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Skidmore Academy Historic District vacation rentals
We found 57 vacation rentals — enter your dates for availability
Discover a selection of vacation rentals in Skidmore Academy Historic District that are perfect for your trip. Vacation rentals provide the best amenities for your family, friends, or furry companion, like cable TV and a washer and dryer. You'll be sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.
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Find the best place to stay - Skidmore Academy Historic District

Modern 3 bedroom close to Asante hospital!
Sleeps 5 · 3 bedrooms · 1+ bathroom
7.4 out of 10
good
(3 reviews)
Top rated rentals - Skidmore Academy Historic District

Hidden little gem !
10 out of 10
exceptional
(1 review)
This is a loft within a shared property housing several rooms/suites. Our space was private with an individual entrance on a shared yard and lot. The signage and access was very easy. Great location to everything in central Ashland, and a quiet neighborhood feel that is both safe and easy. Off-street parking directly behind the property for anyone with a car. Everything was really clean and neat. The room itself was large and comfortable. There is a staircase to access and no elevator, so someone with mobility issues could find it challenging. Outside the entrance to the room is a small outdoor sitting area which is ideal for a morning read or coffee. The room is very lovely - a large king-sized bed, well-appointed fridge, coffee pot, small microwave, some utensils and glassware, comfortable seating on a day bed, two chairs, etc... The bed was very comfortable. Lighting is adequate. There is no desk per se but plenty of space to use a computer if needed. WiFi was fine. We did not use the TV at all. The bathroom is on the smaller size, with a shower and no tub, but very efficient and everything in perfect condition. Nice touch of some fresh flowers and a personal welcome note on arrival and great communication with the ownership/management team. Would absolutely stay here again when in Ashland and look forward to coming back.
Lia G.
Stayed Jul 2025
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
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