Jackson Area Rentals
From $245 per night (USD)VRBO
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Farm Cottage is a renovated former horse hotel. It retains the charm of its former use yet is well appointed and upd ...
From $245 per night (USD)VRBO
From $199 per night (USD)Expedia
*Riverfront* \"Cabin on The Rogue\", Gateway to Crater Lake! Sleeps 2-4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We Strongly advise Travel Insurance offered thru VRBO due to STRICT cancellation policy. Beautiful Riverfront Cabin sl ...
From $199 per night (USD)Expedia
From $568 per night (USD)VRBO
The Ashland Social | Main House
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Luxury 3BR escape with pool awaits near the Oregon Shakespeare Festival. Indulge in refined living with 3 king beds, ens ...
From $568 per night (USD)VRBO
From $771 per night (USD)Expedia
Come stay at our farmhouse! A place to integrate all the beauty surrounding you!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Our family ranch home is nestled at the base of Grizzly Peak, with expansive views of Mt Ashland, and the Rogue Valley. ...
From $771 per night (USD)Expedia
From $623 per night (USD)VRBO
Spacious Custom Retreat with a Pool!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
A Spacious Custom Retreat Minutes from the Rogue River Welcome to your home away from home! Whether you’re planning a vi ...
From $623 per night (USD)VRBO
From $223 per night (USD)Expedia
Downtown Mint
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This bright and comfortable 2 bed 1 bath cottage is centrally located in the heart of the Rogue Valley. It’s walking dis ...
From $223 per night (USD)Expedia
From $582 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 $582 per night (USD)VRBO
From $298 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 $298 per night (USD)Expedia
From $406 per night (USD)VRBO
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 $406 per night (USD)VRBO
From $229 per night (USD)Expedia
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 $229 per night (USD)Expedia
From $471 per night (USD)VRBO
Breathtaking Applegate River Home Retreat ~ On-site Gym, Game Room, and Sauna
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Applegate River Retreat! Create memories with your family that will last a lifetime! This is such a unique pr ...
From $471 per night (USD)VRBO
From $526 per night (USD)VRBO
Helman Street Penthouse with a View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This award winning building is located in Ashland's Historic railroad district just 3 blocks to Ashland's Plaza. A light ...
From $526 per night (USD)VRBO
From $216 per night (USD)VRBO
Red Blanket Cabin Near Crater Lake National Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is a custom-built, two bedroom, one bath home located in the rural Cascade Mountains of Southern Oregon. It is nest ...
From $216 per night (USD)VRBO
From $229 per night (USD)Expedia
Ideal stopover location right off I-5, nestled in a scenic area by the Rogue River. Enjoy the peaceful sounds of the river while having quick access to major travel routes and nearby towns.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
One-Bedroom Apartment by the Rogue River a Perfect for a comfortable one-night stay or an extended visit! - Situated on ...
From $229 per night (USD)Expedia
From $160 per night (USD)VRBO
Modern Designer Apartment – Ideal for Short or Extended Stays<br>- Short walk to downtown Medford<br>- Steps to Bear Creek walking/running path<br>- Close proximity to Asante and Providence Medical Centers<br>- Convenient access to I-5 freeway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Modern Designer Apartment – Ideal for Short or Extended Stays - Short walk to downtown Medford - Steps to Bear Creek wal ...
From $160 per night (USD)VRBO
From $165 per night (USD)Expedia
Apartment close to downtown with parking included.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Upstairs king studio in a 1910 building in an older part of downtown Medford. Expect alley access, designated parking, a ...
From $165 per night (USD)Expedia
From $251 per night (USD)VRBO
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
We offer complimentary concierge services, this includes assistance with dinner reservations, local attraction informati ...
From $251 per night (USD)VRBO
From $473 per night (USD)VRBO
The Perfect Vacation Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Central Avenue Cottages is licensed by the city of Ashland and is a charming turn of the Century house that has been tas ...
From $473 per night (USD)VRBO
From $412 per night (USD)VRBO
Crater Lake cabin destination with a view.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
PLEASE READ THROUGH COMPLETE LISTING PRIOR TO BOOKING AND STAYING. It includes lots of helpful information that may have ...
From $412 per night (USD)VRBO
From $680 per night (USD)Expedia
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 $680 per night (USD)Expedia
From $254 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 $254 per night (USD)VRBO
From $259 per night (USD)VRBO
Clean, pet friendly, 2-Bedroom Cottage with large fenced yard.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Comfortable and clean, this pet friendly two bedroom cottage has the right balance of vintage charm and modern convenien ...
