
Jackson Area Rentals
- From $207 per night (USD)
VRBO
U4 - Peloton Bike - Stunning Themed Home - 2 King Beds - Fast 1G WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2-bedroom condo is a ground-floor condo that is also ADA-friendly. We cannot say "ADA-Compliant," but there is a mu ...
From $207 per night (USD)VRBO
- From $137 per night (USD)
Expedia
Small house perfect for families and pets
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
2 bedroom/1 bath with an additional bed inside a closet. The house has a full kitchen with a full sized oven, fridge an ...
From $137 per night (USD)Expedia
- From $128 per night (USD)
VRBO
Serene Historic Cabin, Nine Acre Estate, Just Off I-5
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Historic Cabin is located just two miles off I-5 in beautiful Southern Oregon (Exit 43). Close to Rafting, Bike Riding, ...
From $128 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Luxury Hot Tub, Outdoor Fire Pit, Newly remodeled, Close to I-5, Walk to River
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come stay with us in what used to be Rogue River’s old town store in the 1800's. The modern rustic Rogue House is situat ...
From $280 per night (USD)Expedia
- From $117 per night (USD)
VRBO
Country Studio Cabin
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the cozy country studio cabin! This studio features a kitchen, dining area, living room, open bedroom, bathro ...
From $117 per night (USD)VRBO
- From $191 per night (USD)
VRBO
Modern 3 bedroom close to Asante hospital!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Located within walking distance of Asante Medical Center and other medical offices, this 3 bedroom home boasts 4 parking ...
From $191 per night (USD)VRBO
- From $648 per night (USD)
VRBO
Main Residence: 5 beds, 5 baths, sleeping porches, & full kitchen.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 18
Located adjacent to the historic Hillcrest Orchard Estate and RoxyAnn Winery was designed by well known architect Frank ...
From $648 per night (USD)VRBO
- From $205 per night (USD)
Expedia
The Cottage: One bedroom w/mini fridge & private bath.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This historic little cottage boasts an incredible location for wine tasting and gorgeous views. Adjacent to the historic ...
From $205 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 $210 per night (USD)
Expedia
Charming white picket fenced home in quiet area
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stay and unwind in a beautiful and spacious home with brand new furnishings in a quiet neighborhood that’s perfectly loc ...
From $210 per night (USD)Expedia
- From $190 per night (USD)
VRBO
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)VRBO
- From $525 per night (USD)
VRBO
Ashland Lodge w/ Lake Views & Game Room Loft
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Make memories that last a lifetime by booking this extravagant Ashland home, a 4-bedroom, 3-bath vacation rental with pl ...
From $525 per night (USD)VRBO
- From $314 per night (USD)
VRBO
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)VRBO
- Click For Pricing
Expedia
Adorable 1-bedroom suite in charming rural setting
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Adorable 1-bedroom suite in charming rural setting... Enjoy our private suite with private access. Great place to relax ...
Click For PricingExpedia
- From $124 per night (USD)
VRBO
Cozy Ashland Studio: King Bed, 1 mile from Plaza!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our newly built studio cottage, the ultimate haven for solo travelers exploring the beautiful city of Ashland ...
From $124 per night (USD)VRBO
- From $107 per night (USD)
Expedia
Sunshine Studio - Private apt and yard (eco, solar)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Newly remodeled and furnished! This studio apartment is solar-powered and uses high-efficiency appliances, cotton linens ...
From $107 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Courtside Cottage - WalkScore 93 - Dog Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located just blocks away from the OSF theaters downtown, Courtside Cottage is the perfect place to land on your next vis ...
From $175 per night (USD)VRBO
- From $134 per night (USD)
Expedia
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
One room cottage on a 5-acre, river-front, micro-farm near 19 vineyards on the Applegate Wine Trail. This is a recently ...
From $134 per night (USD)Expedia
- From $378 per night (USD)
VRBO
Capital House- Private Getaway with POOL!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Capital House is a completely renovated 1950's classic located in a private neighborhood. Just minutes from downtown Me ...
