
Ashland Rentals
- From $269 per night (USD)
VRBO
High Street Cottage Artists' Garden Cottage Clean & Beautiful
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Set in one of Ashland's oldest and most desired neighborhoods. This 1931 cottage has been lovingly restored back to its ...
From $269 per night (USD)VRBO
- From $264 per night (USD)
VRBO
The Terra Cottage Inn - Ashland, Oregon
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestle into one of Ashland's best neighborhoods, a beautiful, short 4 block walk to world class theatre, dining, arts an ...
From $264 per night (USD)VRBO
- From $97 per night (USD)
VRBO
Charming, Comfortable Garden Studio Above The University.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This studio is in a beautiful backyard one block above Southern Oregon University. It has a kitchenette with small fridg ...
From $97 per night (USD)VRBO
- From $357 per night (USD)
Expedia
232-Duplex-Private Bathroom-Mountain View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
232 4th St is a 3 bedroom 2 bathroom home. There are 2 full size beds and a queen bed. The home features a fully stocked ...
From $357 per night (USD)Expedia
- From $514 per night (USD)
VRBO
230-Downstairs-Duplex-Private Bathroom-Mountain View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Great three bedroom - two bath accommodation in historic, downtown location Welcome to “The Garden" at the 4Th Street I ...
From $514 per night (USD)VRBO
- From $135 per night (USD)
VRBO
Vacation Home in Beautiful Ashland (Ashland, OR)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Charming, remodeled, furnished Victorian-Style, spacious home, only 4 easy blocks from downtown Ashland, the Plaza, Worl ...
From $135 per night (USD)VRBO
- From $136 per night (USD)
VRBO
East Main Ease!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Newly remodeled townhome is private, but just a short walk to downtown Ashland. Coffee shop, restaurants, bike trails a ...
From $136 per night (USD)VRBO
- From $123 per night (USD)
VRBO
Ashland, Oregon. Available for two months : July and August!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our cottage is very private and quiet, yet we are only a few minutes walk from the Festival, downtown and our 73 acre Li ...
From $123 per night (USD)VRBO
- From $344 per night (USD)
VRBO
Lodging and Art Gallery-Charming Space Next to Everything, Walk Anywhere!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Park the car the duration of your stay and feel at home in quaint little Ashland town. Spacious and artistic decor is pe ...
From $344 per night (USD)VRBO
- From $570 per night (USD)
VRBO
Walk into downtown Ashland and the OSF Theatre from Abigail's Vacation Cottage.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Step out and explore Ashland from Abigail's Private Two Bedroom Self- Catering Vacation Cottage. The cottage is situated ...
From $570 per night (USD)VRBO
- From $624 per night (USD)
VRBO
BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den Near Theaters, Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
BLUE HYACINTH Welcome to the Blue Hyacinth, a lovely 3 BDRM-2 BATH house, at Blossom View Cottages. We are located in ...
From $624 per night (USD)VRBO
- From $510 per night (USD)
Expedia
BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Victorian Rose at Blossom View Cottages. We are located in the historic railroad district, less than half ...
From $510 per night (USD)Expedia
- From $316 per night (USD)
VRBO
Home Sweet Home - Relax w/ Beautiful Big Yard and Steam Shower
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summer Rental Home in beautiful Ashland Oregon. We are renting out our home for July 26 - August 24, 2018. Minimum Ren ...
From $316 per night (USD)VRBO
- From $280 per night (USD)
Expedia
The Ashland Cottage, walk to town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our guests at The Ashland Cottage are always thrilled upon arrival, "It's gorgeous!" The cottage offers exactly what Ash ...
From $280 per night (USD)Expedia
- From $71 per night (USD)
VRBO
Top floor of modern duplex - walk to plays, SOU, Lithia Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our lovely top floor one bedroom apartment in a quiet end unit duplex in the Phillips Corner town home community is back ...
From $71 per night (USD)VRBO
- From $217 per night (USD)
Expedia
The Maple Apartment at Tudor House Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Upstairs one bedroom has a queen sized bed, the other has two twin beds, with a full bathroom. Downstairs another full b ...
From $217 per night (USD)Expedia
- From $213 per night (USD)
VRBO
The Dogwood Suite at Tudor House Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
The upstairs Bedroom has a queen and a twin bed. The downstairs has a full kitchen, dining table, sofa-bed, and TV. Fr ...
From $213 per night (USD)VRBO
- From $219 per night (USD)
VRBO
20% off OSF tix in B&C sections for guests! 5-min walk to downtwn, private yard
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Silver Frog Guesthouse, complete with a queen bed, fold-out twin couch, kitchen and shower-only bathroom, is set bac ...
