Ashland Rentals
From $85 per night (USD)VRBO
Affordable Stay Ideal For Oregon Retreat | Located at I-5 & Route 99
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $85 per night (USD)VRBO
From $89 per night (USD)VRBO
Family Stay Near California-Oregon Border | Free Parking & Complimentary Coffee
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $89 per night (USD)VRBO
From $89 per night (USD)VRBO
Two Queen Bed Room, Scottish Inns Ashland, Right Off Interstate 5, Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $89 per night (USD)VRBO
From $178 per night (USD)VRBO
Comfortable Oren Stay Near Ashland Vineyards & Winery | Two Rooms, Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $178 per night (USD)VRBO
From $79 per night (USD)VRBO
Budget-friendly Stay in Oregon Near Oregon Shakespeare Festival | Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $79 per night (USD)VRBO
From $85 per night (USD)VRBO
Convenient King Bed Room, Scottish Inns, Near Oregon Shakespeare Festival
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $85 per night (USD)VRBO
From $178 per night (USD)VRBO
2 Budget Friendly Rooms, Scottish Inns, Near Southern Oregon University
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $178 per night (USD)VRBO
From $79 per night (USD)VRBO
Queen Bed Room, Scottish Inns Ashland, Right Off Interstate 5, Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $79 per night (USD)VRBO
From $272 per night (USD)VRBO
The Urban Gypsy Loft
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Within walking distance, enjoy world-class Shakespeare theater, restaurants, wineries, shopping, unique coffee shops, a ...
From $272 per night (USD)VRBO
From $189 per night (USD)Expedia
Chateau Herbe - Shakespeare 1 Bedroom Suite w/ Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the Shakespeare Suite at Château Herbe A serene escape nestled within a modern-day castle estate Perched on ...
From $189 per night (USD)Expedia
From $246 per night (USD)VRBO
Moody Ashland Escape: Luxe Suite, Copper Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to the Premier Suite @ The Matriarch, a historic heritage property in downtown Ashland. This self check ...
From $246 per night (USD)VRBO
From $178 per night (USD)Expedia
Swank Boutique Suites | Double Shower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Swank Boutique Suites | King Suite with Double Shower | Downtown Ashland Experience detailed hospitality and pl ...
From $178 per night (USD)Expedia
From $173 per night (USD)VRBO
Affordable Luxury- One block to Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to The Matriarch, a historic heritage property in downtown Ashland. This self check-in style accommodat ...
From $173 per night (USD)VRBO
From $181 per night (USD)Expedia
The Matriarch| Suite 3 | Pet friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Everything you need for the perfect Ashland getaway. Steps to award winning restaurants, theatre and plenty of ...
From $181 per night (USD)Expedia
From $180 per night (USD)VRBO
Swank Boutique Suites | King with Soaking Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Swank Boutique Suites | King Suite with Soaking Tub | Downtown Ashland Experience detailed hospitality and plus ...
From $180 per night (USD)VRBO
From $179 per night (USD)Expedia
Swank Boutique Suites | King with Soaking Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Swank Boutique Suites | King Suite with Soaking Tub | Downtown Ashland Experience detailed hospitality and plus ...
From $179 per night (USD)Expedia
From $203 per night (USD)VRBO
Grand Luxe Suite with Jetted Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Our PREMIER King Suite featuring large jetted tub to relax and unwind. WE ARE STEPS TO ALL ASHLAND HAS TO OFFER ...
From $203 per night (USD)VRBO
From $410 per night (USD)Expedia
Hot tub | Sauna |Firepit |Sleeps 6!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This modern home features a brand-new hot tub, sauna, outdoor fire pit, grill, and an outdoor shower. Enjoy a gourmet ki ...
From $410 per night (USD)Expedia
From $181 per night (USD)VRBO
Expansive 3 Bedroom Retreat with Hot Tub + Garage!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Peaceful retreat minutes from downtown with a hot tub! Elevate your Ashland experience at our stunning 3-bedroom, 3-ba ...
From $181 per night (USD)VRBO
From $180 per night (USD)Expedia
Charming 2-bedroom house with WiFi, AC in peaceful Ashland
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Unwind in Ashland at this fabulous house. With 2 bedrooms including a queen bed and a twin bed, 2 bathrooms with showers ...
From $180 per night (USD)Expedia
From $190 per night (USD)VRBO
Ashland Urban Cabin - Centrally located & walking distance to SOU and Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Centrally located in the heart of Ashland, this cozy, thoughtfully updated retreat features 2 beautifully styled bedroom ...
From $190 per night (USD)VRBO
From $243 per night (USD)Expedia
European Style Straw Bale Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Absorb the beauty of this European-style straw bale home located on 14 wooded acres in Ashland. Minutes from downtown, t ...
