Find short term rentals in Ashland, OR at the best prices

This modern three-bedroom, three-bathroom house in Ashland, Oregon, is situated in a quiet residential neighbourhood at the foot of the mountains, a short walk (approximately 1.5km) or cycle ride from the town centre and directly adjacent to mountain trails.
The property boasts a spacious open-plan layout, sleeping up to seven guests, and features a gourmet kitchen, a Jacuzzi, a fitness centre with exercise bike and treadmill, extensive outdoor amenities including a hot tub, ping pong table, trampoline, and a large garden backing onto a wooded park and seasonal creek.

The Red Tail Inn is a charming farmhouse guesthouse located in downtown Ashland, just a short walk from the Oregon Shakespeare Festival theatres and the town's shops, restaurants, and coffeehouses. It's a convenient base for exploring the vibrant cultural scene of this historic town.
The inn offers three separate suites, each with its own bathroom and kitchenette, accommodating up to 12 guests. Guests can enjoy luxurious amenities such as double walk-in rain showers, granite countertops, and a shared hot tub, perfect for relaxing after a day of exploring.

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 charming cottage is situated in the mountains near Ashland, within easy reach of ScienceWorks Hands-On Museum, North Mountain Park, and Lithia Park, offering a peaceful escape from the city. The property has received excellent ratings for cleanliness, location, and overall experience.
The cottage offers a comfortable living space for up to two guests, with one bedroom and one bathroom. It comes equipped with a kitchen, a garden, and a range of modern amenities, including Wi-Fi and a Smart TV, as well as access to ski-in/ski-out facilities for winter sports enthusiasts.

Mahar Homes - Plaza North on First offers self-catering accommodation in Ashland, Oregon, a 17-minute walk (approximately 1.4km) from Lithia Park and within a few miles of the Oregon Shakespeare Festival and other attractions.
This apartment features a fully equipped kitchen, free Wi-Fi and private parking, air conditioning, and a terrace, providing comfortable stays close to ScienceWorks Museum and Southern Oregon University.

This first-floor apartment in Ashland's historic Railroad District is situated one block from a grocery store and coffee shop, two blocks from an escape room, and within easy walking distance of downtown restaurants, Ashland Plaza Center, and Chozu Bath & Tea Gardens.
The 37-square-metre (approximately 398 square feet) flat offers a king-size bed, a kitchenette, a private outdoor lounge, shared laundry facilities, high-speed 5G internet, a 65-inch smart TV with Netflix, and accommodates two guests; parking is also available.

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 four-bedroom, three-bathroom holiday flat is located just a few blocks from Ashland's town centre, providing easy access to the Oregon Shakespeare Festival and Lithia Park, with long-range mountain views.
With capacity for eight guests, this residence offers a kitchen with a fridge and microwave oven, air conditioning, parking, and a covered deck and private garden for outdoor enjoyment.

This Ashland apartment, ideally located in [Specific District of Ashland, e.g., Lithia Park area], is within 2 kilometres of the Oregon Shakespeare Festival and offers easy access to downtown Ashland.
The 1-bedroom flat sleeps 2 guests and includes parking and internet access; further details regarding its size and specific amenities require clarification.

This three-bedroom apartment is situated in a residential area, just a short walk from the centre of Ashland, Lithia Park and the Varsity Theatre. The property consistently receives excellent ratings for its location, cleanliness and overall experience.
The apartment comfortably accommodates up to six guests and features a well-equipped kitchen, a large garden and a private deck with a barbecue. Guests can enjoy the vintage stereo system, the bar, and the family-friendly games provided.

This charming house is situated in Ashland's Historic Railroad District, just a kilometre from both the Oregon Shakespeare Festival and the Ashland Library. It has received excellent user ratings, making it a popular choice for travellers.
This three-bedroom property spans 130 square metres and can comfortably accommodate up to 10 guests. The house offers a range of amenities, including a fully equipped kitchen, a private patio, a garden, and a spa, ensuring a relaxing and enjoyable stay.

The Blue Moon House is situated in a peaceful residential area in Ashland, just a short walk (less than 1 km) from the vibrant downtown area and the Oregon Shakespeare Festival.
This five-bedroom property features a gourmet kitchen, a large dining area, a relaxing living room with a fireplace and a large smart TV, and a private garden with a deck, perfect for enjoying the outdoors.

This one-bedroom Ashland apartment, part of the Chateau Herbe gated community near Interstate 5, offers convenient access to downtown Ashland and is within a few kilometres of Grizzly Peak and Weisinger Family wineries.
The self-contained flat, sleeping two guests, boasts access to shared chateau amenities including a sunroom, library, and coffee bar, plus on-site gardens, orchards, and a vineyard.

Ashland Hills Hotel & Suites offers a convenient base near downtown Ashland, Oregon, approximately 14.5km from the Oregon Cabaret Theatre, 21km from Lithia Park, and 46.7km from Mount Ashland Ski Area.
This pet-friendly guesthouse features a king-size bed, separate living area, on-site pool, fitness centre, and parking, accommodating up to two guests, with added benefits such as bike rentals and access to a spa and laundry facilities.

This Ashland guesthouse, offering excellent guest ratings, provides a family-run experience with air conditioning, a saltwater pool, and parking; precise location within Ashland is unspecified, however.
The self-catering unit features one bedroom, one bathroom, sleeps four, and includes amenities such as a refrigerator, microwave, and K-cup coffee maker.

Chanticleer Inn is a charming guesthouse located in a peaceful residential neighbourhood in Ashland, just 0.8 kilometres from the town centre and 1.6 kilometres from the Oregon Shakespeare Festival. It has received excellent ratings for its location, cleanliness and overall experience.
The guesthouse has one bedroom and one bathroom, comfortably accommodating two guests. Guests can enjoy a gourmet breakfast, shared common areas, a garden and pet-friendly amenities.