From $219 per night (USD)VRBO
- From $143 per night (USD)
VRBO
Exquisite Artist's home, all summer or month to month.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
This home is beautifully appointed with high end furniture, oriental rugs and art from across the globe. It has the best ...
From $143 per night (USD)VRBO
- From $466 per night (USD)
Expedia
1907 Charmer, Perfect Downtown Location, So Clean!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Do you love history and cool old homes right in the heart of it all? Do you get a kick out of original brass and iron be ...
From $466 per night (USD)Expedia
- From $331 per night (USD)
VRBO
Quiet and peaceful cottage close to downtown
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Come retreat in our oasis during your stay in Ashland! Charming 1 bedroom, 2 bathroom home, tucked away from the busy b ...
From $331 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Second Spring Property We are excited to announce that our property was given The Ashland Historic Preservation Award in ...
From $270 per night (USD)Expedia
- From $84 per night (USD)
VRBO
Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Arrive. Park your car. Exhale & walk for the remainder of your visit. You are now adjacent to 93- acre Lithia Park and ...
From $84 per night (USD)VRBO
- From $66 per night (USD)
Expedia
Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You have arrived and are now adjacent to 93- acre Lithia Park and downtown Ashland. Within a 5-minute walk, you will dis ...
From $66 per night (USD)Expedia
- From $274 per night (USD)
VRBO
Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Second Spring Property We are excited to announce that our property was given The Ashland Historic Preservation Award in ...
From $274 per night (USD)VRBO
- From $372 per night (USD)
Expedia
Premier Downstairs Flat in Perfect Down Town Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a beautiful new 3 bedroom flat with oak hardwoods floors, granite counters, and new appliances. There is a laund ...
From $372 per night (USD)Expedia
- From $568 per night (USD)
VRBO
The Ashland Social | Main House
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Luxury 3BR escape with pool awaits near the Oregon Shakespeare Festival. Indulge in refined living with 3 king beds, ens ...
From $568 per night (USD)VRBO
- From $526 per night (USD)
VRBO
Helman Street Penthouse with a View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This award winning building is located in Ashland's Historic railroad district just 3 blocks to Ashland's Plaza. A light ...
From $526 per night (USD)VRBO
- From $473 per night (USD)
VRBO
The Perfect Vacation Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Central Avenue Cottages is licensed by the city of Ashland and is a charming turn of the Century house that has been tas ...
From $473 per night (USD)VRBO
- From $545 per night (USD)
Expedia
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Step into a piece of Ashland history at the Ohana House, a charming 1905 3-bedroom, 2-bath home just a 2 minute walk fro ...
From $545 per night (USD)Expedia
- From $819 per night (USD)
VRBO
The Ashland Social | Entire Estate
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to our luxurious and tranquil retreat, featuring two stunning master bedrooms. One bedroom boasts a jetted tub i ...
From $819 per night (USD)VRBO
- From $277 per night (USD)
Expedia
The Peerless Hotel | Signature ADA Room #1 | Artist`s Abode | Historic District
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Guest Room 1, the perfect getaway for two! With a plush queen size bed, luxurious walk-in dual head shower, a ...
From $277 per night (USD)Expedia
- From $349 per night (USD)
VRBO
The Peerless Hotel | Anniversary Suite #3 | Twin Soaking Tubs | Historic District
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our most luxurious and romantic suite. Featuring a full private bathroom with the famous “twin tubs” that are ...
From $349 per night (USD)VRBO
- From $277 per night (USD)
Expedia
The Peerless Hotel | Junior Suite #2 | Jetted Tub | Historic District
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Junior Suite #2 is a cozy, unique, one-of-a-kind space with a queen bed, a private bathroom, and a jacuzzi tub. Relax in ...
From $277 per night (USD)Expedia
- From $393 per night (USD)
VRBO
The Peerless Hotel | Honeymoon Suite #7 | Private Jacuzzi | Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on the second floor, this spacious and bright suite features wrap around windows, a 4-post luxurious queen bed, ...
From $393 per night (USD)VRBO
- From $277 per night (USD)
Expedia
The Peerless Hotel | Junior Suite #5 | Jetted Tub | Historic District
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Step into a world of elegance and romance in this French-inspired guest room on the second floor. You’ll feel pampered b ...
From $277 per night (USD)Expedia
- From $381 per night (USD)
VRBO
Mountain Ave House by WanderLodges
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this beautifully renovated turn of the century 3 bed/ 2 bath house in Ashland, OR. Featuring one king bed on ...
From $381 per night (USD)VRBO
- From $366 per night (USD)
Expedia
2BR Ashland Retreat: Steps to Shakespeare
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: **Welcome to The Matriarch Heritage House** Located in the HEART of Ashland. Park your car and walk to all you ...
