Jackson Area Rentals
From $264 per night (USD)VRBO
Boutique 1 BR King Suite in historic Jacksonville. Walk to Britt Festival and wine tasting! Features a luxurious tub, comfortable king bed, and charming Inn details. Ideal for couples
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutiqu ...
From $264 per night (USD)VRBO
From $242 per night (USD)Expedia
Experience historic Jacksonville! This 1 BR Queen Guest Room offers boutique charm in the heart of wine country. Walk to the Britt Festival, Nespresso machine included. Ideal for a downtown escape for two.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutiqu ...
From $242 per night (USD)Expedia
From $203 per night (USD)VRBO
The Wolf House: Entire house near Jacksonville\n
- 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 $203 per night (USD)VRBO
From $268 per night (USD)Expedia
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 $268 per night (USD)Expedia
From $465 per night (USD)VRBO
Rogue River Retreat- tranquility + modern comfort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Forget your worries in this spacious and serene space. The Rogue River Retreat is sure to relax you in its pure, tranqui ...
From $465 per night (USD)VRBO
From $163 per night (USD)Expedia
Modern Guest House w/ Private Hot Tub, Loft & Fenced Yard near Jacksonville
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to Southern Comfort, a modern guest house designed for relaxation and convenience. This bright, peaceful 650 sq. ...
From $163 per night (USD)Expedia
From $219 per night (USD)VRBO
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 $219 per night (USD)VRBO
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
From $390 per night (USD)VRBO
Entertainment Home on Golf Course - Hot Tub /Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Fantastic single-level home with stunning golf course views. The resort-style backyard features a heated pool, hot tub, ...
From $390 per night (USD)VRBO
From $100 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 $100 per night (USD)VRBO
From $210 per night (USD)VRBO
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 $210 per night (USD)VRBO
From $261 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 $261 per night (USD)VRBO
From $140 per night (USD)VRBO
Ashland Garden Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Perfect for a romantic getaway or a peaceful retreat. Come experience the beauty and charm of Ashland in this cozy cott ...
From $140 per night (USD)VRBO
From $269 per night (USD)Expedia
4-bedroom house in lovely Medford with AC, Close to Rogue X, beautiful patio.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Consider this house your home away from home while you visit Medford. This terrific property boasts 4 bedrooms, includin ...
From $269 per night (USD)Expedia
From $300 per night (USD)VRBO
Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
We are delighted to share our family's second home with other Ashland-lovers and hope you find it to be a happy place f ...
From $300 per night (USD)VRBO
From $358 per night (USD)Expedia
4 Bedroom Home in the Heart of the Historic- Jacksonville, OR
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Nestled right in the heart of the historical district in Jacksonville, OR, This mid century modern retreat offers all th ...
From $358 per night (USD)Expedia
From $483 per night (USD)VRBO
Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Enchanted Escape at the Foot of Table Rock – Sleeps 8+ Discover a hidden gem tucked beneath the majestic Lower Table Roc ...
From $483 per night (USD)VRBO
From $170 per night (USD)Expedia
River Bend Cottage 1-bedroom Barndominium with Wildlife Abounding
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This brand new 1-bedroom cottage in Shady Cove is perfect for your escape. The cozy space features a lovely king bed and ...
From $170 per night (USD)Expedia
From $255 per night (USD)VRBO
Peaceful Forest Recreation Retreat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Relax and recreate with family and friends at this peaceful retreat in the woods. Built in 1940, this beautifully restor ...
From $255 per night (USD)VRBO
From $173 per night (USD)Expedia
Beautiful Log Home with City View!! 2 bedroom 2 bath home in the mountain woods.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for a quiet and serene place to stay, look no further! Our log home in the woods is a prefect choice to be away ...
From $173 per night (USD)Expedia
From $333 per night (USD)VRBO
Cottage on River's Edge
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
River frontage Cottage located just 15 miles from Historic Jacksonville, this lovely 3-bedroom cottage offers a king be ...
From $333 per night (USD)VRBO
From $562 per night (USD)Expedia
Grand ole House w/ Pool & Hottub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private entire home sleeping 6 guest with tons of parking ideal for families or business travel. Amenities included ...
From $562 per night (USD)Expedia
From $467 per night (USD)VRBO
Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & savor sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville, this retreat blends charm & convenience
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Wake to breathtaking sunrises over the rolling hills! Front sitting area and fire pit offer the perfect spot for mornin ...