From $378 per night (USD)VRBO
- From $113 per night (USD)
Expedia
King Bed Guest Studio w/covered parking, private patio, Kitchenette,
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This centrally-located guest studio is attached at the back of the main home on the property, with covered parking, pri ...
From $113 per night (USD)Expedia
- From $125 per night (USD)
VRBO
Cozy Cabin
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to our charming cabin, nestled in a private wooded forest, for a peaceful getaway. Wake up to stunning forest vie ...
From $125 per night (USD)VRBO
- From $780 per night (USD)
Expedia
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)Expedia
- From $343 per night (USD)
VRBO
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)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 $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 $143 per night (USD)
VRBO
Top of the line Townhome with two primary ensuite bedrooms.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful two story townhouse is conveniently located close to medical resources, golf courses, shopping, and I5. T ...
From $143 per night (USD)VRBO
- Click For Pricing
VRBO
New, quiet & clean private room for rent
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Nice bedroom for rent, which includes a private full bath and fenced back patio. New construction in a clean, quiet hom ...
Click For PricingVRBO
- From $374 per night (USD)
Expedia
working cattle ranch 1 hour from Crater Lake National Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
working cattle ranch in the southern Oregon Cascade mountains - home appointed with modern amenities, beautiful artwork, ...
From $374 per night (USD)Expedia
- From $277 per night (USD)
VRBO
The Peerless Hotel | Signature ADA Room #1 | Artist`s Abode
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Guest Room 1, the perfect getaway for two! With a plush queen size bed, luxurious walk-in dual head shower, a ...
From $277 per night (USD)VRBO
- From $306 per night (USD)
Expedia
The Peerless Hotel | Anniversary Suite #3 | Twin Soaking Tubs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our most luxurious and romantic suite. Featuring a full private bathroom with the famous “twin tubs” that are ...
From $306 per night (USD)Expedia
- From $281 per night (USD)
VRBO
The Peerless Hotel | Junior Suite #2 | Jetted Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Junior Suite #2 is a cozy, unique, one-of-a-kind space with a queen bed, a private bathroom, and a jacuzzi tub. Relax in ...
From $281 per night (USD)VRBO
- From $298 per night (USD)
Expedia
The Peerless Hotel | Honeymoon Suite #7 | Private Jacuzzi | Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on the second floor, this spacious and bright suite features wrap around windows, a 4-post luxurious queen bed, ...
From $298 per night (USD)Expedia
- From $280 per night (USD)
VRBO
The Peerless Hotel | Junior Suite #5 | Jetted Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Step into a world of elegance and romance in this French-inspired guest room on the second floor. You’ll feel pampered b ...
From $280 per night (USD)VRBO
- From $266 per night (USD)
Expedia
The Peerless Hotel | Signature Room #6 | Clawfoot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on the second floor, our most petite yet whimsical guest room features exposed brickwork, a clawfoot tub for soa ...
From $266 per night (USD)Expedia
- From $356 per night (USD)
VRBO
Mountain Ave House by WanderLodges
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this beautifully renovated turn of the century 3 bed/ 2 bath house in Ashland, OR. Featuring one king bed on ...
From $356 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 $224 per night (USD)
VRBO
Quaint cottage on the beautiful Rogue River!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Unwind at this charming cottage on the Rogue River. Enjoy the beautiful yard, fire pit or the dining area on the deck wi ...
From $224 per night (USD)VRBO
- From $837 per night (USD)
Expedia
Beautiful Country Home located outside of Jacksonville with pool!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
With two wineries located less than 2 miles away and the Britt Festival within a five minute drive you will have many op ...
From $837 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 $161 per night (USD)
Expedia
Renovated Home in Central Point
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax and unwind in this newly renovated Central Point home. Ideal location near lots of dining and attractions. Minutes ...
From $161 per night (USD)Expedia
- From $143 per night (USD)
VRBO
Enjoy the tranquility of a scenic riverside neighborhood in Gold Hill. This area is peaceful, offers beautiful views, and is a convenient stopover location.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled along the scenic Rogue River, our queen bed studio suite offers the perfect blend of comfort and adventure. - R ...