From $366 per night (USD)Expedia
- From $386 per night (USD)
VRBO
Swank House in Downtown Ashland
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Dip into an Ashland vacation experience unlike any other. Stroll to your morning coffee or evening theater sho ...
From $386 per night (USD)VRBO
- From $304 per night (USD)
Expedia
A Cowslip's Belle Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<p>While you're here, you can enjoy all the comforts of home and more, including free WiFi and a coffee/tea maker, as we ...
From $304 per night (USD)Expedia
- From $357 per night (USD)
VRBO
Downtown Ashland House - Walk to Plaza and OSF!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Helman House ~ Old Ashland Charm, Short Walk to the Plaza ★HOME OVERVIEW★ One and a half blocks away from Main St. on a ...
From $357 per night (USD)VRBO
- From $263 per night (USD)
Expedia
Downtown Ashland Studio - 3 blocks from the plaza!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Convenient to the many theaters—including the world-renowned Oregon Shakespeare Festival—boutique shops, award winning w ...
From $263 per night (USD)Expedia
- From $625 per night (USD)
VRBO
House + 2 Studios- 3 blocks from the Plaza!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Helman House and Cottages ~ Old Ashland Charm, Short Walk to the Plaza ★HOME OVERVIEW★ One and a half blocks away from ...
From $625 per night (USD)VRBO
- From $263 per night (USD)
Expedia
Quaint Downtown Ashland Studio- pet friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Convenient to the many theaters—including the world-renowned Oregon Shakespeare Festival—boutique shops, award winning w ...
From $263 per night (USD)Expedia
- From $1037 per night (USD)
VRBO
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.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Oregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season. A F ...
From $1037 per night (USD)VRBO
- From $286 per night (USD)
Expedia
2 bedroom cabin, huge deck, lodge-style furnishings.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Premium cabin, huge deck, lodge-style furnishings in an Alpine setting at 5200' elevation, just 18 miles east of downtow ...
From $286 per night (USD)Expedia
- From $333 per night (USD)
VRBO
Barclay Klum House | Walk to Downtown | Soaking Tub & Gourmet Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Barclay-Klum House: A 2-bed, 1-bath gem, walking distance to Ashland`s vibrant downtown. Bedrooms: Quee ...
From $333 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Hyatt Prairie Cabin offers views and a two person Hot Tub! Both bedrooms have a queen size bed.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
About this space Welcome to your Hyatt Prairie Cabin with views and a two person Hot Tub! The primary bedroom, located ...
From $275 per night (USD)Expedia
- From $297 per night (USD)
VRBO
2 bedroom cabin plus loft, huge deck, lodge-style furnishings.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Premium cabin, huge deck, lodge-style furnishings in an Alpine setting at 5200' elevation, just 18 miles east of downtow ...
From $297 per night (USD)VRBO
- From $574 per night (USD)
Expedia
Luxury condo with 2 bedrooms/2 bathrooms, sleeper sofa, full kitchen.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Ashland's new luxury vacation destination located in the heart of downtown, just steps to the culinary deligh ...
From $574 per night (USD)Expedia
- From $134 per night (USD)
VRBO
Private and quiet luxury studio suite on three acres overlooking Ashland.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on three acres overlooking Ashland, yet just minutes away from everything Ashland has to offer, this private lux ...
From $134 per night (USD)VRBO
- From $302 per night (USD)
Expedia
Hanna`s House | Downtown Retreat, Steps to OSF
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Hanna’s House, your cozy downtown Ashland retreat just one block from the Oregon Shakespeare Festival, dining ...
From $302 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Charming house two blocks from downtown Ashland
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Serendipity House is a comfortably stylish escape in the heart of Ashland. Our newly remodeled home has all the comf ...
From $399 per night (USD)VRBO
- From $503 per night (USD)
Expedia
The Victorian Secret - Just Steps to Theaters, Plaza, Restaurants & Park. ENJOY!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Click the Video Tab above and take a video virtual tour. Book and enjoy the whole house for yourselves! Perfect locati ...
From $503 per night (USD)Expedia
- From $701 per night (USD)
VRBO
Alley-By Loft: Smack Dab in the Middle of Ashland! Steps from Theaters & Lithia
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This stylish space is centrally located in the heart of downtown Ashland. Enjoy this modern home with a stunning roof-t ...
From $701 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Cozy European Cottage 2 bd + 1 bath
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Discover the charm of Ashland from this beautifully appointed 2-bedroom, 1-bath Additional Dwelling Unit—a private haven ...
From $270 per night (USD)Expedia
- From $337 per night (USD)
VRBO
Beautiful little place. Walk to town and theaters!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nice things come in small packages! While this home is small it is delightfully eloquent. Sparkling clean with a moder ...
