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Boutique hotels in Jackson County

Find and book unique boutique hotels on Airbnb

Top-rated boutique hotels in Jackson County

Guests agree: these boutique hotels are highly rated for location, cleanliness and more.

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Top guest favourite
A bright bedroom features a four-poster bed with crisp linens, complemented by a decorative rug in warm tones. Two lamps illuminate the space, while a kitchenette with modern fixtures is visible in the background, adding functionality to the room.
Hotel room in Ashland
4.96 out of 5 average rating, 54 reviews

Swank Suites | King with Lux 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

Superhost
Hotel room in Ashland
5 out of 5 average rating, 3 reviews

Swank Boutique Suites | Double Shower

Swank Boutique Suites | King Suite with Double Shower | Downtown Ashland Experience detailed hospitality and plush amenities while exploring Ashland. Stay Classy, Stay Swank. STEPS TO ALL ASHLAND HAS TO OFFER. STAY AND PLAY AT SWANK HOUSE 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 (

Top guest favourite
Hotel room in Ashland
5 out of 5 average rating, 8 reviews

Swank Suites | King with Lux 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 HOUSE 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 door

Guest favourite
The guest room features a plush king bed against a warm exposed brick wall. Natural light filters through a large window, complemented by soft curtains. A sleek marble vanity is positioned next to the bed, adding elegance to the space.
Hotel room in Jacksonville
5 out of 5 average rating, 15 reviews

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!

Guest favourite
Hotel room in Jacksonville
5 out of 5 average rating, 44 reviews

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.

Superhost
Hotel room in Jacksonville
4.86 out of 5 average rating, 14 reviews

Jacksonville Inn | RM #3 | 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! Book today!

Guest favourite
Hotel room in Jacksonville
4.97 out of 5 average rating, 33 reviews

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!

Guest favourite
A plush king bed is featured with crisp white linens and decorative cushions. Soft morning light filters through a nearby window, highlighting the exposed brick wall that adds character to the room, while sheer curtains provide gentle privacy.
Hotel room in Jacksonville
5 out of 5 average rating, 6 reviews

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!

Guest favourite
A cozy corner of the room presents a queen bed adorned with soft linens and complimentary throw pillows. An antique desk with a decorative arrangement and a lamp sits nearby, illuminated by natural light streaming through the window with white blinds.
Hotel room in Ashland
4.96 out of 5 average rating, 24 reviews

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

Guest favourite
A spacious guest room features a large, tufted king bed dressed in crisp white linens. Two decorative pillows are placed at the head of the bed. A striking artwork of a longhorn is displayed above the bed, complemented by modern lighting fixtures and a stylish seating area.
Hotel room in Jacksonville
4.95 out of 5 average rating, 19 reviews

Jacksonville Inn | RM #8 | 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 guest room offers a smart TV, Nespresso coffee, private bathroom w/ shower, mini fridge and safe. Book today!

Guest favourite
Hotel room in Jacksonville
4.92 out of 5 average rating, 25 reviews

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!

Guest favourite
A spacious bedroom features a large bed with a textured blue coverlet. Wall art composed of decorative pieces and a calming color palette enhances the serene atmosphere. Two bedside tables hold individual lamps, while natural light filters through a nearby window dressed with soft curtains.
Hotel room in Ashland
5 out of 5 average rating, 11 reviews

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

Popular amenities for Jackson County boutique hotels

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly boutique hotels

Guest favourite
Hotel room in Jacksonville
4.97 out of 5 average rating, 33 reviews

Jacksonville Inn RM #5 | King Guest Room

Top guest favourite
A bright bedroom features a four-poster bed with crisp linens, complemented by a decorative rug in warm tones. Two lamps illuminate the space, while a kitchenette with modern fixtures is visible in the background, adding functionality to the room.
Hotel room in Ashland
4.96 out of 5 average rating, 54 reviews

Swank Suites | King with Lux Tub

Top guest favourite
Hotel room in Ashland
5 out of 5 average rating, 8 reviews

Swank Suites | King with Lux Tub

Guest favourite
A spacious guest room features a large, tufted king bed dressed in crisp white linens. Two decorative pillows are placed at the head of the bed. A striking artwork of a longhorn is displayed above the bed, complemented by modern lighting fixtures and a stylish seating area.
Hotel room in Jacksonville
4.95 out of 5 average rating, 19 reviews

Jacksonville Inn | RM #8 | King Guest Room

Guest favourite
A plush king bed is featured with crisp white linens and decorative cushions. Soft morning light filters through a nearby window, highlighting the exposed brick wall that adds character to the room, while sheer curtains provide gentle privacy.
Hotel room in Jacksonville
5 out of 5 average rating, 6 reviews

Jacksonville Inn | RM #6 | King Guest Room

Guest favourite
A warm-hued room features a queen bed adorned with floral bedding and decorative pillows. Soft wall lighting is provided by two lamps. A decorative mirror and potted plants are present, while bathrobes hang nearby. The overall decor reflects an eclectic style.
Hotel room in Ashland
5 out of 5 average rating, 10 reviews

