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Results: 559 Rentals

  • Newly remodeled 3br-2ba  house on Historic Troon Estate Vineyard!
    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

    Details
  • La Bella Vista
    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

    Details
  • Private Queen Room w\/ Bathroom
    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

    Details
  • Adorable 1 bedroom cottage on the river.
    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 Pricing

    Expedia

    Details
  • Great, clean house in the middle of Medford
    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

    Details
  • New Home in SouthWest Neighborhood
    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

    Details
  • Ruch Refuge Hot Mineral Baths
    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

    Details
  • Cheerful location on golf course Ashalnd
    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

    Details
  • Squires Peak Escape  Amazing Views
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    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 Pricing

    Expedia

    Details
  • Country Living done right!
    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

    Details
  • A sweet home away from your home
    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

    Details
  • 🌻 Charming Cottage On Peaceful 5 Acres in the Mountains
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    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 Pricing

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    Details
  • Secluded Forest Log House 15 minutes to Ashland
    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

    Details
  • The Madrone House, Country Getaway with Panoramic Views
    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

    Details
  • ZZ ZANY ZOO II -  Townhome, with Carport & Garage
    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

    Details
  • Hyatt Lake Mountain Retreat
    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

    Details
  • 🐾 Cozy Modern Log Home with Amazing Backyard\/BBQ 3 bd 2 bth 🐾
    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

    Details
  • Updated 3BR Escape: Valley Views, Pet-Friendly
    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

    Details
  • Standish Cottage is Creekside
    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

    Details
  • Cozy Home w\/Yard - 3 Mi. to Downtown Medford!
    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

    Details
  • Ida's Cottage Jacksonville
    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

    Details
  • Inn on 5th Cottage Suite!
    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

    Details
  • Hyatt Praire Mountain Cabin
    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

    Details
  • Historic BF Dowell House
    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

    Details
  • 232-Duplex-Private Bathroom-Mountain View
    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

    Details
  • 230-Downstairs-Duplex-Private Bathroom-Mountain View
    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

    Details
  • East Main Downtown Bungalow
    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

    Details
  • Efficient, clean, pet-friendly 2 bed\/bath cottage
    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

    Details
  • Rogue River Escape - 19 acres on the Rogue River
    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

    Details
  • Rogue Valley Retreat in Medford, OR
    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

    Details
  • Fully equipped house on the river with a private fishing hole.
    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

    Details
  • Ashland's Mountain View Vacation Rental.
    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

    Details
  • Travelers House in the heart of wine country!
    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

    Details
  • Eco-Tiny House in SE Medford
    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

    Details
  • Beautiful Luxury Cottage. Walk To It All!
    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

    Details
  • Vacation Home in Beautiful Ashland (Ashland, OR)
    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

    Details
  • Britt Cottage  Perfect Location
    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

    Details
  • LOW WINTER RATES. \n
    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

    Details
  • Cheerful 3-Bedroom home in Central Point
    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

    Details
  • Stone's Throw Bungalow ~ Walk to Plays, Licensed\/Legal, Private Entrance, Garden
    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

    Details
  •  Cozy Tiny House! Small But Mighty ~ Comfy & Gorgeous Location
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    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 Pricing

    Expedia

    Details
  • Luxury Cottage in Jacksonville's Historic Core!
    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

    Details
  • Riverfront House with hot tub, game room and more!
    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

    Details
  • Kubli Haus - Suite #1 ~ Luxury, Style & Location, 1 block to Britt
    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

    Details
  • Applegate Riverside Retreat
    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

    Details
  • One Block To Theater, Park And Town -- Walk Everywhere!
    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

    Details
  • Hanna's House- Your Home Away from Home
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    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 Pricing

    Expedia

    Details
  • Charming Space Next to Everything, Walk Anywhere!
    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

    Details
  • Applegate Valley Home on Vineyard
    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

    Details
  • Jacksonville Place
    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 Pricing

    Expedia

    Details
  • Tranquil setting surrounded by panoramic mountain views, grazing horses
    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

