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Search results; Over 1,000 homes in Southborough

Guest favourite
Home in Southborough
Large Luxury Private Estate
7 bedrooms, 14 beds, 5 private bathrooms
18–23 Oct
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4.87 out of 5 average rating, 196 reviews
Guest favourite
Home in Wayland
Private and Peaceful 4BD Home
4 bedrooms, 5 beds, 3 bathrooms
18–23 Sept
5.0 out of 5 average rating, 6 reviews
Superhost
Room in Marlborough
Heart of Marlborough - Bedroom 1
No bathroom
18–23 Sept
4.85 out of 5 average rating, 34 reviews
Top guest favourite
Home in Marlborough
Garden Paradise Retreat in Marlboro
3 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 25 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
Top guest favourite
Home in Hopkinton
Waterfront Retreat | Dock, Kayak & Lake Views
3 bedrooms, 5 beds, 1.5 bathrooms
19–24 Sept
4.95 out of 5 average rating, 19 reviews
Guest favourite
Room in Northborough
Guest Bedroom with Private Bathroom @ Swan House
1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 266 reviews
Top guest favourite
Home in Stow
Living on the lake
3 bedrooms, 4 beds, 1 bathroom
31 Oct – 5 Nov
4.9 out of 5 average rating, 86 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
Home in Shrewsbury
Park View Cottage
3 bedrooms, 4 beds, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 11 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
Flat in Maynard
Millside Maynard: Walkable 2BR/Flex Office Apt
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Nov
5.0 out of 5 average rating, 56 reviews
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
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
Guest suite in Concord
Water front cabin-like guest suite on a quiet pond
1 bedroom, 1 queen bed, 1.5 bathrooms
8–13 Nov
4.98 out of 5 average rating, 153 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, 834 reviews
Guest favourite
Home in Milford
Welcome to this Grand home! Sleeps 24 people!
6 bedrooms, 12 queen beds, 4 bathrooms
26–31 Oct
5.0 out of 5 average rating, 5 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
Flat in Milford
Milford, spacious and bright first floor
3 bedrooms, 4 beds, 1 bathroom
12–17 Oct
4.89 out of 5 average rating, 189 reviews