This minimalist tiny house camper, near downtown Ashland, Oregon, offers a unique stay approximately 0.8 kilometres from Interstate 5 and close to Bear Creek, providing scenic views of Grizzly Peak. The 6'x12' (1.8m x 3.7m) self-catering unit sleeps one, including a kitchenette with fridge, freezer and microwave, air conditioning, and access to a shared outdoor bathhouse with a hot shower; pets are welcome.
9.9 772 reviews
Ashland, OR
04/08 – 06/08
NZ$387/nighttotal: NZ$774 (2 )
The Ashland Cottage, Walk To Town
1 2
cottage , Ashland
This family-friendly cottage is located in the heart of Ashland, just 1 kilometre from both the Ashland Library and the Oregon Shakespeare Festival. The cottage has excellent user, location, and cleanliness ratings. The cottage is a 56 square metre property that comfortably sleeps four guests in one bedroom. It has a fully equipped kitchen, a terrace, a garden, a spa, and parking.
10 16 reviews
Ashland, OR
20/08 – 22/08
NZ$410/nighttotal: NZ$820 (2 )
Peaceful, Spacious Home On 8 Acres. Pet-friendly, Close To Town, And A Creek!
2 2
apartment , Ashland
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.
9.9 49 reviews
Ashland, OR
03/07 – 06/07
NZ$2305/nighttotal: NZ$6915 (3 )
The Gem & Cottage, Pool, Hot Tub, Views
5 2
house , Talent
This hilltop residence in Talent offers magnificent mountain views and sunsets, situated just 7 kilometres from downtown Ashland and the Oregon Shakespeare Festival. This expansive five-bedroom, four-bathroom property accommodates fourteen guests, featuring a swimming pool, hot tub, copper cold plunge, chef's kitchen, home theatre, and a private studio loft with a kitchenette.
9.9 502 reviews
Ashland, OR
20/08 – 22/08
NZ$574/nighttotal: NZ$1148 (2 )
Victorian Garden Carriage House
1 2
apartment , Ashland
This charming cottage is located just a few hundred metres from Ashland Plaza, offering a peaceful retreat within easy reach of the town's attractions. It has consistently received excellent ratings for its location, cleanliness, and overall experience. The cottage is a two-bedroom property with one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, a private garden, laundry facilities, a romantic fireplace, and a unique loft accessed by a traditional Japanese staircase cabinet.
10 12 reviews
Ashland, OR
04/08 – 06/08
NZ$413/nighttotal: NZ$826 (2 )
Relax In The Luxurious 1-bedroom Louisa Suite At Redtail Inn. Enjoy A Double Rain Shower, Plush Linens, And A Shared Hot Tub. Located Near Downtown Ashland, With Off-street Parking And High-speed Wifi.
1 2
apartment , Ashland
This Ashland apartment, situated in the Siskiyou-Hargadine Historic District, is less than 0.6 km from the Oregon Cabaret Theatre, Allen Elizabethan Theatre, and Ashland Library. The 37-square-metre flat features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, private patio, hot tub access, and free Wi-Fi.
10 13 reviews
Ashland, OR
26/08 – 27/08
NZ$884/nightfor 1 night
Luxury Condo With King Bedroom, Two Bathrooms, Full Kitchen.
1 3
chalet , Ashland
The Sonoma Suite is a one-bedroom apartment situated in Ashland's Historic Downtown District, just a short walk from the Oregon Shakespeare Festival and a range of restaurants and shops. This 100 square metre apartment, which can accommodate up to four guests, features a modern kitchen, a fireplace, and a spacious bathroom, as well as covered parking and access to a secure foyer and elevator.
10 327 reviews
Ashland, OR
18/09 – 20/09
NZ$915/nighttotal: NZ$1830 (2 )
Courtside Cottage - Walkscore 93 - Dog Friendly
1 2
cottage , Ashland
This charming cottage is situated in Ashland's Historic Railroad District, a mere 0.8 km from the Oregon Shakespeare Festival and the Ashland Library. The cottage boasts a well-equipped kitchenette with a fridge, freezer, microwave, and dishwasher, perfect for self-catering, and can comfortably accommodate up to four guests.
