House vacation rentals in Ashland
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Top-rated house rentals in Ashland
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Ashland house rentals
House rentals with a pool
Home in Central Point
5 out of 5 average rating, 11 reviewsRellik Wine Suite near Jacksonville Hot Tub/Pool
Home in Medford
4.75 out of 5 average rating, 154 reviewsCute 3 king with 85" 4k TV, near huge park POOL
Home in Jacksonville
4.87 out of 5 average rating, 76 reviewsJacksonville Mountain Retreat!
Home in Ashland
4.89 out of 5 average rating, 35 reviewsStay & Play: Pool, Hot Tub, Gym and Sauna
Home in Medford
4.78 out of 5 average rating, 18 reviewsRefreshing Pool Home
Home in Medford
4.88 out of 5 average rating, 26 reviewsI love this house!
Home in Ashland
5 out of 5 average rating, 10 reviewsSiskiyou Chateau
Home in Central Point
4.85 out of 5 average rating, 20 reviewsPoolside Retreat W/ Sauna Heart of Wine Country
Weekly house rentals
Home in Talent
4.94 out of 5 average rating, 16 reviewsBeautiful 3-bedroom Family House
Home in Ashland
4.93 out of 5 average rating, 59 reviewsAbram's Cottage
Home in Ashland
5 out of 5 average rating, 10 reviewsSiskiyou Mountain Place, Ashland
Home in Jacksonville
4.98 out of 5 average rating, 48 reviewsHistoric 1875 Kitchen House
Home in Ashland
4.98 out of 5 average rating, 43 reviewsCharming house two blocks from downtown Ashland
Home in Medford
4.88 out of 5 average rating, 284 reviewsSouthern Oregon Gem (EV Charger)
Home in Ashland
4.87 out of 5 average rating, 85 reviewsCute 2 bdr house near downtown (pet friendly)
Home in Ashland
5 out of 5 average rating, 8 reviewsHistoric Dunn Ranch Ashland Or.
Private house rentals
Home in Medford
4.98 out of 5 average rating, 83 reviewsCharming One
Home in Ashland
4.91 out of 5 average rating, 53 reviewsPet Friendly w/ hot tub by town!
Home in Ashland
4.81 out of 5 average rating, 16 reviewsBarclay Klum House by WanderLodges
Home in Phoenix
4.98 out of 5 average rating, 56 reviewsPhoenix Rising (Sleeps 10)
Home in Ashland
4.9 out of 5 average rating, 40 reviews1907 Charmer, Perfect Downtown Location, So Clean!
Home in Ashland
4.88 out of 5 average rating, 42 reviewsEuropean Style Straw Bale Retreat
Home in Ashland
5 out of 5 average rating, 9 reviewsPioneer Vacation Rentals - Pioneer North
Home in Central Point
4.98 out of 5 average rating, 46 reviewsModern cozy home
Quick stats about house rentals in Ashland
Total rentals
100 properties
Total number of reviews
6K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
100 properties include access to wifi
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