Jackson Area Rentals
- From $329 per night (USD)
VRBO
Newly remodeled 3br-2ba house on Historic Troon Estate Vineyard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay in our 3 bedroom 2 bathroom house on the historic Troon Estate Vineyard. This newly remodeled home is in the cente ...
From $329 per night (USD)VRBO
- From $115 per night (USD)
Expedia
La Bella Vista
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to La Bella Vista. This beautiful house has been newly remodeled and is fully furnished and simply decorated. Th ...
From $115 per night (USD)Expedia
- From $75 per night (USD)
VRBO
Private Queen Room w\/ Bathroom
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Private bedroom on the first floor in a New Town home. The room has a Queen sized memory foam mattress. Full sized Pri ...
From $75 per night (USD)VRBO
- Click For Pricing
Expedia
Adorable 1 bedroom cottage on the river.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Take it easy at this unique and tranquil getaway on the Rogue River. Situated just 35 minutes from the Medford Airport a ...
Click For PricingExpedia
- From $135 per night (USD)
VRBO
Great, clean house in the middle of Medford
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Great location, near North Medford High School. Newly renovated home inside and out! We created this house with comfort ...
From $135 per night (USD)VRBO
- From $252 per night (USD)
Expedia
New Home in SouthWest Neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
New home in Lovely SouthWest Medford location. Short drive to US Cellular Parks, Jacksonville Britt Festival, Oregón Sha ...
From $252 per night (USD)Expedia
- From $149 per night (USD)
VRBO
Ruch Refuge Hot Mineral Baths
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 9
Applegate mineral bath seekers. Two claw foot soaking tubs in private room with magnificent views to enjoy while you h ...
From $149 per night (USD)VRBO
- From $399 per night (USD)
Expedia
Cheerful location on golf course Ashalnd
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Forget your worries in this spacious and serene space. Offering 1 room in downstairs unit in our 5 bedroom house. The ho ...
From $399 per night (USD)Expedia
- Click For Pricing
Expedia
Squires Peak Escape Amazing Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Forget your worries in this spacious and serene home nestled in the mountains of the Applegate Valley. Only a short 15 ...
Click For PricingExpedia
- From $98 per night (USD)
Expedia
Country Living done right!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Beautiful and bright country home situated on 200 acres yet only 20 minutes to town! Waking up here is a wonderful way t ...
From $98 per night (USD)Expedia
- From $130 per night (USD)
VRBO
A sweet home away from your home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Fully Furnished One bedroom, one living room, kitchen, private bathroom, sofa-bed in the living room, dinning table, co ...
From $130 per night (USD)VRBO
- Click For Pricing
Expedia
🌻 Charming Cottage On Peaceful 5 Acres in the Mountains
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The rustic Sunflower 🌻 cottage is sitting on a 5 acre parcel. It’s the perfect place for a business person looking to f ...
Click For PricingExpedia
- From $175 per night (USD)
VRBO
Secluded Forest Log House 15 minutes to Ashland
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Beautiful hand built rustic log house nestled in the Siskiyou-Cascade mountain forests of Southern Oregon. About 15 minu ...
From $175 per night (USD)VRBO
- From $278 per night (USD)
Expedia
The Madrone House, Country Getaway with Panoramic Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
The Madrone House welcomes you to the Pacific Northwest, tucked at the base of the Cascade and Siskiyou Mountain Ranges. ...
From $278 per night (USD)Expedia
- From $102 per night (USD)
VRBO
ZZ ZANY ZOO II - Townhome, with Carport & Garage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Fully furnished private home on the Knoll. Available for Vacationers, Professionals, or Short-Term Stay. Nicely landsc ...
From $102 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Hyatt Lake Mountain Retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Take a trip back in history to one of the first structures built in what was then, Hyatt Meadows by the original settler ...
From $171 per night (USD)Expedia
- From $395 per night (USD)
VRBO
🐾 Cozy Modern Log Home with Amazing Backyard\/BBQ 3 bd 2 bth 🐾
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
All the comforts of a modern home with the look and appeal of a log cabin. This beautiful custom built is 2200 square ...
From $395 per night (USD)VRBO
- From $349 per night (USD)
Expedia
Updated 3BR Escape: Valley Views, Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: Welcome to The Crest. Entirely renovated, fully stocked, well appointed, midcentury modern home located on a pr ...
