Search Your Destination Now!

Jackson Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Update Results Reset Dates
Filter

Results: 388 Rentals

  • 1 bedroom with king-size bed and one bathroom and Murphy Bed in the living room.
    From $310 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 $310 per night (USD)

    VRBO

    Details
  • Cozy private family ranch cottage! Vineyards, Britt Festival and Applegate Lake!
    From $139 per night (USD)

    Expedia

    Cozy private family ranch cottage! Vineyards, Britt Festival and Applegate Lake!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Guches Ranch! Nestled on a picturesque ranch established in 1964 by the Guches family is a vast expanse of lu ...

    From $139 per night (USD)

    Expedia

    Details
  • Charming 2-bedroom riverfront cottage! Enjoy a wood stove, W/D, and private hot tub overlooking the Rogue River. Perfect Gold Hill getaway for couples or a small family retreat.
    From $277 per night (USD)

    VRBO

    Charming 2-bedroom riverfront cottage! Enjoy a wood stove, W/D, and private hot tub overlooking the Rogue River. Perfect Gold Hill getaway for couples or a small family retreat.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Charming 2-Bedroom Cottage on the Rogue River Perfect Getaway with River Access - Fish right from the shore and enjoy s ...

    From $277 per night (USD)

    VRBO

    Details
  • Newly renovated studio with farm and mountain view’s! 5 minutes to Jacksonville.
    From $167 per night (USD)

    Expedia

    Newly renovated studio with farm and mountain view’s! 5 minutes to Jacksonville.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    A cozy and pet friendly space perfectly located between downtown Medford and Jacksonville wine country. In a quiet and s ...

    From $167 per night (USD)

    Expedia

    Details
  • Spacious home with pool nestled in the foothills of RoxyAnn.
    From $369 per night (USD)

    VRBO

    Spacious home with pool nestled in the foothills of RoxyAnn.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This single-story home nestled in the foohills of RoxyAnn is the perfect hideaway for a weekend of entertainment or exte ...

    From $369 per night (USD)

    VRBO

    Details
  • Beautiful Clean and Modern Home In Medford.
    From $455 per night (USD)

    Expedia

    Beautiful Clean and Modern Home In Medford.

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    12

    Relax with the whole family at this peaceful place to stay. This new home is ready for you to enjoy, close to airport, s ...

    From $455 per night (USD)

    Expedia

    Details
  • Upscale Golf Community + 2Kings & 1Qu+ Hot-tub+by hospitals, restaurants, dining
    From $749 per night (USD)

    VRBO

    Upscale Golf Community + 2Kings & 1Qu+ Hot-tub+by hospitals, restaurants, dining

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to The Sweetspot~ a 5 Star vacation home, in Fairway Estates, a golf community located near Rogue Valley Country ...

    From $749 per night (USD)

    VRBO

    Details
  • \Sweet little Garden Studio”
    From $153 per night (USD)

    VRBO

    \"Sweet little Garden Studio”

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    0

    Quiet, Clean, Studio. NewerTuft and Needle full size memory foam bed, kitchenette, Hi speed wireless, TV with netflicks, ...

    From $153 per night (USD)

    VRBO

    Details
  • Off-grid container home on 6 private acres, outdoor soaking tubs and plunge pool
    From $243 per night (USD)

    VRBO

    Off-grid container home on 6 private acres, outdoor soaking tubs and plunge pool

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    A unique off grid experience awaits you at our eco-friendly solar powered container home on 6 secluded acres. The home s ...

    From $243 per night (USD)

    VRBO

    Details
  • Cozy retreat on 3 acres near Lost Creek Lake. Pet Friendly
    From $359 per night (USD)

    Expedia

    Cozy retreat on 3 acres near Lost Creek Lake. Pet Friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    12

    Relax with the whole family at this peaceful place to stay just minutes from Lost Creek lake. This property sits on just ...

    From $359 per night (USD)

    Expedia

    Details
  • Family & Dog Friendly-LG Kitchen-Gazebo &Fire Pit-
    From $444 per night (USD)

    VRBO

    Family & Dog Friendly-LG Kitchen-Gazebo &Fire Pit-

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Spacious 4-bedroom, 3-bath getaway, tucked in an older, safe, quiet, family-friendly cul-de-sac, this spacious home is ...

