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Search results; Over 1,000 homes in Hillsborough

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Top guest favourite
Treehouse in Hillsborough
Center for Creative Balance cozy treetop retreat
2 bedrooms, 2 beds, 1 private bathroom
15–20 Nov
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4.97 out of 5 average rating, 186 reviews
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Home in Hillsborough
Newly Renovated Carriage House
2 bedrooms, 2 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 63 reviews
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Guest house in Hillsborough
Relocated 1915 Cottage in Historic Downtown Hillsborough
1 bedroom, 1 queen bed, 1 bathroom
3–8 Oct
4.99 out of 5 average rating, 349 reviews
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Top guest favourite
Guest suite in Hillsborough
Luxe Guest Suite w Pool (Historic, Downtown)
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
4.95 out of 5 average rating, 198 reviews
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Loft in Hillsborough
Carriage House apartment in sought after location
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
New place to stay
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Guest favourite
Guest house in Hillsborough
The Store in Hobo, a reader/writer’s retreat.
1 bedroom, 2 beds, 1 bathroom
3–8 Oct
4.94 out of 5 average rating, 327 reviews
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Guest suite in Hillsborough
Private suite with kitchenette. Walk to downtown!
1 bedroom, 1 king bed, 1 bathroom
26–31 Oct
4.99 out of 5 average rating, 182 reviews
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Top guest favourite
Home in Hillsborough
Cottage & Pool, Steps to Historic Downtown
1 bedroom, 2 beds, 1 bathroom
27 Oct – 1 Nov
4.91 out of 5 average rating, 22 reviews
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Guest favourite
Home in Hillsborough
The Mill House in Hobo, a book lover's retreat.
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 131 reviews
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Room in Hillsborough
Spellbinding Historic Suite...Walk Everywhere!!!
1 queen bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 95 reviews
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Home in Hillsborough
Historic Farmhouse on 50 Acres, Delightfully Quiet
4 bedrooms, 7 beds, 3 bathrooms
16–21 Oct
5.0 out of 5 average rating, 46 reviews
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Guest favourite
Home in Hillsborough
Batman Cozy Woodland Retreat | Up to 6 Guests
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.94 out of 5 average rating, 18 reviews
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Tiny home in Hillsborough
Little House in W. Hillsborough
1 bedroom, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 79 reviews
Photo 1 of 29
Top guest favourite
Home in Hillsborough
Walk to Downtown Hillsborough • Dog Friendly
2 bedrooms, 2 beds, 2 bathrooms
6–11 Nov
4.98 out of 5 average rating, 122 reviews
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Top guest favourite
Home in Hillsborough
Family Getaway | Fire Pit + Treehouse on 2.5 acres
3 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
4.98 out of 5 average rating, 132 reviews
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Top guest favourite
Guest suite in Hillsborough
Cozy Rustic Bungalow Suite Wooded Yard & 2BR/1BA
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.92 out of 5 average rating, 202 reviews
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Guest favourite
Home in Hillsborough
Amazing Retreat: 55 Acres of Nature + Pool + Pond
6 bedrooms, 7 beds, 6.5 bathrooms
1–6 Oct
4.98 out of 5 average rating, 82 reviews
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Guest favourite
Home in Hurdle Mills
Private Country Home
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.88 out of 5 average rating, 69 reviews
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Top guest favourite
Home in Hillsborough
Eno Riverwalk Cottage
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 37 reviews