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Search results; Over 1,000 homes in Holliston

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Top guest favourite
Home in Holliston
All New Private Country Setting (2 Level-No Share)
3 bedrooms, 3 beds, 2 private bathrooms
27 Sept – 2 Oct
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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, 2.5 bathrooms
13–18 Oct
4.96 out of 5 average rating, 166 reviews
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Guest favourite
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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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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Guest favourite
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
Home in Marlborough
Garden Paradise Retreat in Marlboro
3 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 27 reviews
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Top guest favourite
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 Newton
Newly Renovated 3BR Private Home in Newton
3 bedrooms, 3 queen beds, 1.5 bathrooms
1–6 Nov
New place to stay
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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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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
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
Home in Dedham
Elegant 4BR Retreat | Yard & Parking | Dedham 94
4 bedrooms, 7 beds, 3 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 29 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, 77 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, 1 bathroom
23–28 Sept
4.9 out of 5 average rating, 268 reviews
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Guest favourite
Flat in Framingham
Quiet, Nice Down town one bedroom suit #3
1 bedroom, 1 queen bed, 1 bathroom
29 Sept – 4 Oct
4.86 out of 5 average rating, 7 reviews
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Luxe
Home in Dedham
The Charles Château Private Estate
6 bedrooms, 9 beds, 5.5 bathrooms
23–28 Sept
4.93 out of 5 average rating, 15 reviews
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Guest favourite
Flat in Northborough
The Herons Nest
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Oct
4.96 out of 5 average rating, 24 reviews
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Top guest favourite
Guest suite in Sharon
Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod
2 bedrooms, 2 queen beds, 1 bathroom
15–20 Oct
4.96 out of 5 average rating, 234 reviews
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Top guest favourite
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, 179 reviews