    From $444 per night (USD)

    VRBO

    Details
  • Private and quiet luxury studio suite on three acres overlooking Ashland.
    From $134 per night (USD)

    VRBO

    Private and quiet luxury studio suite on three acres overlooking Ashland.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located on three acres overlooking Ashland, yet just minutes away from everything Ashland has to offer, this private lux ...

    From $134 per night (USD)

    VRBO

    Details
  • Lakeside Log Cabin Escape
    From $401 per night (USD)

    VRBO

    Lakeside Log Cabin Escape

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The tranquility and delights of nature in luxury accommodations. Experience a night of unparalleled star gazing, wake up ...

    From $401 per night (USD)

    VRBO

    Details
  • Hanna`s House | Downtown Retreat, Steps to OSF
    From $302 per night (USD)

    Expedia

    Hanna`s House | Downtown Retreat, Steps to OSF

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to Hanna’s House, your cozy downtown Ashland retreat just one block from the Oregon Shakespeare Festival, dining ...

    From $302 per night (USD)

    Expedia

    Details
  • Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
    From $204 per night (USD)

    VRBO

    Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    4

    This studio is the perfect stop on your way to the many lakes, and outdoor activities. With two queen-sized, tufted and ...

    From $204 per night (USD)

    VRBO

    Details
  • Charming house two blocks from downtown Ashland
    From $399 per night (USD)

    Expedia

    Charming house two blocks from downtown Ashland

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The Serendipity House is a comfortably stylish escape in the heart of Ashland. Our newly remodeled home has all the comf ...

    From $399 per night (USD)

    Expedia

    Details
  • Mountainside Chateau spectacular views and sunsets. 15 min to downtown Ashland!
    From $830 per night (USD)

    VRBO

    Mountainside Chateau spectacular views and sunsets. 15 min to downtown Ashland!

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to our stunning 5-bedroom vacation home in Ashland! Nestled in the heart of Southern Oregon, this property offer ...

    From $830 per night (USD)

    VRBO

    Details
  • Red Barn in Wine Country
    From $342 per night (USD)

    Expedia

    Red Barn in Wine Country

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Brand new luxury barn with a rustic feel on Red Barn Farm in Southern Oregon Wine Country. Our five-acre micro-farm is l ...

    From $342 per night (USD)

    Expedia

    Details
  • The Victorian Secret - Just Steps to Theaters, Plaza, Restaurants & Park. ENJOY!
    From $503 per night (USD)

    VRBO

    The Victorian Secret - Just Steps to Theaters, Plaza, Restaurants & Park. ENJOY!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Click the Video Tab above and take a video virtual tour. Book and enjoy the whole house for yourselves! Perfect locati ...

    From $503 per night (USD)

    VRBO

    Details
  • Alley-By Loft: Smack Dab in the Middle of Ashland!  Steps from Theaters & Lithia
    From $701 per night (USD)

    Expedia

    Alley-By Loft: Smack Dab in the Middle of Ashland! Steps from Theaters & Lithia

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    This stylish space is centrally located in the heart of downtown Ashland. Enjoy this modern home with a stunning roof-t ...

    From $701 per night (USD)

    Expedia

    Details
  • Lovely 2 bdrm, 2 bath, backyard, garage & parking
    From $97 per night (USD)

    VRBO

    Lovely 2 bdrm, 2 bath, backyard, garage & parking

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    About this space 2 bedroom, 2 full bath, fenced secured landscaped private back yard, single car garage, and 3 parking s ...

    From $97 per night (USD)

    VRBO

    Details
  • Cozy European Cottage 2 bd + 1 bath
    From $270 per night (USD)

    Expedia

    Cozy European Cottage 2 bd + 1 bath

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Discover the charm of Ashland from this beautifully appointed 2-bedroom, 1-bath Additional Dwelling Unit—a private haven ...

    From $270 per night (USD)

    Expedia

    Details
  • Townhouse 2 bed 2 bath fenced backyard garage park
    From $107 per night (USD)

    VRBO

    Townhouse 2 bed 2 bath fenced backyard garage park

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    About this space This is an elegant, modern townhome in a very safe, quiet, clean family community in a neighborhood of ...

    From $107 per night (USD)

    VRBO

    Details
  • Townhome 2 bed, 2 bath, fenced backyard & garage
    Click For Pricing

    Expedia

    Townhome 2 bed, 2 bath, fenced backyard & garage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    About this space Pretty Primrose in Central Point Oregon is a beautiful modern townhouse. 2 full bedroom, 2 full bath, s ...

