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Search results; Over 1,000 homes in Holliston

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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4.98 out of 5 average rating, 142 reviews
Top guest favourite
Home in Hopkinton
Hopkinton Mass 3+ Bedrooms - Great location!
4 bedrooms, 3 queen beds, 1.5 bathrooms
19–24 Oct
4.95 out of 5 average rating, 179 reviews
Guest favourite
Room in Milford
Private 3-Room Suite with Patio
2 beds, 1 bathroom
27 Sept – 2 Oct
4.86 out of 5 average rating, 58 reviews
Top guest favourite
Flat in Natick
Scandi-Modern Apartment
1 bedroom, 2 beds, 1 bathroom
1–6 Dec
4.98 out of 5 average rating, 395 reviews
Top guest favourite
Place to stay in Sherborn
Entire Historic Carriage House with Fireplace & AC
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 360 reviews
Top guest favourite
Townhouse in Norwood
Family Vacation Modern Home
4 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 58 reviews
Guest favourite
Room in Framingham
Stay at a Chocolatier’s Home | Private Room
1 bed, 1 bathroom
15–20 Sept
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Home in Shrewsbury
Historical New England retreat
3 bedrooms, 3 beds, 2.5 bathrooms
20–25 Sept
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Room in Hopkinton
Cozy cottage in a quiet, lake community
2 double beds, 1 bathroom
16–21 Sept
4.98 out of 5 average rating, 110 reviews
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, 38 reviews
Flat in Waltham
Super Modern 2 Bed in Waltham
2 bedrooms, 3 beds, 1 bathroom
9–14 Nov
New place to stay
Top guest favourite
Home in Wellesley
Wellesley Spacious and Modern
3 bedrooms, 3 beds, 3.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 34 reviews
Guest favourite
Flat in Framingham
Comfortable apartment in Framingham
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.96 out of 5 average rating, 347 reviews
Top guest favourite
Townhouse in Foxborough
The Foxboro Game Day House | 7 Min to Gillette
4 bedrooms, 5 beds, 1.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Framingham
Peaceful 2-Story Retreat | Boston 20 Min | Hot Tub
2 bedrooms, 2 queen beds, 2 bathrooms
25–30 Sept
5.0 out of 5 average rating, 10 reviews
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
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
Home in Franklin
Waterfront retreat, explore nature
3 bedrooms, 4 beds, 2 bathrooms
24–29 Sept
Top guest favourite
Cottage in Mendon
Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
3 bedrooms, 4 beds, 1 bathroom
14–19 Sept
4.95 out of 5 average rating, 155 reviews