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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
5–10 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, 2 bathrooms
27 Sept – 2 Oct
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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Top guest favourite
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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Room in Milford
Private 3-Room Suite with Patio
2 beds, 1 bathroom
27 Sept – 2 Oct
4.87 out of 5 average rating, 60 reviews
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Top guest favourite
Flat in Milford
The Outlaw's In-Law
1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 39 reviews
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Top guest favourite
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, 76 reviews
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Hotel in Milford
You Found It! Roomy Unit W/ Pool Near Calzone Park
1 bedroom, 1 king bed, 1 bathroom
19–24 Sept
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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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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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Guest favourite
Hotel in Sherborn
Forest Room: The Inn at Fireside Tavern Sherborn
1 bedroom, 1 king bed, 1 bathroom
18–23 Oct
4.88 out of 5 average rating, 8 reviews
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Home in Franklin
Waterfront retreat, explore nature
3 bedrooms, 4 beds, 2 bathrooms
24–29 Sept
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Guest favourite
Room in Milford
Quiet Red Room in Milford
1 bed, 1.5 bathrooms
1–6 Aug
4.91 out of 5 average rating, 208 reviews
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Home in Hopkinton
Waterfront Retreat | Dock, Kayak & Lake Views
3 bedrooms, 5 beds, 1.5 bathrooms
26 Sept – 1 Oct
4.95 out of 5 average rating, 19 reviews
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Home in Wrentham
Charming Lake Cottage access Boston and Providence
3 bedrooms, 3 beds, 1 bathroom
18–23 Sept
4.85 out of 5 average rating, 508 reviews
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Room in Foxborough
Private One Bedroom Apartment in Foxboro
1 king bed, 1 bathroom
27 Sept – 2 Oct
4.91 out of 5 average rating, 58 reviews
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Flat in Framingham
Perfect Marathon & World Cup Location. Newly Reno
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews
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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
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Guest favourite
Room in Framingham
Stay at a Chocolatier’s Home | Private Room
1 bed, 1 bathroom
16–21 Oct
4.93 out of 5 average rating, 14 reviews