Beautiful 4-bedroom House In Medford Perfect For Your Getaway.
4 2
apartment , Phoenix
This four-bedroom, two-bathroom flat in Phoenix offers accommodation for up to eight guests, with pets welcome and internet provided. The property provides comfortable living spaces and is conveniently located near attractions such as the Blackbird Statue and Medford Carnegie Library, with StoneRiver Vineyards and EdenVale Winery also within easy reach.
9.9 34 reviews
Ashland, OR
09/09 – 13/09
NZ$1230/nighttotal: NZ$4920 (4 )
Grandview Of Ashland | Hot Tub | Sauna | Firepit
1 1
apartment , Ashland
This modern house in the Ashland hills is a short drive (distance to be specified in km) from Ashland's town centre and Oregon Shakespeare Festival, and similarly close to Lithia Park. Sleeping up to six guests, this two-bedroom property boasts a gourmet kitchen with wine fridge, a hot tub, sauna, and outdoor fire pit, alongside a fitness centre and parking.
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.
10 1 review
Ashland, OR
20/08 – 22/08
NZ$505/nighttotal: NZ$1010 (2 )
Casa Amore, Ashland, Cozy Cottage In The Heart Of Historic Ashland
1 2
cottage , Ashland
This holiday let is located in Ashland's Historic Railroad District, offering immediate walking access to the Oregon Shakespeare Festival, Oregon Cabaret Theatre, and numerous restaurants and galleries. This one-bedroom, one-bathroom bungalow accommodates up to four guests and provides essential amenities including internet and air conditioning, with pets welcome.
9.6 118 reviews
Ashland, OR
09/09 – 13/09
NZ$357/nighttotal: NZ$1428 (4 )
Starlight Cottage At Chozu Gardens
1 1
bungalow , Ashland
This Ashland cottage is located in the historic railroad district, a 0.8 km walk from the downtown area and adjacent to Chozu Gardens, offering a 20% discount (excluding Mondays and Tuesdays). The self-catering studio, sleeping up to four guests, features a full kitchenette with refrigerator, microwave, toaster oven and hot plate, a comfortable orthopedic bed, and a semi-private bedroom with a skylight.
9.7 56 reviews
Ashland, OR
25/08 – 26/08
NZ$719/nightfor 1 night
Barclay Klum House | Soaking Tub & Gourmet Kitchen
1 3
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.
9.7 72 reviews
Ashland, OR
09/09 – 13/09
NZ$519/nighttotal: NZ$2076 (4 )
European Style Straw Bale Retreat
2 1
house , Ashland
This European-style straw bale home is located on 14 wooded acres in Ashland, just a few kilometres from the town centre and its restaurants, theatres, and shops. The apartment has consistently received excellent ratings for user experience, location, and cleanliness. The two-bedroom home has a spacious open-plan living area with vaulted ceilings and earthen floors, covering 153 square metres. This eco-friendly dwelling offers a unique and sustainable experience with amenities including a fireplace, a terrace, a garden, a spa, parking, and internet access.
10 2 reviews
Ashland, OR
20/08 – 22/08
NZ$493/nighttotal: NZ$986 (2 )
Affordable Luxury- One Block To Downtown
1 2
apartment , Ashland
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.
Ashland, OR
07/10 – 12/10
NZ$1367/nighttotal: NZ$6835 (5 )
Meadowsweet Farm- Sleeps 18, Outdoor Kitchen
7 4
house , Talent
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.
9.8 51 reviews
Ashland, OR
09/09 – 13/09
NZ$380/nighttotal: NZ$1520 (4 )
Cowslip's Quiet, Central, Cuckoo-bud Suite
1 1
apartment , Ashland
This charming apartment is situated just 0.8 kilometres from the centre of Ashland, offering a peaceful retreat in a quiet residential neighbourhood. Guests consistently rate the apartment as excellent for its cleanliness, location and overall experience. The apartment features a private kitchenette, perfect for preparing simple meals, and can comfortably accommodate up to three guests. Enjoy the serene atmosphere of the shared garden, complete with a koi pond and trickling waterfall, and benefit from the convenience of off-street parking.