Chanticleer Inn: Maitre, garden-view room

Guest favourite
A cozy corner of the room presents a queen bed adorned with soft linens and complimentary throw pillows. An antique desk with a decorative arrangement and a lamp sits nearby, illuminated by natural light streaming through the window with white blinds.
Hotel room in Ashland
4.96 out of 5 average rating, 24 reviews

Chanticleer Inn: Pertelote, pet-friendly

Guest favourite
The guest room features a plush king bed against a warm exposed brick wall. Natural light filters through a large window, complemented by soft curtains. A sleek marble vanity is positioned next to the bed, adding elegance to the space.
Hotel room in Jacksonville
5 out of 5 average rating, 15 reviews

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

Boutique hotels with a patio

Guest favourite
A warm-hued room features a queen bed adorned with floral bedding and decorative pillows. Soft wall lighting is provided by two lamps. A decorative mirror and potted plants are present, while bathrobes hang nearby. The overall decor reflects an eclectic style.
Hotel room in Ashland
5 out of 5 average rating, 10 reviews

Chanticleer Inn: Maitre, garden-view room

Guest favourite
A cozy corner of the room presents a queen bed adorned with soft linens and complimentary throw pillows. An antique desk with a decorative arrangement and a lamp sits nearby, illuminated by natural light streaming through the window with white blinds.
Hotel room in Ashland
4.96 out of 5 average rating, 24 reviews

Chanticleer Inn: Pertelote, pet-friendly

Superhost
A cozy bedroom features a queen bed adorned with a vibrant, floral-patterned blanket. Soft lighting is provided by sconces on either side of the bed. An antique desk and chair are positioned across from the bed, adding to the room's eclectic charm.
Hotel room in Ashland
4.86 out of 5 average rating, 14 reviews

Chanticleer Inn: Rosette, pet-friendly

Superhost
A spacious bed is dressed in a floral quilt and accompanied by decorative pillows. Wall sconces provide soft lighting above, and framed botanical artwork adds a touch of color to the rich blue wall. Nightstands flank either side of the bed.
Hotel room in Ashland

Chanticleer Inn: Fleur, mountain-view, suite-style

Superhost
A suite-style bedroom features a spacious bed adorned with a patterned duvet in rich tones. A lamp sits on a bedside table, and a cozy reading area with a chair is visible. Natural light enters through a window, illuminating the warm, earthy colors of the walls.
Hotel room in Ashland

Chanticleer Inn: Aerie, mountain-view, suite-style

Guest favourite
A spacious bedroom features a large bed with a textured blue coverlet. Wall art composed of decorative pieces and a calming color palette enhances the serene atmosphere. Two bedside tables hold individual lamps, while natural light filters through a nearby window dressed with soft curtains.
Hotel room in Ashland
5 out of 5 average rating, 11 reviews

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

Other boutique hotel holiday rentals

Guest favourite
Hotel room in Jacksonville
4.97 out of 5 average rating, 33 reviews

Jacksonville Inn RM #5 | King Guest Room

Top guest favourite
A bright bedroom features a four-poster bed with crisp linens, complemented by a decorative rug in warm tones. Two lamps illuminate the space, while a kitchenette with modern fixtures is visible in the background, adding functionality to the room.
Hotel room in Ashland
4.96 out of 5 average rating, 54 reviews

Swank Suites | King with Lux Tub

Top guest favourite
Hotel room in Ashland
5 out of 5 average rating, 8 reviews

Swank Suites | King with Lux Tub

Guest favourite
A spacious guest room features a large, tufted king bed dressed in crisp white linens. Two decorative pillows are placed at the head of the bed. A striking artwork of a longhorn is displayed above the bed, complemented by modern lighting fixtures and a stylish seating area.
Hotel room in Jacksonville
4.95 out of 5 average rating, 19 reviews

Jacksonville Inn | RM #8 | King Guest Room

Guest favourite
A plush king bed is featured with crisp white linens and decorative cushions. Soft morning light filters through a nearby window, highlighting the exposed brick wall that adds character to the room, while sheer curtains provide gentle privacy.
Hotel room in Jacksonville
5 out of 5 average rating, 6 reviews

Jacksonville Inn | RM #6 | King Guest Room

Guest favourite
A warm-hued room features a queen bed adorned with floral bedding and decorative pillows. Soft wall lighting is provided by two lamps. A decorative mirror and potted plants are present, while bathrobes hang nearby. The overall decor reflects an eclectic style.
Hotel room in Ashland
5 out of 5 average rating, 10 reviews

Chanticleer Inn: Maitre, garden-view room

Guest favourite
A cozy corner of the room presents a queen bed adorned with soft linens and complimentary throw pillows. An antique desk with a decorative arrangement and a lamp sits nearby, illuminated by natural light streaming through the window with white blinds.
Hotel room in Ashland
4.96 out of 5 average rating, 24 reviews

Chanticleer Inn: Pertelote, pet-friendly

Guest favourite
The guest room features a plush king bed against a warm exposed brick wall. Natural light filters through a large window, complemented by soft curtains. A sleek marble vanity is positioned next to the bed, adding elegance to the space.
Hotel room in Jacksonville
5 out of 5 average rating, 15 reviews

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

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