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Search results; Over 1,000 homes in Holliston

Home in Holliston
Spacious, cozy and quiet Cabin style house!
3 bedrooms, 9 beds, 3 private bathrooms
7–12 Aug
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4.82 out of 5 average rating, 174 reviews
Top guest favourite
Home in Holliston
All New Private Country Setting (2 Level-No Share)
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.98 out of 5 average rating, 136 reviews
Room in Framingham
Stay at a Chocolatier’s Home | Private Room
1 bed, 1 bathroom
7–12 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, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Guest suite in Hopkinton
Studio W/ King Bed, Full Kitchen, & Peaceful Deck
1 king bed, 1 bathroom
15–20 Sept
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Place to stay in Sherborn
Entire Historic Carriage House with Fireplace & AC
1 bedroom, 1 queen bed, 1 bathroom
10–15 Sept
4.98 out of 5 average rating, 353 reviews
Top guest favourite
Flat in Milford
The Outlaw's In-Law
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 32 reviews
Guest favourite
Flat in Cumberland
In-law suite.
1 bed, 1 bathroom
9–14 Aug
4.83 out of 5 average rating, 76 reviews
Top guest favourite
Farm stay in Hopkinton
1790 Stone Manor Farm
5 bedrooms, 6 beds, 2.5 bathrooms
31 Oct – 5 Nov
4.96 out of 5 average rating, 163 reviews
Guest favourite
Room in Milford
Quiet Red Room in Milford
1 bed, 1.5 bathrooms
1–6 Apr
4.91 out of 5 average rating, 208 reviews
Top guest favourite
Home in Framingham
Sunlit 2-Story Place | Boston 25Min | Free Parking
1 bedroom, 2 queen beds, 1 bathroom
23–28 Aug
4.9 out of 5 average rating, 265 reviews
Guest favourite
Home in Framingham
Spacious 3BD Ranch With Fenced-In Yard
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Aug
4.92 out of 5 average rating, 24 reviews
Top guest favourite
Home in Shrewsbury
Park View Cottage
3 bedrooms, 4 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Guest house in Sharon
Carriage House on Lake Massapoag
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Tiny home in Smithfield
Tiny Home Eco-Cottage w/ Lake View + Pet Friendly
1 bedroom, 1 double bed, 1 bathroom
6–11 Sept
4.97 out of 5 average rating, 826 reviews
Top guest favourite
Home in Norwood
the house of id; vintage shop, accessible space
3 bedrooms, 3 beds, 2 bathrooms
22–27 Sept
4.97 out of 5 average rating, 77 reviews
Top guest favourite
Rooms in Westborough
Elegant Rooms in My Antique Home
3 bedrooms, 3 queen beds, 1 bathroom
5–10 Sept
4.98 out of 5 average rating, 827 reviews
Top guest favourite
Guest suite in North Smithfield
Guest Suite in our Mediterranean Home
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
4.96 out of 5 average rating, 209 reviews
Top guest favourite
Cottage in Stow
White Pine Cottage – Cozy 3BR w/ Fireplace
3 bedrooms, 3 beds, 2 bathrooms
3–8 Sept
4.97 out of 5 average rating, 244 reviews