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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
12–17 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
13–18 Sept
4.98 out of 5 average rating, 136 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
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 Framingham
Stay at a Chocolatier’s Home | Private Room
1 bed, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 7 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
Flat in Milford
The Outlaw's In-Law
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 32 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, 355 reviews
Top guest favourite
Home in Framingham
Peaceful Guest House | Hot Tub | 20 Min to Boston
1 bedroom, 1 queen bed, 1 bathroom
13–18 Aug
5.0 out of 5 average rating, 48 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, 164 reviews
Superhost
Home in Brockton
Private studio suite – 25 Minuto from Boston
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
New place to stay
Top guest favourite
Loft in Natick
Lakeside Studio Loft
1 queen bed, 1 bathroom
22–27 Oct
5.0 out of 5 average rating, 230 reviews
Top guest favourite
Home in Shrewsbury
Park View Cottage
3 bedrooms, 4 beds, 1 bathroom
12–17 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Cumberland
In-law suite.
1 bed, 1 bathroom
4–9 Oct
4.84 out of 5 average rating, 79 reviews
Room in Quincy
Bright Room Near Boston & Beach • Free Parking
1 bed, 1.5 bathrooms
3–8 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Farm stay in Thompson
Wizard's Roost at Underhill Hollow
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 326 reviews
Top guest favourite
Cottage in Stow
White Pine Cottage – Cozy 3BR w/ Fireplace
3 bedrooms, 3 beds, 2 bathrooms
11–16 Sept
4.97 out of 5 average rating, 247 reviews
Guest favourite
Room in Boston
Inviting Room - Cozy Oasis in Prime Location
1 queen bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Room in Shrewsbury
Bed & Breakfast with a warm Irish welcome (King 2)
1 king bed, 1.5 bathrooms
23–28 Aug
4.96 out of 5 average rating, 232 reviews