Jackson Area Rentals
From $305 per night (USD)VRBO
Breathtaking Applegate River Home Retreat<br>~ Newly Remodeled Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
The home is located on the Applegate River Retreat grounds which has over 400 LF of river front access and sits on 19 be ...
From $305 per night (USD)VRBO
From $257 per night (USD)Expedia
Comfy Cozy Casa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax with the whole family at this comfy and clean family friendly home centrally located in a cute residential neighbo ...
From $257 per night (USD)Expedia
From $152 per night (USD)VRBO
Blue Gate Cottage on the Rogue River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Meander your way down a private lane lined with blackberries and large shade trees, to the Blue Gate Cottage. Establishe ...
From $152 per night (USD)VRBO
From $203 per night (USD)Expedia
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Fishing-Themed Cottage - Perfect Road Trip Stop Along I-5 - Private Hot Tub - Situated right on the edge of the beautifu ...
From $203 per night (USD)Expedia
From $397 per night (USD)VRBO
Railroad District, steps to downtown, everything you need to enjoy Ashland!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to the Garden Suite at Second Street Cottages! (Permit#:06-01959) The Garden Suite is located just two blocks fr ...
From $397 per night (USD)VRBO
From $250 per night (USD)Expedia
U3 - Stunning Themed Home! - Peloton Bike - 3 King Beds - 1G WiFi - 2 Work Desks
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This home is one of our latest additions to our portfolio of beautiful short-term rentals! This spacious, 2,240 sq. ft, ...
From $250 per night (USD)Expedia
From $216 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 $216 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 $214 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 $214 per night (USD)VRBO
From $214 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 $214 per night (USD)Expedia
From $231 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 $231 per night (USD)VRBO
From $241 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 $241 per night (USD)Expedia
From $224 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 $224 per night (USD)VRBO
From $214 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 $214 per night (USD)Expedia
From $214 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 $214 per night (USD)VRBO
From $192 per night (USD)Expedia
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 $192 per night (USD)Expedia
From $500 per night (USD)VRBO
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)VRBO
From $237 per night (USD)Expedia
Downtown Ashland House - Walk to Plaza and OSF!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Helman House ~ Old Ashland Charm, Short Walk to the Plaza ★HOME OVERVIEW★ One and a half blocks away from Main St. on a ...
From $237 per night (USD)Expedia
From $153 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 $153 per night (USD)VRBO
From $405 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 $405 per night (USD)Expedia
From $141 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 $141 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 $791 per night (USD)VRBO
Entire Inn | Hot Tub | Downtown Ashland | Tesla Station
- 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 $791 per night (USD)VRBO
From $291 per night (USD)Expedia
2 Bedroom Suite | Hot Tub | Downtown Ashland | For Fee Tesla Station
- 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 $291 per night (USD)Expedia
From $224 per night (USD)VRBO
1 Bedroom Suite | Hot Tub | Downtown Ashland | Tesla Station
- 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 $224 per night (USD)VRBO
From $125 per night (USD)VRBO
Cool Creek Cottage, Crater Lake National Park , trails and waterfalls nearby.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
COOL CREEK COTTAGE Welcoming Cool Creek Cottage is situated in the mountains of the Rogue River Siskiyou National Fores ...
From $125 per night (USD)VRBO
From $304 per night (USD)VRBO
Station House Suite B~Downtown Jacksonville~Rooftop Patio~Walking Distance to Britt!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The writing is on the wall…Station House Suite B boasts great panache with its posh design and stunning architectural to ...
From $304 per night (USD)VRBO
From $172 per night (USD)Expedia
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 $172 per night (USD)Expedia
From $265 per night (USD)VRBO
This house is a 2 bedroom(s), 1 bathrooms, located in Gold Hill, OR.
- 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 $265 per night (USD)VRBO
From $354 per night (USD)Expedia
3 Bedroom Victorian a few blocks from Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream rental in the historic district of Ashland, Oregon! This SPACIOUS 3 BDR 1904 Queen Anne Victorian ...
From $354 per night (USD)Expedia
From $561 per night (USD)VRBO
3 units of 5 bedrooms, 4 bathrooms, murphy bed, sofa sleeper, pool & hot tub.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
The Rellik House includes three separate spaces which can be rented together for a total of 5 bedrooms, 4 bathrooms, and ...