From $243 per night (USD)Expedia
From $72 per night (USD)VRBO
Newly built charming apartment next to Japanese gardens, trails and Lithia Park!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome home to this enchanting garden getaway where every inch of the apartment is brand new and sparkling, remodeled i ...
From $72 per night (USD)VRBO
From $141 per night (USD)VRBO
ABBOTT'S COTTAGES- Cardinal cottage. 1 bedroom/1 bath, short walk to downtown!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy breakfast with the hummingbirds on the redwood deck surrounded by wisteria and trumpet vines. This bright and chee ...
From $141 per night (USD)VRBO
From $240 per night (USD)VRBO
ABBOTT'S COTTAGES- The Bluejay. 3 bedroom/2 bath in walking distance to downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A beautiful 3 bedroom/2 bath house perfect for families and groups. Quiet, clean and comfortable. Just a 0.7 mile walk t ...
From $240 per night (USD)VRBO
From $152 per night (USD)VRBO
ABBOTT'S COTTAGES- Duck cottage. 1 bedroom/1 bath, walking distance to downtown!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy breakfast with the hummingbirds on the redwood deck surrounded by wisteria and trumpet vines. This bright and chee ...
From $152 per night (USD)VRBO
From $235 per night (USD)VRBO
ABBOTT'S COTTAGES- The Lark. 2 bedroom cottage, just two blocks to downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Lark is an historic railroad building that has been transformed into a delightful two bedroom cottage. Hand forged n ...
From $235 per night (USD)VRBO
From $156 per night (USD)VRBO
Abbott's Cottages- The Heron. One bedroom cottage just two blocks to downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This cozy one bedroom Craftsman cottage sits in a garden setting along with art galleries and studios that are waiting t ...
From $156 per night (USD)VRBO
From $264 per night (USD)VRBO
Abbott's Cottages- The Raven. Two bedroom cottage just two blocks to downtown.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Raven is a beautiful two bedroom Craftsman home in a magical garden setting overlooking Ashland Creek, just two bloc ...
From $264 per night (USD)VRBO
From $111 per night (USD)VRBO
This Old Farmhouse. A few short minutes from town yet feels like sweet country.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our 1853 farmhouse—a step back in time with all the comforts of today. Relax and take in the bucolic views of ...
From $111 per night (USD)VRBO
From $220 per night (USD)VRBO
Private Ashland Townhouse
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your new home, nestled in a quiet and private setting. This charming two-story condo has everything you need ...
From $220 per night (USD)VRBO
From $100 per night (USD)VRBO
Abbott's Cottages- The Wren. 1 bedroom within walking distance to downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Ashland's historic railroad district close to downtown Ashland, the Wren is a two-story, duplex unit with a s ...
From $100 per night (USD)VRBO
From $140 per night (USD)VRBO
Ashland Garden Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Perfect for a romantic getaway or a peaceful retreat. Come experience the beauty and charm of Ashland in this cozy cott ...
From $140 per night (USD)VRBO
From $144 per night (USD)VRBO
Lori Lane House
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
5 Blocks from downtown Ashland! The space This is a two story home. One bedroom with a queen bed and private bath locate ...
From $144 per night (USD)VRBO
From $99 per night (USD)VRBO
Juliet Cottage - 2 bedroom
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Ashland, this adorable cottage is a dream. With 2 cozy bedrooms and a refreshing bathroom, guests will feel r ...
From $99 per night (USD)VRBO
From $300 per night (USD)Expedia
Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
We are delighted to share our family's second home with other Ashland-lovers and hope you find it to be a happy place f ...
From $300 per night (USD)Expedia
From $274 per night (USD)VRBO
Charming 1-bedroom cottage in welcoming Ashland with AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your cozy cottage in Ashland with 1 bedroom is the perfect retreat for guests seeking a charming and lovely getaway. Equ ...
From $274 per night (USD)VRBO
From $255 per night (USD)Expedia
Charming Lovely 1940s Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Take it easy at this unique and tranquil getaway in Ashland Oregon. Nestled in the heart of Southern Oregon, Ashland is ...
From $255 per night (USD)Expedia
Click For PricingVRBO
Historic Heritage House in the heart of Ashland! Walking distance to downtown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to The Heritage House at Second Street Cottages! Located in the historic railroad district, walking distance to ...
Click For PricingVRBO
From $510 per night (USD)Expedia
Railroad District, steps to downtown, everything you need to enjoy Ashland!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This delightful cottage in Ashland is a charming retreat for guests. With 2 cozy bedrooms featuring 2 queen beds and 1 t ...
From $510 per night (USD)Expedia