The Best Private
Villas in Ashland

Opened October 2023. Featuring mountain views, Redtail Inn - 3 Suites Sleeps Up To 12 provides accommodation with patio, around 300 metres from Ashland Library. A hot tub is available for guests. ScienceWorks Museum is 1.8 km away and Schneider Museum of Art is 1.6 km from the holiday home. The units are equipped with air-conditioned bedunits and a fully equipped kitchen with a microwave, toaster and fridge. Free WiFi is available to all guests, while some rooms are equipped with a terrace. At the holiday home, each unit is equipped with bed linen and towels. Popular points of interest near the holiday home include Oregon Cabaret Theatre, Oregon Shakespeare Festival and Lithia Park. Rogue Valley International-Medford Airport is 38 km away. Show full description

The Mountain House by WanderLodges is situated in Ashland, 1.4 km from Oregon Cabaret Theatre, 1.5 km from Oregon Shakespeare Festival, as well as 1.3 km from Schneider Museum of Art. The air-conditioned accommodation is 1.2 km from ScienceWorks Museum, and guests can benefit from on-site private parking and complimentary WiFi. The property is non-smoking and is located 1.2 km from Ashland Library. The spacious holiday home features 3 bedrooms, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a shower. Towels and bed linen are featured in the holiday home. At the holiday home, there is a dressing room for guests to change in. Southern Oregon University is 1.3 km from The Mountain House by WanderLodges, while Lithia Park is 1.8 km away. Rogue Valley International-Medford Airport is 40 km from the property. Show full description

Pioneer Vacation Rentals - Pioneer South downtown Ashland is located in Ashland, 500 metres from Lithia Park, 600 metres from Ashland Library, as well as 2.6 km from Schneider Museum of Art. The air-conditioned accommodation is 200 metres from Oregon Shakespeare Festival, and guests can benefit from on-site private parking and complimentary WiFi. The property is non-smoking and is situated 400 metres from Oregon Cabaret Theatre. The spacious holiday home features 3 bedrooms, a flat-screen TV and a fully equipped kitchenette that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. Towels and bed linen are available in the holiday home. For added privacy, the accommodation features a private entrance. Southern Oregon University is 2.6 km from the holiday home, while ScienceWorks Museum is 2.6 km from the property. Rogue Valley International-Medford Airport is 38 km away. Show full description

Newly opened, April 2025. Featuring air-conditioned accommodation with a balcony, Grandview of Ashland is located in Ashland. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is set 2.9 km from Lithia Park. The holiday home comes with 1 bedroom, a flat-screen TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance. Guests can relax in the garden at the property. Oregon Shakespeare Festival is 2.9 km from the holiday home, while Oregon Cabaret Theatre is 3.1 km away. Rogue Valley International-Medford Airport is 38 km from the property. Show full description

Situated in Ashland, less than 1 km from Schneider Museum of Art and a 9-minute walk from Southern Oregon University, Hot Tub & Seasonal Pool -Sleeps 10- 4 min to OSF offers air conditioning. This holiday home has a private pool, a garden and free private parking. The property is non-smoking and is set 1.3 km from Ashland Library. With free WiFi, this 3-bedroom holiday home features a flat-screen TV, a washing machine and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are available in the holiday home. The accommodation offers a fireplace. Oregon Cabaret Theatre is 1.6 km from the holiday home, while Oregon Shakespeare Festival is 1.8 km from the property. Rogue Valley International-Medford Airport is 39 km away. Show full description

Opened February 2024. Located in Ashland, 300 metres from Ashland Library and 500 metres from Oregon Cabaret Theatre, Hanna's House by WanderLodges offers a garden and air conditioning. This holiday home provides free private parking and luggage storage space. Providing free WiFi throughout the property, the non-smoking holiday home features a hot spring bath. The spacious holiday home comes with 1 bedroom, 1 bathroom, bed linen, towels, a TV with streaming services, a dining area, a fully equipped kitchen, and a patio with garden views. The property has an outdoor dining area. Guests at the holiday home will be able to enjoy activities in and around Ashland, like fishing, canoeing and hiking. Skiing, golfing and cycling are possible within the area, and Hanna's House by WanderLodges offers water sports facilities. Popular points of interest near the accommodation include Oregon Shakespeare Festival, Lithia Park and ScienceWorks Museum. Rogue Valley International-Medford Airport is 38 km away. Show full description

Situated 500 metres from Lithia Park, 600 metres from Ashland Library and 2.5 km from ScienceWorks Museum, Pioneer Vacation Rentals - Pioneer North Suite downtown Ashland offers accommodation located in Ashland. The air-conditioned accommodation is 200 metres from Oregon Shakespeare Festival, and guests can benefit from on-site private parking and complimentary WiFi. The property is non-smoking and is set 400 metres from Oregon Cabaret Theatre. The holiday home with a balcony and city views has 2 bedrooms, a living room, a flat-screen TV, an equipped kitchenette with a dishwasher and a microwave, and 1 bathroom with a walk-in shower. A private entrance leads guests into the holiday home, where they can enjoy some wine or champagne and chocolates or cookies. Schneider Museum of Art is 2.6 km from the holiday home, while Southern Oregon University is 2.6 km from the property. Rogue Valley International-Medford Airport is 38 km away. Show full description