From $143 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 $106 per night (USD)
VRBO
1 Bedroom Apartment, Queen Casper Mattress, Full Kitchen, Roku TV, Washer/Dryer with parking.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Vintage Style Apartment in Medford - Perfect for Work or Vacation - Short walk to downtown Medford - Steps to Bear Cree ...
From $106 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Boutique 1 BR King Guest Room in historic Jacksonville, OR. Features a plush King bed, Nespresso machine, and charming Inn details. Perfect for a comfortable, walkable downtown escape.
- 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 $225 per night (USD)Expedia
- From $245 per night (USD)
VRBO
Experience charming Jacksonville! This 1 BR Queen Guest Room at the Historic Inn is perfect for a wine country retreat. Walkable location, antique charm, and a comfortable Queen bed.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutiqu ...
From $245 per night (USD)VRBO
- From $2289 per night (USD)
Expedia
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)Expedia
- From $229 per night (USD)
VRBO
Boutique 1 BR King Suite in historic downtown Jacksonville. Walk to the Britt Festival! Enjoy a king bed, modern rain shower, and charming Inn details. Ideal for a romantic or weekend getaway.
- 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 $229 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Jacksonville Inn Room #5: Luxurious 1 BR King Guest Room. Walkable to the Britt Festival, downtown shops, and wine tasting rooms. Experience historic charm with modern comfort!
- 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 $251 per night (USD)Expedia
- From $251 per night (USD)
VRBO
Jacksonville Inn Room #8: King Suite. Prime downtown location for festivals and dining. Comfortable king bed, Nespresso coffee, and historic boutique elegance
- 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 $251 per night (USD)VRBO
- From $244 per night (USD)
Expedia
Charming 1 BR Queen Guest Room at the Historic Jacksonville Inn. Walk to downtown shops, dining, and the Britt Festival grounds. Perfect for a quick stopover or a romantic Oregon wine country visit.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutiqu ...
From $244 per night (USD)Expedia
- 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 $327 per night (USD)
VRBO
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)VRBO
- From $275 per night (USD)
Expedia
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)Expedia
- From $397 per night (USD)
VRBO
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)VRBO
- From $398 per night (USD)
Expedia
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)Expedia
- From $291 per night (USD)
VRBO
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)VRBO
- From $436 per night (USD)
Expedia
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)Expedia
- From $387 per night (USD)
VRBO
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)VRBO
- From $412 per night (USD)
Expedia
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)Expedia
- From $306 per night (USD)
VRBO
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)VRBO
- From $328 per night (USD)
Expedia
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)Expedia
- From $420 per night (USD)
VRBO
Swank House on Main St in Ashland
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Dip into an Ashland vacation experience unlike any other. Stroll to your morning coffee or evening theater show ...
From $420 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Lodge Room 1 with Jacuzzi Tub at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Lodge Room #1 at Green Springs Inn – a nature resort nestled in the Cascade-Siskiyou National Monument. This ...
From $214 per night (USD)Expedia
- From $212 per night (USD)
VRBO
Lodge Room 4 with Jacuzzi Tub at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the main lodge of the Green Springs Inn and Cabins, this downstairs private room offers the coziest accommoda ...
From $212 per night (USD)VRBO
- From $124 per night (USD)
Expedia
Lodge Room 6 at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the main lodge of the Green Springs Inn and Cabins, these private rooms offer comfortable accommodations with ...
From $124 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Lodge Room 3 with Jacuzzi Tub at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This private room boasts a king-sized bed adjacent to a luxurious in-room Jacuzzi tub. You will love the peace and quiet ...
From $221 per night (USD)VRBO
- From $273 per night (USD)
Expedia
Lodge Room 2 with Jacuzzi Tub at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Lodge Room 2 at Green Springs Inn! Our comfortable and private room is located in the main lodge of the Green ...