From $259 per night (USD)VRBO
From $452 per night (USD)VRBO
Spa Like Stay at the Award Winning Britt Bungalow in the Heart of Jacksonville
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The Britt Bungalow is an Award Winning boutique style stay, created and designed by the owner and host. It is in the his ...
From $452 per night (USD)VRBO
From $479 per night (USD)Expedia
Aviator-Themed, Fastest WiFi, 2 King Beds 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 $479 per night (USD)Expedia
From $456 per night (USD)VRBO
Serenity-Themed, Fastest WiFi, 2 King Beds 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 $456 per night (USD)VRBO
From $242 per night (USD)Expedia
Galaxy-Themed, Fastest WiFi, 3 King Beds Home
- 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 $242 per night (USD)Expedia
From $429 per night (USD)VRBO
Lighthouse-Themed, Fastest WiFi, 2 King Beds Home
- 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 $429 per night (USD)VRBO
From $242 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 $242 per night (USD)Expedia
From $160 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 $160 per night (USD)VRBO
From $427 per night (USD)Expedia
Rogue House · 1800s Downtown Storefront · Hot Tub · Fire Pit · Walk to River
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Step into a piece of Southern Oregon history. The Rogue House occupies a beautifully restored 1800s storefront — one of ...
From $427 per night (USD)Expedia
From $64 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 $64 per night (USD)VRBO
From $249 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 $249 per night (USD)Expedia
From $545 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 $545 per night (USD)VRBO
From $141 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 $141 per night (USD)Expedia
From $501 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 $501 per night (USD)VRBO
From $279 per night (USD)Expedia
HOT TUB! Firepit - Bright Open-Near Airport & Freeway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Bright open home in East Medford conveniently located near the Airport, I-5 freeway & Highway 62,. Plenty of shopping ...
From $279 per night (USD)Expedia
From $819 per night (USD)VRBO
The Ashland Social | Entire Estate
- 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 $819 per night (USD)VRBO
From $445 per night (USD)VRBO
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 $445 per night (USD)VRBO
From $277 per night (USD)VRBO
The Peerless Hotel | Signature ADA Room #1 | Artist`s Abode | Historic District
- 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 $349 per night (USD)Expedia
The Peerless Hotel | Anniversary Suite #3 | Twin Soaking Tubs | Historic District
- 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 $349 per night (USD)Expedia
From $277 per night (USD)VRBO
The Peerless Hotel | Junior Suite #2 | Jetted Tub | Historic District
- 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 $277 per night (USD)VRBO
From $393 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 $393 per night (USD)Expedia
From $277 per night (USD)VRBO
The Peerless Hotel | Junior Suite #5 | Jetted Tub | Historic District
- 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 $277 per night (USD)VRBO
From $381 per night (USD)VRBO
Mountain Ave House by WanderLodges
- Bedrooms:
- 2
- 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 $381 per night (USD)VRBO
Click For PricingVRBO
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 ...
Click For PricingVRBO
From $567 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 $567 per night (USD)Expedia
From $216 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 $216 per night (USD)VRBO
From $224 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 $224 per night (USD)Expedia
From $264 per night (USD)VRBO
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 $264 per night (USD)VRBO
From $255 per night (USD)Expedia
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 $255 per night (USD)Expedia
From $2115 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 $2115 per night (USD)VRBO
From $270 per night (USD)Expedia
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 $270 per night (USD)Expedia
From $262 per night (USD)VRBO
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 $262 per night (USD)VRBO
From $262 per night (USD)Expedia
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 $262 per night (USD)Expedia
From $255 per night (USD)VRBO
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 $255 per night (USD)VRBO
From $278 per night (USD)Expedia
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 $278 per night (USD)Expedia
From $255 per night (USD)VRBO
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 $255 per night (USD)VRBO
From $282 per night (USD)Expedia
Mayfield Gardens Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This custom cabin accommodates 6 guests, with a king-sized bed in the primary bedroom and a queen-sized bed in the loft. ...
From $282 per night (USD)Expedia
From $363 per night (USD)VRBO
Soda Mountain Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This handicap accessible, custom cabin accommodates up to 6 guests, with a king-sized bed in the primary bedroom on the ...
From $363 per night (USD)VRBO
From $363 per night (USD)Expedia
Agate Flats Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This custom cabin sleeps up to 6 guests, with a king-sized bed in the primary bedroom and a queen-sized bed in the loft. ...
From $363 per night (USD)Expedia
From $361 per night (USD)VRBO
Parsnip Lakes Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This beautiful cabin has wood cladding throughout, a cathedral ceiling, and gorgeous views from every window. Cozy up i ...