From $349 per night (USD)Expedia
- From $167 per night (USD)
VRBO
Standish Cottage is Creekside
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Standish Cottage is a cozy one bedroom, one bath, fully furnished cottage. When you walk in you will feel at home. K ...
From $167 per night (USD)VRBO
- From $198 per night (USD)
Expedia
Cozy Home w\/Yard - 3 Mi. to Downtown Medford!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Challenge your inner-sommelier when you stay at this vacation rental in the heart of Oregon wine country! This 3-bed, 2- ...
From $198 per night (USD)Expedia
- From $185 per night (USD)
VRBO
Ida's Cottage Jacksonville
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
We are near the Britt Gardens allowing you to come and listen to your favorite musicians with no worry of parking. Jacks ...
From $185 per night (USD)VRBO
- From $149 per night (USD)
VRBO
Inn on 5th Cottage Suite!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
My place is close to family-friendly activities and the city center. You’ll love my place because of the coziness, the l ...
From $149 per night (USD)VRBO
- From $180 per night (USD)
VRBO
Hyatt Praire Mountain Cabin
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Remodeled in 2019,900sf cabin between Howard Prairie and Hyatt lakes. Granite kitchen and bathroom. Rustic knotty hickor ...
From $180 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Historic BF Dowell House
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Originally constructed in 1861, the historic B.F. Dowell house has been beautifully revived. Situated within walking dis ...
From $295 per night (USD)VRBO
- From $305 per night (USD)
VRBO
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 $305 per night (USD)VRBO
- From $317 per night (USD)
Expedia
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 In ...
From $317 per night (USD)Expedia
- From $170 per night (USD)
VRBO
East Main Downtown Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a beautiful new one bedroom bungalow with hardwoods floors, granite counters, and new appliances. There is a sha ...
From $170 per night (USD)VRBO
- From $124 per night (USD)
Expedia
Efficient, clean, pet-friendly 2 bed\/bath cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our 2 bedroom 2 bath guesthouse is a gem! Located in a quiet neighborhood in SE Medford with a garden and spacious back ...
From $124 per night (USD)Expedia
- From $261 per night (USD)
VRBO
Rogue River Escape - 19 acres on the Rogue River
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in a private and gated, 19 wooded acres, this Rogue River retreat sits on 600 feet of river frontage. The open ...
From $261 per night (USD)VRBO
- From $153 per night (USD)
Expedia
Rogue Valley Retreat in Medford, OR
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Entire House - 1750 sq ft 3 BRs, 2 full baths Strong Wi-Fi, inside and outside Large screen Smart TV Large fully equipp ...
From $153 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Fully equipped house on the river with a private fishing hole.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Only 40 minutes to Crater Lake National Park! Nestled directly on the tranquil Rogue River, this riverfront retreat is t ...
From $150 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Ashland's Mountain View Vacation Rental.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Mountain View Cottage Ashland’s newest vacation rental The perfect place to stay for your next Ashland get a ...
From $200 per night (USD)Expedia
- From $142 per night (USD)
VRBO
Travelers House in the heart of wine country!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This lovely home is perfectly located to enjoy all that southern Oregon has to offer! Wineries in every direction, hikin ...
From $142 per night (USD)VRBO
- From $85 per night (USD)
Expedia
Eco-Tiny House in SE Medford
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Clean and quiet 200 sq ft. detached guesthouse with kitchenette nestled among vegetable gardens and native wildflower be ...
From $85 per night (USD)Expedia
- From $195 per night (USD)
VRBO
Beautiful Luxury Cottage. Walk To It All!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Completely remodeled two-bedroom cottage in historic Jacksonville, Oregon. Walk to fantastic restaurants, quaint shoppin ...
From $195 per night (USD)VRBO
- From $97 per night (USD)
Expedia
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 $97 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Britt Cottage Perfect Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Entire Suite: King Size Bed, Two Person Jacuzzi Tub, Gas Fireplace, Radiant Heated Tile Floor, Flat Screen TV, Stereo Sy ...
From $150 per night (USD)VRBO
- From $85 per night (USD)
Expedia
LOW WINTER RATES. \n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Walk to Britt! Charge your EV. 1 Bedroom cottage. Perfect for one or two.Furnished living area, Air conditioning and he ...
