Vacation Rentals in Ashland, OR

This one-bedroom Ashland carriage house apartment is situated within a gated community minutes from Interstate 5 and Ashland's city centre, offering easy access to both.
The self-catering apartment, sleeping four, boasts a jacuzzi, sauna, and access to shared facilities including a sunroom, library, and coffee bar, plus on-site vineyards, gardens, and orchards.

The Anne Hathaway House is situated in Ashland, a 1.7 kilometre walk from Southern Oregon University and 1.8 kilometres from the ScienceWorks Museum.
This eight-bedroom home, spanning 334 square metres, can accommodate up to 31 guests and features a fully equipped kitchen, a garden, private parking, and free Wi-Fi.

This apartment is located in Ashland's Historic Downtown District, offering convenient access to restaurants, ScienceWorks Hands-On Museum, and within 6 kilometers of North Mountain Park and Cascade-Siskiyou National Monument.
This modern condo spans 161 square meters, accommodates up to 10 guests with 3 bedrooms and 2 bathrooms, and features a fully equipped kitchen, air conditioning, a garden, parking, and a rooftop patio with panoramic views.

This Ashland Railroad District cottage is a five-minute walk from the town centre and within easy walking distance of the Shakespeare Theatres and Lithia Park.
The one-bedroom, one-bathroom self-contained unit sleeps three, features a fully equipped kitchen with dishwasher, air conditioning, private parking, and a garden, offering easy access to hiking trails and wineries.

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 Ashland mountain property is situated approximately 1.6km from Ashland Dog Park and within 4.8km of North Mountain Park and Lithia Park, offering easy access to Ashland's attractions.
The one-bedroom, one-bathroom dwelling sleeps four guests and features a private patio, on-site laundry facilities, and is ideal for short or long stays exploring Ashland's natural beauty and cultural offerings such as the Allen Elizabethan Theatre and Angus Bowmer Theatre.

This rebuilt vintage bungalow is located a mere 500 metres from Ashland's central plaza and its renowned restaurants, offering easy access to the town's culinary scene.
This 2-bedroom cottage accommodates up to four guests and features two queen beds, a bathroom with an antique clawfoot tub, air conditioning, and is a convenient base for exploring nearby attractions such as North Mountain Park and the Allen Elizabethan Theatre.

This two-bedroom, two-bathroom house in Ashland is situated 500 metres from the Oregon Shakespeare Festival, shops, and restaurants.
This property offers accommodation for up to five guests with internet, air conditioning, and a kitchen, perfect for those visiting Southern Oregon.

This studio apartment is situated just a short walk from downtown Ashland and the Oregon Shakespeare Festival, placing you at the centre of the town's cultural hub.
This accommodation offers space for two guests and features a king-size bed, a kitchenette with a toaster oven and hot plate, a full bathroom, and access to a quiet courtyard, all within a private triplex setting.

This charming cottage is situated in a peaceful neighbourhood, just a short walk from the lively centre of Ashland, with its array of shops, restaurants, and theatres. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The cottage is spacious and comfortably accommodates up to six guests. Amenities include a well-equipped kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a garden, and parking.

This studio apartment is situated in central Ashland, a short walk from the Oregon Shakespeare Festival and the Allen Elizabethan Theatre, and within 2 kilometres of Grizzly Peak Winery and Weisinger Family Winery.
The accommodation sleeps two guests and offers a king-size bed, a kitchenette with a toaster oven and hot plate, a private bathroom with a shower, air conditioning, Wi-Fi, and access to a garden and spa, with parking available.

The Anne Hathaway House is situated in a peaceful residential area of Ashland, just a short walk from the lively town centre and 2 kilometres from the Oregon Shakespeare Festival. It has received excellent ratings for its location, cleanliness, and overall experience, making it an ideal choice for travellers seeking a comfortable and convenient stay.
This spacious property comfortably accommodates up to 14 guests with seven bedrooms and eight bathrooms. It offers a fully equipped kitchen, a dining room that seats 12, a relaxing living room with a library, a front porch and outdoor seating, and a washer and dryer for added convenience.