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Search results; Over 1,000 homes in Holliston

Guest favourite
Flat in Holliston
Lake Link
2 bedrooms, 4 beds, 1 private bathroom
29 Aug – 3 Sept
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4.93 out of 5 average rating, 141 reviews
Top guest favourite
Home in Holliston
All New Private Country Setting (2 Level-No Share)
3 bedrooms, 3 beds
13–18 Sept
4.98 out of 5 average rating, 136 reviews
Top guest favourite
Guest suite in Hopkinton
Studio W/ King Bed, Full Kitchen, & Peaceful Deck
1 king bed
15–20 Sept
4.97 out of 5 average rating, 72 reviews
Guest favourite
Room in Framingham
Stay at a Chocolatier’s Home | Private Room
1 bed
17–22 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Flat in Milford
Cozy Historic New England Home in Heart of Milford
2 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Milford
The Outlaw's In-Law
1 bedroom, 2 beds
10–15 Aug
5.0 out of 5 average rating, 32 reviews
Guest favourite
Room in Milford
Quiet Red Room in Milford
1 bed
1–6 Jul
4.91 out of 5 average rating, 208 reviews
Top guest favourite
Farm stay in Hopkinton
1790 Stone Manor Farm
5 bedrooms, 6 beds
31 Oct – 5 Nov
4.96 out of 5 average rating, 164 reviews
Top guest favourite
Place to stay in Sherborn
Entire Historic Carriage House with Fireplace & AC
1 bedroom, 1 queen bed
10–15 Sept
4.98 out of 5 average rating, 355 reviews
Top guest favourite
Home in Framingham
Sunlit 2-Story Place | Boston 25Min | Free Parking
1 bedroom, 2 queen beds
22–27 Aug
4.9 out of 5 average rating, 265 reviews
Top guest favourite
Home in Norwood
the house of id; vintage shop, accessible space
3 bedrooms, 3 beds
22–27 Sept
4.97 out of 5 average rating, 78 reviews
Guest favourite
Flat in Cumberland
In-law suite.
1 bed
4–9 Oct
4.83 out of 5 average rating, 78 reviews
Top guest favourite
Cottage in Stow
White Pine Cottage – Cozy 3BR w/ Fireplace
3 bedrooms, 3 beds
11–16 Sept
4.97 out of 5 average rating, 247 reviews
Top guest favourite
Farm stay in Thompson
Wizard's Roost at Underhill Hollow
2 bedrooms, 3 beds
23–28 Aug
4.94 out of 5 average rating, 326 reviews
Top guest favourite
Guest suite in Uxbridge
Tranquil studio suite
1 bedroom, 1 bed
18–23 Sept
4.93 out of 5 average rating, 134 reviews
Top guest favourite
Home in Shrewsbury
Park View Cottage
3 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 8 reviews
Home in Westwood
Cozy 1 bedroom apartment in Boston suburbs
1 bedroom, 1 bed
9–14 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Framingham
Spacious 3BD Ranch With Fenced-In Yard
3 bedrooms, 4 beds
6–11 Sept
4.92 out of 5 average rating, 24 reviews
Top guest favourite
Home in Uxbridge
Beautiful & Historic New England Colonial c.1780
3 bedrooms, 3 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 113 reviews