Boutique hotel vacation rentals in Jackson County

Swank Boutique Suites | King with Soaking Tub

Swank Boutique Suites | King Suite with Soaking Tub | Downtown Ashland Experience detailed hospitality and plush amenities while exploring Ashland. STEPS TO ALL ASHLAND HAS TO OFFER. STAY AND PLAY AT SWANK BOUTIQUE SUITES. 🔹 1 block to grocery store 🔹 2 blocks to Ashland Escape Room 🔹 3 blocks to start exploring all the downtown restaurants 🔹 4 blocks to Growler Guys 🔹 6 blocks to Ashland's Plaza Center 🔹 7 minute walk to Chozu Bath & Tea Gardens 🔹 BIKE & HIKE (ride from your front doo

Jacksonville Inn RM #4 | King Suite w/Rain Shower

Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutique hotel has been recently renovated with a fresh look while honoring its rich past. Once named the "most romantic" hotel in Oregon, The Jacksonville Inn is a haven for visitors to Applegate Valley Wine Country and the prestigious Britt Festival. This king bed suite offers a luxurious king bed, tiled rainfall shower, smart TV, and Nespresso coffee. Walk to Britt. Book today!

Jacksonville Inn RM #1 | King Suite w/ Lux Tub

Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutique hotel has been recently renovated with a fresh look while honoring its rich past. Once named the "most romantic" hotel in Oregon, The Jacksonville Inn is a haven for visitors to Applegate Valley Wine Country and the prestigious Britt Festival. This king bed suite offers a luxurious copper soaking tub, walk-in shower, smart TV, and Nespresso coffee. Walk to Britt Festival.

Jacksonville Inn RM #5 | King Guest Room

Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutique hotel has been recently renovated with a fresh look while honoring its rich past. Once named the "most romantic" hotel in Oregon, The Jacksonville Inn is a haven for visitors to Applegate Valley Wine Country and the prestigious Britt Festival. This king room offers a smart TV, Nespresso coffee, private bathroom w/ shower, mini fridge and safe. Book today! Book today!

Jacksonville Inn | RM #6 | King Guest Room

Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutique hotel has been recently renovated with a fresh look while honoring its rich past. Once named the "most romantic" hotel in Oregon, The Jacksonville Inn is a haven for visitors to Applegate Valley Wine Country and the prestigious Britt Festival. This king room offers a smart TV, Nespresso coffee, private bathroom w/ shower, mini fridge and safe. Book today! Book today!

Chanticleer Inn: Pertelote, pet-friendly

'Pertelote' is a garden-level, *pet-friendly room with a separate access onto patio and garden area. Decorated with eclectic charm, the room features a queen bed, hardwood floor, antique desk, bathroom with shower/tub, smart TV, small refrigerator and other amenities. Guests receive 20% discounts on all OSF tickets in the B and C sections, and 30% off discounts on Mt. Ashland daily ski lift passes. * Additional pet fee applies, collected at time of check in. $30/day for up to (2) dogs

Jacksonville Inn RM #2 | Queen Guest Room

Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutique hotel has been recently renovated with a fresh look while honoring its rich past. Once named the "most romantic" hotel in Oregon, The Jacksonville Inn is a haven for visitors to Applegate Valley Wine Country and the prestigious Britt Festival. This queen room offers a smart TV, Nespresso coffee, private bathroom w/ shower, mini fridge and safe. Book today!

Chanticleer Inn: Jardin, pet-friendly, suite-style

Spacious *pet-friendly King bed with freestanding fireplace and private entrance. Decorated with an earthy, travel motif in warm and inviting colors. Small sitting area at one end of room with a sleeper sofa and writing desk on the other. Comfortably accommodates up to (3) guests. Discounts on OSF tickets and Mt. Ashland ski passes. * Additional pet fee applies, collected at time of check in. $30/day for up to (2) dogs * Additional $30 third person fee taken upon check-in

Chanticleer Inn: Rosette, pet-friendly

'Rosette' is a garden-level, pet-friendly room with a private entrance. Decorated with bohemian charm, the room features a queen bed, antique desk, hardwood floors, bathroom with shower/tub, smart TV, small refrigerator, and other amenities.Guests receive 20% discounts on all OSF tickets in the B and C sections, and 30% off discounts on Mt. Ashland daily ski lift passes. *Additional pet fee of $30/day for up to (2) dogs applies, collected at time of check in.