Holiday Rentals in Ashland, OR

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 townhouse, ideal for family stays, is located just a few blocks from Ashland's central district, offering easy access to dining, entertainment, Lithia Park, and the Oregon Shakespeare Festival.
Enjoy spectacular mountain views from the covered deck and garden of this fully furnished, 3-bedroom, 2-bathroom property, which sleeps up to six guests and is available for monthly rentals of 30 days or more.

Apartment rental listing for up to 3 guests. You will be based in Ashland.
Facilities and services include a freeze, a garden and a terrace. This apartment in Ashland also has air conditioning!

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 residence, a detached studio flat, is centrally located in Ashland's city centre, a 5-minute walk from the Oregon Shakespeare Festival and two blocks from the main shopping and dining area.
This property offers a king-size bed, a kitchenette, and a bathroom, accommodating up to six guests across its main two-bedroom dwelling and separate studio, with a private courtyard and porch available for use.

This recently remodelled two-bedroom flat offers a peaceful farm setting, located just over 3 kilometres from Ashland's central attractions, providing a serene escape with convenient access to the town's cultural offerings. This property accommodates up to six guests, features a kitchen, air conditioning, a jacuzzi, and parking, and allows pets, making it ideal for travellers seeking both exploration and relaxation.

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.

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 smoke-free flat is located in the heart of Ashland's historic downtown district, just a kilometre from the Oregon Shakespeare Festival and the Ashland Library. The property has received excellent ratings for location, cleanliness and user experience.
The flat is well-equipped with a kitchen including a fridge, freezer, microwave, dishwasher and a washing machine. Relax in the garden, enjoy a game of tennis or take advantage of the spa and the balcony.

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 studio apartment in Ashland is located an 8-minute walk from Lithia Park and 2.4 kilometres from ScienceWorks Museum, offering convenient access to the Oregon Shakespeare Festival and Oregon Cabaret Theatre.
This air-conditioned apartment for 11 guests features a fully equipped kitchen, free Wi-Fi, free private parking, and a balcony with garden views, ideal for self-catering and enjoying the local atmosphere.

This farm stay is located just a few kilometres from downtown Ashland, near the Oregon Shakespeare Festival and a range of restaurants, offering a peaceful escape from the city. It has received excellent user ratings, highlighting its high standards.
The farmhouse spans 269 square metres and comfortably accommodates up to 10 guests. It boasts a large in-ground pool, a hot tub, a chef's kitchen, and a variety of recreational activities, including bocce ball, basketball, and a pond with a pergola and swing.

This charming farmhouse is located just a short 10km drive from Ashland, offering a peaceful escape from the town's bustle in the tranquil Oregon countryside. The property has received excellent ratings for its location, cleanliness, and overall experience.
The farmhouse comfortably accommodates up to 6 guests in its two bedrooms and two bathrooms. Enjoy the fully equipped kitchen, air conditioning, and garden, along with the added benefit of a private parking space, internet access, and the option to bring your pet along.

This charming bungalow is situated in a prime location just a 1.6km walk from the heart of Ashland, placing you within easy reach of the Oregon Shakespeare Festival, Lithia Park, and the Lithia Artisans Market. The property consistently receives excellent ratings for its cleanliness, location, and user experience, making it a popular choice for travellers.
The bungalow comfortably accommodates up to eight guests across three bedrooms and two bathrooms. It boasts a fully equipped kitchen, a spacious living area with a gas fireplace, a large deck with a gas grill, and a level 2 car charger for electric vehicles.

This house is located in a residential neighbourhood just a short walk from the centre of Ashland, making it easy to access all the town’s attractions. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The house has three bedrooms and two bathrooms, offering ample space for families or groups of friends. The property also includes additional cottages, making it suitable for larger groups, and comes equipped with a kitchen, air conditioning, a garden, and parking.

The Egret studio, a self-contained cottage in Ashland, Oregon, offers a private and secluded location convenient to Ashland's theatre district and local parks, though precise distances require further clarification.
This one-bedroom, one-bathroom unit sleeps two guests and includes a fridge, microwave, air conditioning, garden, parking, and an NFL ticket offer (2023-2024 season); other cottages are available on the property for larger groups.