Jackson Area Rentals
- From $175 per night (USD)
VRBO
The Red Dragon House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Red Dragon House is a great location for those who wish to discover Ashland, along with the southern Rogue Valley, b ...
From $175 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Three bedroom with king beds, 2 & a half bathroom. 2146 square foot house.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Gorgeous custom built home on a Private Road in very desirable East Medford Hills - Open Floor Plan - Living room & mast ...
From $160 per night (USD)Expedia
- From $99 per night (USD)
VRBO
Warren House Charming Home in DT RR with Game Room
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Our beautiful bungalow nestled right in the heart of downtown rogue river. This homey three bedroom single bath turn of ...
From $99 per night (USD)VRBO
- From $405 per night (USD)
VRBO
Callahan's House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Just a quick walk across the street from your private house to the main lodge, all while still being able to enjoy all t ...
From $405 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Farm Cottage is a renovated former horse hotel. It retains the charm of its former use yet is well appointed and upd ...
From $150 per night (USD)VRBO
- From $400 per night (USD)
Expedia
HISTORIC RUSHING WATER LODGE on the rogue river was built in 1910
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This historic lodge & 4 cabins were built in 1910 on the best fishing hole on the Rogue River. The cabins are now vacati ...
From $400 per night (USD)Expedia
- From $695 per night (USD)
VRBO
Jacksonville Mountain Retreat
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Contact us this winter to rent the upstairs only for a reduced price. The name speaks for this property. An immaculate ...
From $695 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Beautiful Bohemian Studio Apartment next to communal home :)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lovely studio apartment attached to our communal home. The apartment is very spacious with an open floor plan and plenty ...
From $125 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Big Foot River Lodge
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Come and experience the Pacific Northwest at the fully updated Fantastic River Lodge! This property boasts brand new app ...
From $179 per night (USD)VRBO
- From $165 per night (USD)
VRBO
Duncan Cottage Jacksonville
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Duncan Cottage is very clean, comfortable and close to all Jacksonville has to offer. The Britt Garden are just a fe ...
From $165 per night (USD)VRBO
- From $342 per night (USD)
VRBO
Modern house with a pool, surrounded by trees
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
<p>Located in Medford, this welcoming vacation home brings it all within your reach. With the property's convenient cove ...
From $342 per night (USD)VRBO
- From $210 per night (USD)
Expedia
The Country Oasis- Where City and Country Meet.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
We would like to personally welcome you to our completely remodeled and refurnished home. Our location is just perfect w ...
From $210 per night (USD)Expedia
- From $157 per night (USD)
VRBO
New house with king beds and 3 full bathrooms
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Welcome to Berrydale Place, a modern vacation rental house in the heart of Southern Oregon . Enjoy the stunning views of ...
From $157 per night (USD)VRBO
- From $275 per night (USD)
Expedia
New Downtown 3 Bedroom Upstairs Flat with views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This is a beautiful new upstairs 3 bedroom flat with oak hardwoods floors, granite counters, and new appliances. There i ...
From $275 per night (USD)Expedia
- Click For Pricing
Expedia
🌲Nestled in the Mountains 4 bd 3 bath home 🌲
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Enjoy our beautiful 1855 homestead. Gorgeous views. Super peaceful and tranquil. Plenty of outdoor space. 3600 square ...
Click For PricingExpedia
- From $430 per night (USD)
Expedia
Spectacular large home with seasonal pool.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
The whole family will enjoy this spacious (2400 sq ft) custom home with spectacular vaulted ceilings. Amazing indoors an ...
From $430 per night (USD)Expedia
- From $80 per night (USD)
VRBO
Downtown Mint
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This bright and comfortable 2 bed 1 bath cottage is centrally located in the heart of the Rogue Valley. It’s walking dis ...
From $80 per night (USD)VRBO
- From $231 per night (USD)
Expedia
Breathtaking Applegate River Home Retreat<br>~ Newly Remodeled Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
The home is located on the Applegate River Retreat grounds which has over 400 LF of river front access and sits on 19 be ...