10 2 reviews
Ashland, OR
26/08 – 27/08
NZ$600/nightfor 1 night
Hideaway Suite At Second Street Cottages
1 3
apartment , Ashland
This two-bedroom, two-bathroom house in Ashland is situated 500 metres from the Oregon Shakespeare Festival, shops, and restaurants. This property offers accommodation for up to five guests with internet, air conditioning, and a kitchen, perfect for those visiting Southern Oregon.
9.8 30 reviews
Ashland, OR
20/08 – 22/08
NZ$266/nighttotal: NZ$532 (2 )
Chateau Herbe ~ Athens Room
1 2
castle , Ashland
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.
9.8 43 reviews
Ashland, OR
18/09 – 20/09
NZ$655/nighttotal: NZ$1310 (2 )
Ashland's Mountain View Vacation Rental.
2 2
cottage , 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.
9.8 8 reviews
Ashland, OR
25/08 – 26/08
NZ$506/nightfor 1 night
Chateau Herb ~ Miranda Carriage House Apt
2 3
apartment , Ashland
This two-bedroom, one-bathroom house in Ashland, Oregon is conveniently located approximately 1.6km from Ashland Dog Park and within 4.8km of North Mountain Park, Lithia Park, the Allen Elizabethan Theatre, and the Angus Bowmer Theatre. The smoke-free property sleeps four guests and offers amenities including a sauna, hot tub, in-house laundry facilities, and is within easy reach of Ashland's major parks and theatres.
Best family friendly Ashland, OR holiday rentals
Among the 203 accommodations in Ashland, OR, here are the 4 best family friendly rentals
9.1 2281 reviews
Ashland, OR
07/10 – 12/10
NZ$1072/nighttotal: NZ$5360 (5 )
Lithia Springs Resort
2 4
resort , Ashland
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.
9.6 4 reviews
Ashland, OR
07/10 – 12/10
NZ$2227/nighttotal: NZ$11135 (5 )
Luxury Ashland Mountain Escape: Pool, Hot Tub
4 4
house , Ashland
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.
9.7 43 reviews
Ashland, OR
20/08 – 22/08
NZ$924/nighttotal: NZ$1848 (2 )
Centrally Located Downtown Historic Home W/parking
1 2
apartment , Ashland
This Ashland, Oregon house, built in 1887, is centrally located, within walking distance of Ashland's downtown area and a short distance (less than 1.6km) from Lithia Park. Sleeping six guests across three bedrooms and one bathroom, this property offers a well-equipped kitchen, air conditioning, parking, internet access, and pet-friendly facilities.
9.7 56 reviews
Ashland, OR
20/08 – 22/08
NZ$828/nighttotal: NZ$1656 (2 )
Barclay Klum House | Soaking Tub & Gourmet Kitchen
1 2
apartment , Ashland
This Queen Anne-style apartment in Ashland, Oregon, is located less than 1.6 km from Ashland's downtown area, offering easy access to shops, theatres, and parks. The property, sleeping four guests, boasts a well-equipped kitchen with a European gas stove and electric convection oven, two bedrooms (one queen, one double), a bathroom with a soaking tub and walk-in shower, private off-street parking, and a fenced yard.
Best Ashland, OR holiday rentals with parking
10 9 reviews
Ashland, OR
18/09 – 20/09
NZ$587/nighttotal: NZ$1174 (2 )
Peaceful 1-bedroom Bungalow With Ac In Charming Ashland
1 2
apartment , Ashland
This one-bedroom flat is located just 100 metres north of Ashland's downtown plaza, offering convenient walking access to the Oregon Shakespeare Festival, Oregon Cabaret Theatre, shops, restaurants, Lithia Park, and the Japanese Garden. The 46 square metre bungalow accommodates two guests and features a full kitchen with a fridge, microwave, and dishwasher, air conditioning, a private patio and garden, and is ideal for those interested in mountain climbing, hiking, and mountain biking.
10 5 reviews
Ashland, OR
18/09 – 20/09
NZ$1099/nighttotal: NZ$2198 (2 )
Barclay Klum House | Walk To Downtown | Soaking Tub & Gourmet Kitchen
2 2
apartment , Ashland
This Queen Anne-style holiday home in Ashland, Oregon, is situated less than 1.6km from the downtown area, offering easy access to shops, theatres, and restaurants. The 500 square metre property boasts two bedrooms, one bathroom with a luxurious soaking tub and walk-in shower, a full kitchen including a gas stove and grill, three off-street parking spaces, a fully fenced garden, and can comfortably accommodate four guests.
