Vacation Rentals in Ashland, OR

Hanna's House offers a self-catering property in Ashland, Oregon, conveniently located a short walk from the Oregon Shakespeare Festival and Oregon Cabaret Theatre, and within easy reach of the Schneider Museum of Art (1.9km) and Oak Knoll Golf Course (5.6km).
This 165 square metre house sleeps seven guests and boasts a well-equipped kitchen, private parking, Wi-Fi, a terrace, garden, and air conditioning; nearby activities include fishing, canoeing, hiking, skiing, golfing, and cycling.

This house is located in Ashland's Historic Downtown District, just 0.5km from the Oregon Shakespeare Festival and the Ashland Library. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The 3-bedroom house spans 118 square metres and features a fully equipped kitchen, two bathrooms, a washing machine, and a garden. Guests can enjoy amenities such as air conditioning, parking, and a spa, making it ideal for a comfortable and relaxing stay.

This six-bedroom apartment, sleeping up to twelve guests, is situated in Ashland's Siskiyou-Hargadine Historic District, within a 1.6km walk of the Oregon Cabaret Theatre, Allen Elizabethan Theatre, and Ashland Library.
The 260 square metre property boasts a fully equipped kitchen, Jacuzzi, garden, terrace, parking, and free Wi-Fi; nearby attractions include the Angus Bowmer Theatre and Thomas Theatre, both within 1.6km.

This Ashland apartment, a short walk (less than 1.6km) from Southern Oregon University, the Schneider Museum of Art, and ScienceWorks Hands-On Museum, offers convenient access to Ashland's cultural and educational attractions.
The 74-square-metre self-catering property features two bedrooms, one bathroom, sleeps two guests, and includes a kitchen with a fridge, microwave, and dishwasher, plus a terrace, garden, spa, fitness centre, and free Wi-Fi.

This charming cottage is situated just 3 kilometres outside of Ashland's town centre, offering a peaceful rural retreat whilst remaining conveniently close to the city's attractions. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The cottage is a comfortable self-catering property that can accommodate up to five guests in two bedrooms. It features a modern kitchen, a private garden, and access to a laundry room, making it ideal for families or groups of friends.

This French Country style villa is located on the outskirts of Ashland, offering a peaceful retreat on three acres of land while still being just a short distance from the town's restaurants, shops, and attractions. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The villa is a single-storey property with a floor area of 186 square metres. Amenities include a fully equipped kitchen, a Jacuzzi, a terrace, a garden, a spa, parking, and a rec room with a sofa bed, ensuring a comfortable and enjoyable stay for guests.

This apartment in Medford is situated approximately 8 kilometres from Rogue Valley International-Medford Airport, placing it 18 kilometres from the Oregon Shakespeare Festival and Lithia Park.
This pet-friendly accommodation offers 19 square metres of space with air conditioning, a swimming pool, and private parking, accommodating up to four guests with a 24-hour front desk and nearby ice-skating.

This holiday cottage in Ashland offers a prime location, a mere 5-minute stroll from the Oregon Shakespeare Festival and 400 metres from the Oregon Cabaret Theatre, placing it conveniently 1 block from downtown Ashland.
Guests can enjoy air-conditioned rooms with complimentary private parking and WiFi, featuring a terrace, private bathroom, and flat-screen TV, with no bachelor(ette) or similar parties permitted.

This two-bedroom flat is centrally situated in Ashland, a mere 500 metres from the Ashland Food Co-op and within easy walking distance of the town's shops, theatres, and cafes, offering convenient access to the Oregon Shakespeare Festival and Allen Elizabethan Theatre.
The accommodation, suitable for four guests, features a king-size bedroom with a television, a second bedroom with a queen-size bed, a living room with a TV, a well-equipped kitchen including a fridge, microwave oven, and dishwasher, air conditioning, Wi-Fi, a private balcony, and off-street parking, all within a peaceful triplex setting.

This detached house in Ashland offers a prime location for Oregon Shakespeare Festival attendees, situated a mere 6-minute walk from Ashland Library and 0.8 kilometres from the Oregon Cabaret Theatre, with Southern Oregon University also within a 15-minute walk.
This spacious 186 square metre residence accommodates up to 15 guests with one bedroom and two bathrooms, featuring air conditioning, a private terrace, a garden, a spa, and a fully equipped kitchen including a dishwasher and oven, with Wi-Fi and nearby skiing opportunities.

This modern apartment is situated in Ashland's Historic Downtown District, just a short walk from the ScienceWorks Hands-On Museum and The RRRink. The area is bustling with activity, offering a vibrant mix of shops, restaurants, and cultural attractions.
This two-storey property spans 110 square metres and comfortably sleeps up to 8 guests with three bedrooms and two bathrooms. It features a fully equipped kitchen, a smart TV with DVR, a washer/dryer, a jetted tub, a balcony, and a patio.

This first-floor suite, situated in Ashland's Historic Railroad District, is a half-kilometre (0.3 miles) from a grocery store and within a kilometre (0.6-1.2 miles) of restaurants, shops, and cafes.
The 28-square-metre apartment, part of The Matriarch's heritage carriage house, offers a Cal King bed, a private patio, a copper soaking tub, and sleeps two guests, providing access to the property grounds.

This waterfront villa near Ashland, Oregon, is located 1.4 kilometres from Weisinger Family Winery and 4.8 kilometres from Southern Oregon University.
The 353-square-metre property boasts four bedrooms, four bathrooms, and sleeps twelve guests, offering a private pool, hot tub, barbecue grills, and a fully equipped kitchen including a dishwasher; laundry facilities are also provided.

This Ashland apartment, a stone's throw from the Plaza Centre and a short walk (less than 0.8 km) from a grocery store, offers prime downtown accommodation near Ashland's key attractions.
The 28-square-metre flat features two bathrooms, sleeps two guests, includes a kitchenette with microwave, and boasts a private terrace, high-speed 5G internet, and a king-size bed.

This Victorian flat is located in central Ashland, a mere 300 metres from the Oregon Shakespeare Festival and downtown attractions.
This 3-bedroom, 2-bathroom residence accommodates up to 8 guests and includes a fully equipped kitchen, private parking with an EV charger, and a garden.

This five-bedroom Ashland house, perfect for families, is situated within a 1.6km walk of Lithia Park and the Allen Elizabethan Theatre, offering easy access to the Oregon Shakespeare Festival.
The 121-square-metre property boasts four bathrooms, sleeps sixteen guests, includes a fully equipped kitchen, free Wi-Fi, and a terrace; a sofa bed provides extra sleeping arrangements.