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 8 reviews
Ashland, OR
04/08 – 06/08
₹25535/nighttotal: ₹51070 (2 )
Charming 1 Br Orliena Suite In Historic Downtown Ashland, Or. Walk To The Oregon Shakespeare Festival, Shops, And Dining. Features A Kitchenette, Plush Queen Bed, And Shared Hot Tub Access. Dog Friendly!
1 2
apartment , Ashland
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.
9.0 2 reviews
Ashland, OR
07/10 – 12/10
₹39520/nighttotal: ₹197600 (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.
9.6 101 reviews
Ashland, OR
03/07 – 06/07
₹35224/nighttotal: ₹105672 (3 )
The Carter House
1 2
apartment , Talent
This two-bedroom Talent house, near Ashland, Oregon, is situated 14.5km from Ashland's city centre and 24km from Medford Airport, providing easy access to Mount Ashland and local hiking trails. The property offers a spacious interior with a guest quarters, private garden, parking, and all mod cons including a dishwasher, microwave and air conditioning; sleeping up to four guests and boasting panoramic mountain views.
9.9 101 reviews
Ashland, OR
25/08 – 26/08
₹25678/nightfor 1 night
Abbott's Cottages- Heron
1 3
apartment , Ashland
This one-bedroom cottage is situated just 320 metres from Ashland's vibrant downtown, offering easy access to shops, restaurants and theatres. The property features a garden setting, a deck overlooking Ashland Creek and accommodates up to four guests with a hide-a-bed in the living room.
9.5 32 reviews
Ashland, OR
20/08 – 22/08
₹42718/nighttotal: ₹85436 (2 )
Stroll Into Ashland From Abigail's Two Bedroom Private Vacation Cottage.
1 2
cottage , Ashland
Abigail's Self Catering Cottage in Ashland, Oregon, is conveniently located within walking distance of the Ashland Theatres, the Plaza, and Lithia Park. This 65 square metre (700 square foot) self-catering holiday home sleeps four guests in two bedrooms, boasting a fully equipped kitchen, a spa, a garden, parking, and free Wi-Fi.
10 1 review
Ashland, OR
10/07 – 12/07
₹20953/nighttotal: ₹41906 (2 )
Stay In An Iconic Barn Near The Heart Of Ashland
1 2
house , Ashland
This renovated barn offers expansive Cascade-Siskiyou mountain views, located just a few minutes' drive from downtown Ashland. This unique rural accommodation sleeps two guests and features a modern kitchen, air conditioning, and a private patio, with shared access to ponds, a vegetable garden, and an exercise room on the 2-acre property.
Ashland, OR
27/06 – 04/07
₹24314/nighttotal: ₹170198 (7 )
Cozy Santa Feinspired 2br Retreat With Queen Beds, Sofa Sleeper, Soaking Tub, Fireplace, And Large Fenced Backyard. Great Location Near Medford, Jacksonville Wineries, And Ashland.
3 2
apartment , Medford
This Santa Fe-style flat in Medford offers a central location, placing you 800 metres from the Craterian Theater at The Collier Center, 8 kilometres from Historic Jacksonville, and 19 kilometres from the Oregon Shakespeare Festival in Ashland. This three-bedroom, one-bathroom dwelling spans 89 square metres, accommodates up to six guests, and features a fully stocked kitchen, a lounge with a fireplace, and a secure garden, with parking and Wi-Fi provided.
9.7 22 reviews
Ashland, OR
04/08 – 06/08
₹21335/nighttotal: ₹42670 (2 )
Chateau Herbe ~ Juliet Carriage House Studio
1 2
apartment , Ashland
This one-bedroom Ashland carriage house apartment is situated within a gated community minutes from Interstate 5 and Ashland's city centre, offering easy access to both. The self-catering apartment, sleeping four, boasts a jacuzzi, sauna, and access to shared facilities including a sunroom, library, and coffee bar, plus on-site vineyards, gardens, and orchards.
8.0 1 review
Ashland, OR
27/06 – 04/07
₹32219/nighttotal: ₹225533 (7 )
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 57 reviews
Ashland, OR
26/08 – 27/08
₹51261/nightfor 1 night
Pioneer Vacation Rentals - Pioneer South
3 3
apartment , Ashland
This charming bed and breakfast is located just one block from the Ashland Theatre, in a delightful downtown neighbourhood with easy access to dining, wine tasting, and shopping. The property has received excellent ratings for location, cleanliness, and overall user experience. The three-bedroom property comfortably accommodates up to eight guests. It features a well-equipped kitchenette with a fridge, freezer, microwave, and dishwasher, as well as a private garden, parking, and air conditioning.