    Details
  • Country Living at It's Finest
    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

    Details
  • Stunning hilltop house sleeps 8 in 5 Bedrooms, 3 Full Baths. 30 Day Minimum. \n\n
    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

    Details
  • Come relax, work & enjoy country air.  Beautiful winter has arrived!
    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

    Details
  • Winchester family home
    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

    Details
  • BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den  Near Theaters, Downtown
    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

    Details
  • Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
    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

    Details
  • BLOSSOM VIEW COTTAGES  -  Charming Home near OSF Plaza and Downtown
    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

    Details
  • The Ashland Cottage, walk to town
    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

    Details
  • The Maple Apartment at Tudor House Vacation Rentals
    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

    Details
  • The Dogwood Suite at Tudor House Vacation Rentals
    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

    Details
  • Shady Cove River House -Fly Fish, Raft, Hike or Just  Relax
    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

    Details
  • Gold Hill Cottage
    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

    Details
  • Ashland Cabin - 170 Acres w\/Mountain Views & Sauna
    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)

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    Details
  • Hot Tub w\/ River Views \/ Close to I-5 \/ Private Patio
    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)

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    Details
  • Downtown Ashland private cottage with garden patio
    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)

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    Details
  • Large Private Carriage-House Retreat with Amazing Views
    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)

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    Details
  • Custom Ashland Home with Fantastic Mountain Views
    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)

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    Details
  • Rogue River Guesthouse - River and Whitewater Views!
    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)

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    Details
  • Newly Remodeled Guest Suite with Private Deck Overlooking Forest and Waterfall
    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)

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    Details
  • Comfortable quiet 4-bedroom home in convenient location. Ample Parking.
    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)

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    Details
  • Restful River Retreat
    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)

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    Details
  • 🐻 Unique, Fully Loaded Tiny Home to Make Your Stay an Experience 🐻 “Baby Bear”
    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)

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    Details
  • 1907 Charmer, Perfect Downtown Location, So Clean!
    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)

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    Details
  • Quiet and peaceful cottage close to downtown
    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

    Details
  • 1910 Orchard Guest House~ Center of Wine Country
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    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 ...

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    Details
  • Eclectic 2 bedroom home near downtown
    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

    Details
  • Riverfront on the Rogue! Ideal Southern Oregon location.
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    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 ...

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    Details
  • Modern Tiny House in the Woods w\/Hot Tub
    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

    Details
  • Jacksonville Creekside Inn
    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

    Details
  • Central Medford Family Retreat w\/ Large Yard!
    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

    Details
  • Cheerful new 2 bedroom home in cul de sac Netflix
    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

    Details
  • Large kitchen!  Quiet Cul-de-sac!
    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

    Details
  • Full Kitchen-Washer\/Dryer- Near Downtown-Parking
    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)

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    Details
  • Downtown Historic 1930s Queen Anne
    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

    Details
  • Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
    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)

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    Details
  • Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
    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

    Details
  • Fawn Hill Estate- Craftsman House in Historic Jacksonville
    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

    Details
  • Chic & cozy 1 bedroom guest-house
    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

    Details
  • Apartment close to downtown with parking and full kitchen.
    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)

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    Details
  • Premier Downstairs Flat in Perfect Down Town Location
    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

    Details
  •  Gorgeous 2 Room Luxury Apt., Separate Entrance with views 30 Day Minimum.\n\n
    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

    Details
  • Romantic & private cabin on Rogue River, 1 hr from Crater Lake
    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

    Details
  • Beautiful Southern Charm awaits your visit
    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

    Details
  • Three bedroom with king beds, 2 & a half bathroom.  2146 square foot house.
    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

    Details
  • Beautiful, recently remodeled 2bed\/2bath condo available.  Pets welcomed too!
    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)

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    Details
  • Valhalla Cabin in Nelson Meadows
    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

    Details
  • Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
    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)

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    Details
  • The Red Dragon House
    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

    Details
  • Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
    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

    Details