Historic Downtown District vacation rentals
We found 110 vacation rentals — enter your dates for availability
Discover a selection of 8 apartments and other vacation rentals in Historic Downtown District that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the amenities you expect for your stay, which might include air conditioning and a pool. What you'll find is a rental that has what everyone needs, including places that are non-smoking or accessible.
Vacation rentals with weekly discounts - Historic Downtown District
Showing deals for:Dec 5 - Dec 12
Image gallery for Beautiful little place. Walk to town and theaters!

10 out of 10 rating
Exceptional
(81 reviews)
Beautiful little place. Walk to town and theaters!
Ashland, OR
8% off
Price is $235
$1,645 for 7 nights
All fees included
Find spaces that suit your style
House
Condo/Apartment
Find properties near top attractions in Historic Downtown District
Map Attractions

Oregon Shakespeare Festival
Find the best place to stay - Historic Downtown District

A Cowslip's Belle Inn
Sleeps 3 · 1 bedroom
9.8 out of 10
exceptional
(37 reviews)
Top rated rentals - Historic Downtown District

Maryland gang
10 out of 10
exceptional
(8 reviews)
Great location & accommodation. We suggest you add a shower upstairs included with jet tub. Carpets are stained. Perhaps replace or change to hardwood flooring. But, overall, the home was perfect!
Sandi W.
Stayed Aug 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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