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Vacation rentals in Hillsborough County

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Top-rated vacation rentals in Hillsborough County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Guest suite in Deering
Elegant Lodging in the Woods ~Privacy & Comfort!
Come relax and unwind in this nicely appointed secluded, guest suite. Privacy guaranteed in this smoke free “home away from home”. Country setting surrounded by mountains, lakes, hiking, golfing, Pat's Peak, Crotched Mtn. and Mt. Sunapee. Convenient location for day trips to Peterborough, Concord, and the seacoast. Cozy cathedral ceiling bedroom/living room combo, private bathroom, kitchenette/workroom. Super clean! Private locked entrance. FREE onsite parking. Only 75 minutes from Boston.
Sep. 25 – Oct. 2
$143 CAD per night
Guest favourite
Guesthouse in Wilton
Cottage beside a waterfall
Our 1840’s renovated grist mill is located in the beautiful Monadnock Region. The house and cottage are situated on twelve acres and includes gardens, an orchard, berry bushes, grape vines, beehives, a dog, and a tremendous waterfall. We are close to many of nature’s gems including Mount Monadnock, Pack Monadnock, the Heald Tract hiking trails, skiing, snowshoeing and swimming. Also the acclaimed MacDowell Arts Center, Andy’s Summer Playhouse, Andres Institute of Art and the Waldorf Schools.
Apr. 30 – May 7
$235 CAD per night
Guest favourite
Guest suite in Merrimack
Guest suite with king bed and private entrance
Come and relax in our spacious one-bedroom basement guest suite that is comfortable and bright. It has a private entrance with off street parking. The suite has a large living area, bedroom with king bed and private bath . The location is an ideal 20 minutes from the Manchester/Boston Regional airport and 10 minutes from the Merrimack Premium Outlets as well as a wide variety of restaurants. Boston, skiing, the beach and the #1 most hiked mountain in the world are all about an hour away.
May 25 – Jun. 1
$138 CAD per night

Popular amenities for Hillsborough County vacation rentals

Other great vacation rentals in Hillsborough County

Guest favourite
Guest suite in Hollis
Pine Estate - Private suite
Jul. 30 – Aug. 6
$175 CAD per night
Guest favourite
Home in Goffstown
Gorgeous, cozy mountain top cottage
May 23 – 30
$371 CAD per night
Guest favourite
Guesthouse in New Ipswich
"The Porch" Your cozy home away from home!
Jan. 25 – Feb. 1
$129 CAD per night
Superhost
Guest suite in Merrimack
Mini-Apartment in Quiet Neighborhood
Aug. 2 – 9
$123 CAD per night
Guest favourite
Cabin in Weare
Romantic couples lakefront getaway!
Mar. 4 – 11
$203 CAD per night
Guest favourite
Home in Dunbarton
Picturesque Dunbarton Waterfront Cottage
Mar. 18 – 25
$447 CAD per night
Guest favourite
Home in Bow
Intermaples: The Bow House - A Retreat on 50 Acres
Mar. 20 – 27
$639 CAD per night
Guest favourite
Guest suite in Peterborough
Meadow View
May 10 – 17
$181 CAD per night
Guest favourite
Cabin in Harrisville
Trailside Cottage in charming Harrisville, NH
Jan. 3 – 10
$230 CAD per night
Guest favourite
Apartment in Goffstown
Cozy woods getaway
Jul. 24 – 31
$190 CAD per night
Superhost
Guest suite in Amherst
Spacious Studio in Historic Amherst Village
Apr. 10 – 17
$129 CAD per night
Guest favourite
Apartment in Milford
*Pet Friendly | 45mins Lakes | Boston | Seacoast*
Apr. 30 – May 7
$196 CAD per night

Destinations to explore