From $231 per night (USD)Expedia
- From $95 per night (USD)
VRBO
Comfy Cozy Casa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax with the whole family at this comfy and clean family friendly home centrally located in a cute residential neighbo ...
From $95 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Blue Gate Cottage on the Rogue River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Meander your way down a private lane lined with blackberries and large shade trees, to the Blue Gate Cottage. Establishe ...
From $150 per night (USD)Expedia
- From $81 per night (USD)
VRBO
Southern Oregon Gem (EV Charger)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our charming little home in Medford, Oregon. a delightful haven designed for comfort, cleanliness, and effici ...
From $81 per night (USD)VRBO
- From $140 per night (USD)
Expedia
Red Blanket Cabin Near Crater Lake National Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is a custom-built, two bedroom, one bath home located in the rural Cascade Mountains of Southern Oregon. It is nest ...
From $140 per night (USD)Expedia
- From $86 per night (USD)
VRBO
Cute apartment directly on the Rogue River with River Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 550 SF apartment is located on the edge of the Rogue River with river views out both back windows. Enjoy our fishin ...
From $86 per night (USD)VRBO
- From $91 per night (USD)
Expedia
King Suite directly on the Rogue River. Coffee shop across the street!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Welcome to our cozy vacation rental! Our home is located right on the Rogue River, offering stunning views and a peacefu ...
From $91 per night (USD)Expedia
- From $91 per night (USD)
VRBO
King Suite just off of I-5 directly on the Rogue River. Coffee shop across the street!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
This King Studio apartment is located on the edge of the Rogue River. Snuggle up in the window seat overlooking the peac ...
From $91 per night (USD)VRBO
- From $80 per night (USD)
Expedia
1 Bedroom Apartment just off of I-5 Rogue River Views! Fully equipped kitchen & Roku TV.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This one bedroom apartment is located on the edge of the Rogue River with river views from the kitchen window. An easy s ...
From $80 per night (USD)Expedia
- From $104 per night (USD)
VRBO
Family friendly home overlooking the Rogue River.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Take in the serene and scenic setting from a private balcony overlooking the Rogue River. Perfect for a romantic get awa ...
From $104 per night (USD)VRBO
- From $92 per night (USD)
Expedia
Cute vintage style boho apartment near downtown Medford. Convenient to medical and I-5 freeway.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A perfect "work from home" apartment space. Private entrance, comfy, & convenient. Spa style soaking tub. Queen Casper ...
From $92 per night (USD)Expedia
- From $80 per night (USD)
VRBO
This apartment is a 1 bedroom(s), 1 bathrooms, located in Medford, OR.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This fresh designer apartment is located just a short walk to downtown Medford, steps to Bear Creek walking/running pat ...
From $80 per night (USD)VRBO
- From $82 per night (USD)
Expedia
Apartment near downtown Medford with parking included.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Visit our king studio suite in a downtown 1910 historic apartment building. Walk to downtown restaurants & cafes, and ca ...
From $82 per night (USD)Expedia
- From $80 per night (USD)
VRBO
Apartment close to downtown with parking included.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Visit our king studio suite in a downtown 1910 historic apartment building. Walk to downtown restaurants & cafes, and ca ...
From $80 per night (USD)VRBO
- From $91 per night (USD)
Expedia
This fishing themed cottage is a perfect road trip stop along I-5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This fishing themed cottage is a perfect road trip stop along I-5. Located right on the edge of the gorgeous Rogue River ...
From $91 per night (USD)Expedia
- From $377 per night (USD)
VRBO
Railroad District, steps to downtown, everything you need to enjoy Ashland!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to the Garden Suite at Second Street Cottages! (Permit#:06-01959) The Garden Suite is located just two blocks fr ...
From $377 per night (USD)VRBO
- From $174 per night (USD)
Expedia
U3 - Stunning Themed Home! - Peloton Bike - 3 King Beds - 1G WiFi - 2 Work Desks
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This home is one of our latest additions to our portfolio of beautiful short-term rentals! This spacious, 2,240 sq. ft, ...