    Click For Pricing

    Expedia

    Details
  • Gorgeous Southern Oregon Casual Organic Modern Townhome
    From $71 per night (USD)

    VRBO

    Gorgeous Southern Oregon Casual Organic Modern Townhome

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to your home away from home! This spacious 2-bedroom, 1.5-bath townhouse offers 1,450 sqft of stylish comfort in ...

    From $71 per night (USD)

    VRBO

    Details
  • Discover Medford charm near Hospital, park, shopping, recreation 2 bdrm & bath
    From $86 per night (USD)

    Expedia

    Discover Medford charm near Hospital, park, shopping, recreation 2 bdrm & bath

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    In the center of Medford lies a cozy two-bedroom house that provides a peaceful escape for your upcoming trip. As you st ...

    From $86 per night (USD)

    Expedia

    Details
  • The Wolf House: Entire house near Jacksonville
    From $324 per night (USD)

    VRBO

    The Wolf House: Entire house near Jacksonville

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Your family will be close to everything when you stay at this centrally-located place. With beautiful farm views and a g ...

    From $324 per night (USD)

    VRBO

    Details
  • Getaway in Nature Preserve
    From $204 per night (USD)

    VRBO

    Getaway in Nature Preserve

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    >>> PLEASE NOTE THAT WE HAVE A THREE (3) NIGHT MAXIMUM NIGHT STAY ON OUR PROPERTY! <<< Beautiful custom yurt set on a 8 ...

    From $204 per night (USD)

    VRBO

    Details
  • Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.
    From $216 per night (USD)

    VRBO

    Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    Siskiyou Mountain Place vacation rental, located southeast of Ashland, is a casual luxury retreat comprising an entire 1 ...

    From $216 per night (USD)

    VRBO

    Details
  • Luxury Ashland Mountain Escape: Pool, Hot Tub
    From $862 per night (USD)

    Expedia

    Luxury Ashland Mountain Escape: Pool, Hot Tub

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    12

    Summary: Live the Southern Oregon paradise life at the Jefferson Estate — a fabulously appointed home on 8 acres, perfe ...

    From $862 per night (USD)

    Expedia

    Details
  • Stay in luxury, minutes from the Lake, perfect for entertaining.
    From $346 per night (USD)

    VRBO

    Stay in luxury, minutes from the Lake, perfect for entertaining.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Forget your worries in this spacious and serene space. The master bedroom feels like a private wing with sitting area, g ...

    From $346 per night (USD)

    VRBO

    Details
  • Beautiful little place. Walk to town and theaters!
    From $337 per night (USD)

    VRBO

    Beautiful little place. Walk to town and theaters!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Nice things come in small packages! While this home is small it is delightfully eloquent. Sparkling clean with a moder ...

    From $337 per night (USD)

    VRBO

    Details
  • Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.
    From $149 per night (USD)

    VRBO

    Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Forget your worries in this comfy and cozy home. Whether coming to explore Oregon in all of its beauty or to relax and ...

    From $149 per night (USD)

    VRBO

    Details
  • Wine Country • Hot Tub • Near Jacksonville King Bed
    From $232 per night (USD)

    Expedia

    Wine Country • Hot Tub • Near Jacksonville King Bed

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Modern Guesthouse | Hot Tub | Near Wineries • Bright 750 sq ft guesthouse w/ private entry • king Bed bedroom + Quee ...

    From $232 per night (USD)

    Expedia

    Details
  • Talent Cottage- 2 King beds, 2 bath with garage!
    From $319 per night (USD)

    VRBO

    Talent Cottage- 2 King beds, 2 bath with garage!

    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 $319 per night (USD)

    VRBO

    Details
  • Chateau Herbe ~ Oberon Suite w/ Kitchen
    From $226 per night (USD)

    Expedia

    Chateau Herbe ~ Oberon Suite w/ Kitchen

    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 $226 per night (USD)

    Expedia

    Details
  • New - Down By The Rogue River - With Fire Pit
    From $339 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 $339 per night (USD)

    VRBO

    Details
  • Historic Dunn Ranch Ashland Oregon. Sleeps 12 to 14 Great for large groups.
    From $1189 per night (USD)

    Expedia

    Historic Dunn Ranch Ashland Oregon. Sleeps 12 to 14 Great for large groups.

