
Jackson Area Rentals
- From $346 per night (USD)
VRBO
Relax and unwind in our 3br-2ba house on Historic Troon Estate Vineyard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay in our 3 bedroom 2 bathroom house on the historic Troon Estate Vineyard. This home is in the center of beautiful A ...
From $346 per night (USD)VRBO
- From $302 per night (USD)
VRBO
Heavenly Rogue River Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our Cottage is a magical paradise on the Rogue River. From picnicking by the river, to enjoying family time, playing the ...
From $302 per night (USD)VRBO
- From $339 per night (USD)
VRBO
Great, clean house in the middle of Medford
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Great location, near North Medford High School. Newly renovated home inside and out! We created this house with comfort ...
From $339 per night (USD)VRBO
- From $465 per night (USD)
Expedia
New Home in SouthWest Neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
New home in Lovely SouthWest Medford location. Short drive to US Cellular Parks, Jacksonville Britt Festival, Oregón Sha ...
From $465 per night (USD)Expedia
- From $198 per night (USD)
VRBO
A Retreat From The City - The Little Farmhouse
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Perfectly located just outside the city limits of Phoenix, OR, The Little Farmhouse is a 15 minute drive from many south ...
From $198 per night (USD)VRBO
- From $641 per night (USD)
VRBO
Riverfront Getaway, Beautifully Remodeled Home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This is undeniably the only vacation rental of its kind on the Upper Rogue River, a true gem! Situated on 1.5 acres with ...
From $641 per night (USD)VRBO
- From $282 per night (USD)
VRBO
Feels like Home-Very Comfy and Well Stocked-Centrally Located-Walk to Major Park
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
-No Checkout Chores- The whole interior space has been recently remodeled. Lotus House is made for comfort. It is idea ...
From $282 per night (USD)VRBO
- From $489 per night (USD)
VRBO
The Best In Ashland: Magnificent View, Privacy, Quality, Convenience, Very Clean
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
3 bedroom, 2 bath villa on acreage within minutes of theaters, restaurants and shopping. Very private with modern kitche ...
From $489 per night (USD)VRBO
- From $323 per night (USD)
VRBO
River House on the Beautiful Rogue River
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Yes, comes with your own boat ramp, just add fish! Newly remodeled vacation home with a spacious great room along with a ...
From $323 per night (USD)VRBO
- From $211 per night (USD)
Expedia
Mt Ashland Homestead, Ashland 10m., 40 acres ridgetop old forest, right by PCT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Beautiful log home nestled in the Siskiyou-Cascade Mountain forests of Southern Oregon. About 15 minutes to downtown Ash ...
From $211 per night (USD)Expedia
- From $387 per night (USD)
VRBO
The Madrone House, Country Getaway with Mountain Views and Fresh Air.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
The Madrone House welcomes you to the Pacific Northwest, tucked at the base of the Cascade and Siskiyou Mountain Ranges. ...
From $387 per night (USD)VRBO
- From $133 per night (USD)
VRBO
Gorgeous custom Airstream with spectacular views only 4 mi. to Ashland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This one-of-a-kind completely renovated classic trailer is the perfect getaway accommodation. Situated on a 5 acre Tusca ...
From $133 per night (USD)VRBO
- From $218 per night (USD)
VRBO
Hyatt Lake Mountain Retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Take a trip back in history to one of the first structures built in what was then, Hyatt Meadows by the original settler ...
From $218 per night (USD)VRBO
- From $364 per night (USD)
Expedia
\"Home on The Rogue\" - Gateway to Crater Lake!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
We Strongly advise Travel Insurance that's offered thru VRBO due to cancellation policy. Immaculate Riverfront home on ...
From $364 per night (USD)Expedia
- From $269 per night (USD)
VRBO
High Street Cottage Artists' Garden Cottage Clean & Beautiful
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Set in one of Ashland's oldest and most desired neighborhoods. This 1931 cottage has been lovingly restored back to its ...