Featuring a spa bath, European Style Straw Bale Retreat is located in Ashland. This property offers access to a patio, free private parking and free WiFi. The property is non-smoking and is situated 4.3 km from Oak Knoll Golf Course. The villa with a terrace and mountain views features 2 bedrooms, a living room, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 1 bathroom with a bath. The property has an outdoor dining area. Guests at the villa can enjoy hiking nearby, or make the most of the garden. Schneider Museum of Art is 4.7 km from European Style Straw Bale Retreat, while Southern Oregon University is 4.7 km away. The unit is soundproofed and includes a parquet floors as well as a fireplace. Rogue Valley International-Medford Airport is 45 km from the property. Show full description

Opened February 2024. Set in Ashland, less than 1 km from Oregon Shakespeare Festival and a 10-minute walk from Lithia Park, Bluemoon Vacation Rentals - Bluemoon House offers spacious air-conditioned accommodation with a patio and free WiFi. With free private parking, the property is 1.1 km from Oregon Cabaret Theatre and 1.3 km from Ashland Library. The property is non-smoking and is situated 3.1 km from ScienceWorks Museum. This holiday home comes with 5 bedrooms, a kitchen with a dishwasher and an oven, a flat-screen TV, a seating area and 5 bathrooms equipped with a walk-in shower. A private entrance leads guests into the holiday home, where they can enjoy some wine or champagne and chocolates or cookies. The property has an outdoor dining area. Schneider Museum of Art is 3.5 km from the holiday home, while Southern Oregon University is 3.5 km away. Rogue Valley International-Medford Airport is 37 km from the property. Show full description

Boasting air-conditioned accommodation with a balcony, Pioneer Vacation Rentals - Pioneer Craftsman House is set in Ashland. With city views, this accommodation offers a patio. There is a sun terrace and guests can make use of free WiFi and free private parking. The spacious holiday home is fitted with 3 bedrooms, a flat-screen TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. A private entrance leads guests into the holiday home, where they can enjoy some wine or champagne and chocolates or cookies. The property has an outdoor dining area. Popular points of interest near the holiday home include Oregon Shakespeare Festival, Oregon Cabaret Theatre and Lithia Park. Rogue Valley International-Medford Airport is 38 km from the property. Show full description

Offering quiet street views, Bluemoon Vacation Rentals - Bluemoon Cottage is an accommodation situated in Ashland, less than 1 km from Oregon Shakespeare Festival and a 10-minute walk from Lithia Park. Guests can benefit from a patio and a picnic area. There is a sun terrace and guests can make use of free WiFi and free private parking. This air-conditioned holiday home has 1 bedroom, a flat-screen TV, a dining area, a fully equipped kitchen with an oven, and a living room. A private entrance leads guests into the holiday home, where they can enjoy some wine or champagne and chocolates or cookies. The property has an outdoor dining area. Oregon Cabaret Theatre is 1.1 km from the holiday home, while Ashland Library is 1.3 km from the property. Rogue Valley International-Medford Airport is 37 km away. Show full description

Boasting garden views, Ashland Cabin on 170 Acres with Mtn Views and Sauna! features accommodation with a garden and a patio, around 23 km from Oak Knoll Golf Course. A fitness room is available for guests. Featuring free WiFi throughout the property, the non-smoking holiday home has a sauna. The holiday home has 2 bedrooms, a fully equipped kitchen with an oven and a microwave, a washing machine, and 2 bathrooms with a hair dryer and free toiletries. Towels and bed linen are available in the holiday home. The property has an outdoor dining area. ScienceWorks Museum is 27 km from Ashland Cabin on 170 Acres with Mtn Views and Sauna!, while Schneider Museum of Art is 27 km from the property. Rogue Valley International-Medford Airport is 65 km away. Show full description

Situated in Ashland, 41 km from Oak Knoll Golf Course and 45 km from ScienceWorks Museum, Ashland Lodge with Lake Views and Game Room Loft features air-conditioned accommodation with a patio and free WiFi. The property is located 45 km from Southern Oregon University, 47 km from Ashland Library and 47 km from Oregon Cabaret Theatre. The property is non-smoking and is set 45 km from Schneider Museum of Art. The spacious holiday home features 4 bedrooms, 3 bathrooms, bed linen, towels, a flat-screen TV, a fully equipped kitchen, and a balcony with lake views. Guests can take in the ambience of the surroundings from an outdoor dining area or keep themselves warm by the fireplace on colder days. For added privacy, the accommodation features a private entrance. Oregon Shakespeare Festival is 47 km from the holiday home, while Lithia Park is 47 km from the property. Rogue Valley International-Medford Airport is 83 km away. Show full description