10 7 reviews
Ashland, OR
04/08 – 06/08
NZ$451/nighttotal: NZ$902 (2 )
Swank House -Downtown Suite- Pet Friendly
1 2
apartment , Ashland
This Ashland apartment, situated in the Historic Railroad District, is steps from downtown and within easy walking distance of the Oregon Cabaret Theatre and Allen Elizabethan Theatre. The 35-square-metre (377 sq ft) self-catering flat offers a king-size bed, private parking, a patio (June-October), and accommodates two guests, with a microwave, air conditioning, and Wi-Fi included; one pet is permitted.
10 2 reviews
Ashland, OR
07/10 – 12/10
NZ$1688/nighttotal: NZ$8440 (5 )
Meadowsweet Farm | Hot Tub, Outdoor Kitchen
7 4
apartment , Talent
This restored farmhouse, situated in Medford, is a mere 700 metres from Paschal Winery and StoneRiver Vineyards, offering a distinctive wine country escape with easy access to downtown Medford's attractions. This family-friendly property accommodates up to 18 guests across 7 bedrooms and 4 bathrooms, featuring a fully equipped kitchen, air conditioning, a garden with an outdoor kitchen and fireplace, and parking, making it ideal for large groups seeking a comfortable stay.
Frequently asked questions about holiday rentals in Ashland, OR
What are some interesting places to visit in or near Ashland, OR?
Ashland is home to the Oregon Shakespeare Festival, a world-renowned theatre company. You can also visit the Lithia Park, a beautiful park with a Japanese Garden and a stunning waterfall. For a day trip, drive to the nearby Crater Lake National Park, a breathtaking volcanic caldera with stunning views.
What are the best Airbnb and holiday rentals in Ashland, OR?
Which walking or cycling routes are the best in Ashland, OR?
The Ashland Greenway is a popular paved path that runs along the Bear Creek, great for walking or cycling. For a more challenging ride, try the Emigrant Trail, which winds through the foothills of the Siskiyou Mountains. If you're into mountain biking, there are plenty of trails in the surrounding forests.
What sports or outdoor activites can visitors enjoy in and around Ashland, OR?
Ashland is a great place for hiking, with trails ranging from easy strolls to challenging climbs. You can go fishing in the Rogue River or go kayaking on the lake. In the winter, there are opportunities for skiing and snowboarding at nearby resorts like Mount Ashland Ski Area.
What are the best holiday rentals with a pool in Ashland, OR?
What other towns or cities can be easily accessed from Ashland, OR?
You can easily drive to Medford, the largest city in the region, which has a regional airport and a variety of shopping and dining options. Jacksonville, a historic gold rush town, is about 30 minutes away. For a longer drive, you can visit Crater Lake National Park, about 2 hours away.
What are the best rentals for families and kids in Ashland, OR?
What amenities are commonly available in vacation rentals in Ashland, OR?
Most vacation rentals in Ashland offer basic amenities like kitchens, bathrooms, and bedrooms. Many also have laundry facilities, Wi-Fi, and outdoor spaces like patios or balconies. Some rentals may also have amenities like hot tubs, fireplaces, or even private pools.
What are the best rentals or Airbnbs with a jacuzzi in Ashland, OR?
What time of year is best to rent a vacation rental Ashland, OR?
The best time to visit Ashland depends on your interests. Summer is popular for the Oregon Shakespeare Festival and outdoor activities, while autumn offers beautiful foliage and cooler temperatures. Spring is a good time for hiking and wildflowers, and winter is ideal for snow sports.
What are the local dishes in Ashland, OR region?
Ashland is known for its farm-to-table cuisine, with many restaurants featuring fresh, local ingredients. Some popular local dishes include trout, wild mushrooms, and berries. You can also find delicious craft beers and wines produced in the region.
Destinations nearby
Best Ashland, OR holiday rentals with a balcony
Ashland, OR
03/07 – 06/07
NZ$616/nighttotal: NZ$1848 (3 )
Lithia Springs Resort
1 2
resort , Ashland
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.