From $174 per night (USD)Expedia
- From $115 per night (USD)
VRBO
U4 - Peloton Bike - Stunning Themed Home - 2 King Beds - Fast 1G WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2-bedroom condo is a ground-floor condo that is also ADA-friendly. We cannot say "ADA-Compliant," but there is a mu ...
From $115 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Comfortable family friendly HOME
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Kid friendly home. Inviting and comfortable 3BR, 2BA, plus a bonus office in a clean and safe neighborhood. All the comf ...
From $165 per night (USD)Expedia
- From $86 per night (USD)
VRBO
Lodge Room 1 with Jacuzzi Tub at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This dog-friendly room features a queen-sized bed and an in-room Jacuzzi tub, perfect for relaxing after a day of explor ...
From $86 per night (USD)VRBO
- From $75 per night (USD)
Expedia
Lodge Room 4 with Jacuzzi Tub at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the main lodge of the Green Springs Inn and Cabins, this downstairs private room offers the coziest accommoda ...
From $75 per night (USD)Expedia
- From $75 per night (USD)
VRBO
Lodge Room 6 at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the main lodge of the Green Springs Inn and Cabins, these private rooms offer comfortable accommodations with ...
From $75 per night (USD)VRBO
- From $92 per night (USD)
Expedia
Lodge Room 3 with Jacuzzi Tub at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This private, pet-free room boasts a king-sized bed adjacent to a luxurious in-room Jacuzzi tub. You will love the peace ...
From $92 per night (USD)Expedia
- From $98 per night (USD)
VRBO
Lodge Room 2 with Jacuzzi Tub at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Lodge Room 2 at Green Springs Inn! Our comfortable and private room is located in the main lodge of the Green ...
From $98 per night (USD)VRBO
- From $86 per night (USD)
Expedia
Lodge Room 5 with Jacuzzi Tub at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Housed in the main lodge of the Green Springs Inn and Cabins, this second floor private room will make you feel right at ...
From $86 per night (USD)Expedia
- From $80 per night (USD)
VRBO
Lodge Room 7 at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Lodge Room 7 ~ Green Springs Inn Located in the main lodge of the Green Springs Inn and Cabins, these private rooms offe ...
From $80 per night (USD)VRBO
- From $86 per night (USD)
Expedia
Lodge Room 8 with Jacuzzi Tub at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lodge Room 8 - A Jacuzzi room Located in the main lodge of the Green Springs Inn and Cabins, these private rooms offer c ...
From $86 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Charming Rogue Valley Home in Central Point!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Take a trip to Central Point, Oregon, and make this 3-bed, 2-bath vacation rental your home away from home. Enjoy the co ...
From $227 per night (USD)VRBO
- From $1088 per night (USD)
VRBO
Enjoy a Hassle Free Stay! 2 Spacious Units, Close to Rogue River Gorge Viewpoint
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 16
As you arrive at our property, you will experience a warm greeting from the friendly service team and classy accommodati ...
From $1088 per night (USD)VRBO
- From $544 per night (USD)
VRBO
Close Drive to Mt. Thielsen and Union Peak! FREE Parking Onsite!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 8
As you arrive at our property, you will experience a warm greeting from the friendly service team and classy accommodati ...
From $544 per night (USD)VRBO
- From $162 per night (USD)
Expedia
Fireside Cottage Downtown Jacksonville
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the Cozy Cottage in the Heart of Jacksonville! This charming 1-bedroom, 1-bathroom house is the perfect place ...
From $162 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Fully renovated 4 bedroom 3 bath house that sleeps 15. Hot tub. Garage game room
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 15
Close to the brand new Rogue X aquatic center, Lithia and Driveway fields. Close to lots of great restaurants and shoppi ...
From $350 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Charming Retreat: Ashland's Urban Hideaway
- 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 $125 per night (USD)Expedia
- From $80 per night (USD)
VRBO
Pet-Friendly Studio Serenity
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Convenient to the many theaters—including the world-renowned Oregon Shakespeare Festival—boutique shops, award winning w ...