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    14

    Driving through the front gates you will find this Gorgeous and Stunning, completely refurbished, updated farmhouse orig ...

    From $1189 per night (USD)

    Expedia

    Details
  • Spacious Family Home w/Hot Tub! Medford, OR
    From $377 per night (USD)

    VRBO

    Spacious Family Home w/Hot Tub! Medford, OR

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Escape to your ultimate Medford retreat! A spacious & comfy 4 BR, 2 bath rambler w/large outdoor BBQ area, hot tub, fire ...

    From $377 per night (USD)

    VRBO

    Details
  • Historic Farm Estate | Fairytale Haven | Ashland
    From $676 per night (USD)

    Expedia

    Historic Farm Estate | Fairytale Haven | Ashland

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    16

    This beautifully renovated turn-of-the-century farmhouse in Phoenix, Oregon, sleeps 16+ with 6 bedrooms and 4 bathrooms. ...

    From $676 per night (USD)

    Expedia

    Details
  • NEW Modern Luxury Downtown Talent - The Millie Haus
    From $347 per night (USD)

    VRBO

    NEW Modern Luxury Downtown Talent - The Millie Haus

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    The newly built modern Millie Haus has everything you need located just a block away from downtown Talent and nestled pe ...

    From $347 per night (USD)

    VRBO

    Details
  • Hilltop Hideaway~Brand New~5 min to Downtown~BBQ~Firepit~Amazing Views
    From $285 per night (USD)

    Expedia

    Hilltop Hideaway~Brand New~5 min to Downtown~BBQ~Firepit~Amazing Views

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Take a break and unwind at this peaceful oasis. You have the best viewpoint in Jacksonville at the top of Jacksonville H ...

    From $285 per night (USD)

    Expedia

    Details
  • Hiking Trail On-Site: Mtn-View Eagle Point Retreat
    From $172 per night (USD)

    VRBO

    Hiking Trail On-Site: Mtn-View Eagle Point Retreat

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Endless Streaming w/ Smart TV | Fireside Relaxation | 18 Mi to Oregon Hills Park Set in the foothills of the Cascade Mou ...

    From $172 per night (USD)

    VRBO

    Details
  • Mountain creekside retreat Unit B
    From $239 per night (USD)

    VRBO

    Mountain creekside retreat Unit B

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Relax and take in nature surrounding this historic property creekside. Take a dip in the pool or the creek in the swimmi ...

    From $239 per night (USD)

    VRBO

    Details
  • Cozy 2B/2B brand new oasis close to everything in Shady Cove!
    From $324 per night (USD)

    VRBO

    Cozy 2B/2B brand new oasis close to everything in Shady Cove!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to your perfect getaway in the quaint town of Shady Cove, Oregon! Nestled among the tranquil scenery of the Rogu ...

    From $324 per night (USD)

    VRBO

    Details
  • Private suite in  Historic Jacksonville's I930's Log home for one person.
    Click For Pricing

    VRBO

    Private suite in Historic Jacksonville's I930's Log home for one person.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    1

    You are in the heart of Historic Jacksonville, 6 minute walk to downtown shops, wine tasting, restaurants and pubs. Get ...

    Click For Pricing

    VRBO

    Details
  • The Carriage House: One bedroom w/kitchen & full bath.
    From $334 per night (USD)

    VRBO

    The Carriage House: One bedroom w/kitchen & full bath.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This historic little guest house boasts an incredible location for wine tasting and gorgeous views. Located adjacent to ...

    From $334 per night (USD)

    VRBO

    Details
  • Medford Vacation Rental w/ En-Suite Bathrooms!
    From $331 per night (USD)

    Expedia

    Medford Vacation Rental w/ En-Suite Bathrooms!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Experience the peace and tranquility of Oregon at this well-appointed vacation rental in Medford! Perfect for your group ...

    From $331 per night (USD)

    Expedia

    Details
  • Paschal Winery
    From $413 per night (USD)

    VRBO

    Paschal Winery

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    <p>While you're here, you can enjoy all the comforts of home and more, including an outdoor hot tub and a hydromassage s ...

    From $413 per night (USD)

    VRBO

    Details
  • Cowgirl Craftsman - Private King Suite Upstairs -  Historic Downtown J'ville
    From $219 per night (USD)

    Expedia

    Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Get cozy and relax in this well appointed Cowgirl King Suite. Morning coffee on the porch and afternoon cocktails. Wal ...

