Vacation Rentals in Ashland, OR

This family-friendly house is located in the mountains near Ashland, just 0.16 kilometres from the Cascade-Siskiyou National Monument and within a 24-kilometre drive of Emigrant Lake and the Tashi Choling Buddhist Center. The property has excellent ratings for user experience, location, and cleanliness.
The house is spacious, with a floor area of 437 square metres. It offers a range of amenities, including a swimming pool, jacuzzi, sauna, spa, and a fully equipped kitchen.

The Serendipity House, a newly remodelled two-bedroom property, is centrally located in Ashland, Oregon, just 0.32 kilometres from restaurants, shops, and theatres, offering easy access to the Oregon Cabaret Theatre and Allen Elizabethan Theatre.
This self-catering house sleeps four guests and boasts a full kitchen with complimentary coffee, a spacious living room, a private garden, parking, and air conditioning, plus it's ideally situated for exploring North Mountain Park and the Rogue River-Siskiyou National Forest.

This three-bedroom house is located in Ashland's Historic Railroad District, just a kilometre from the Ashland Library, Oregon Cabaret Theatre, and Allen Elizabethan Theatre. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house has two bathrooms and a washing machine, providing plenty of space for families or groups. It also features a fully equipped kitchen, a patio, and parking, allowing you to prepare meals, enjoy the outdoors, and relax after a day exploring Ashland's attractions.

This Phoenix family home, near Blue Heron Park, offers easy access to the Bear Creek Greenway and several restaurants within walking distance.
Sleeping up to 10 guests in 4 bedrooms and 1 bathroom, this property boasts a spacious half-acre garden with a gas BBQ, games (cornhole, pool table, Jenga), and is wheelchair/stroller accessible.

This charming house is located in Ashland's Historic Railroad District, just a kilometre from the Oregon Shakespeare Festival and the Ashland Library. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house spans 88 square metres and comfortably accommodates up to four guests in one bedroom and one bathroom. Guests can enjoy a fully equipped kitchen, a private garden, a swimming pool, and a terrace, making it an ideal choice for a relaxing and enjoyable stay.

Lithia Springs Resort is located in Ashland, Oregon, 4 kilometres from the city centre, offering convenient access to Ashland's attractions.
This hotel boasts a spa, indoor and outdoor swimming pools, a fitness centre, and various business facilities including a conference hall, alongside a bar, library, and picnic area, ensuring a comfortable stay.

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 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 luxurious three-bedroom apartment is located just 4 kilometres from the Oregon Shakespeare Festival and the lively Ashland Plaza, offering easy access to the city's cultural attractions and amenities. With an excellent user rating, this property is a popular choice for travellers seeking a comfortable and convenient stay in Ashland.
This spacious apartment spans 282 square metres and comfortably accommodates up to 10 guests. The property includes a fully equipped kitchen, a private outdoor area with a hot tub and seasonal pool, a well-equipped home gym, and a two-person sauna, providing everything you need for a relaxing and enjoyable stay.

This pet-friendly lodge is located in rural Ashland, Oregon, approximately 27 kilometres from Mount Ashland Ski Area and 29 kilometres from the Oregon Cabaret Theatre.
The four-bedroom, four-bathroom property sleeps eight guests and boasts a fully equipped kitchen, private garden, balcony, covered parking, Wi-Fi, and in-unit laundry facilities.

This Ashland apartment, a short walk (less than 1.6km) from Southern Oregon University, the Schneider Museum of Art, and ScienceWorks Hands-On Museum, offers convenient access to Ashland's cultural and educational attractions.
The 74-square-metre self-catering property features two bedrooms, one bathroom, sleeps two guests, and includes a kitchen with a fridge, microwave, and dishwasher, plus a terrace, garden, spa, fitness centre, and free Wi-Fi.

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 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 Ashland, Oregon house rental, perfect for families, offers two bedrooms and one bathroom, sleeping up to two guests, and is conveniently located in Ashland (precise location unspecified).
The property boasts a fully equipped kitchen with appliances including an air fryer and bread maker, two reserved parking spaces, three TVs with Roku, a fenced-in deck, washer/dryer, and keyless entry.

This six-bedroom, three-bathroom farmhouse property in Phoenix, Oregon, is conveniently located under 8 kilometres from Medford, and close to Jacksonville Wine Country and the Ashland Shakespeare Festival.
Sleeping up to 16 guests, this spacious holiday home boasts a large kitchen, separate dining room, family room, a bonus cottage, and extensive grounds, perfect for large groups seeking a tranquil retreat.

This Ashland apartment, located in a quiet residential neighbourhood just under 0.5 kilometres from downtown Ashland and the Oregon Shakespeare Festival, offers convenient access to major attractions.
The self-contained flat comprises one bedroom, one bathroom, and can sleep up to three guests, featuring a private patio, garden access, off-street parking, a kitchen with modern appliances, and the option to use shared spaces in a historic Craftsman bungalow.