From $467 per night (USD)VRBO
From $144 per night (USD)Expedia
Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars & savor sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville, this retreat blends charm & convenience
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
33 foot RV on 3/12 acre gated property, surrounded by rolling hills of vineyards and wine estates. Fruit trees, gardens, ...
From $144 per night (USD)Expedia
From $254 per night (USD)VRBO
Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & savor sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville, this retreat blends charm & convenience
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Wake to breathtaking sunrises over the rolling hills! Front sitting area and fire pit offer the perfect spot for mornin ...
From $254 per night (USD)VRBO
From $158 per night (USD)Expedia
Rosewood Studio by WanderLodges
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the *NEW* Rosewood Studio A cozy space just minutes from downtown, offering ultimate privacy with your o ...
From $158 per night (USD)Expedia
From $205 per night (USD)VRBO
East Medford Home Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in a charming cul-de-sac in E Medford, this beautiful home offers a relaxing atmosphere throughout and is suited ...
From $205 per night (USD)VRBO
From $231 per night (USD)Expedia
Owl Creek Cabin Mountain Getaway near Ashland, Oregon
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This property is a secluded mountain getaway in the Southern Cascades near Ashland Oregon. The cabin is stocked with dis ...
From $231 per night (USD)Expedia
From $487 per night (USD)VRBO
Private vineyard sanctuary for 6. Savor coffee at sunrise in the backyard oasis, soak in the hot tub under starry skies, and enjoy this elegant spacious retreat with mountain views, minutes from Historic Jacksonville and Applegate’s wine country.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tucked in a private valley at the base of Woodrat Mountain, Starry Oak is a 41-acre estate offering seclusion, sweeping ...
From $487 per night (USD)VRBO
From $510 per night (USD)Expedia
Railroad District, steps to downtown, everything you need to enjoy Ashland!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This delightful cottage in Ashland is a charming retreat for guests. With 2 cozy bedrooms featuring 2 queen beds and 1 t ...
From $510 per night (USD)Expedia
From $173 per night (USD)VRBO
Walk to Rogue X: Medford Family Home w/ Large Yard
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Near Water Park, Events & Sports | Covered Patio | Dog Friendly w/ Fee This Medford vacation rental your gateway to Sou ...
From $173 per night (USD)VRBO
From $288 per night (USD)Expedia
Whether you're here to explore the Rogue River, Crater Lake, or the Britt Festival, this location is the perfect home base for your Southern Oregon experience!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the perfect family-friendly retreat in Central Point, Oregon! This inviting 3-bedroom, 2-bathroom home offers a ...
From $288 per night (USD)Expedia
From $431 per night (USD)VRBO
Remodeled 3 BR/2.5 BA Retreat near Eagle Point. Includes main house and a private cottage. Group-friendly kitchen, famous waffle bar, hot tub, and electric fireplace. Great space for cooking and connecting.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy mountain views, a private hot tub, and room for the whole group at this remodeled rural retreat. Includes a 2BR/1. ...
From $431 per night (USD)VRBO
From $163 per night (USD)Expedia
Modern 1 BR Guest House in Central Point, OR. Your ideal Southern Oregon stopover! Features AC, full kitchen, W/D, and dedicated workspace. Quick and convenient access to I-5 and local attractions.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This stylish 1-bedroom, 1-bath guest house in Central Point, Oregon offers a 5-start hotel suite experience at a highway ...
From $163 per night (USD)Expedia
From $234 per night (USD)VRBO
Enchanting Getaway: Farmhouse and Tiny House Duo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Aparthotel in Jacksonville This aparthotel features a garden and free WiFi in public areas. This aparthotel has 2 apart ...
From $234 per night (USD)VRBO
From $312 per night (USD)Expedia
Medford Home and 2 Condos With Pool and Hot tub
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 20
Aparthotel in Medford This aparthotel features free WiFi in public areas. Each apartment offers bathrobes. Medford Hom ...
From $312 per night (USD)Expedia
From $156 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 $156 per night (USD)VRBO
From $207 per night (USD)Expedia
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 $207 per night (USD)Expedia
From $107 per night (USD)VRBO
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk. \n
- 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 $107 per night (USD)VRBO
From $314 per night (USD)Expedia
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Step into a piece of Ashland history at the Ohana House, a charming 1905 3-bedroom, 2-bath home just a 2 minute walk fro ...
From $314 per night (USD)Expedia
From $186 per night (USD)VRBO
Sage Ashland Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Quaint Cottage. Amazing location 1.5 blocks to Downtown Ashland. Outdoors Private courtyard enclosed with fence in front ...
