Ashland Villas: Holiday Homes and Suites

Compare 5 Ashland villa rentals with hot tubs, kitchens, and free parking. Walk to Oregon Shakespeare Festival and Lithia Park. Book now!

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Rooms and Guests2 Guests, 1 room
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Check-out
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Rooms and Guests2 Guests, 1 room
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1-5 out of 5
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  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
9.6
Perfect17 total reviews
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146 yd from City Center157 yd from Ashland Library
Hot TubPet FriendlyFree Parking
  • Sleeps up to 12 guests
  • Private hot tub and patio
  • Pet-friendly with mountain views
FromUS$ 223 /nightSelect
9.3
Perfect39 total reviews
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956 yd from City Center417 yd from Garfield Park
Private ParkingFull KitchenNo Pets Allowed
  • Private parking included on-site
  • Spacious 3-bedroom holiday home
  • Fully equipped kitchen with dishwasher
FromUS$ 254 /nightSelect
7.8
Very good18 total reviews
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1212 yd from City Center209 yd from Skateboard Park
Private ParkingPicnic AreaFull Kitchen
  • Private cottage with full kitchen
  • Quiet street with private patio
  • Complimentary wine and chocolates
FromUS$ 158 /nightSelect
9.1
Perfect13 total reviews
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634 yd from City Center263 yd from Oregon Shakespeare Festival
Private ParkingKitchenetteBalcony
  • Private parking on-site included
  • City views from private balcony
  • Walk-in shower in private bathroom
FromUS$ 200 /nightSelect
9.8
Perfect11 total reviews
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191 yd from City Center122 yd from Ashland Library
Hot Spring BathWater SportsGarden View
  • On-site hot spring bath
  • Water sports facilities provided
  • Private garden view patio
FromUS$ 151 /nightSelect

Ashland's villa rentals offer travelers a home-like alternative to standard hotels. These spacious holiday homes, many with full kitchens, private parking, and dedicated living areas, cater to families and groups seeking more space and flexibility. Budget options like Bluemoon Cottage provide affordable stays, while premium properties like Hanna's House by Wanderlodges feature hot spring baths and modern amenities. Most villas are centrally located within walking distance of the Oregon Shakespeare Festival, Lithia Park, and downtown dining.

Top-rated choices include RedTail Inn, which boasts a guest score of 98/100 and offers a hot tub, pet-friendly suites, and mountain views. Hanna's House (98/100) adds a hot spring bath and water sports facilities. The Mountain House by Wanderlodges (91/100) provides family rooms and a fully equipped kitchen, while Pioneer North Suite (90/100) features city views from a downtown balcony. All accommodations include free WiFi and air-conditioning; many offer free on-site parking. Book early during festival season for the best selection of central villas.