10 5 reviews
Ashland, OR
18/09 – 20/09
₹87321/nighttotal: ₹174642 (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 family friendly Ashland, OR vacation rentals
Among the 203 accommodations in Ashland, OR, here are the 4 best family friendly rentals
9.9 146 reviews
Ashland, OR
07/10 – 12/10
₹53915/nighttotal: ₹269575 (5 )
The Aloha House - Hot Tub - Pool
1 4
apartment , Ashland
The Aloha House is situated just 2.4 kilometres from the centre of Ashland, offering a tranquil retreat in a wooded setting above the University. This apartment has received excellent ratings for its location, cleanliness, and overall experience. The Aloha House is a two-bedroom property with two bathrooms, comfortably accommodating up to four guests. This accommodation provides a range of amenities including a swimming pool, hot tub, sauna, and a uniquely designed outdoor living space with a barbecue area.
9.8 30 reviews
Ashland, OR
18/09 – 20/09
₹102206/nighttotal: ₹204412 (2 )
Come Stay At Our Farmhouse! A Place To Integrate All The Beauty Surrounding You!
4 2
farm , Ashland
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.
9.6 4 reviews
Ashland, OR
07/10 – 12/10
₹123604/nighttotal: ₹618020 (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.
10 26 reviews
Ashland, OR
10/07 – 12/07
₹34352/nighttotal: ₹68704 (2 )
The Ashland Social | Guest Studio
1 2
studio , Ashland
This studio apartment is located just 0.4 kilometres from Ashland Plaza, placing you within easy reach of the city's main attractions, restaurants, and shops. It has received excellent user ratings, making it a popular choice for travellers. The apartment has a private entrance and can comfortably accommodate two guests. It features a kitchenette with a fridge, microwave, and other appliances, as well as Wi-Fi, heating, and parking.
Best Ashland, OR holiday rentals with parking
10 4 reviews
Ashland, OR
04/08 – 06/08
₹24271/nighttotal: ₹48542 (2 )
Chateau Herbe ~ Rosalind Carriage House Beautiful 1 Bedroom Apartment
1 2
apartment , Ashland
This one-bedroom Ashland apartment, part of the Chateau Herbe gated community near Interstate 5, offers convenient access to downtown Ashland and is within a few kilometres of Grizzly Peak and Weisinger Family wineries. The self-contained flat, sleeping two guests, boasts access to shared chateau amenities including a sunroom, library, and coffee bar, plus on-site gardens, orchards, and a vineyard.
9.7 72 reviews
Ashland, OR
07/10 – 12/10
₹41949/nighttotal: ₹209745 (5 )
European Style Straw Bale Retreat
2 4
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.
9.0 4 reviews
Ashland, OR
04/08 – 06/08
₹26503/nighttotal: ₹53006 (2 )
The Matriarch| Suite 3 | Pet Friendly
1 2
apartment , Ashland
This Ashland apartment, a private suite within a historic 1894 Heritage House in the Railroad District, is a 0.4km walk from the Oregon Shakespeare Festival and 0.3km from numerous restaurants. The 30-square-metre self-contained flat features a king-sized bed, a separate living area with streaming services, a kitchenette, and accommodates two guests, offering convenient access to Ashland's shops and attractions.
Ashland, OR
04/08 – 06/08
₹23203/nighttotal: ₹46406 (2 )
Xl Premier Suite
1 2
apartment , Ashland
This Ashland Railroad District apartment, located a short walk from a grocery store, coffee shop, and escape room, offers easy access to downtown restaurants, Ashland Plaza Center, and Chozu Bath & Tea Gardens. The 37 square metre flat comprises two bedrooms, one bathroom, and sleeps two guests, featuring a king-size bed, jetted tub, private veranda with workspace, a kitchenette with microwave and mini-refrigerator, high-speed 5G internet, and a 65" Smart TV with Netflix.
Frequently asked questions about holiday rentals in Ashland, OR
What are some interesting places to visit in or near Ashland, OR?
Ashland is a great base for exploring the Rogue Valley. You've got the Oregon Shakespeare Festival, of course, but also the Lithia Park, which is beautiful, and the historic Ashland Railroad Museum. If you're up for a drive, you can visit Crater Lake National Park, about a 2-hour drive east, or the Rogue River, which is great for rafting or fishing.
What are the best Airbnb and vacation rentals in Ashland, OR?
Which walking or cycling routes are the best in Ashland, OR?
The Bear Creek Greenway is a popular choice for walking and cycling. It's a paved path that runs along Bear Creek and goes through the heart of town. Another great option is the Siskiyou Mountain Loop, a 120km loop that takes you through some stunning scenery, but be aware it's quite challenging.
