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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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4.97 out of 5 average rating, 144 reviews
Guest favourite
Room in Milford
Private 3-Room Suite with Patio
2 beds, 1 bathroom
15–20 Sept
4.86 out of 5 average rating, 58 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
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
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
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
Flat in Natick
Scandi-Modern Apartment
1 bedroom, 2 beds, 1 bathroom
1–6 Dec
4.98 out of 5 average rating, 395 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
Loft in Natick
Lakeside Studio Loft
1 queen bed, 1 bathroom
3–8 Nov
5.0 out of 5 average rating, 232 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, 47 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
Top guest favourite
Room in Northbridge
Coastal-themed B/R In A Quiet & Cozy Country Home
1 double bed, 1 bathroom
15–20 Sept
4.98 out of 5 average rating, 264 reviews
Hotel in Milford
You Found It! Roomy Unit W/ Pool Near Calzone Park
1 bedroom, 1 king bed, 1 bathroom
15–20 Sept
Guest favourite
Flat in Woonsocket
Janusz’s cozy place
2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 14 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
Top guest favourite
Guest suite in Uxbridge
The 1780 Suite
2 bedrooms, 2 double beds, 1 bathroom
5–10 Nov
4.97 out of 5 average rating, 257 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
Room in Franklin
Stay in a room in Franklin
1 king bed, 1.5 bathrooms
22–27 Sept
Room in Milford
Restful room, quiet neighborhood
1 queen bed, 1.5 bathrooms
14–19 Oct
5.0 out of 5 average rating, 4 reviews