From $85 per night (USD)Expedia
- From $177 per night (USD)
VRBO
Cheerful 3-Bedroom home in Central Point
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your family will be close to everything when you stay at this centrally-located place. Guest access Guest will have acc ...
From $177 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Stone's Throw Bungalow ~ Walk to Plays, Licensed\/Legal, Private Entrance, Garden
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Just a stone's throw to the plaza, a licensed one-bedroom vacation rental suite is tucked behind one of Ashland's charmi ...
From $160 per night (USD)Expedia
- Click For Pricing
Expedia
Cozy Tiny House! Small But Mighty ~ Comfy & Gorgeous Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Meet Bumble Bee! This tiny home boasts all of 128 square feet in bottom and a loft approx 80 more square feet! Maste ...
Click For PricingExpedia
- From $194 per night (USD)
Expedia
Luxury Cottage in Jacksonville's Historic Core!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful Luxury Cottage in the Historic Core of Jacksonville, Oregon! Convenient location steps away from great restaur ...
From $194 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Riverfront House with hot tub, game room and more!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your escape on the Rogue River. This is our adorable home on the river front, with tons of things to do. 2 de ...
From $350 per night (USD)VRBO
- From $180 per night (USD)
Expedia
Kubli Haus - Suite #1 ~ Luxury, Style & Location, 1 block to Britt
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Suite #1 is the most spacious of our 5 vacation rental units at Kubli Haus. Located on the ground floor, it has direct ...
From $180 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Applegate Riverside Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious Home on the Applegate River, Minutes from Applegate Lake. Come and enjoy this beautiful 2,200 sqft home located ...
From $174 per night (USD)VRBO
- From $48 per night (USD)
Expedia
One Block To Theater, Park And Town -- Walk Everywhere!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Tucked behind our 1892 arts and crafts home, this 1 bedroom apartment is the ideal peaceful getaway. One short block to ...
From $48 per night (USD)Expedia
- Click For Pricing
Expedia
Hanna's House- Your Home Away from Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Changes are coming to our listing! As of December 15, 2023 we will be switching to a different booking system. This shou ...
Click For PricingExpedia
- From $209 per night (USD)
Expedia
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 $209 per night (USD)Expedia
- From $211 per night (USD)
VRBO
Applegate Valley Home on Vineyard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Have you ever wondered what it would be like to stay on a vineyard? Do you want to visit the Applegate Wine scene but ca ...
From $211 per night (USD)VRBO
- Click For Pricing
Expedia
Jacksonville Place
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
*Newly built house near Jacksonville* House is located in quiet neighborhood just 3 miles from downtown Jacksonville. Ho ...
Click For PricingExpedia
- From $135 per night (USD)
VRBO
Tranquil setting surrounded by panoramic mountain views, grazing horses
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Comfortable living room, kitchen with 2 burner ceramic cooktop, convection/microwave combination oven, apartment size re ...
From $135 per night (USD)VRBO
- From $98 per night (USD)
Expedia
Country Living at It's Finest
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Beautiful and bright country home situated on 200 acres yet uniquely close to town! Waking up here is a wonderful way to ...
From $98 per night (USD)Expedia
- From $217 per night (USD)
VRBO
Stunning hilltop house sleeps 8 in 5 Bedrooms, 3 Full Baths. 30 Day Minimum. \n\n
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
30 Day Minimum @ $6500 per month. Owner lives nearby and provides weekly maid service. All rentals managed by VRBO. All ...
From $217 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Come relax, work & enjoy country air. Beautiful winter has arrived!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to the country! This is a great place to have space to relax, you can work remotely. My internet is 25mpbs. My ...
From $300 per night (USD)Expedia
- From $135 per night (USD)
VRBO
Winchester family home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
This is a family house with 3 bedrooms and 2 bathrooms. There is a another large bedroom in a building behind the house ...
From $135 per night (USD)VRBO
- From $395 per night (USD)
Expedia
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 $395 per night (USD)Expedia
- From $233 per night (USD)
VRBO
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Meadow House is named for the expansive meadow it is sited on, and for it’s amazing views and surrounding abundance ...