From $186 per night (USD)VRBO
From $158 per night (USD)VRBO
Zen Loft with gorgeous views close to Ashland and Medford
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Zenith Farm welcomes you to a touch of Tuscany in Southern Oregon. You’ll enjoy privacy and breathtaking views of the Ro ...
From $158 per night (USD)VRBO
From $780 per night (USD)VRBO
Ashland Luxury: 4 King suites, pool & hot tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to our luxurious and tranquil retreat, featuring two stunning master bedrooms. One bedroom boasts a jetted tub i ...
From $780 per night (USD)VRBO
From $343 per night (USD)Expedia
Tastefully remodeled 3 bedroom 2 bath home with large private back yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Completely updated very comfortable 3 bedroom 2 bath home with two seperate living rooms in E Medford. Close to schools ...
From $343 per night (USD)Expedia
From $223 per night (USD)VRBO
A Cowslip's Belle Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<p>While you're here, you can enjoy all the comforts of home and more, including free WiFi and a coffee/tea maker, as we ...
From $223 per night (USD)VRBO
From $111 per night (USD)VRBO
Comfortable and Well Stocked-Central Location-2 blocks to Major Park
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Lotus Suite 1 is perfect for long or short stays and has a very well-equipped kitchenette unit for all of your cooking n ...
From $111 per night (USD)VRBO
From $214 per night (USD)VRBO
Studio Cottage On One Of The Top Ranked Steelhead Holes On The Upper Rogue
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Come and enjoy this studio cottage on one of the top ranked steelhead holes on the Upper Rogue. Excellent Fishing just s ...
From $214 per night (USD)VRBO
From $685 per night (USD)Expedia
Beautiful Timber Peg Estate
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Spectacular Timber Peg Estate with the most fabulous views hi-lite this custom Timber peg masterpiece. Vaulted ceilings ...
From $685 per night (USD)Expedia
From $288 per night (USD)VRBO
'RIVER HAVEN' is a serene riverside cabin on the Rogue River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our clean, rustic style cabin is a tranquil setting on the Rogue River, a perfect spot for bird watching ( Eagles, Ospre ...
From $288 per night (USD)VRBO
From $213 per night (USD)Expedia
Top Rated! Bring the kids, BIG backyard! Sleeps 12. Fast WIFI.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Modern millennial dream! Stunning , bright & modern home. If you’re looking for that Instagram worthy spot, look no furt ...
From $213 per night (USD)Expedia
From $216 per night (USD)VRBO
Brookdale Meadows sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Brookdale Meadows 3BR 2 Bath Home...Clean, Warm, and comfortable with Farmhouse Charm. Amenities galore including doubl ...
From $216 per night (USD)VRBO
From $203 per night (USD)Expedia
U1 - 2 King Beds - 1G Wi-Fi - Office - Beautiful Home!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book 30+ nights and receive a ★ FREE ★ $100 Gift Card to any Rogue Valley restaurant! Beautiful Rogue Valley listin ...
From $203 per night (USD)Expedia
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Riverfront Oregon Retreat w/Hot tub & Pool
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 12
This private, end of drive home sits on 10 acres of Rogue River water front property just 3 miles South of Lost Creek la ...
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From $214 per night (USD)Expedia
Riverfront Stunning Open Concept 3bdrm near outdoor activities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Breathe in the fresh air while basking in the warmth of natural sunlight throughout this riverfront home. Each room ha ...
From $214 per night (USD)Expedia
From $386 per night (USD)VRBO
Luxury Villa with King Beds, Game Room, Sleeps 11
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
This professionally designed spacious home sleeps up to 10 comfortably with six beds, 3,510 square feet, and multiple ar ...
From $386 per night (USD)VRBO
From $155 per night (USD)VRBO
Charming 2bed/2bath home with covered deck right on the beautiful Rogue River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This is our home away from home. You will find so many ways to enjoy your time here on the river. We love to sit on the ...
From $155 per night (USD)VRBO
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Beautiful cottage w/pool in bamboo forest!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Come enjoy a cute, quiet, cottage on the farm in beautiful southern oregon. Recently renovated 2 bedroom 1 bath close to ...
Click For PricingVRBO
Click For PricingExpedia
Rural Jacksonville Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cute newly remodeled guest cottage on quiet rural property less than 5 minutes from historic Jacksonville. Right in the ...