    From $219 per night (USD)

    Expedia

    Details
  • Upstairs 4 Bedroom Applegate Valley
    From $325 per night (USD)

    VRBO

    Upstairs 4 Bedroom Applegate Valley

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    10

    This unique space was built in the 50's and was designed to house the family above the business. It sits atop Sweets n E ...

    From $325 per night (USD)

    VRBO

    Details
  • Sweet Rose Cottage
    From $481 per night (USD)

    Expedia

    Sweet Rose Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This beautifully designed 1800 sq/ft cottage at Sweet Rose Farm offers rare seclusion and privacy located very close to ...

    From $481 per night (USD)

    Expedia

    Details
  • Nightly or short term rental in Medford.
    From $281 per night (USD)

    VRBO

    Nightly or short term rental in Medford.

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    6

    This home offers a warm and inviting atmosphere with plenty of natural light throughout. The open living area is perfect ...

    From $281 per night (USD)

    VRBO

    Details
  • 1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer
    From $273 per night (USD)

    Expedia

    1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Nestled in Medford, this delightful house offers 2 bedrooms with a king and queen bed, 2 bathrooms with a bathtub and bi ...

    From $273 per night (USD)

    Expedia

    Details
  • Charming 2-bedroom bed & breakfast in Eagle Point with AC, WiFi
    From $292 per night (USD)

    VRBO

    Charming 2-bedroom bed & breakfast in Eagle Point with AC, WiFi

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This Eagle Point bed & breakfast boasts 2 inviting bedrooms with 2 queen beds. The adorable decor and cozy atmosphere ma ...

    From $292 per night (USD)

    VRBO

    Details
  • Beautiful & Comfortable Home in Central Point
    From $359 per night (USD)

    Expedia

    Beautiful & Comfortable Home in Central Point

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    *****NEWLY INSTALLED WASHER & DRYER***** Your family will be close to everything when you stay at this centrally-located ...

    From $359 per night (USD)

    Expedia

    Details
  • Entertainment Home on Golf Course - Hot Tub /Pool
    From $555 per night (USD)

    VRBO

    Entertainment Home on Golf Course - Hot Tub /Pool

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Fantastic single-level home with stunning golf course views. The resort-style backyard features a heated pool, hot tub, ...

    From $555 per night (USD)

    VRBO

    Details
  • 11 Mi to Cathedral Hills: Home w/ Wooded Views!
    From $192 per night (USD)

    Expedia

    11 Mi to Cathedral Hills: Home w/ Wooded Views!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Peaceful Wooded Setting | Private Yard | 15 Mi to Downtown Enjoy a memorable Oregon retreat at this 2-bed, 2-bath Grant ...

    From $192 per night (USD)

    Expedia

    Details
  • RoxyAnn Modern: spacious open floorplan, extended stay, luxury townhome!
    From $142 per night (USD)

    VRBO

    RoxyAnn Modern: spacious open floorplan, extended stay, luxury townhome!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    RoxyAnn Modern Enjoy the beautiful views of RoxyAnn Peak and luxury living in this cozy, newly remodeled townhouse. Rela ...

    From $142 per night (USD)

    VRBO

    Details
  • Gorgeous Lakeside BarnHOUSE + SAUNA!
    From $392 per night (USD)

    Expedia

    Gorgeous Lakeside BarnHOUSE + SAUNA!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    12

    Luxuriate in nature at your own elegant barn house *plus sauna.* You get the entire home and parking, all across the st ...

    From $392 per night (USD)

    Expedia

    Details
  • Chic & Cozy 1 bedroom guest-house in the heart of Medford
    From $181 per night (USD)

    VRBO

    Chic & Cozy 1 bedroom guest-house in the heart of Medford

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Peaceful & fashionable guest house. Self-contained with 1 Queen Bed, walk-in shower, washer/dryer, closet space, full ki ...

    From $181 per night (USD)

    VRBO

    Details
  • Swank Boutique Suites | King Suite | DT Ashland
    From $203 per night (USD)

    Expedia

    Swank Boutique Suites | King Suite | DT Ashland

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Swank Boutique Suites | King Suite | DT Ashland Experience detailed hospitality and plush amenities while e ...