From $269 per night (USD)VRBO
- From $125 per night (USD)
VRBO
Your Southern Oregon Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Garden suite. Full bathroom with walk in shower, spacious bedroom with queen sized bed and large living space with full ...
From $125 per night (USD)VRBO
- From $264 per night (USD)
VRBO
The Terra Cottage Inn - Ashland, Oregon
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestle into one of Ashland's best neighborhoods, a beautiful, short 4 block walk to world class theatre, dining, arts an ...
From $264 per night (USD)VRBO
- From $435 per night (USD)
Expedia
🐾 Cozy Modern Log Home with Amazing Backyard/BBQ 3 bd 2 bth 🐾
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
All the comforts of a modern home with the look and appeal of a log cabin. This beautiful custom built is 2200 square ...
From $435 per night (USD)Expedia
- From $344 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 $344 per night (USD)VRBO
- From $254 per night (USD)
Expedia
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We offer complimentary concierge services for all of our bookings. This includes assistance with dinner reservations, lo ...
From $254 per night (USD)Expedia
- From $340 per night (USD)
VRBO
West Hills House Newly renovated!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Here at West Hills House you will feel like you are in a park like setting. Nestled under a canopy of trees. Located onl ...
From $340 per night (USD)VRBO
- From $155 per night (USD)
VRBO
Quiet, Modern, Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This quaint cottage located in Southern Oregon is a serene escape from the busyness of life. Nestled back on the owner's ...
From $155 per night (USD)VRBO
- From $97 per night (USD)
VRBO
Charming, Comfortable Garden Studio Above The University.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This studio is in a beautiful backyard one block above Southern Oregon University. It has a kitchenette with small fridg ...
From $97 per night (USD)VRBO
- From $357 per night (USD)
Expedia
232-Duplex-Private Bathroom-Mountain View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
232 4th St is a 3 bedroom 2 bathroom home. There are 2 full size beds and a queen bed. The home features a fully stocked ...
From $357 per night (USD)Expedia
- From $514 per night (USD)
VRBO
230-Downstairs-Duplex-Private Bathroom-Mountain View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Great three bedroom - two bath accommodation in historic, downtown location Welcome to “The Garden" at the 4Th Street I ...
From $514 per night (USD)VRBO
- From $208 per night (USD)
Expedia
The Apartment will not be rented at this time The Octagon is still open
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Very sorry but the Apartment will not be rented at this time Jerry & JoAnn invite you to open the private gate to River ...
From $208 per night (USD)Expedia
- From $318 per night (USD)
VRBO
Ashland's Mountain View Vacation Rental.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Mountain View Cottage Ashland’s newest vacation rental The perfect place to stay for your next Ashland get a ...
From $318 per night (USD)VRBO
- From $356 per night (USD)
Expedia
Rogue River Escape-19 Forested Acres-600 Ft of Riverfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to your own private sanctuary on the Rogue River. Tucked behind gates and surrounded by 19 acres of forest, this ...
From $356 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Rogue Valley Retreat in Medford, OR
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Entire House - 1750 sq ft 3 BRs, 2 full baths Strong Wi-Fi, inside and outside Large screen Smart TV Large fully equipp ...
From $270 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Eagle's Nest Cottage. Spacious 2 BR river retreat on the Rogue River. Enjoy ping-pong, BBQ, board games, and fishing. Remote work enabled with high-speed WiFi. Unplug and unwind!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Rogue River Retreat enjoy a cozy weekend of unplugging and quality time with loved ones! - 60 minutes to Crater Lake Na ...
From $214 per night (USD)Expedia
- From $557 per night (USD)
VRBO
\"Enchantment\" Medford, Oregon
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enchantment! Surround yourself on 19 acres of lush forestland with seasonal creek. This home offers 4 bedrooms (3 quee ...
From $557 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Luxury Cottage in Jacksonville's Historic Core!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful Luxury Cottage in the Historic Core of Jacksonville, Oregon! Convenient location steps away from great restaur ...