Click For PricingExpedia
From $124 per night (USD)VRBO
Hillcrest Nest
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Come relax at the cozy nest centrally located in a cute residential neighborhood. Conveniently located near Rogue Valley ...
From $124 per night (USD)VRBO
From $198 per night (USD)VRBO
Cottage C with Large Private Patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cottage C is a large studio cottage at the back of the property that has a charming front porch. Each studio has a king ...
From $198 per night (USD)VRBO
From $260 per night (USD)VRBO
Cottage A is a great getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The C Street Cottages are located just 1 block from the center of historic Jacksonville, known for great wineries, resta ...
From $260 per night (USD)VRBO
From $198 per night (USD)VRBO
Cottage B with Private Patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cottage B is a large studio. The entrance is towards the back of the property entered through a private patio and french ...
From $198 per night (USD)VRBO
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RV DELIVERED TO YOUR SITE
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hello from beautiful Southern Oregon! We hope you enjoy our rivers, lakes and mountains ( and RV) as much as we do. W ...
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From $124 per night (USD)Expedia
Adjacent to downtown Ashland and Lithia Park. Lithia Park Cabin
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Arrive. Park your car. Exhale & walk for the remainder of your visit. You are now adjacent to 93- acre Lithia Park and d ...
From $124 per night (USD)Expedia
From $98 per night (USD)VRBO
Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Arrive. Park your car. Exhale & walk for the remainder of your visit. You are now adjacent to 93- acre Lithia Park and ...
From $98 per night (USD)VRBO
From $78 per night (USD)Expedia
Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You have arrived and are now adjacent to 93- acre Lithia Park and downtown Ashland. Within a 5-minute walk, you will dis ...
From $78 per night (USD)Expedia
From $372 per night (USD)VRBO
Charming Medford Getaway ~ 4 Miles to Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Let this 5-bedroom, 2.5-bathroom Medford home be your launchpad for experiencing everything the Rogue Valley has to offe ...
From $372 per night (USD)VRBO
From $130 per night (USD)Expedia
SW Medford new apartment with easy access to Jacksonville and Ashland.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1 Bed/1 Bath, 720 Sq. ft., new construction, furnished, new appliances, wall unit heat pumps, on demand hot water, pantr ...
From $130 per night (USD)Expedia
From $2289 per night (USD)VRBO
Experience charming Jacksonville, OR in this 8-bedroom Historic Inn. Enjoy a wine country getaway with 8 private bedrooms. Walk to dining, shopping, and the famed Britt Festival grounds.
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 18
Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutiqu ...
From $2289 per night (USD)VRBO
From $145 per night (USD)Expedia
Escape to this artsy 2-bedroom MCM Guesthouse in charming Phoenix, OR. Unwind in the luxurious spa soaking tub after exploring Southern Oregon. Features high-end design for a stylish, quiet retreat.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2-Bedroom Guest Home - Perfect Stop-Over on Your Oregon Road Trip - Hot Tub - 2 Queen beds - Luxurious soaking tub - Gas ...
From $145 per night (USD)Expedia
From $218 per night (USD)VRBO
Barclay Klum House by WanderLodges | Soaking Tub | Gourmet Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Introducing the Barclay-Klum House: A meticulously restored 2-bedroom, 1-bath gem, walking distance to Ashland's vibrant ...
From $218 per night (USD)VRBO
From $652 per night (USD)Expedia
NEW+Upscale+2Kings & 1Qu+Private-Hot-tub+Close to 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 $652 per night (USD)Expedia
From $127 per night (USD)VRBO
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 $127 per night (USD)VRBO
From $112 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 $112 per night (USD)Expedia
From $253 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 $253 per night (USD)VRBO
From $357 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 $357 per night (USD)Expedia
From $133 per night (USD)VRBO
Quiet Forest Retreat near Towns. Longer stay discounts welcome. Dog Friendly.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 7
Located in one of the most beautiful spots in the region, Griffin Creek, our Oregon Woodland Cottage is the perfect plac ...
From $133 per night (USD)VRBO
From $270 per night (USD)Expedia
New-clean/cozy House. Next to Hospital.Centrally Located. Sauna/PingPong Table.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Home away from home. Cozy clean, fully stocked. Recently remodeled, new furniture. Backyard for dogs. Relaxing creek run ...
From $270 per night (USD)Expedia
From $59 per night (USD)VRBO
Quiet, Elegant 1-bedroom Loft—Walkable to Trails, Live Music, and Wineries!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Comfy & Peaceful 1-Bedroom Furnished Loft Apartment. Walk to Trails, Britt Festival and Downtown Jacksonville! This com ...