From $80 per night (USD)VRBO
- From $266 per night (USD)
Expedia
Urban Oasis: Ashland's Premier Location
- 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 $266 per night (USD)Expedia
- From $100 per night (USD)
VRBO
Urban Retreat: Explore Ashland- walk downtown!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Convenient to the many theaters—including the world-renowned Oregon Shakespeare Festival—boutique shops, award winning w ...
From $100 per night (USD)VRBO
- From $75 per night (USD)
Expedia
Shakespeare Suite: Walk downtown!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Convenient to the many theaters—including the world-renowned Oregon Shakespeare Festival—boutique shops, award winning w ...
From $75 per night (USD)Expedia
- From $55 per night (USD)
VRBO
Small Town Feel. Sweet cozy home only a three block walk from town .\n
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Minimum 30 day stay. This is a quiet area , and only a short walk from Talent. The home is aesthetically decorated with ...
From $55 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Peaceful and comfy cabin near Hyatt lake and reservoir.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Wood stove, full kitchen, fenced backyard, and screened in porch. 5 minutes away from a cafe and groceries. Very quite ...
From $215 per night (USD)Expedia
- Click For Pricing
VRBO
The Gem of Ashland, Hot tub, Views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Magnificent Hilltop Getaway with Incredible Views (sleeps 14.) Come enjoy this oasis on the outskirts of the magical tow ...
Click For PricingVRBO
- From $535 per night (USD)
Expedia
Entire Inn | Hot Tub | Downtown Ashland | Tesla Station
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
The Red Tail Inn is a fully restored 1890 farmhouse boutique Inn that embodies style, sustainability, and comfort. Strol ...
From $535 per night (USD)Expedia
- From $159 per night (USD)
VRBO
2 Bedroom Suite | Hot Tub | Downtown Ashland | For Fee Tesla Station
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Red Tail Inn is a fully restored 1890 farmhouse boutique Inn that embodies style, sustainability, and comfort. Strol ...
From $159 per night (USD)VRBO
- From $149 per night (USD)
Expedia
1 Bedroom Suite | Hot Tub | Downtown Ashland | Tesla Station
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Red Tail Inn is a fully restored 1890 farmhouse boutique Inn that embodies style, sustainability, and comfort. Strol ...
From $149 per night (USD)Expedia
- From $180 per night (USD)
VRBO
The Phoenix House- a place to relax and rejuvenate
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Come enjoy this brand new, beautiful home . Peaceful, private and big enough to accommodate 9 guests. Best off all, you ...
From $180 per night (USD)VRBO
- From $261 per night (USD)
VRBO
Station House Suite B~Downtown Jacksonville~Rooftop Patio~Walking Distance to Britt!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
The writing is on the wall…Station House Suite B boasts great panache with its posh design and stunning architectural to ...
From $261 per night (USD)VRBO
- From $125 per night (USD)
VRBO
1 bedroom with king-size bed and one bathroom and Murphy Bed in the living room.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
About this space The Raven Suite at Rellik House includes one bedroom with a king-size bed and one bathroom. The Murphy ...
From $125 per night (USD)VRBO
- From $349 per night (USD)
Expedia
3 units of 5 bedrooms, 4 bathrooms, murphy bed, sofa sleeper, pool & hot tub.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
The Rellik House includes three separate spaces which can be rented together for a total of 5 bedrooms, 4 bathrooms, and ...
From $349 per night (USD)Expedia
- From $142 per night (USD)
VRBO
Downtown Delight: 3BDR Urban Escape
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream rental in the historic district of Ashland, Oregon! This SPACIOUS 3 BDR 1904 Queen Anne Victorian ...
From $142 per night (USD)VRBO
- Click For Pricing
Expedia
Casa Amore Cottage: Walkable and pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This historic cottage in the Ashland Railroad District offers one bedroom, 1.5 bathrooms and will accommodate up to four ...
