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Search results; Over 1,000 homes in Hillsborough

Home in Hillsborough
Perfect getaway
3 bedrooms, 4 beds, 2.5 bathrooms
18–23 Sept
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5.0 out of 5 average rating, 6 reviews
Top guest favourite
Guest house in Hillsborough
Relocated 1915 Cottage in Historic Downtown Hillsborough
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 348 reviews
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Home in Hillsborough
Newly Renovated Carriage House
2 bedrooms, 2 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 63 reviews
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Guest suite in Hillsborough
Luxe Guest Suite w Pool (Historic, Downtown)
1 bedroom, 1 queen bed, 1 bathroom
6–11 Oct
4.96 out of 5 average rating, 196 reviews
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Home in Hillsborough
Cottage & Pool, Steps to Historic Downtown
1 bedroom, 2 beds, 1 bathroom
11–16 Sept
4.9 out of 5 average rating, 20 reviews
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Guest suite in Hillsborough
Private suite with kitchenette. Walk to downtown!
1 bedroom, 1 king bed, 1 bathroom
14–19 Sept
4.99 out of 5 average rating, 180 reviews
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Guest house in Hillsborough
The Store in Hobo, a reader/writer’s retreat.
1 bedroom, 2 beds, 1 bathroom
11–16 Sept
4.94 out of 5 average rating, 327 reviews
Top guest favourite
Tiny home in Hillsborough
Little House in W. Hillsborough
1 bedroom, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 77 reviews
Superhost
Camper van/Motorhome in Hillsborough
The Kaleidoscope
1 bedroom, 1 queen bed, 1 bathroom
12–17 Sept
4.83 out of 5 average rating, 158 reviews
Guest favourite
Barn in Hurdle Mills
Newly Constructed Gatehouse at Hawkins!
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Hillsborough
Amazing Retreat: 55 Acres of Nature + Pool + Pond
6 bedrooms, 7 beds, 6.5 bathrooms
21–26 Sept
4.98 out of 5 average rating, 82 reviews
Top guest favourite
Home in Hillsborough
The Farmhouse at Spring Forest
5 bedrooms, 9 beds, 2.5 bathrooms
2–7 Nov
5.0 out of 5 average rating, 24 reviews
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Home in Hillsborough
Walk to Downtown Hillsborough • Dog Friendly
2 bedrooms, 2 beds, 2 bathrooms
19–24 Sept
4.98 out of 5 average rating, 122 reviews
Top guest favourite
Home in Hillsborough
Historic Farmhouse on 50 Acres, Delightfully Quiet
4 bedrooms, 7 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Home in Hurdle Mills
Relax in an upscale, renovated gem
3 bedrooms, 3 beds, 1.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 60 reviews
Guest favourite
Home in Hillsborough
The Mill House in Hobo, a book lover's retreat.
1 bedroom, 1 queen bed, 1 bathroom
11–16 Sept
4.98 out of 5 average rating, 130 reviews
Top guest favourite
Guest suite in Hillsborough
Pet-Friendly 1-Level | WFH Space | 5 Min to Town
1 bedroom, 1 queen bed, 1 bathroom
3–8 Nov
5.0 out of 5 average rating, 18 reviews
Loft in Hillsborough
Carriage House apartment in sought after location
1 bedroom, 2 beds, 1 bathroom
14–19 Sept
New place to stay
Top guest favourite
Tiny home in Hillsborough
Peaceful tiny house retreat on 30 acre farm
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 209 reviews