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Search results; Over 1,000 homes in Hillsborough

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Top guest favourite
Home in Hillsborough
NEW! Peaceful Retreat, Spa/Sauna [Entire Property]
3 bedrooms, 4 beds, 3 private bathrooms
25–30 Oct
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4.92 out of 5 average rating, 93 reviews
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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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Guest favourite
Camper van/Motorhome in Hillsborough
The Kaleidoscope
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.83 out of 5 average rating, 163 reviews
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Top guest favourite
Home in Hillsborough
Cottage & Pool, Steps to Historic Downtown
1 bedroom, 2 beds, 1 bathroom
16–21 Sept
4.91 out of 5 average rating, 22 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
6–11 Oct
4.96 out of 5 average rating, 196 reviews
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Top guest favourite
Guest house in Hillsborough
The Store in Hobo, a reader/writer’s retreat.
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 327 reviews
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Top guest favourite
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 favourite
Home in Hillsborough
The Mill House in Hobo, a book lover's retreat.
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 130 reviews
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Loft in Hillsborough
Carriage House apartment in sought after location
1 bedroom, 2 beds, 1 bathroom
18–23 Sept
New place to stay
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Top guest favourite
Flat in Hillsborough
Peaceful Hillsborough Hideaway!
1 bedroom, 1 bed, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 77 reviews
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Top guest favourite
Tiny home in Hillsborough
Little House in W. Hillsborough
1 bedroom, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 78 reviews
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Top guest favourite
Home in Hillsborough
Historic Farmhouse on 50 Acres, Delightfully Quiet
4 bedrooms, 7 beds, 3 bathrooms
17–22 Sept
5.0 out of 5 average rating, 46 reviews
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Top guest favourite
Guest suite in Hillsborough
Private suite with kitchenette. Walk to downtown!
1 bedroom, 1 king bed, 1 bathroom
12–17 Oct
4.99 out of 5 average rating, 181 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
27 Sept – 2 Oct
4.98 out of 5 average rating, 82 reviews
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Top guest favourite
Treehouse in Hillsborough
Center for Creative Balance cozy treetop retreat
2 bedrooms, 2 beds, 1 bathroom
15–20 Nov
4.97 out of 5 average rating, 186 reviews
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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, 15 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
27 Sept – 2 Oct
4.92 out of 5 average rating, 201 reviews
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Guest favourite
Home in Hillsborough
The Gathering House at Elevated Escape
4 bedrooms, 4 beds, 3 bathrooms
17–22 Sept
5.0 out of 5 average rating, 6 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
16–21 Sept
4.98 out of 5 average rating, 132 reviews