From $561 per night (USD)VRBO
From $160 per night (USD)Expedia
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 $160 per night (USD)Expedia
From $169 per night (USD)VRBO
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 $169 per night (USD)VRBO
From $273 per night (USD)Expedia
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 $273 per night (USD)Expedia
From $228 per night (USD)VRBO
Chateau Herbe ~ Rosalind Carriage House beautiful 1 bedroom Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
About the Space: This comfortable carriage house apartment is nestled in a gated castle community that boasts classical ...
From $228 per night (USD)VRBO
From $306 per night (USD)Expedia
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 $306 per night (USD)Expedia
From $148 per night (USD)VRBO
Spacious Guesthouse w/King Bed, Fireplace, 65\" TV, Close to Airport, Central Pt
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our spacious guesthouse in Central Point is the perfect place to relax after a day of exploring nearby attractions like ...
From $148 per night (USD)VRBO
From $283 per night (USD)Expedia
Quail Run River View Cottage!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Brand new private 3 bed, 3 bath house located behind private gate on a working farm. Fully furnished with well equipped ...
From $283 per night (USD)Expedia
From $362 per night (USD)VRBO
Historic Farm Estate | Fairytale Haven | Ashland
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
This beautifully renovated turn-of-the-century farmhouse in Phoenix, Oregon, sleeps 16+ with 6 bedrooms and 4 bathrooms. ...
From $362 per night (USD)VRBO
From $242 per night (USD)Expedia
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 $242 per night (USD)Expedia
From $655 per night (USD)VRBO
Poolside Retreat W/ Sauna Heart of Wine Country
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 14
Escape to this 5-acre countryside retreat, just minutes from historic downtown Jacksonville, perfect for making lasting ...
From $655 per night (USD)VRBO
From $163 per night (USD)Expedia
Chateau Herb ~ Juliet Carriage House Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the Carriage House Juliet at Chateau Herbe! A state-of-the art contemporary castle estate with stunning groun ...
From $163 per night (USD)Expedia
From $322 per night (USD)VRBO
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Casa Amore Cottage, a cozy retreat thoughtfully designed for up to four guests and your pet! Tucked away in A ...
From $322 per night (USD)VRBO
From $215 per night (USD)Expedia
Chateau Herb ~ Miranda Carriage House Apt
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Carriage House Miranda at Château Herbe, A contemporary retreat nestled within a one-of-a-kind castle est ...
From $215 per night (USD)Expedia
From $202 per night (USD)VRBO
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 $202 per night (USD)VRBO
From $371 per night (USD)Expedia
HIDDEN RIVER GEM
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful serene river front property. Fishing of back yard riverbank or fishing deck, your choice!! Close to Medford, J ...
From $371 per night (USD)Expedia
From $238 per night (USD)VRBO
Quail Run Mountain View Cottage!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Brand new private 3 bed, 3 bath house located behind private gate on a working farm. Fully furnished with well equipped ...
From $238 per night (USD)VRBO
From $97 per night (USD)Expedia
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 $97 per night (USD)Expedia
From $150 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 $150 per night (USD)VRBO
Click For PricingExpedia
Waterfront Shady Cove Home w/ Fishing Deck!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Head to Shady Cove for a serene experience at this 4-bed, 2-bath vacation rental. Boasting a riverfront location and a f ...
Click For PricingExpedia
From $391 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 $391 per night (USD)VRBO
From $179 per night (USD)Expedia
The Cottage!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our charming tiny house experience in downtown Historic Jacksonville! This cozy studio is thoughtfully design ...
From $179 per night (USD)Expedia
From $161 per night (USD)VRBO
Chateau Herbe ~ Vienna Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Wake up to breathtaking views of classical gardens and mountains beyond. This spacious private room has a private en sui ...
From $161 per night (USD)VRBO
From $154 per night (USD)Expedia
Chateau Herbe ~ Athens Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Wake up to breathtaking views of classical gardens and mountains beyond. This spacious private room has a private en sui ...
From $154 per night (USD)Expedia
From $154 per night (USD)VRBO
Florence Room at Chateau Herbe
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Relax in the window seat while taking in breathtaking views of classical gardens and mountains beyond. This private room ...
From $154 per night (USD)VRBO
From $233 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 $233 per night (USD)Expedia
From $446 per night (USD)VRBO
8 Mi to Jacksonville: Oregon Getaway w/ Deck!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Book your next family reunion or retreat at this 4-bed, 3-bath home in Jacksonville! Enjoy Smart TVs, a fully stocked ki ...