    From $203 per night (USD)

    Expedia

    Details
  • The Matriarch| Suite 3 | Pet friendly
    From $203 per night (USD)

    VRBO

    The Matriarch| Suite 3 | Pet friendly

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Everything you need for the perfect Ashland getaway. Steps to award winning restaurants, theatre and plenty of ...

    From $203 per night (USD)

    VRBO

    Details
  • Swank Suites | Step Free King - Pet Friendly
    From $226 per night (USD)

    Expedia

    Swank Suites | Step Free King - Pet Friendly

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: MOUNTAINS, THEATRE, WINE TIME STEPS TO ALL ASHLAND HAS TO OFFER. STAY AND PLAY AT SWANK HOUSE SUITES. 🔹 ...

    From $226 per night (USD)

    Expedia

    Details
  • Swank Suites | King with Lux Tub
    From $192 per night (USD)

    VRBO

    Swank Suites | King with Lux Tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Swank Boutique Suites | King Suite with Soaking Tub | Downtown Ashland Experience detailed hospitality and pl ...

    From $192 per night (USD)

    VRBO

    Details
  • Swank Suites- Top Floor + Private Patio
    From $205 per night (USD)

    Expedia

    Swank Suites- Top Floor + Private Patio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Our PREMIER King Suite featuring large jetted tub to relax and unwind. WE ARE STEPS TO ALL ASHLAND HAS TO OFF ...

    From $205 per night (USD)

    Expedia

    Details
  • Swank Suites | King with Lux Tub
    From $192 per night (USD)

    VRBO

    Swank Suites | King with Lux Tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Swank Boutique Suites | King Suite with Soaking Tub | Downtown Ashland Experience detailed hospitality and pl ...

    From $192 per night (USD)

    VRBO

    Details
  • Swank Suites | King with Lux Tub
    From $192 per night (USD)

    Expedia

    Swank Suites | King with Lux Tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Swank Boutique Suites | King Suite with Soaking Tub | Downtown Ashland Experience detailed hospitality and pl ...

    From $192 per night (USD)

    Expedia

    Details
  • Swank Suites + Private Porch Patio
    From $202 per night (USD)

    VRBO

    Swank Suites + Private Porch Patio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Our PREMIER King Suite featuring large jetted tub to relax and unwind. WE ARE STEPS TO ALL ASHLAND HAS TO OFF ...

    From $202 per night (USD)

    VRBO

    Details
  • Updated historical cottage steps from the Rogue River, bars and restaurants!
    From $209 per night (USD)

    VRBO

    Updated historical cottage steps from the Rogue River, bars and restaurants!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Nestled in the heart of Gold Hill, this historical, but modern cottage is a fantastic retreat for guests. Easy access to ...

    From $209 per night (USD)

    VRBO

    Details
  • Family Friendly Great Location Inviting and Comfortable Lovely Clean Home
    From $335 per night (USD)

    VRBO

    Family Friendly Great Location Inviting and Comfortable Lovely Clean Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Located in lovely Central Point, you'll feel at home in this comfortable and inviting 3-bedroom house in a quiet neighbo ...

    From $335 per night (USD)

    VRBO

    Details
  • Beautifully Renovated Sleeps up to 8 in East Medford
    From $435 per night (USD)

    Expedia

    Beautifully Renovated Sleeps up to 8 in East Medford

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Beautiful fully fenced home, renovated in 2024. The moment you enter this spacious 3 bedroom, 2.5 bathroom, fully furnis ...

    From $435 per night (USD)

    Expedia

    Details
  • The Garden Hideaway! East Medford, close to hospital, shopping and restaurants.
    From $249 per night (USD)

    VRBO

    The Garden Hideaway! East Medford, close to hospital, shopping and restaurants.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This 2-bedroom cozy house is perfect for your escape to Medford. Enjoy the relaxing atmosphere of this serene property, ...

    From $249 per night (USD)

    VRBO

    Details
  • Hot tub | Sauna |Firepit |Sleeps 6!
    From $476 per night (USD)

    Expedia

    Hot tub | Sauna |Firepit |Sleeps 6!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    This modern home features a brand-new hot tub, sauna, outdoor fire pit, grill, and an outdoor shower. Enjoy a gourmet ki ...

    From $476 per night (USD)

    Expedia

    Details
  • Escape to Manor Hill Haven! Accessible 2BR retreat with hot tub, modern comfort & mountain views. Perfect for families, couples & business travelers.
    From $316 per night (USD)

    VRBO

    Escape to Manor Hill Haven! Accessible 2BR retreat with hot tub, modern comfort & mountain views. Perfect for families, couples & business travelers.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This single level 2-bedroom, 2-bathroom home is ideal for families, couples, or business travelers and has accessible f ...

