Holiday Rentals in Ashland

This charming cottage is situated in Ashland, just 2km from Weisinger Family Winery, Southern Oregon University, and the Schneider Museum of Art, offering a convenient base for exploring the town. It has received excellent reviews from previous guests.
The property features two bedrooms, two bathrooms, and can comfortably accommodate up to six guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, parking, and free Wi-Fi.

The Jefferson Estate is situated just a short distance from the charming town of Ashland, in Southern Oregon, offering stunning views of Grizzly Peak from its 8-acre grounds. The property boasts excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
This single-level house comfortably accommodates up to 12 guests in its four bedrooms and four bathrooms. Enjoy the tranquility of the outdoor oasis with a stocked pond, seasonal pool, hot tub, and soothing water feature, along with a fully equipped kitchen for preparing meals and a fireplace for cosy evenings.

Meadowsweet Farm, a substantial dwelling in Talent, is situated 9.9 kilometres from the Oregon Shakespeare Festival and 10.1 kilometres from Lithia Park, with the ScienceWorks Museum and Schneider Museum of Art also 12.4 kilometres away.
This air-conditioned property spans 297 square metres, accommodates up to 18 guests across its three bathrooms, and features an outdoor kitchen, WiFi, and private parking, making it suitable for larger groups seeking a holiday let.

Lithia Springs Resort is located just 2.5 miles from downtown Ashland and the Oregon Shakespeare Festival, offering easy access to the area's cultural attractions. The resort consistently receives excellent ratings for its location, cleanliness, and overall experience.
The resort features a range of accommodation options, including suites and bungalows, all decorated in a modern spa-themed style. Guests can enjoy a variety of amenities, including mineral spring water soaking bathtubs, a seasonal outdoor saltwater pool, a hot tub, and a complimentary full breakfast.

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 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 holiday home is ideally located in the Historic Railroad District, less than 0.8km from the Oregon Cabaret Theatre, Allen Elizabethan Theatre, and Angus Bowmer Theatre.
The 149 square metre property boasts two bedrooms, three bathrooms, and accommodates four guests, offering a fully equipped kitchen, garden, balcony, and parking.

This Ashland cottage, situated in the Skidmore Academy Historic District, offers easy access to Grizzly Peak and Weisinger Family Wineries (within a short driving distance, depending on the precise location within the district).
The one-bedroom property sleeps four, featuring a queen bed, sofa bed, and queen air mattress, a fully equipped kitchen with microwave and dishwasher, plus WiFi, air conditioning, and streaming services (HBO, Hulu, Netflix, Disney+).

This apartment is situated in the Siskiyou-Hargadine Historic District, just 1.5 kilometres from Southern Oregon University, Ashland Library, and the Oregon Cabaret Theatre, and less than 1.6 kilometres from the Oregon Shakespeare Festival and Thomas Theatre. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
This one-bedroom, two-bathroom flat spans 74 square metres and comfortably accommodates up to five guests. Enjoy a fully equipped kitchen, a terrace, a garden, a spa, parking, and free Wi-Fi in public areas, along with a washing machine, a TV and DVD player, and air conditioning.

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 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 Ashland Railroad District flat is ideally located, just a short walk from Ashland's downtown attractions, including the Plaza Center and Chozu Bath & Tea Gardens.
The 28-square-metre (0.028 hectare) self-catering apartment features a king-size bed, private outdoor lounge access, high-speed internet, and a shared pavilion with laundry facilities, comfortably sleeping two guests.

This remodelled three-bedroom flat offers a creekside location on Neil Creek, providing 0.96 hectares of wooded seclusion yet remaining conveniently located less than 1.6 kilometres from the interstate and close to town.
This property accommodates up to seven guests and features air conditioning, a garden, an outdoor yoga pergola, and is adjacent to the Ashland Golf Course, with a kitchen equipped with a fridge, freezer, and microwave oven.

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, situated in the Siskiyou-Hargadine Historic District, is less than 0.8 km from the Oregon Cabaret Theatre, Allen Elizabethan Theatre, and Ashland Library.
The 56 square metre property features two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, Jacuzzi, patio, free Wi-Fi, and parking.

This studio apartment is located in Ashland, just under 1.6km from the Oregon Shakespeare Festival and a little over 1.6km from ScienceWorks Museum, making it an ideal base for exploring the town's cultural attractions. The property has received excellent ratings for its location, cleanliness and overall user experience.
The apartment offers one bedroom and one bathroom, comfortably accommodating up to two guests. Amenities include free Wi-Fi, private parking, a king-size bed, a flat-screen TV, and a kitchen equipped with a fridge, freezer, and microwave.