From $446 per night (USD)VRBO
From $251 per night (USD)Expedia
#1 The Captain & Lizzie McCall @ The McCall House Boutique Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Once the Master Bedroom for the Captain and his wife, this luxury suite features a four poster king bed, fireplace, Sm ...
From $251 per night (USD)Expedia
From $195 per night (USD)VRBO
#3 President Hayes @ The McCall House Boutique Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This richly elegant room has handsome bay windows and beautiful views of both downtown Ashland and the Cascade mountai ...
From $195 per night (USD)VRBO
From $200 per night (USD)Expedia
#4 Chaucer @ The McCall House Boutique Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This romantic room is named in honor of Geoffrey Chaucer whose portrait adorns an intricate antique stained-glass window ...
From $200 per night (USD)Expedia
From $283 per night (USD)VRBO
#2 The Sleeping Porch @ The McCall House Boutique Hotel\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The family would sleep here on warm summer nights. This suite is one of our most requested rooms today, spectacularly ...
From $283 per night (USD)VRBO
From $90 per night (USD)VRBO
Affordable Stay Ideal For Oregon Retreat | Located at I-5 & Route 99
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $90 per night (USD)VRBO
From $95 per night (USD)VRBO
Family Stay Near California-Oregon Border | Free Parking & Complimentary Coffee
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $95 per night (USD)VRBO
From $95 per night (USD)VRBO
Two Queen Bed Room, Scottish Inns Ashland, Right Off Interstate 5, Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $95 per night (USD)VRBO
From $191 per night (USD)VRBO
Comfortable Oren Stay Near Ashland Vineyards & Winery | Two Rooms, Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $191 per night (USD)VRBO
From $85 per night (USD)VRBO
Budget-friendly Stay in Oregon Near Oregon Shakespeare Festival | Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $85 per night (USD)VRBO
From $90 per night (USD)VRBO
Convenient King Bed Room, Scottish Inns, Near Oregon Shakespeare Festival
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $90 per night (USD)VRBO
From $191 per night (USD)VRBO
2 Budget Friendly Rooms, Scottish Inns, Near Southern Oregon University
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $191 per night (USD)VRBO
From $85 per night (USD)VRBO
Queen Bed Room, Scottish Inns Ashland, Right Off Interstate 5, Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore vibrant Ashland from our doorstep, conveniently located off Interstate 5 and Route 99, just twenty minutes from ...
From $85 per night (USD)VRBO
From $191 per night (USD)Expedia
#6 The Anthony @ The McCall House Boutique Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The four-poster queen bed is a prominent feature of this room. A cozy sitting area, original stained glass, and private ...
From $191 per night (USD)Expedia
From $148 per night (USD)VRBO
Cowgirl Craftsman - Private Suite Upstairs - 2 blocks Historic Downtown J'ville
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Get cozy and relax in this well appointed Cowgirl Suite. Morning coffee on the porch and afternoon cocktails. Walk to ...
From $148 per night (USD)VRBO
From $1172 per night (USD)Expedia
The Overlook at Cowhorn Vineyard & Garden, an immersive vineyard stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A place to connect with the land, be inspired, and take in the beauty that is Cowhorn Vineyard & Garden. Perched above t ...
From $1172 per night (USD)Expedia
From $346 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 $346 per night (USD)VRBO
From $358 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 $358 per night (USD)Expedia
From $338 per night (USD)VRBO
Suite 1 | Peach Street Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Unit 1 at the Peach Street Inn by WanderLodges, a meticulously updated 1-bedroom suite located within the hi ...
From $338 per night (USD)VRBO
From $275 per night (USD)Expedia
Peach Street Inn | Suite 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Suite 2 at the Peach Street Inn, your perfect retreat just blocks from downtown Medford. Our largest suite is ...
From $275 per night (USD)Expedia
From $206 per night (USD)VRBO
Nightly or short term rental in Medford.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This home offers a warm and inviting atmosphere with plenty of natural light throughout. The open living area is perfect ...
From $206 per night (USD)VRBO
From $258 per night (USD)Expedia
Peach Street Inn | Suite 3 | King Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Suite 3 at Peach Street Inn by WanderLodges, centrally located in the heart of Medford and just 10 minutes to ...