Click For PricingExpedia
- From $150 per night (USD)
VRBO
Cozy 3BR Home Near Providence Hospital
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
A beautiful three bedroom home located 3 mins from The Village Shopping Center with restaurants and a movie theater, the ...
From $150 per night (USD)VRBO
- From $193 per night (USD)
VRBO
Spacious Home on Rogue River | Sleeps 10 | Soaking Tub
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the charm of a tranquil 2-bedroom cottage on the stunning Rogue River. Open floor plan, comfortable sectional ...
From $193 per night (USD)VRBO
- From $642 per night (USD)
VRBO
Spacious 2 home property on the rogue river! Sleeps 14 w\/ Swim Spa
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
This property offers two homes situated on a spacious lot with breathtaking views of the Rogue River. With ample space t ...
From $642 per night (USD)VRBO
- From $130 per night (USD)
VRBO
Cool Creek Cottage, Crater Lake National Park , trails and waterfalls nearby.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
COOL CREEK COTTAGE Welcoming Cool Creek Cottage is situated in the mountains of the Rogue River Siskiyou National Fores ...
From $130 per night (USD)VRBO
- Click For Pricing
Expedia
Charming Two!!\n Centrally located townhome in East Medford
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your family will be close to everything when you stay at this centrally-located place. This is close to everything and m ...
Click For PricingExpedia
- From $125 per night (USD)
Expedia
Wagner Creek Cottage: Charming 2 BR
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
★HOME OVERVIEW★ Welcome to our cozy cottage, a stone’s throw from Ashland in Talent, Oregon featuring two comfortable ma ...
From $125 per night (USD)Expedia
- From $161 per night (USD)
VRBO
Oberon Suite - One Bedroom Apartment in a Castle - Sweeping, Stunning Views\n\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This chateau apartment is nothing short of magical. Enjoy a tranquil environment with breathtaking views of the estate g ...
From $161 per night (USD)VRBO
- From $280 per night (USD)
VRBO
New - Down By The Rogue River - With Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The house offers breathtaking views from almost every room. Enjoy the river view from the dining table as you wake up, s ...
From $280 per night (USD)VRBO
- From $135 per night (USD)
VRBO
Ashland Mid-Century with a Yard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
3 bedroom, 2 bath with dedicated office space, hardwood floors, private porch with a beautiful view, utilities included, ...
From $135 per night (USD)VRBO
- From $60 per night (USD)
VRBO
Private Queen Room w\/Bathroom
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Ideal environment and centrally located for a traveling professional. Available on a monthly basis. $900 a month if you ...
From $60 per night (USD)VRBO
- From $182 per night (USD)
VRBO
Sun Cottage Downtown Jacksonville
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Introducing the Bright Spacious Cottage in the Heart of Jacksonville! Located in the beautiful town of Jacksonville, thi ...
From $182 per night (USD)VRBO
- From $226 per night (USD)
VRBO
Home in Medford, sleeps 8, 10-min to most places
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This 3-bedroom, 2-bathroom house is perfect for families and offers a cozy and inviting atmosphere. The living area feat ...
From $226 per night (USD)VRBO
- From $199 per night (USD)
VRBO
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
We offer complimentary concierge services, this includes assistance with dinner reservations, local attraction informati ...
From $199 per night (USD)VRBO
- From $310 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 $310 per night (USD)VRBO
- From $345 per night (USD)
VRBO
Crater Lake cabin destination with a view.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come stay in the quaint town of Prospect! Located just 33 miles from Crater lake, and minutes away from endless adventur ...
From $345 per night (USD)VRBO
- From $338 per night (USD)
VRBO
Breathtaking Applegate River Home Retreat ~ On-site Gym, Game Room, and Sauna
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Applegate River Retreat! Create memories with your family that will last a lifetime! This is such a unique pr ...
From $338 per night (USD)VRBO
- From $350 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 $350 per night (USD)VRBO
- From $189 per night (USD)
VRBO
The Inn on 5th Street!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Perfect location! 3Bdr, 1Bth cottage just steps from all Historical Jacksonville has to offer. Fully stocked kitchen, li ...