9.4 16 reviews
Ashland, OR
18/09 – 20/09
NZ$356/nighttotal: NZ$712 (2 )
Chateau Herbe ~ Oberon Suite W/ Kitchen
1 2
apartment , Ashland
This Ashland apartment, a mile (1.6km) from Ashland Dog Park and within three miles (4.8km) of Lithia Park, North Mountain Park, the Allen Elizabethan Theatre, and the Angus Bowmer Theatre, offers stunning mountainside views. The one-bedroom, one-bathroom flat sleeps four, boasting a fully equipped kitchen, private balcony, shared garden, Smart TV, and parking; nearby activities include exploring Ashland's renowned parks and theatres.
9.4 3 reviews
Ashland, OR
07/10 – 12/10
NZ$2407/nighttotal: NZ$12035 (5 )
Ashland Group Retreat! The Redtail Inn Offers 3 Full Suites Within One Booking, Sleeping Up To 12. Great Location For The Shakespeare Festival. Ample Space For Your Large Family Or Friend Group.
4 4
apartment , Ashland
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.
10 5 reviews
Ashland, OR
18/09 – 20/09
NZ$1573/nighttotal: NZ$3146 (2 )
Hot Tub | Sauna |Firepit |Sleeps 6!
2 2
apartment , Ashland
This luxurious Ashland apartment, close to Lithia Park and the Oregon Shakespeare Festival, offers easy access to wineries such as Grizzly Peak and Weisinger Family, and is within a few kilometres of hiking and mountain biking trails. The two-bedroom property, sleeping up to six guests with a pull-out sofa bed and boasting three bathrooms, features a gourmet kitchen with wine fridge, hot tub, sauna, outdoor fire pit, and a terrace with sweeping valley views; a 20% discount on Oregon Shakespeare Festival B and C section tickets is also included.
Best pet friendly Ashland, OR holiday rentals
Among the 203 accommodations in Ashland, OR, here are the 4 best pet friendly rentals
Ashland, OR
19/07 – 14/08
NZ$432/nighttotal: NZ$11232 (26 )
Swank Suites | King With Lux Tub
1 1
apartment , Ashland
This Ashland city centre apartment is ideally located within a short walk of the Oregon Shakespeare Festival and Lithia Park, and a block from a grocery store. The 28-square-metre studio flat offers a king-size bed, two bathrooms, a kitchenette with microwave and mini-refrigerator, and access to a private outdoor lounge; it sleeps two guests and boasts high-speed 5G internet.
9.9 172 reviews
Ashland, OR
04/08 – 06/08
NZ$413/nighttotal: NZ$826 (2 )
The Matriarch| Suite 3 | Pet Friendly
1 2
apartment , Ashland
This Ashland apartment, a private suite within a historic 1894 house, enjoys a central location, offering immediate proximity to Ashland's award-winning restaurants, theatres, and shops. The self-contained unit features a king-size bed, separate living area with streaming services (Netflix, Disney+, Hulu), a French bistro kitchenette, and accommodates two guests; shared summer patio seating and a communal BBQ are also available.
10 2 reviews
Ashland, OR
07/10 – 12/10
NZ$560/nighttotal: NZ$2800 (5 )
One Bedroom One Bathroom Studio With Full Kitchen And Stunning Patio.
1 4
studio , Ashland
This Ashland cottage, situated in the Historic Railroad District, is within a 1.7km walk of Lithia Park and less than 1km from the Oregon Cabaret Theatre. The one-bedroom, one-bathroom self-catering property sleeps two guests and offers Wi-Fi, air conditioning, and essential toiletries; nearby attractions include the Ashland Creek and US Cellular Community Park.
9.8 20 reviews
Ashland, OR
25/08 – 26/08
NZ$874/nightfor 1 night
Thistle Bee House
1 3
apartment , Ashland
This Ashland countryside cottage, located 5-8 minutes (approximately 3-5km) from Ashland's downtown area and the Oregon Shakespeare Festival, offers easy access to local wineries. Sleeping eight guests, this four-bedroom, two-bathroom property boasts a large fenced backyard with a dog kennel, a grape arbor seating area, and a fully equipped kitchen including a dishwasher, plus air conditioning and Wi-Fi.