From $258 per night (USD)Expedia
From $226 per night (USD)VRBO
Lanka Rose House by WanderLodges | Pet friendly!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This kid and pet friendly 3-bedroom, 1-bathroom home features a cozy living room with a wrap-around couch, a brand-new S ...
From $226 per night (USD)VRBO
From $264 per night (USD)Expedia
The Urban Gypsy Loft
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Within walking distance, enjoy world-class Shakespeare theater, restaurants, wineries, shopping, unique coffee shops, a ...
From $264 per night (USD)Expedia
From $280 per night (USD)VRBO
3-bedroom house in Quaint Phoenix,OR
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to this inviting 3-bedroom home in Phoenix, Oregon. Thoughtfully furnished with 2 king beds and 1 twin, it’s an ...
From $280 per night (USD)VRBO
From $252 per night (USD)Expedia
Gorgeous Lakeside HOUSE + Indoor 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 $252 per night (USD)Expedia
From $133 per night (USD)VRBO
Monthly Single family house just blocks to Ashland's downtown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 4
Single family house just blocks to Ashland's downtown dining & entertainment, Lithia Park, and the renowned Oregon Shake ...
From $133 per night (USD)VRBO
From $317 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 $317 per night (USD)Expedia
From $199 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 $199 per night (USD)VRBO
From $411 per night (USD)Expedia
Charming Wine Country Carriage House – 2BR/2BA near Jacksonville Peaceful retreat in the heart of Southern Oregon wine country. Private, comfy, and perfect for couples or friends. Close to wineries, trails & historic Jacksonville.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our charming Carriage House nestled in the heart of Southern Oregon’s wine country, just minutes from histori ...
From $411 per night (USD)Expedia
From $639 per night (USD)VRBO
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 $639 per night (USD)VRBO
From $181 per night (USD)VRBO
Expansive 3 Bedroom Retreat with Hot Tub + Garage!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Peaceful retreat minutes from downtown with a hot tub! Elevate your Ashland experience at our stunning 3-bedroom, 3-ba ...
From $181 per night (USD)VRBO
From $314 per night (USD)VRBO
Sleeps up to 6 | Hot Tub | Accessible Features
- 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 $314 per night (USD)VRBO
From $157 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 $157 per night (USD)VRBO
From $168 per night (USD)VRBO
Spacious studio near Jacksonville, WiFi, kitchen, balcony & spectacular views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Minutes from Historic Jacksonville. Clean, spacious and quiet with spectacular views. Full kitchen, microwave, WiFi, kin ...
From $168 per night (USD)VRBO
From $78 per night (USD)Expedia
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 ...
From $78 per night (USD)Expedia
From $180 per night (USD)VRBO
Charming 2-bedroom house with WiFi, AC in peaceful Ashland
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Unwind in Ashland at this fabulous house. With 2 bedrooms including a queen bed and a twin bed, 2 bathrooms with showers ...
From $180 per night (USD)VRBO
From $119 per night (USD)Expedia
Thistlebee Cottage just outside charming Ashland, Oregon
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Make yourself at home in this delightful 1-bedroom Ashland retreat. This charming cottage features 1 full bed and 1 twin ...
From $119 per night (USD)Expedia
From $374 per night (USD)VRBO
Eagle Point Golf Retreat: Pool Access + Patio!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Family Friendly | Local Wine Provided | 6 Mi to Rogue River Access Discover a charming getaway in Eagle Point, OR, at t ...
From $374 per night (USD)VRBO
From $563 per night (USD)Expedia
Private Resort style nature retreat, with pool, pet-friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Your Private Oasis in Rogue River Valley: Nestled within 160 acres of serene private forest and picturesque ...
From $563 per night (USD)Expedia
From $132 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 $132 per night (USD)VRBO
From $952 per night (USD)Expedia
Lovely-5 bedroom historic Inn
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Nestled just outside the charming town of Jacksonville, Oregon, in the heart of the Applegate Valley wine country, the B ...
From $952 per night (USD)Expedia
From $60 per night (USD)VRBO
Cozy Studio downtown. Walk to choices of restaurants, stores or parks
- Bedrooms:
- 0
- Bathrooms:
- 1
- Sleeps:
- 1
My place is simple and quant. perfect to roll in for a good night sleep, make a little food or for those that like to e ...
From $60 per night (USD)VRBO
From $379 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 $379 per night (USD)VRBO