From $273 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Lodge Room 5 with Jacuzzi Tub at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Housed in the main lodge of the Green Springs Inn and Cabins, this second floor private room will make you feel right at ...
From $160 per night (USD)VRBO
- From $149 per night (USD)
Expedia
Lodge Room 7 at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Lodge Room 7 ~ Green Springs Inn Located in the main lodge of the Green Springs Inn and Cabins, these private rooms offe ...
From $149 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Lodge Room 8 with Jacuzzi Tub at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lodge Room 8 - A Jacuzzi room Located in the main lodge of the Green Springs Inn and Cabins, these private rooms offer c ...
From $146 per night (USD)VRBO
- From $210 per night (USD)
VRBO
Charming Rogue Valley Home in Central Point!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Take a trip to Central Point, Oregon, and make this 3-bed, 2-bath vacation rental your home away from home. Enjoy the co ...
From $210 per night (USD)VRBO
- From $244 per night (USD)
VRBO
Sun Cottage Downtown Jacksonville
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Introducing the Bright Spacious Cottage in the Heart of Jacksonville! Located in the beautiful town of Jacksonville, thi ...
From $244 per night (USD)VRBO
- From $123 per night (USD)
Expedia
Tiny Living at its Finest… 🐞
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
🐞 Meet Ladybug 🐞! This ⭐️ ⭐️ ⭐️ ⭐️ ⭐️ 2022 tiny home boasts all of 128 square feet in bottom and a loft approx 80 mo ...
From $123 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 $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
- Click For Pricing
VRBO
Home in Medford, sleeps 8, 10-min to most places
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3-bedroom, 2-bathroom house is perfect for families and offers a cozy and inviting atmosphere. The living area feat ...
Click For PricingVRBO
- From $61 per night (USD)
Expedia
1-bedroom apartment just 6 minutes drive to Lithia & Driveway Fields
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Extended stay ( 2 weeks or more) furnished 1 bedroom apartment above my shop adjacent to my house. Secure with locked ga ...
From $61 per night (USD)Expedia
- From $383 per night (USD)
VRBO
A beautiful Skyfall Landing
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Nestled on 20 acres near the famous Rogue River and Crater Lake, this luxury privately accessed home will feel like a sp ...
From $383 per night (USD)VRBO
- From $185 per night (USD)
Expedia
The Shady Knoll - Peace & Quiet near the Rogue River!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Relax and Unwind at this peaceful retreat. Near the Rogue River & Crater Lake National Park, this beautiful property is ...
From $185 per night (USD)Expedia
- From $721 per night (USD)
VRBO
Modern Farmhouse on Emigrant Creek. Peaceful, views, and a dance studio!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy peace indoors and out in this spacious, stunning and serene home. It was built by a renowned local contractor in 2 ...
From $721 per night (USD)VRBO
- From $254 per night (USD)
Expedia
🌟 🥂 Medford’s BEST 📣 🌟 💕Clean, Modern, Private💕
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
Simple and clean, with a hidden, private driveway in a safe and secure area of North East Medford. This home is only a f ...
From $254 per night (USD)Expedia
- From $105 per night (USD)
VRBO
Breathtaking River Retreat RV Campground - Gym, Game Room, Sauna
- Bedrooms:
- 0
- Bathrooms:
- 1
- Sleeps:
- 4
Reconnect with nature at this unforgettable escape, located in the heart of the Applegate Forest. Just a short and sceni ...
From $105 per night (USD)VRBO
- From $242 per night (USD)
Expedia
NEW Downtown Talent Dream
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The *NEWLY BUILT* modern Parker Haus has everything you need located just a few minutes walk from downtown Talent and ne ...
From $242 per night (USD)Expedia
- From $276 per night (USD)
VRBO
Enchanting Getaway: Farmhouse and Tiny House Duo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Relax with the whole family at this peaceful place to stay. Just minutes from downtown Jacksonville and right across the ...