From $233 per night (USD)VRBO
- From $325 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 $325 per night (USD)Expedia
- From $170 per night (USD)
VRBO
The Ashland Cottage, walk to town
- Bedrooms:
- 2
- 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 $170 per night (USD)VRBO
- From $169 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 $169 per night (USD)Expedia
- From $144 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 $144 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Shady Cove River House -Fly Fish, Raft, Hike or Just Relax
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This newly remodeled, charming home features a 1950's look kitchen with an O'Keefe and Merritt gas stove and a Big Chill ...
From $150 per night (USD)Expedia
- From $176 per night (USD)
VRBO
Gold Hill Cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Sweet older House/Cottage style with comfortable furniture and lots of space. Partially remodeled and very cozy. Great ...
From $176 per night (USD)VRBO
- From $135 per night (USD)
Expedia
Ashland Cabin - 170 Acres w\/Mountain Views & Sauna
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Book an unforgettable natural getaway to 'Greensprings Wildlife Sanctuary,' a 2-bed, 1.5-bath vacation rental on a wildl ...
From $135 per night (USD)Expedia
- From $147 per night (USD)
VRBO
Hot Tub w\/ River Views \/ Close to I-5 \/ Private Patio
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This stylish 2 bedroom apartment is a perfect stop over off of I-5 for a traveling family or friends. Enjoy the river vi ...
From $147 per night (USD)VRBO
- From $149 per night (USD)
VRBO
Downtown Ashland private cottage with garden patio
- 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 $149 per night (USD)VRBO
- From $98 per night (USD)
VRBO
Large Private Carriage-House Retreat with Amazing Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in the hills just above the Roxy Ann Winery and minutes from Roxy Ann Peak hiking trails, this beautifully furni ...
From $98 per night (USD)VRBO
- From $185 per night (USD)
Expedia
Custom Ashland Home with Fantastic Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful 1360 square foot home on 2 acres. Modern, shed roof design with great windows and view of Grizzly Peak. Quiet ...
From $185 per night (USD)Expedia
- From $187 per night (USD)
VRBO
Rogue River Guesthouse - River and Whitewater Views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax overlooking Southern Oregon Rogue River rapids at this modern guesthouse. Sleep with the river sounds in comfortab ...
From $187 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Newly Remodeled Guest Suite with Private Deck Overlooking Forest and Waterfall
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This newly remodeled, modern guest suite is nestled in the Tolman Creek canyon and surrounded by a beautiful madrone, pi ...
From $150 per night (USD)Expedia
- From $89 per night (USD)
VRBO
Comfortable quiet 4-bedroom home in convenient location. Ample Parking.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Clean and comfortable home in North Medford 4 bedrooms and 2.5 bathrooms Quiet Neighborhood Private backyard RV Parking ...
From $89 per night (USD)VRBO
- From $110 per night (USD)
Expedia
Restful River Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located on the banks of the Rogue River, this unique space was recently remodeled to fit the needs of anyone looking to ...
From $110 per night (USD)Expedia
- From $85 per night (USD)
VRBO
🐻 Unique, Fully Loaded Tiny Home to Make Your Stay an Experience 🐻 “Baby Bear”
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
2 people are allowed to stay here. This property is a legitimate "Tiny Home". It contains a loft with a nice queen si ...
From $85 per night (USD)VRBO
- From $296 per night (USD)
Expedia
1907 Charmer, Perfect Downtown Location, So Clean!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
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 $296 per night (USD)Expedia
- From $148 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 $148 per night (USD)VRBO
- Click For Pricing
Expedia
1910 Orchard Guest House~ Center of Wine Country
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This guest house occupies the lower level of an entire home shared with the owners who occupy the upper floor. Built in ...
Click For PricingExpedia
- From $139 per night (USD)
VRBO
Eclectic 2 bedroom home near downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom, 1 bathroom home. Centrally located. 1 min drive to popular downtown restaurants and bars. 5 min to some of Or ...
From $139 per night (USD)VRBO
- Click For Pricing
Expedia
Riverfront on the Rogue! Ideal Southern Oregon location.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Enjoy a riverfront stay on the beautiful Rogue River! Gorgeous views and conveniently located just 1 mile from I-5 by th ...