Opened February 2024. Set in Ashland, 500 metres from Ashland Library and 700 metres from Oregon Cabaret Theatre, Bluemoon Vacation Rentals - Anne Hathaway House offers spacious air-conditioned accommodation with a patio and free WiFi. With free private parking, the property is less than 1 km from Oregon Shakespeare Festival and a 13-minute walk from Lithia Park. The property is non-smoking and is situated 1.8 km from ScienceWorks Museum. This holiday home has 8 bedrooms, a kitchen with a dishwasher and an oven, a flat-screen TV, a seating area and 9 bathrooms fitted with a walk-in shower. A private entrance leads guests into the holiday home, where they can enjoy some wine or champagne and chocolates or cookies. The property has an outdoor dining area. Schneider Museum of Art is 1.5 km from the holiday home, while Southern Oregon University is 1.6 km from the property. Rogue Valley International-Medford Airport is 38 km away. Show full description

Opened December 2024. Located in Ashland, 500 metres from Lithia Park and 500 metres from Oregon Cabaret Theatre, The country retreat offers air conditioning. The property is around 800 metres from Ashland Library, 2.6 km from ScienceWorks Museum and 2.7 km from Schneider Museum of Art. Free WiFi is available throughout the property and Oregon Shakespeare Festival is 300 metres away. The villa is composed of 2 bedrooms, a fully equipped kitchen, and 1 bathroom. The accommodation is non-smoking. Southern Oregon University is 2.7 km from the villa, while Oak Knoll Golf Course is 6.6 km away. A flat-screen TV is provided. Rogue Valley International-Medford Airport is 37 km from the property. Show full description

Newly opened, June 2025. Located in Ashland in the Oregon region, One-of-a-Kind Artistic Cottage Rental with Custom Furniture in Ashland, Oregon has a patio. The property is around 15 km from ScienceWorks Museum, 15 km from Schneider Museum of Art and 15 km from Southern Oregon University. The property is non-smoking and is situated 12 km from Oak Knoll Golf Course. The holiday home has 1 bedroom, a fully equipped kitchen with a dishwasher and a microwave, and 1 bathroom with a bath and free toiletries. Towels and bed linen are available in the holiday home. The accommodation offers a fireplace. A minimarket is available at the holiday home. Guests at the holiday home will be able to enjoy activities in and around Ashland, like cycling. Ashland Library is 17 km from One-of-a-Kind Artistic Cottage Rental with Custom Furniture in Ashland, Oregon, while Oregon Cabaret Theatre is 17 km from the property. Rogue Valley International-Medford Airport is 53 km away. Show full description

Newly opened, June 2025. Situated in Ashland in the Oregon region, Modern Family-Friendly Ranch Cabin Rental with Outdoor Hot Tub near Medford has a patio. A hot tub is available for guests. The property is non-smoking and is set 4.9 km from Oak Knoll Golf Course. The holiday home features 4 bedrooms, a fully equipped kitchen with a dishwasher and a microwave, a washing machine and 2 bathrooms with a hair dryer. Towels and bed linen are offered in the holiday home. A minimarket is available at the holiday home. Guests at Modern Family-Friendly Ranch Cabin Rental with Outdoor Hot Tub near Medford will be able to enjoy activities in and around Ashland, like cycling. ScienceWorks Museum is 7.4 km from the accommodation, while Schneider Museum of Art is 7.6 km from the property. Rogue Valley International-Medford Airport is 34 km away. Show full description

Newly opened, June 2025. Situated 3.7 km from Schneider Museum of Art, Rustic Countryside Barn Rental for Unique Getaway near Ashland, Oregon offers accommodation in Ashland with access to a hot tub. The property is around 3.7 km from Southern Oregon University, 4.1 km from ScienceWorks Museum and 5.5 km from Ashland Library. The property is non-smoking and is set 3.3 km from Oak Knoll Golf Course. The holiday home is fitted with 2 bedrooms, a fully equipped kitchen with a dishwasher and a microwave, and 1 bathroom with a bath, a hair dryer and a washing machine. Towels and bed linen are offered in the holiday home. A minimarket is available at the holiday home. Guests at the holiday home will be able to enjoy activities in and around Ashland, like cycling. Oregon Cabaret Theatre is 5.7 km from Rustic Countryside Barn Rental for Unique Getaway near Ashland, Oregon, while Oregon Shakespeare Festival is 5.8 km from the property. Rogue Valley International-Medford Airport is 32 km away. Show full description

Newly opened, October 2025. Cozy Modern Cottage has a patio and is located in Ashland, within just less than 1 km of Oregon Shakespeare Festival and a 13-minute walk of Lithia Park. The air-conditioned accommodation is 500 metres from Ashland Library, and guests can benefit from on-site private parking and complimentary WiFi. The property is non-smoking and is set 800 metres from Oregon Cabaret Theatre. This holiday home is fitted with 1 bedroom, a kitchen with an oven and a microwave, a flat-screen TV, a seating area and 1 bathroom fitted with a shower. A private entrance leads guests into the holiday home, where they can enjoy some wine or champagne and chocolates or cookies. The property has an outdoor dining area. Popular points of interest near the holiday home include ScienceWorks Museum, Schneider Museum of Art and Southern Oregon University. Rogue Valley International-Medford Airport is 26 km from the property. Show full description