From $276 per night (USD)VRBO
- From $729 per night (USD)
Expedia
Medford Home and 2 Condos with Pool
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 20
Welcome to our luxurious and spacious retreat, where you'll find the perfect balance between privacy and togetherness! T ...
From $729 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Farmhouse Bliss Escape to Nature
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Step into a world of tranquility as you enter the farmhouse, with its warm and inviting ambiance that instantly puts you ...
From $260 per night (USD)VRBO
- From $108 per night (USD)
Expedia
Tiny House in Jacksonville
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your perfect retreat in the scenic beauty of Applegate Valley! Nestled among the lush landscapes and pictures ...
From $108 per night (USD)Expedia
- From $152 per night (USD)
VRBO
Cozy Condo in East Medford w/ Pool and Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to our delightful and inviting one-bedroom condo, the perfect retreat for a relaxing getaway. Located in a serene ...
From $152 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Fully renovated 4 bedroom 3 bath house that sleeps 15. Hot tub. Garage game room
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 15
Close to the brand new Rogue X aquatic center, Lithia and Driveway fields. Close to lots of great restaurants and shoppi ...
From $500 per night (USD)Expedia
- From $147 per night (USD)
VRBO
Downtown Ashland Studio - 3 blocks from the plaza!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Convenient to the many theaters—including the world-renowned Oregon Shakespeare Festival—boutique shops, award winning w ...
From $147 per night (USD)VRBO
- From $339 per night (USD)
Expedia
House + 2 Studios- 3 blocks from the Plaza!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Helman House and Cottages ~ Old Ashland Charm, Short Walk to the Plaza ★HOME OVERVIEW★ One and a half blocks away from ...
From $339 per night (USD)Expedia
- From $129 per night (USD)
VRBO
Quaint Downtown Ashland Studio- pet friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Convenient to the many theaters—including the world-renowned Oregon Shakespeare Festival—boutique shops, award winning w ...
From $129 per night (USD)VRBO
- From $60 per night (USD)
VRBO
Small Town Feel. Sweet cozy home and lovely backyard Min 29 day stay.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Minimum 29 day stay. This is a quiet area , and only a short walk from Talent. The home is aesthetically decorated with ...
From $60 per night (USD)VRBO
- From $768 per night (USD)
VRBO
Ashland Group Retreat! The RedTail Inn offers 3 full suites within one booking, sleeping up to 12. Great location for the Shakespeare Festival. Ample space for your large family or friend group.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Oregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season. A F ...
From $768 per night (USD)VRBO
- From $219 per night (USD)
Expedia
Luxurious 2 BR Red McCall Suite in historic Ashland. Features mountain views, a private deck, shared hot tub access, and a full kitchen. Sleeps 6. Walk to OSF and downtown shops/restaurants!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Oregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season. - F ...
From $219 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Charming 1 BR Orliena Suite in historic downtown Ashland, OR. Walk to the Oregon Shakespeare Festival, shops, and dining. Features a kitchenette, plush queen bed, and shared hot tub access. Dog friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Oregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season. Cha ...
From $207 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Relax in the luxurious 1-bedroom Louisa Suite at RedTail Inn. Enjoy a double rain shower, plush linens, and a shared hot tub. Located near downtown Ashland, with off-street parking and high-speed WiFi.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
**Oregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season.** ...
From $255 per night (USD)Expedia
- From $320 per night (USD)
VRBO
Station House Suite A
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Step into the lavishly detailed space of the Jacksonville Station House Suite A, with private rooftop views and chic ele ...
From $320 per night (USD)VRBO
- From $307 per night (USD)
Expedia
2 bedroom cabin, huge deck, lodge-style furnishings.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Premium cabin, huge deck, lodge-style furnishings in an Alpine setting at 5200' elevation, just 18 miles east of downtow ...
From $307 per night (USD)Expedia




































































































