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Search results; Over 1,000 homes in Holliston

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Guest favourite
Flat in Holliston
Loch Link
2 bedrooms, 4 beds, 1 private bathroom
13–18 Oct
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4.93 out of 5 average rating, 144 reviews
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Top guest favourite
Home in Holliston
All New Private Country Setting (2 Level-No Share)
3 bedrooms, 3 beds
30 Oct – 4 Nov
4.97 out of 5 average rating, 144 reviews
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Top guest favourite
Farm stay in Hopkinton
1790 Stone Manor Farm
5 bedrooms, 6 beds
13–18 Oct
4.96 out of 5 average rating, 166 reviews
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Top guest favourite
Place to stay in Sherborn
Entire Historic Carriage House with Fireplace & AC
1 bedroom, 1 queen bed
18–23 Oct
4.98 out of 5 average rating, 360 reviews
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Guest favourite
Guest suite in Hopkinton
Studio W/ King Bed, Full Kitchen, & Peaceful Deck
1 king bed
15–20 Oct
4.97 out of 5 average rating, 77 reviews
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Top guest favourite
Flat in Milford
The Outlaw's In-Law
1 bedroom, 2 beds
2–7 Nov
5.0 out of 5 average rating, 40 reviews
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Guest favourite
Room in Milford
Private 3-Room Suite with Patio
2 beds
4–9 Oct
4.87 out of 5 average rating, 60 reviews
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Guest favourite
Room in Milford
Quiet Red Room in Milford
1 bed
1–6 Aug
4.91 out of 5 average rating, 208 reviews
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Guest favourite
Hotel in Sherborn
Forest Room: The Inn at Fireside Tavern Sherborn
1 bedroom, 1 king bed
18–23 Oct
4.89 out of 5 average rating, 9 reviews
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Top guest favourite
Flat in Norfolk
2 Bed Apt 15 Mins Gillette Stadium, Massachusetts
2 bedrooms, 2 queen beds
4–9 Oct
5.0 out of 5 average rating, 15 reviews
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Guest favourite
Home in Hopkinton
Historic replica colonial home in Hopkinton MA
4 bedrooms, 5 beds
8–13 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Framingham
1BR Sunlit 2-Story | Boston 25 Min | Free Parking
1 bedroom, 2 queen beds
19–24 Oct
4.9 out of 5 average rating, 269 reviews
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Guest favourite
Home in Framingham
Spacious 3BD Ranch With Fenced-In Yard
3 bedrooms, 4 beds
10–15 Oct
4.93 out of 5 average rating, 28 reviews
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Top guest favourite
Flat in Framingham
Perfect Marathon & World Cup Location. Newly Reno
1 bedroom, 1 queen bed
1–6 Oct
5.0 out of 5 average rating, 11 reviews
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Home in Franklin
Waterfront retreat, explore nature
3 bedrooms, 4 beds
1–6 Oct
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Top guest favourite
Home in Hopkinton
Hopkinton Mass 3+ Bedrooms - Great location!
4 bedrooms, 3 queen beds
16–21 Oct
4.95 out of 5 average rating, 180 reviews
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Guest favourite
Flat in Northborough
The Herons Nest
2 bedrooms, 2 queen beds
18–23 Oct
4.96 out of 5 average rating, 25 reviews
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Top guest favourite
Home in Hopkinton
Waterfront Retreat | Dock, Kayak & Lake Views
3 bedrooms, 5 beds
23–28 Oct
4.95 out of 5 average rating, 19 reviews
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Hotel in Franklin
Walk to Train | Full Kitchen. Pool. Free Breakfast
2 bedrooms, 2 double beds
11–16 Oct