11 reviews
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Guest house in Foxborough
Bates Boutique ☆ Home Away From Home
4 bedrooms, 6 beds, 1.5 bathrooms
25–30 Oct
4.97 out of 5 average rating, 217 reviews
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Home in Framingham
1BR Sunlit 2-Story | Boston 25 Min | Free Parking
1 bedroom, 2 queen beds, 1 bathroom
2–7 Oct
4.9 out of 5 average rating, 269 reviews
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Top guest favourite
Townhouse in Foxborough
The Foxboro Game Day House | 7 Min to Gillette
4 bedrooms, 5 beds, 1.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 20 reviews
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Home in Franklin
Waterfront retreat, explore nature
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
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Guest favourite
Home in Hopkinton
Historic replica colonial home in Hopkinton MA
4 bedrooms, 5 beds, 3.5 bathrooms
8–13 Oct
5.0 out of 5 average rating, 5 reviews