From $189 per night (USD)VRBO
- From $149 per night (USD)
VRBO
*Riverfront* \"Cabin on The Rogue\", Gateway to Crater Lake! Sleeps 2-4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We Strongly advise Travel Insurance offered thru VRBO due to STRICT cancellation policy. Beautiful Riverfront Cabin sl ...
From $149 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Sunset Chalet - 2600 sq.ft. Multi-Seasonal retreat only15 minutes from Ashland !
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Sunset Chalet is nestled in the Cascade Mountains at 4000' elevation. Fantastic views overlooking Siskiyou Mtns, Klamat ...
From $350 per night (USD)VRBO
- Click For Pricing
VRBO
3 Bedroom Home - Walking distance to everything - Quiet on dead end street
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
This fully furnished 3 bedroom home has the benefits of a great location: 20 minute walk to downtown, 5 minute walk to ...
Click For PricingVRBO
- From $374 per night (USD)
Expedia
Hannah House: Across from Britt
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Historic Judge Hanna House: Across the street from Britt Festival. Enjoy live music from the lawn or patio. Main level ...
From $374 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Beautiful Mountain Home with Expansive Views of Wooded Hillsides, Quiet Valley
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Executive retreat with expansive views from every room. Nestled in a wooded hillside looking down a peaceful valley with ...
From $305 per night (USD)VRBO
- From $275 per night (USD)
VRBO
Mt. Ashland Homestead's Secluded Forest House, 15 minutes from Ashland
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful, large architectural home nestled in the Siskiyou/Cascade mountain forests of Southern Oregon. About 15 m ...
From $275 per night (USD)VRBO
- From $198 per night (USD)
VRBO
Charming 1965 SF 3 BR, Enjoy near by Winery, Sport Fishing and Rafting Tours
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious Family room and Dining area to intertain with inviting back yard patio with peacful country setting. Extended ...
From $198 per night (USD)VRBO
- From $277 per night (USD)
Expedia
The Luxury Retreat Experience.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful luxury home is within walking distance of the Roxy Ann trails and peak, and has stunning views of the Rog ...
From $277 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Langel Creek Ranch Guest House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 7
Langel Creek Ranch invites you to come and relax and immerse yourself in the beauty of Southern Oregon. You will enjoy p ...
From $150 per night (USD)VRBO
- From $263 per night (USD)
VRBO
Monthly rental offering privacy and views near Ashland Plaza.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
A well appointed, executive home offering privacy and grand views in a fantastic Ashland Location. Natural lighting abou ...
From $263 per night (USD)VRBO
- From $455 per night (USD)
VRBO
In the historic railroad district, walking distance to all the best of Ashland!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
COVID-19 PANDEMIC - please call direct for information on cleaning protocols and further information on cancelation poli ...
From $455 per night (USD)VRBO
- From $140 per night (USD)
VRBO
Exquisite Artist's home, all summer or month to month.
- Bedrooms:
- 3
- 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 $140 per night (USD)VRBO
- From $273 per night (USD)
VRBO
Hyatt Prairie Mountain Cabin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in the quaking aspens, this log cabin is one of a kind. The cabin is next to Hyatt Lake, and is surrounded by al ...
From $273 per night (USD)VRBO
- From $56 per night (USD)
VRBO
COZY cottage near Park and Town!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Pine Street Cottage: This is a monthly rental, 30 days or more. This comfortable separate ONE BEDROOM cottage is located ...
From $56 per night (USD)VRBO
- From $50 per night (USD)
VRBO
Top floor of modern duplex - walk to plays, SOU, Lithia Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Luxury one bedroom apartment in quiet end unit duplex in the Phillips Corner town home community awaits your long-term s ...
From $50 per night (USD)VRBO
- From $116 per night (USD)
VRBO
The Original ZZ ZANY ZOO Townhome, with Carport & Garage <br>Property #1
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fully furnished private home on the Knoll. Available for Vacationers, Professionals, or Short-Term Stay. Nicely landsca ...
From $116 per night (USD)VRBO