From $317 per night (USD)Expedia
- From $151 per night (USD)
VRBO
Very Comfortable-Well Stocked-Quiet Neighborhood-Centrally Located-Walk to Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
-No Checkout Chores- The Studio 2 is such a comfortable and relaxing place to wind down after exploring our beautiful ar ...
From $151 per night (USD)VRBO
- From $329 per night (USD)
Expedia
Beautiful Luxury Cottage. Walk To It All!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Completely remodeled two-bedroom cottage in historic Jacksonville, Oregon. Walk to fantastic restaurants, quaint shoppin ...
From $329 per night (USD)Expedia
- From $135 per night (USD)
VRBO
Vacation Home in Beautiful Ashland (Ashland, OR)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Charming, remodeled, furnished Victorian-Style, spacious home, only 4 easy blocks from downtown Ashland, the Plaza, Worl ...
From $135 per night (USD)VRBO
- From $291 per night (USD)
VRBO
Britt Cottage - Perfect Downtown Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This upstairs unit is an Entire Suite: King Size Bed, Two Person Jacuzzi Tub, Gas Fireplace, Radiant Heated Tile Floor, ...
From $291 per night (USD)VRBO
- From $306 per night (USD)
VRBO
Spacious Forest Home, 3 Bedrooms, Mountain Views, 5 Min. to Jacksonville, Pets!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Perfect roomy house and location for a family gathering, friends getaway or couples retreat. Relax and enjoy the peace a ...
From $306 per night (USD)VRBO
- From $143 per night (USD)
Expedia
Charleen's Cottage~Couple Perfect!Great Location! A Gem!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Walk to Britt, or Downtown Jacksonville. We are right off the Main Steet coming into town. Charge your EV. 1 for Free. ...
From $143 per night (USD)Expedia
- From $100 per night (USD)
VRBO
Cozy Home in Medford
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
3 bedroom, 1.5 bath home with private, fenced back yard. Enjoy a wood fireplace, washer and dryer, flat screen smart tv ...
From $100 per night (USD)VRBO
- From $228 per night (USD)
Expedia
Safari: Downtown Jacksonville
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This special place is close to everything. Enjoy a stylish experience at this centrally-located suite. Enjoy this one-be ...
From $228 per night (USD)Expedia
- From $136 per night (USD)
VRBO
East Main Ease!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Newly remodeled townhome is private, but just a short walk to downtown Ashland. Coffee shop, restaurants, bike trails a ...
From $136 per night (USD)VRBO
- From $293 per night (USD)
Expedia
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 $293 per night (USD)Expedia
- From $123 per night (USD)
VRBO
Ashland, Oregon. Available for two months : July and August!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our cottage is very private and quiet, yet we are only a few minutes walk from the Festival, downtown and our 73 acre Li ...
From $123 per night (USD)VRBO
- From $344 per night (USD)
Expedia
Lodging and Art Gallery-Charming Space Next to Everything, Walk Anywhere!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Park the car the duration of your stay and feel at home in quaint little Ashland town. Spacious and artistic decor is pe ...
From $344 per night (USD)Expedia
- From $459 per night (USD)
VRBO
Large 4 bedroom house with pool in bamboo forest!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
The space includes 4 bedrooms and a bonus sun-room with 2 day beds. The large primary bedroom has a king bed, a wood bur ...
From $459 per night (USD)VRBO
- From $424 per night (USD)
VRBO
The Sleepy Canoe - A Cozy River front house near everything in Southern Oregon
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
The Sleepy Canoe is a great getaway located right on the Rogue River with fabulous views. This is a perfect location is ...
From $424 per night (USD)VRBO
- From $198 per night (USD)
VRBO
Tranquil setting surrounded by panoramic mountain views, grazing horses
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Comfortable living room, kitchen with 2 burner ceramic cooktop, convection/microwave combination oven, apartment size re ...
From $198 per night (USD)VRBO
- From $424 per night (USD)
VRBO
Drift Away - A beautiful River front home in Southern Oregon
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
Drift Away is just that! It’s located right on the Rogue River with beautiful views. The home sleeps 14 people and is a ...