Click For PricingExpedia
- From $162 per night (USD)
VRBO
Modern Tiny House in the Woods w\/Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located on a hillside in Shady Cove, OR. This is a spacious brand new 300 sq foot tiny home. The tiny house is located ...
From $162 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Jacksonville Creekside Inn
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Truly one of a kind, located in the historic district of Jacksonville, a very short distance to downtown activities, Bri ...
From $289 per night (USD)VRBO
- From $179 per night (USD)
VRBO
Central Medford Family Retreat w\/ Large Yard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
If you're an outdoor enthusiast, wine connoisseur, or both, a Pacific Northwest getaway to the thriving Oregon city of M ...
From $179 per night (USD)VRBO
- From $75 per night (USD)
Expedia
Cheerful new 2 bedroom home in cul de sac Netflix
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
**Please note that this is new construction and the yard is not yet landscaped. Cute, brand new, 850 sq foot, 2 bedro ...
From $75 per night (USD)Expedia
- From $90 per night (USD)
VRBO
Large kitchen! Quiet Cul-de-sac!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious 1980's home located on a quiet cul-de-sac in the safe area of East Medford. Conveniently located near I-5 & Hwy ...
From $90 per night (USD)VRBO
- From $70 per night (USD)
Expedia
Full Kitchen-Washer\/Dryer- Near Downtown-Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Perfect almost downtown location! Stylish bottom floor guest house is walking distance to downtown, shopping, hospitals ...
From $70 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Downtown Historic 1930s Queen Anne
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This peaceful & elegant 4 bedroom 1936 Queen Anne home is walking to distance downtown where you will find restaurants, ...
From $150 per night (USD)VRBO
- From $175 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 $175 per night (USD)Expedia
- From $266 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 $266 per night (USD)VRBO
- From $309 per night (USD)
Expedia
Fawn Hill Estate- Craftsman House in Historic Jacksonville
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Gorgeous architectural design and beautiful Craftsman Northwest style home with all the upscale amenities. Extremely com ...
From $309 per night (USD)Expedia
- From $74 per night (USD)
VRBO
Chic & cozy 1 bedroom guest-house
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
-FOR VACATIONERS, PROFESSIONALS, OR SHORT-TERM STAYS Peaceful & fashionable guest house. Self-contained with 1 bedroom ...
From $74 per night (USD)VRBO
- From $74 per night (USD)
Expedia
Apartment close to downtown with parking and full kitchen.
- 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 $74 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Premier Downstairs Flat in Perfect Down Town Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is a beautiful new 3 bedroom flat with oak hardwoods floors, granite counters, and new appliances. There is a laund ...
From $266 per night (USD)VRBO
- From $64 per night (USD)
Expedia
Gorgeous 2 Room Luxury Apt., Separate Entrance with views 30 Day Minimum.\n\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
$1900/Month, 30 Day Minimum. Honeymooners! Beautiful 2 Room Apartment with Private Entrance, shares address but is not ...
From $64 per night (USD)Expedia
- From $235 per night (USD)
VRBO
Romantic & private cabin on Rogue River, 1 hr from Crater Lake
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled along the banks of the Rogue River, the Rogue River Lodge is one of the earliest known lodges built in the Upper ...
From $235 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Beautiful Southern Charm awaits your visit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Southern Charm is located in a quiet neighborhood , it has beautiful landscaping in the front and back yard, it has a ni ...
From $150 per night (USD)Expedia
- From $160 per night (USD)
VRBO
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)VRBO
- From $130 per night (USD)
Expedia
Beautiful, recently remodeled 2bed\/2bath condo available. Pets welcomed too!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Large open room to relax with your family or friends. Very quiet neighborhood and close to everything you need in town. ...
From $130 per night (USD)Expedia
- From $110 per night (USD)
VRBO
Valhalla Cabin in Nelson Meadows
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Secluded and remote, this 1 bedroom 1 bath cabin with a living room offers tranquility and solitude. 128 acres of woods ...
From $110 per night (USD)VRBO
- From $124 per night (USD)
Expedia
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Elizabeth’s Cottage is a 2 bedroom, 1 bath home set back with a view of both city lights in the distance, and rolling hi ...
From $124 per night (USD)Expedia
- 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 $150 per night (USD)
Expedia
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)Expedia