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Search resultsOver 1,000 places in Ashland

Display total price
Includes all fees, before taxes
Home in Ashland
Rustic & Modern Home | Near OSF!
3 beds
Jul 8 – 13
$255 per night
Cabin in Ashland
The Ashland Farm Cabin
2 queen beds
Aug 11 – 16
$77 per night
Superhost
Guesthouse in Ashland
Wood Hamlet - E. Gorey Room, Private by Downtown
1 queen bed
Jul 29 – Aug 3
$70 per night
Superhost
Room in Ashland
Stay with Joe, Hosting for 9 years
Cozy/rural close to town 2
Jul 6 – 11
$81 per night
Superhost
36
Reviews
4.83
Rating
9
Years hosting
Cottage in Ashland
Charming very well appointed cottage !
1 king bed
Jul 31 – Aug 5
$122 per night, originally $136
Superhost
Guesthouse in Ashland
Charming cottage, walk to town.
2 beds
Aug 27 – Sep 1
$185 per night
Superhost
Place to stay in Ashland
Ashland Dawn Room, Walk to town!
1 queen bed
Jul 17 – 22
$66 per night
Superhost
Guesthouse in Ashland
Charming Guest House - One block from Downtown!
2 beds
Oct 8 – 13
$145 per night
Superhost
Home in Ashland
Cute 2 bdr house near downtown (pet friendly)
2 queen beds
Sep 5 – 11
$137 per night
Superhost
Room in Ashland
Stay with Phyllis, Nurse
Lovely light filled room with porch
Jul 2 – 7
$90 per night
Superhost
718
Reviews
4.66
Rating
11
Years hosting
Home in Ashland
Cowslip Historic Main House
3 beds
Aug 27 – Sep 1
$449 per night
Tiny home in Ashland
Walk to town! Cozy Forest Teeny House
1 bed
Jul 1 – 6
$61 per night
Superhost
Apartment in Ashland
The Matriarch- Premier Suite One- Downtown Ashland
1 king bed
Jul 15 – 20
$239 per night
Superhost
Home in Ashland
Cedar Wood Mountian View Retreat
5 beds
Jul 8 – 13
$252 per night
Guesthouse in Ashland
Manzanita Cottage
1 queen bed
Aug 3 – 8
$180 per night
Superhost
Guest suite in Ashland
Timberlake Pines Suite
1 bed
Jun 19 – 24
$139 per night
Room in Ashland
Stay with Nadine, Self-employed
Wood Hamlet - Noble Forest Room Private by DownTn
Jul 24 – 29
$66 per night
Superhost
136
Reviews
4.96
Rating
5
Years hosting
Cottage in Ashland
Downtown Cottage - Great Views & 1 Block to OSF!
2 beds
Aug 11 – 17
$169 per night
Superhost