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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
26–31 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Flat in Milford
Cozy Historic New England Home in Heart of Milford
2 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 Sept
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
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
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
Guest suite in Uxbridge
Zen Inspired Retreat with Private Forest Trails
1 bedroom, 1 king bed, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 334 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
Home in Northborough
Spacious 5BR/3BA Family Home Near Sports Fields
5 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
New place to stay
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, 44 reviews
Guest favourite
Flat in Woonsocket
Janusz’s cozy place
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 9 reviews
Hotel in Milford
You Found It! Roomy Unit W/ Pool Near Calzone Park
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
Guest favourite
Flat in Burrillville
SAGE | Boutique Retreat • Sleeps 6
2 bedrooms, 3 beds, 1 bathroom
19–24 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest suite in Norwood
Modern Upper-Level Oasis in Norwood
3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
4.93 out of 5 average rating, 27 reviews
Guest favourite
Home in Canton
Gorgeous 2nd Floor Home with Private Entry
2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 103 reviews
Room in Walpole
Patriot place Gateway- Free Parking
1 queen bed, 1 bathroom
20–25 Aug
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
Top guest favourite
Flat in Walpole
Walk to Gillette Stadium | Sleeps 6 | Parking
2 bedrooms, 2 beds, 1.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 11 reviews