From $337 per night (USD)VRBO
- From $203 per night (USD)
Expedia
Swank Boutique Suites | King Suite | DT Ashland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Swank Boutique Suites | King Suite | DT Ashland Experience detailed hospitality and plush amenities while e ...
From $203 per night (USD)Expedia
- From $203 per night (USD)
VRBO
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 $203 per night (USD)VRBO
- From $226 per night (USD)
Expedia
Swank Suites | Step Free King - Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: MOUNTAINS, THEATRE, WINE TIME STEPS TO ALL ASHLAND HAS TO OFFER. STAY AND PLAY AT SWANK HOUSE SUITES. 🔹 ...
From $226 per night (USD)Expedia
- From $192 per night (USD)
VRBO
Swank Suites | King with Lux Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Swank Boutique Suites | King Suite with Soaking Tub | Downtown Ashland Experience detailed hospitality and pl ...
From $192 per night (USD)VRBO
- From $205 per night (USD)
Expedia
Swank Suites- Top Floor + Private Patio
- 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 OFF ...
From $205 per night (USD)Expedia
- From $192 per night (USD)
VRBO
Swank Suites | King with Lux Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Swank Boutique Suites | King Suite with Soaking Tub | Downtown Ashland Experience detailed hospitality and pl ...
From $192 per night (USD)VRBO
- From $192 per night (USD)
Expedia
Swank Suites | King with Lux Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Swank Boutique Suites | King Suite with Soaking Tub | Downtown Ashland Experience detailed hospitality and pl ...
From $192 per night (USD)Expedia
- From $202 per night (USD)
VRBO
Swank Suites + Private Porch Patio
- 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 OFF ...
From $202 per night (USD)VRBO
- From $205 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 $205 per night (USD)VRBO
- From $283 per night (USD)
VRBO
ABBOTT'S COTTAGES - Falcon. 2 bedroom/2 bath within walking distance to downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Light and airy with French doors, Spanish tile floors and plenty of windows, this spacious cottage provides a refreshing ...
From $283 per night (USD)VRBO
- From $290 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 $290 per night (USD)VRBO
- From $340 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 $340 per night (USD)VRBO
- From $99 per night (USD)
VRBO
Abbott's Cottages- The Wren. 1 bedroom within walking distance to downtown
- Bedrooms:
- 2
- 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 $99 per night (USD)VRBO
- From $253 per night (USD)
VRBO
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 $253 per night (USD)VRBO
- From $94 per night (USD)
VRBO
Charming Historic 2 Bedroom Home
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the charm of historic Ashland in this beautifully maintained 2-bedroom, 1-bathroom home located in the desira ...
From $94 per night (USD)VRBO
- From $370 per night (USD)
VRBO
The Hideaway Cottage at Second Street Cottages
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Discover this 2-bedroom cottage in Ashland. Guests will find a king bed and a twin bed, plus a cozy living room with a s ...
From $370 per night (USD)VRBO
- From $466 per night (USD)
Expedia
Savage Upon Siskiyou | Prime OSF Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
WALK TO OSF + DOWNTOWN ASHLAND Welcome to this historic, charming Victorian home just 3 blocks from the best of Southe ...
From $466 per night (USD)Expedia
- From $573 per night (USD)
VRBO
Peerless Hotel Honeymoon Suite 7 + Signature Rm. 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Book the Honeymoon Suite #7 and Signature Room #6 together for a spacious, romantic stay at the Peerless Hotel. This c ...
From $573 per night (USD)VRBO
- From $211 per night (USD)
Expedia
Peaceful 1-bedroom bungalow with AC in charming Ashland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Consider this bungalow your home away from home while you visit Ashland. Easy walking distance to everything Ashland has ...
From $211 per night (USD)Expedia
- From $453 per night (USD)
VRBO
Come Stroll-inn in Downtown Ashland
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Life is simple at our peaceful and centrally-located home. Stroll Inn is a two bedroom/two bathroom, invitingly cozy cot ...
From $453 per night (USD)VRBO
- From $207 per night (USD)
Expedia
Chic King Suite | Downtown Ashland | Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Experience detailed hospitality and plush amenities while exploring Ashland. Stay Classy, Stay Swank. STEPS ...
From $207 per night (USD)Expedia
- From $193 per night (USD)
VRBO
Swank Suites | King with Lux Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Swank Boutique Suites | King Suite with Soaking Tub | Downtown Ashland Experience detailed hospitality and pl ...
From $193 per night (USD)VRBO















































