From $424 per night (USD)VRBO
- From $458 per night (USD)
VRBO
Hillside at Emigrant Creek Ranch
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Your Southern Oregon Getaway Awaits Escape to the beauty and tranquility of Southern Oregon at this peaceful hillside r ...
From $458 per night (USD)VRBO
- From $570 per night (USD)
VRBO
Walk into downtown Ashland and the OSF Theatre from Abigail's Vacation Cottage.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Step out and explore Ashland from Abigail's Private Two Bedroom Self- Catering Vacation Cottage. The cottage is situated ...
From $570 per night (USD)VRBO
- From $624 per night (USD)
VRBO
BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den Near Theaters, Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
BLUE HYACINTH Welcome to the Blue Hyacinth, a lovely 3 BDRM-2 BATH house, at Blossom View Cottages. We are located in ...
From $624 per night (USD)VRBO
- From $411 per night (USD)
Expedia
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Meadow House is named for the expansive meadow it is sited on, and for it’s amazing views and surrounding abundance ...
From $411 per night (USD)Expedia
- From $510 per night (USD)
VRBO
BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Victorian Rose at Blossom View Cottages. We are located in the historic railroad district, less than half ...
From $510 per night (USD)VRBO
- From $316 per night (USD)
VRBO
Home Sweet Home - Relax w/ Beautiful Big Yard and Steam Shower
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summer Rental Home in beautiful Ashland Oregon. We are renting out our home for July 26 - August 24, 2018. Minimum Ren ...
From $316 per night (USD)VRBO
- From $280 per night (USD)
VRBO
The Ashland Cottage, walk to town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our guests at The Ashland Cottage are always thrilled upon arrival, "It's gorgeous!" The cottage offers exactly what Ash ...
From $280 per night (USD)VRBO
- From $71 per night (USD)
VRBO
Top floor of modern duplex - walk to plays, SOU, Lithia Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our lovely top floor one bedroom apartment in a quiet end unit duplex in the Phillips Corner town home community is back ...
From $71 per night (USD)VRBO
- From $217 per night (USD)
VRBO
The Maple Apartment at Tudor House Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Upstairs one bedroom has a queen sized bed, the other has two twin beds, with a full bathroom. Downstairs another full b ...
From $217 per night (USD)VRBO
- From $213 per night (USD)
Expedia
The Dogwood Suite at Tudor House Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
The upstairs Bedroom has a queen and a twin bed. The downstairs has a full kitchen, dining table, sofa-bed, and TV. Fr ...
From $213 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Shady Cove River House -Fly Fish, Raft, Hike or Just Relax
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This newly remodeled, charming home features a 1950's look kitchen with an O'Keefe and Merritt gas stove and a Big Chill ...
From $273 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Black Pearl - Apartment near the river
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Once you exit I-5, this unit is two minutes away, making for an easy end to your drive. Located in the heart of Rogue Ri ...
From $220 per night (USD)Expedia
- From $239 per night (USD)
VRBO
Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming 2-Bedroom Apartment with River Views - Perfect stopover for traveling families or friends - Has a private Hot T ...
From $239 per night (USD)VRBO
- From $219 per night (USD)
VRBO
20% off OSF tix in B&C sections for guests! 5-min walk to downtwn, private yard
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Silver Frog Guesthouse, complete with a queen bed, fold-out twin couch, kitchen and shower-only bathroom, is set bac ...
From $219 per night (USD)VRBO
- From $178 per night (USD)
VRBO
Large Private Carriage-House Retreat with Amazing Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in the hills just above the Roxy Ann Winery and minutes from Roxy Ann Peak hiking trails, this beautifully furni ...
From $178 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Custom Ashland Home with Fantastic Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful 1360 square foot home on 2 acres. Modern, shed roof design with great windows and view of Grizzly Peak. Quiet ...