    From $316 per night (USD)

    VRBO

    Details
  • Charming 2-bedroom house with WiFi and AC in lovely Medford
    From $212 per night (USD)

    VRBO

    Charming 2-bedroom house with WiFi and AC in lovely Medford

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Stay comfortably in Medford at this 2-bedroom house. Relax in the peaceful atmosphere of this excellent property featuri ...

    From $212 per night (USD)

    VRBO

    Details
  • Beautiful New Studio in the Hills of Ashland
    Click For Pricing

    VRBO

    Beautiful New Studio in the Hills of Ashland

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    1

    Unwind in Ashland in this beautifully designed new studio. This cozy space is perfect for solo travelers looking for a p ...

    Click For Pricing

    VRBO

    Details
  • Peaceful Retreat on the Rogue River
    From $263 per night (USD)

    VRBO

    Peaceful Retreat on the Rogue River

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    10

    As you pull in to your retreat, this property has a long beautiful driveway with a roundabout. There are massive majest ...

    From $263 per night (USD)

    VRBO

    Details
  • Beautiful Loft Apartment w/Views in Medford, OR!
    From $219 per night (USD)

    VRBO

    Beautiful Loft Apartment w/Views in Medford, OR!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Discover the charm of Medford from our spacious 2BR, 1-bath loft apartment w/views! Explore nearby dining options, bouti ...

    From $219 per night (USD)

    VRBO

    Details
  • Cabin #17 at Hyatt Lake Resort
    From $256 per night (USD)

    Expedia

    Cabin #17 at Hyatt Lake Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Relax with the whole family at this peaceful place to stay. One of our two person cabins, with a private single bedroom. ...

    From $256 per night (USD)

    Expedia

    Details
  • Cabin #19 at Hyatt Lake Resort
    From $321 per night (USD)

    VRBO

    Cabin #19 at Hyatt Lake Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Relax with the whole family at this peaceful place to stay. One of our larger cabins, with a loft and an add on living r ...

    From $321 per night (USD)

    VRBO

    Details
  • Cabin #5 at Hyatt Lake Resort
    From $290 per night (USD)

    Expedia

    Cabin #5 at Hyatt Lake Resort

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Relax at this wonderfully peaceful place. One of our two person cabins, with a private single bedroom. This cabin is sit ...

    From $290 per night (USD)

    Expedia

    Details
  • Cabin #2 at Hyatt Lake Resort
    From $262 per night (USD)

    VRBO

    Cabin #2 at Hyatt Lake Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Relax at this wonderfully peaceful place. One of our two person cabins, with a private single bedroom. This cabin is sit ...

    From $262 per night (USD)

    VRBO

    Details
  • Cabin #23 at Hyatt Lake Resort
    From $301 per night (USD)

    Expedia

    Cabin #23 at Hyatt Lake Resort

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Relax with the whole family at this peaceful place to stay. One of our mid-sized cabins, with a loft above. This cabin b ...

    From $301 per night (USD)

    Expedia

    Details
  • Cabin #18 at Hyatt Lake Resort
    From $280 per night (USD)

    VRBO

    Cabin #18 at Hyatt Lake Resort

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Relax with the whole family at this peaceful place to stay. One of our mid-sized cabins, with a loft above. This cabin h ...

    From $280 per night (USD)

    VRBO

    Details
  • Cabin #24 at Hyatt Lake Resort
    From $325 per night (USD)

    Expedia

    Cabin #24 at Hyatt Lake Resort

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Relax with the whole family at this peaceful place to stay. One of our larger cabins, with a loft and an add on living r ...

    From $325 per night (USD)

    Expedia

    Details
  • Cabin #15 at Hyatt Lake Resort
    From $317 per night (USD)

    VRBO

    Cabin #15 at Hyatt Lake Resort

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Relax with the whole family at this peaceful place to stay. One of our larger cabins, with a loft and an add on living r ...

    From $317 per night (USD)

    VRBO

    Details
  • Cabin #20 at Hyatt Lake Resort
    From $303 per night (USD)

    Expedia

    Cabin #20 at Hyatt Lake Resort

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Relax with the whole family at this peaceful place to stay. One of our mid-sized cabins, with a loft above. This cabin h ...