From $59 per night (USD)VRBO
From $190 per night (USD)Expedia
Spectacular Cozy Cottage- Wood Stove, Fire Pit, Creek
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable, Private Setting, Forest, 5 minutes to Town, and Rogue River Beach Park, Close to Crater Lake and Diamond La ...
From $190 per night (USD)Expedia
From $179 per night (USD)VRBO
Peaceful, spacious home on 8 acres. Pet-friendly, close to town, and a creek!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
You will be an easy 10 minute drive from Downtown Ashland and feel like you are out in the country. The home is 1200 squ ...
From $179 per night (USD)VRBO
From $327 per night (USD)Expedia
Mayfield Gardens Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This dog-friendly, custom cabin accommodates 6 guests, with a king-sized bed in the primary bedroom and a queen-sized be ...
From $327 per night (USD)Expedia
From $275 per night (USD)VRBO
Soda Mountain Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This dog-friendly, handicap accessible, custom cabin accommodates up to 6 guests, with a king-sized bed in the primary b ...
From $275 per night (USD)VRBO
From $397 per night (USD)Expedia
Agate Flats Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This dog-friendly, custom cabin sleeps up to 6 guests, with a king-sized bed in the primary bedroom and a queen-sized be ...
From $397 per night (USD)Expedia
From $398 per night (USD)VRBO
Parsnip Lakes Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful cabin has wood cladding throughout, a cathedral ceiling, and gorgeous views from every window. Cozy up i ...
From $398 per night (USD)VRBO
From $291 per night (USD)Expedia
Chinquapin Mountain Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Chinquapin Mountain is a dog-friendly cabin offers the perfect escape for folks looking to enjoy the great outdoors. Fea ...
From $291 per night (USD)Expedia
From $436 per night (USD)VRBO
Boccard Point Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This cabin invites you into a treetop bedroom overlooking Keene Creek. Enjoy the views from the comforts of your fully e ...
From $436 per night (USD)VRBO
From $387 per night (USD)Expedia
Hobart Peak Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in a wooded hideaway across from the Keene Creek Valley, this cabin is the perfect mountain retreat. This dog-fr ...
From $387 per night (USD)Expedia
From $412 per night (USD)VRBO
Pilot Rock Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Pilot Rock Cabin comfortably sleeps six with a king bed on the main floor and one full bed and one full futon bed up in ...
From $412 per night (USD)VRBO
From $306 per night (USD)Expedia
Jenny Creek Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This spacious pet-free cabin boasts high ceilings, towering windows, and accommodates up to 6 guests, with a king bed in ...
From $306 per night (USD)Expedia
From $328 per night (USD)VRBO
Artsy Downtown Historical House: Steps to Shakespeare
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: **Welcome to The Matriarch Heritage House** Located in the HEART of Ashland. Park your car and walk to all you' ...
From $328 per night (USD)VRBO
From $328 per night (USD)Expedia
Centrally located Historic Home with parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Experience history and enchantment at our Ashland, Oregon home built in 1887. Our home is minutes walk to everything and ...
From $328 per night (USD)Expedia
From $183 per night (USD)VRBO
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
For more details/photographs, go to siskiyoumountainplace.com. Siskiyou Mountain Place vacation rental, located southea ...
From $183 per night (USD)VRBO
From $119 per night (USD)Expedia
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 $119 per night (USD)Expedia
From $184 per night (USD)VRBO
Off-grid tiny home on 6 secluded acres w/ outdoor soaking tubs and sauna!
- Bedrooms:
- 0
- Bathrooms:
- 1
- Sleeps:
- 2
A unique off grid experience awaits you at our eco-friendly solar powered tiny home on 6 secluded acres. The home site i ...
From $184 per night (USD)VRBO
From $228 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 $228 per night (USD)Expedia
Click For PricingVRBO
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 ...
Click For PricingVRBO
From $475 per night (USD)Expedia
The Blue Moon House has 5 bedrooms, each with a private bath, plus kitchen, dining and living area.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
Built in the early 1900's and fully renovated. The Blue Moon House has it all! Five bedrooms offering a king or queen b ...
From $475 per night (USD)Expedia
From $350 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 $350 per night (USD)VRBO
From $322 per night (USD)Expedia
Hanna's House | 1 block to downtown!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Hanna's House, a one-bedroom retreat just blocks and walking distance from downtown Ashland. Featuring a lu ...
From $322 per night (USD)Expedia