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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 Sept
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4.81 out of 5 average rating, 176 reviews
Top guest favourite
Home in Holliston
All New Private Country Setting (2 Level-No Share)
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 138 reviews
Guest favourite
Room in Framingham
Stay at a Chocolatier’s Home | Private Room
1 bed, 1 bathroom
19–24 Aug
5.0 out of 5 average rating, 9 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, 357 reviews
Guest favourite
Flat in Milford
Cozy Historic New England Home in Heart of Milford
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Room in Milford
Quiet Red Room in Milford
1 bed, 1.5 bathrooms
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, 2.5 bathrooms
31 Oct – 5 Nov
4.96 out of 5 average rating, 165 reviews
Top guest favourite
Home in Framingham
1BR Peaceful Guest House | Hot Tub | Boston 20 Min
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Room in Quincy
Cozy Near Boston, Airport & Beach | Free Parking
1 double bed, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Milford
The Outlaw's In-Law
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 33 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, 252 reviews
Top guest favourite
Home in Shrewsbury
Park View Cottage
3 bedrooms, 4 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Room in Walpole
Private Room - 3 minutes drive to Gillette.
1 bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Loft in Natick
Lakeside Studio Loft
1 queen bed, 1 bathroom
2–7 Nov
5.0 out of 5 average rating, 230 reviews
Top guest favourite
Rooms in Westborough
Elegant Rooms in My Antique Home
3 bedrooms, 3 queen beds, 1 bathroom
31 Oct – 5 Nov
4.98 out of 5 average rating, 827 reviews
Top guest favourite
Room in Westborough
Crossroads of New England - private room & bath
1 queen bed, 1 bathroom
24–29 Aug
4.77 out of 5 average rating, 252 reviews
Guest favourite
Home in Thompson
Dock & Sunset Views! Waterfront Thompson Getaway
1 bedroom, 3 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Framingham
Spacious 3BD Ranch With Fenced-In Yard
3 bedrooms, 4 beds, 2.5 bathrooms
6–11 Sept
4.93 out of 5 average rating, 27 reviews
Top guest favourite
Room in Needham
⭐️Master suite full of sun, air and artwork⭐️
1 queen bed, 1 bathroom
26–31 Oct
4.94 out of 5 average rating, 605 reviews