From $300 per night (USD)VRBO
- From $330 per night (USD)
VRBO
Mt Ashland Homestead, Ashland 10m, 40 ridgetop acres old forest, right by PCT
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful, large architectural home nestled in the Siskiyou/Cascade Mountain forests of Southern Oregon. About 15 m ...
From $330 per night (USD)VRBO
- From $178 per night (USD)
Expedia
Beautiful Guest Suite with Private Deck Overlooking Forest and Waterfall
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This newly remodeled, modern guest suite is nestled in the Tolman Creek canyon and surrounded by a beautiful madrone, pi ...
From $178 per night (USD)Expedia
- From $143 per night (USD)
VRBO
Exquisite Artist's home, all summer or month to month.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
This home is beautifully appointed with high end furniture, oriental rugs and art from across the globe. It has the best ...
From $143 per night (USD)VRBO
- From $233 per night (USD)
Expedia
Restful River Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located on the banks of the Rogue River, this unique space was recently remodeled to fit the needs of anyone looking to ...
From $233 per night (USD)Expedia
- From $435 per night (USD)
VRBO
Hyatt Prairie Mountain Cabin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in the quaking aspens, this log cabin is one of a kind. The cabin is next to Hyatt Lake, and is surrounded by al ...
From $435 per night (USD)VRBO
- From $418 per night (USD)
Expedia
Country Retreat and Event Venue minutes from Historic Jacksonville
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Forget your worries in this spacious and serene farmhouse located just minutes outside of Jacksonville. Look outside the ...
From $418 per night (USD)Expedia
- From $169 per night (USD)
VRBO
Enchanted Conestoga Wagon on the Applegate River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Reconnect with nature in the breathtaking Applegate Valley while enjoying the comfort of our cozy covered wagon. Take a ...
From $169 per night (USD)VRBO
- From $466 per night (USD)
Expedia
1907 Charmer, Perfect Downtown Location, So Clean!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Do you love history and cool old homes right in the heart of it all? Do you get a kick out of original brass and iron be ...
From $466 per night (USD)Expedia
- From $354 per night (USD)
VRBO
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 $354 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Quiet and peaceful cottage close to downtown
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Come retreat in our oasis during your stay in Ashland! Charming 1 bedroom, 2 bathroom home, tucked away from the busy b ...
From $331 per night (USD)Expedia
- From $313 per night (USD)
VRBO
Game Room Fun! Medford Family Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Large Yard w/ Playset | 2 Mi to Dtwn Shops & Eats | Day Trip to Crater Lake Nat'l Park If you're a nature lover or wine ...
From $313 per night (USD)VRBO
- From $345 per night (USD)
VRBO
Langel Creek Ranch Guest House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 7
Escape to Langel Creek Ranch – A Peaceful Southern Oregon Farm Stay Leave the crowds behind and experience the quiet be ...
From $345 per night (USD)VRBO
- From $159 per night (USD)
VRBO
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Detached light-filled Guesthouse on 1/3 of an acre, 3 blocks from downtown Central Point. This 420 sqft space is perfect ...
From $159 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Riverfront on the Rogue! Ideal Southern Oregon location
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Enjoy a riverfront stay on the beautiful Rogue River! Gorgeous views and conveniently located just 1 mile from I-5 by th ...
From $450 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Modern Tiny House in the Woods w/Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located on a hillside in Shady Cove, OR. This is a spacious brand new 300 sq foot tiny home. The tiny house is located ...
From $175 per night (USD)VRBO
- From $223 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 $223 per night (USD)VRBO
- From $294 per night (USD)
VRBO
Cottage A in Jacksonville 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 $294 per night (USD)VRBO
- From $225 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 $225 per night (USD)VRBO
- From $538 per night (USD)
VRBO
Enchanting 3 BR, minutes from Winerys, Snow Sking, exhilarating Rafting Tours.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to experience the perfect blend of Comfort and Adventure in your Stunning 1,965 Square Foot 3-bedroom vacation h ...
