Vacation Rentals in Ashland, OR

This European-style straw bale home is located on 14 wooded acres in Ashland, just a few kilometres from the town centre and its restaurants, theatres, and shops. The apartment has consistently received excellent ratings for user experience, location, and cleanliness.
The two-bedroom home has a spacious open-plan living area with vaulted ceilings and earthen floors, covering 153 square metres. This eco-friendly dwelling offers a unique and sustainable experience with amenities including a fireplace, a terrace, a garden, a spa, parking, and internet access.

This remodelled two-bedroom house is situated on a unique 3/4 acre property along Neil Creek, offering direct water access and a tranquil creekside setting, conveniently located less than 1 kilometre from I-5 exit 14 and centrally positioned within Ashland for easy access to town amenities and a short drive to Mt. Ashland.
The property accommodates up to six guests and features a garden, air conditioning, and a kitchen equipped with a fridge, freezer, and microwave, alongside a shared yoga pergola for relaxation, with the surrounding area ideal for bird watching and nature enjoyment, and a golf course directly across the street.

Château Herbe, a French-style contemporary castle near Interstate 5 and Ashland, Oregon's city centre, offers convenient access to attractions such as the Oregon Cabaret Theatre and Medford Carnegie Library, within a few kilometres' radius.
This one-bedroom, one-bathroom residence sleeps two guests and boasts communal areas including a sunroom, library, coffee bar, and patio, plus on-site vineyards, gardens, and orchards; enjoy breathtaking mountain and garden views from your private patio.

This two-bedroom cottage is located in Ashland's historic Siskiyou-Hargadine District, a short walk from Lithia Park and the town's theatres and restaurants.
The self-catering property sleeps four, boasting a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, a garden, parking, and a charming front porch; nearby attractions include spas and yoga studios.

This two-bedroom apartment is situated in a rural setting just 8 kilometres from downtown Ashland, offering a peaceful retreat amidst the natural beauty of the surrounding countryside. The apartment has received excellent user ratings, highlighting its appeal for those seeking a tranquil escape.
The apartment, which can accommodate up to six guests, features a spacious living area with high ceilings and ample natural light. The property offers a range of amenities including a private jacuzzi, a terrace, a garden, and a spa, along with parking facilities and access to the internet.

This holiday let is located in Ashland's Historic Railroad District, offering immediate walking access to the Oregon Shakespeare Festival, Oregon Cabaret Theatre, and numerous restaurants and galleries.
This one-bedroom, one-bathroom bungalow accommodates up to four guests and provides essential amenities including internet and air conditioning, with pets welcome.

This glamping lodge is situated in a peaceful district on the outskirts of Ashland, offering a quiet retreat yet providing easy access to the city's acclaimed cultural attractions, approximately 3 kilometres away.
This lodge accommodates up to five guests and features a separate geodome for unique sleeping or relaxation, two bathrooms, a full kitchen, air conditioning, a garden, a sauna, and vaulted decks with elevated views, ideal for birdwatching and stargazing.

Grandview of Ashland, a one-bedroom house, is situated near Lithia Park and the Oregon Shakespeare Festival, approximately 2.9 kilometres from each.
This self-catering property sleeps up to 11 guests and boasts a fully equipped kitchen, three bathrooms, a Jacuzzi, sauna, private garden, free Wi-Fi, and free private parking; in-unit laundry facilities add further convenience.

This Ashland city centre apartment, in a historic building, is a half-kilometre from a grocery store and within 0.2 to 0.3 kilometres of restaurants and shops.
The Matriarch offers self-check-in to this 28-square-metre flat, featuring a Cal King bed, updated bathroom, private balcony, small refrigerator, microwave, and sleeps two guests.

This renovated barn offers expansive Cascade-Siskiyou mountain views, located just a few minutes' drive from downtown Ashland.
This unique rural accommodation sleeps two guests and features a modern kitchen, air conditioning, and a private patio, with shared access to ponds, a vegetable garden, and an exercise room on the 2-acre property.

Hanna's House, a self-contained apartment, is situated just 0.16 km from Ashland's town centre, offering easy access to shops, restaurants, and Lithia Park.
This one-bedroom cottage sleeps four guests, boasting a full kitchen with dishwasher, air conditioning, heated floors, private parking, and garage storage for outdoor equipment.

This Ashland cottage, situated in the historic railroad district, offers easy walking access to downtown, the Oregon Shakespeare Festival, Lithia Park, and the Ashland Food Coop.
The single-bedroom, single-bathroom property sleeps four, features a well-equipped kitchen with dishwasher, and includes a private entrance, ample on-street parking, and a garden; nearby hiking trails are readily accessible.