    From $303 per night (USD)

    Expedia

    Details
  • Cabin #25 at Hyatt Lake Resort
    From $306 per night (USD)

    VRBO

    Cabin #25 at Hyatt Lake Resort

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Relax with the whole family at this peaceful place to stay. One of our larger cabins, with a loft and an add on living r ...

    From $306 per night (USD)

    VRBO

    Details
  • Cabin #14 at Hyatt Lake Resort
    From $324 per night (USD)

    Expedia

    Cabin #14 at Hyatt Lake Resort

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Relax with the whole family at this peaceful place to stay. One of our larger cabins, with a loft and an add on living r ...

    From $324 per night (USD)

    Expedia

    Details
  • Cabin #11 at Hyatt Lake Resort
    From $263 per night (USD)

    VRBO

    Cabin #11 at Hyatt Lake Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Relax at this peaceful private getaway. One of our two person cabins, with a private single bedroom and a king sized bed ...

    From $263 per night (USD)

    VRBO

    Details
  • Cabin #7 at Hyatt Lake Resort
    From $311 per night (USD)

    Expedia

    Cabin #7 at Hyatt Lake Resort

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Relax with the whole family at this peaceful place to stay. One of our mid-sized cabins, with a loft above. This cabin b ...

    From $311 per night (USD)

    Expedia

    Details
  • Cabin #4 at Hyatt Lake Resort
    From $258 per night (USD)

    VRBO

    Cabin #4 at Hyatt Lake Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Relax at this wonderfully peaceful place to stay. One of our two person cabins, with a private single bedroom. This cabi ...

    From $258 per night (USD)

    VRBO

    Details
  • Callahan's House
    From $294 per night (USD)

    VRBO

    Callahan's House

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    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 $294 per night (USD)

    VRBO

    Details
  • Victoria Cellars. Cozy 1-brm apt. in amazing Medford. WiFi, AC, Secluded.
    From $172 per night (USD)

    VRBO

    Victoria Cellars. Cozy 1-brm apt. in amazing Medford. WiFi, AC, Secluded.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    This fabulous apartment in Medford is perfect for your escape. With a cozy bedroom and a tranquil living room featuring ...

    From $172 per night (USD)

    VRBO

    Details
  • The Bird House.Completely updated 4-bedroom country home in Talent. Pet-friendly
    From $471 per night (USD)

    VRBO

    The Bird House.Completely updated 4-bedroom country home in Talent. Pet-friendly

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Nestled in the Wagner Creek Valley above Talent, this delightful house offers 4 cozy bedrooms - 2 king beds, 1 queen bed ...

    From $471 per night (USD)

    VRBO

    Details
  • ABBOTT'S COTTAGES- Cardinal cottage. 1 bedroom/1 bath, short walk to downtown!
    From $205 per night (USD)

    VRBO

    ABBOTT'S COTTAGES- Cardinal cottage. 1 bedroom/1 bath, short walk to downtown!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy breakfast with the hummingbirds on the redwood deck surrounded by wisteria and trumpet vines. This bright and chee ...

    From $205 per night (USD)

    VRBO

    Details
  • Beautiful new cabin in the heart of Southern Oregon Wine country. Land of FUN!
    From $169 per night (USD)

    VRBO

    Beautiful new cabin in the heart of Southern Oregon Wine country. Land of FUN!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This Applegate cabin boasts 1 inviting bedroom. The cozy living room with 1 sofa beds is perfect for relaxing after a da ...

    From $169 per night (USD)

    VRBO

    Details
  • ABBOTT'S COTTAGES - Falcon. 2 bedroom/2 bath within walking distance to downtown
    From $283 per night (USD)

    VRBO

    ABBOTT'S COTTAGES - Falcon. 2 bedroom/2 bath within walking distance to downtown

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Light and airy with French doors, Spanish tile floors and plenty of windows, this spacious cottage provides a refreshing ...

    From $283 per night (USD)

    VRBO

    Details
  • Abbott's Cottages- The Heron. One bedroom cottage just two blocks to downtown
    From $290 per night (USD)

    VRBO

    Abbott's Cottages- The Heron. One bedroom cottage just two blocks to downtown

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This cozy one bedroom Craftsman cottage sits in a garden setting along with art galleries and studios that are waiting t ...

    From $290 per night (USD)

    VRBO

    Details