9.7 25 reviews
Ashland, OR
09/09 – 13/09
NZ$319/nighttotal: NZ$1276 (4 )
View Apartment Close To Osf
1 1
apartment , Ashland
This Ashland apartment, ideally located within 0.5km of the Oregon Shakespeare Festival and Ashland's town centre, offers easy access to shops, restaurants, and public transport. The self-catering flat features a king-size bed, fully equipped kitchen with dishwasher, private garden, parking, and accommodates two guests, providing a peaceful retreat with stunning views of the city and mountains.
9.9 334 reviews
Ashland, OR
15/10 – 19/10
NZ$633/nighttotal: NZ$2532 (4 )
Second Spring Property - 3 Bedroom 2 Bath Luxury Home In The Heart Of Ashland
1 1
apartment , Ashland
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.
Best family friendly Ashland, OR holiday rentals
Among the 203 accommodations in Ashland, OR, here are the 4 best family friendly rentals
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.
10 8 reviews
Ashland, OR
15/10 – 19/10
NZ$665/nighttotal: NZ$2660 (4 )
Barclay Klum House By Wanderlodges
1 1
house , Ashland
This comfortable house is located just 1.5 kilometres from Ashland Library and the Oregon Shakespeare Festival, making it ideal for exploring the town's cultural attractions. The surrounding area is peaceful and quiet, perfect for a relaxing getaway. The property features a fully equipped kitchen, a spacious garden and a terrace, allowing guests to enjoy both indoor and outdoor living. The house also offers a range of amenities, including free Wi-Fi, parking and a Jacuzzi for ultimate relaxation.
10 667 reviews
Ashland, OR
15/10 – 19/10
NZ$407/nighttotal: NZ$1628 (4 )
Charming Guest House - One Block From Downtown!
1 1
house , Ashland
This one-bedroom guest house is located just 0.8 kilometres from the centre of Ashland, a short walk from the Shakespeare Festival, Lithia Park and numerous restaurants and cafes. The property offers a comfortable living space with a fully equipped kitchen, a spacious bathroom, a private deck and a loft bedroom, accommodating up to four guests.
10 66 reviews
Ashland, OR
26/08 – 27/08
NZ$997/nightfor 1 night
Historic Ohana House - Walk To Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
3 3
apartment , Ashland
This Ashland family home, a 148 square metre property, is situated a short 2.4 kilometre walk from Lithia Park and within easy reach of the Allen Elizabethan Theatre, Angus Bowmer Theatre, and Thomas Theatre, plus the Oregon Shakespeare Festival (all within a 2.4 kilometre radius). The three-bedroom dwelling boasts two bathrooms, sleeps eight guests, offers a fully equipped kitchen (including fridge, microwave, and dishwasher), a jacuzzi, patio, garden, parking, and free Wi-Fi.
Best Ashland, OR holiday rentals with parking
10 5 reviews
Ashland, OR
15/10 – 19/10
NZ$809/nighttotal: NZ$3236 (4 )
Swank House On Main St In Ashland
2 1
house , Ashland
This Swank House property is situated on Main Street, Ashland, Oregon, within a 1.6km walk of Southern Oregon University and 1.6km from both the ScienceWorks Hands-On Museum and Lithia Park. The 139 square metre (1496 square foot) dwelling offers two bedrooms, two bathrooms, and sleeps six, featuring a fully equipped kitchen, free Wi-Fi, and on-site parking.
10 1 review
Ashland, OR
27/06 – 04/07
NZ$222/nighttotal: NZ$1554 (7 )
Victoria Cellars. Cozy 1-brm Apt. In Amazing Medford. Wifi, Ac, Secluded.
1 2
apartment , Medford
This Medford apartment, ideally located for exploring the city and its surroundings, is within 3.2km of Lithia & Driveway Fields and 1.6km of Fichtner-Mainwaring Park. This one-bedroom, one-bathroom flat offers 59 square metres of space, sleeping up to five guests and is close to Rogue Valley Mall and The RRRink.