From $538 per night (USD)VRBO
- From $354 per night (USD)
Expedia
1930s Queen Anne Historic Downtown Retreat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Peaceful & elegant 4 bedroom 1936 Queen Anne home is walking to distance downtown where you will find restaurants, parks ...
From $354 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Second Spring Property We are excited to announce that our property was given The Ashland Historic Preservation Award in ...
From $270 per night (USD)VRBO
- From $84 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 $84 per night (USD)VRBO
- From $66 per night (USD)
VRBO
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 $66 per night (USD)VRBO
- From $274 per night (USD)
Expedia
Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Second Spring Property We are excited to announce that our property was given The Ashland Historic Preservation Award in ...
From $274 per night (USD)Expedia
- From $491 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 $491 per night (USD)VRBO
- From $432 per night (USD)
VRBO
Beautiful Mountain Home with Expansive Views of Wooded Hillsides, Quiet Valley
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Executive retreat with expansive views from every room. Nestled in a wooded hillside looking down a peaceful valley with ...
From $432 per night (USD)VRBO
- From $293 per night (USD)
VRBO
Romantic & private cabin on Rogue River, 1 hr from Crater Lake
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled along the banks of the Rogue River, the Rogue River Lodge is one of the earliest known lodges built in the Upper ...
From $293 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Beautiful Southern Charm awaits your visit!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Southern Charm is located in a quiet neighborhood , it has beautiful landscaping in the front and back yard, There are 2 ...
From $215 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Chic & cozy 1 bedroom guest-house
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
-FOR VACATIONERS, PROFESSIONALS, OR SHORT-TERM STAYS Peaceful & fashionable guest house. Self-contained with 1 bedroom ...
From $181 per night (USD)VRBO
- From $372 per night (USD)
Expedia
Premier Downstairs Flat in Perfect Down Town Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a beautiful new 3 bedroom flat with oak hardwoods floors, granite counters, and new appliances. There is a laund ...
From $372 per night (USD)Expedia
- From $231 per night (USD)
VRBO
GORGEOUS LUXURY 1 BDRM Fully Furnished Apt., ALL UTILITIES INCLUDED
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This Luxury Property was recently Appraised at $1.3 Million. All rentals managed by VRBO. ALL UTILITIES INCLUDED as wel ...
From $231 per night (USD)VRBO
- From $493 per night (USD)
Expedia
Sunset Chalet - 2300 sq.ft. Multi-Seasonal retreat only15 minutes from Ashland !
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Sunset Chalet is nestled in the Cascade Mountains at 4000' elevation. Fantastic views overlooking Siskiyou Mtns, Klamat ...
From $493 per night (USD)Expedia
- From $276 per night (USD)
VRBO
3 bedrooms with king beds, 2.5 bathrooms. 2146 sq ft house in east Medford.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Gorgeous custom built home on a Private Road in very desirable East Medford Hills - Open Floor Plan - Living room & mast ...
From $276 per night (USD)VRBO
- From $154 per night (USD)
VRBO
Lovely Private 1 Bedroom/Bathroom in Historic Log Home. Host occupied.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Bedroom: Outfitted for ultimate comfort with plush bedding, extra blankets, black out curtains,and a quiet cabin atm ...
From $154 per night (USD)VRBO
- From $260 per night (USD)
VRBO
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Elizabeth’s Cottage is a 2 bedroom, 1 bath home set back with a view of both city lights in the distance, and rolling hi ...
From $260 per night (USD)VRBO
- From $391 per night (USD)
VRBO
Warren House · 1800s Cottage · Hot Tub · Game Room · 3BR · Downtown Rogue River
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Warren House — a beautifully restored 1800s cottage in the heart of downtown Rogue River. Built as one of the ...
From $391 per night (USD)VRBO




































































