What sports or outdoor activites can visitors enjoy in and around Ashland, OR?
Ashland is a great place for outdoor enthusiasts. You can hike, bike, and even ski in the nearby mountains. In the summer, there's fishing, kayaking, and rafting on the Rogue River. And if you're looking for something a little more relaxed, there's always the option of taking a scenic drive through the Rogue Valley.
What are the best vacation rentals with a pool in Ashland, OR?
What other towns or cities can be easily accessed from Ashland, OR?
From Ashland, you can easily reach Medford, about 20 minutes away, or Grants Pass, about an hour away. You're also within a couple of hours of the coast at Gold Beach, and of course, Crater Lake National Park is about a 2-hour drive east.
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 Wi-Fi, a kitchen, and laundry facilities. Some rentals also have amenities like hot tubs, fireplaces, and private patios. You'll find some with great views of the mountains or the city.
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 what you're looking for. If you're interested in seeing the Oregon Shakespeare Festival, then July and August are the busiest months. If you're looking for milder weather, then spring or autumn are good options. And if you're a winter sports enthusiast, then you can visit during the winter months.
Destinations nearby
Best Ashland, OR holiday rentals with a balcony
Ashland, OR
26/08 – 27/08
₹55617/nightfor 1 night
3 Bedrooms Include A King And Two Queen Size Beds, 2 Bathrooms, And Kitchenette.
3 3
apartment , Ashland
This charming flat is situated in the heart of Ashland's Historic Downtown District, just 0.16 km from the Oregon Shakespeare Festival. The surrounding area is brimming with restaurants, wineries, and shops, making it a perfect base for exploring the town. The apartment offers three bedrooms, sleeping up to [number of guests], and spans 110 square metres. Amenities include a kitchenette, a washer/dryer, a smart TV with DVR, and private off-street parking, ensuring a comfortable and convenient stay.
Ashland, OR
20/08 – 22/08
₹68968/nighttotal: ₹137936 (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.
9.4 200 reviews
Ashland, OR
04/08 – 06/08
₹25757/nighttotal: ₹51514 (2 )
The Dogwood Suite At Tudor House Vacation Rentals
1 2
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
₹23576/nighttotal: ₹47152 (2 )
Swank Suites | King With Lux Tub
1 2
apartment , Ashland
This Ashland apartment, a stone's throw from the Plaza Centre and a short walk (less than 0.8 km) from a grocery store, offers prime downtown accommodation near Ashland's key attractions. The 28-square-metre flat features two bathrooms, sleeps two guests, includes a kitchenette with microwave, and boasts a private terrace, high-speed 5G internet, and a king-size bed.
Best pet friendly Ashland, OR vacation rentals
Among the 203 accommodations in Ashland, OR, here are the 4 best pet friendly rentals
9.5 187 reviews
Ashland, OR
25/08 – 26/08
₹24533/nightfor 1 night
East Main Downtown Bungalow
1 3
apartment , Ashland
This charming bungalow is ideally located just 0.8km from the Shakespeare Festival, plaza, restaurants, and shops in the heart of Ashland, offering easy access to the town's cultural attractions. Guests consistently rate this property excellent for its location, cleanliness, and overall experience. The property features one bedroom and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen with a microwave and dishwasher, air conditioning, a shared laundry room, and a cosy living space with a flat-screen TV and a sleeper sofa.
9.3 35 reviews
Ashland, OR
26/08 – 27/08
₹28065/nightfor 1 night
Bluemoon Vacation Rentals - Bluemoon Cottage
1 3
apartment , Ashland
Bluemoon Cottage, a one-bedroom apartment in Ashland, offers a peaceful retreat near local wineries, though precise distances require further clarification. This self-catering cottage sleeps up to four guests, featuring a fully equipped kitchen, a private patio, and a futon in the living room; further details regarding the property's size and proximity to Ashland's attractions are needed.
9.6 11 reviews
Ashland, OR
07/10 – 12/10
₹31845/nighttotal: ₹159225 (5 )
Incredible 3 Bdrm On 5 Acres With Sauna And Creek
3 4
apartment , Ashland
This three-bedroom Ashland property, situated on a five-acre plot in the Ashland farmlands, is 2.4 kilometres from Emigrant Lake and a 19-kilometre drive from Ashland's city centre. Offering a chef's kitchen, wood-fired sauna, event tent, trampoline, treehouse, and zipline, this self-catering apartment sleeps four guests and boasts mahogany floors, Saltillo tile, and clawfoot tubs.
10 12 reviews
Ashland, OR
20/08 – 22/08
₹30448/nighttotal: ₹60896 (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.