9.9 103 reviews
Ashland, OR
15/10 – 19/10
NZ$389/nighttotal: NZ$1556 (4 )
20% Off Osf Tix In B&c Sections For Guests! 5-min Walk To Downtwn, Private Yard
1 1
cottage , Ashland
This charming cottage is located in Ashland's Historic Railroad District, just a short walk (less than 1 km) from the Ashland Library, Oregon Cabaret Theatre, and Allen Elizabethan Theatre. This well-rated property has received excellent reviews for its cleanliness, location, and overall experience. The 37 square metre cottage can accommodate up to 3 guests and features a comfortable bedroom, a fully equipped kitchen, and a private garden with a patio. Amenities include air conditioning, free Wi-Fi, and a smoke-free environment, allowing you to relax and enjoy your stay.
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.
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
10 4 reviews
Ashland, OR
20/08 – 22/08
NZ$1255/nighttotal: NZ$2510 (2 )
Grandview Of Ashland
1 2
house , Ashland
Grandview of Ashland, a one-bedroom house, is situated near Lithia Park and the Oregon Shakespeare Festival, approximately 2.9 kilometres from each. This self-catering property sleeps up to 11 guests and boasts a fully equipped kitchen, three bathrooms, a Jacuzzi, sauna, private garden, free Wi-Fi, and free private parking; in-unit laundry facilities add further convenience.
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.
9.4 201 reviews
Ashland, OR
15/10 – 19/10
NZ$367/nighttotal: NZ$1468 (4 )
The Dogwood Suite At Tudor House Vacation Rentals
1 1
apartment , Ashland
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.
Ashland, OR
04/08 – 06/08
NZ$790/nighttotal: NZ$1580 (2 )
Savage Upon Siskiyou | Prime Osf Location
3 2
house , Ashland
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.
Best pet friendly Ashland, OR holiday rentals
Among the 203 accommodations in Ashland, OR, here are the 4 best pet friendly rentals
10 12 reviews
Ashland, OR
15/10 – 19/10
NZ$1435/nighttotal: NZ$5740 (4 )
The Ashland Social | Entire Estate
4 1
apartment , Ashland
This five-bedroom Ashland house, sleeping up to twelve guests, is conveniently located less than 1.2km from Southern Oregon University and the Schneider Museum of Art, and under 2km from North Mountain Park and the Oregon Cabaret Theatre. The 282-square-metre property boasts five bathrooms, a private swimming pool, Jacuzzi, sauna, terrace, garden, and fully equipped kitchen; free Wi-Fi and parking are also included.
9.4 204 reviews
Ashland, OR
07/10 – 12/10
NZ$273/nighttotal: NZ$1365 (5 )
Peace And Joy Mini Farm
2 4
gîte , Ashland
This Ashland countryside self-catering property is located 5 minutes (approximately 8km) from Ashland's town centre, providing easy access to the Oregon Shakespeare Festival and within a short drive of Mount Ashland Ski Area. This pet-friendly holiday home offers two bedrooms, one bathroom, sleeping up to four guests, and features a mini-farm, BBQ area, on-site beauty salon, free parking, and excellent guest reviews.
9.0 2 reviews
Ashland, OR
07/10 – 12/10
NZ$712/nighttotal: NZ$3560 (5 )
5br Two Homes On Creek
5 4
apartment , Ashland
This tranquil five-bedroom, two-bathroom rental property offers direct access to Neil Creek and is situated on a private one-acre lot, conveniently located less than 1 kilometre from the M5 motorway and close to downtown Ashland. This accommodation provides a giant wood barrel hot tub, two fully equipped kitchens, and an outdoor yoga space, perfect for up to 11 guests seeking relaxation and proximity to Ashland's attractions.
9.8 1090 reviews
Ashland, OR
09/09 – 13/09
NZ$467/nighttotal: NZ$1868 (4 )
Cozy Ashland Getaway
1 1
apartment , Ashland
This charming bed and breakfast is situated on the outskirts of Ashland, just a short distance from Interstate 5 and a convenient drive to the town centre. It enjoys a peaceful setting with horses and pastures across the road and stunning mountain views, and it has received excellent ratings for its location, cleanliness and overall experience. The house has an open plan layout, ideal for socialising with fellow guests. It offers a range of amenities, including a fully equipped kitchen, a garden with porches, parking, and a shared bathroom.