From $361 per night (USD)VRBO
From $363 per night (USD)Expedia
Chinquapin Mountain Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Chinquapin Mountain cabin offers the perfect escape for folks looking to enjoy the great outdoors. Featuring a king-size ...
From $363 per night (USD)Expedia
From $517 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 $517 per night (USD)VRBO
From $363 per night (USD)Expedia
Hobart Peak Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Nestled in a wooded hideaway across from the Keene Creek Valley, this cabin is the perfect mountain retreat. This cabin ...
From $363 per night (USD)Expedia
From $363 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 $363 per night (USD)VRBO
From $361 per night (USD)Expedia
Jenny Creek Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This spacious pet-free cabin boasts high ceilings, towering windows, and accommodates up to 6 guests, with a king bed in ...
From $361 per night (USD)Expedia
From $366 per night (USD)VRBO
2BR Ashland Retreat: 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 $366 per night (USD)VRBO
From $386 per night (USD)Expedia
Swank House in Downtown 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 sho ...
From $386 per night (USD)Expedia
From $213 per night (USD)VRBO
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 $213 per night (USD)VRBO
From $213 per night (USD)Expedia
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 $213 per night (USD)Expedia
From $202 per night (USD)VRBO
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 $202 per night (USD)VRBO
From $213 per night (USD)Expedia
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 $213 per night (USD)Expedia
From $213 per night (USD)VRBO
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 $213 per night (USD)VRBO
From $204 per night (USD)Expedia
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 $204 per night (USD)Expedia
From $207 per night (USD)VRBO
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 $207 per night (USD)VRBO
From $213 per night (USD)Expedia
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 $213 per night (USD)Expedia
From $330 per night (USD)VRBO
Charming Rogue Valley Home in Central Point!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Built for Comfort | Day Trip to Crater Lake | Near Wineries Savor a getaway designed for families, wine lovers, and foo ...
From $330 per night (USD)VRBO
From $304 per night (USD)Expedia
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 $304 per night (USD)Expedia
From $430 per night (USD)VRBO
Skyfall Landing
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Nestled on 20 acres near the famous Rogue River and Crater Lake, this luxury privately accessed home will feel like a sp ...
From $430 per night (USD)VRBO
From $322 per night (USD)Expedia
The Shady Knoll ~ Crater Lake Basecamp ~ Hot tub ~ King Suite
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unwind on a fenced, gated acre just up from the Rogue River. Soak in the private hot tub under the stars — it's open yea ...
From $322 per night (USD)Expedia
From $341 per night (USD)VRBO
🌟 🥂 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 $341 per night (USD)VRBO
From $355 per night (USD)Expedia
Modern Downtown Talent Dream
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The modern Parker Haus has everything you need located just a block from downtown Talent and nestled perfectly between M ...
From $355 per night (USD)Expedia
From $639 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 $639 per night (USD)VRBO
From $357 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 $357 per night (USD)Expedia
From $263 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 $263 per night (USD)VRBO
From $625 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 $625 per night (USD)Expedia
From $263 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 $263 per night (USD)VRBO
From $71 per night (USD)VRBO
Small Town Feel. Sweet cozy home with 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 $71 per night (USD)VRBO
From $1019 per night (USD)VRBO
The Gem and Cottage of Ashland, Hot tub, Views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Magnificent Hilltop Getaway with Incredible Views (sleeps 14.) Come enjoy this oasis on the outskirts of the magical tow ...
From $1019 per night (USD)VRBO
From $1037 per night (USD)Expedia
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 $1037 per night (USD)Expedia
From $481 per night (USD)VRBO
Luxurious 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 $481 per night (USD)VRBO
From $286 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 $286 per night (USD)Expedia
From $567 per night (USD)VRBO
2 cabins with 4 bedrooms, hot tubs, dining room and full kitchen.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Hyatt Prairie Cabin Compound! Two cabins connected by a common deck. Two full kitchen, dining rooms, and two bathrooms. ...
From $567 per night (USD)VRBO
From $186 per night (USD)VRBO
Cool Creek Cottage, Crater Lake National Park , trails and waterfalls nearby.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Cool Creek Cottage Welcome to Cool Creek Cottage, a charming mountain retreat nestled in the Rogue River–Siskiyou Nation ...
From $186 per night (USD)VRBO
From $333 per night (USD)VRBO
Barclay Klum House | Walk to Downtown | Soaking Tub & Gourmet Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Barclay-Klum House: A 2-bed, 1-bath gem, walking distance to Ashland`s vibrant downtown. Bedrooms: Quee ...
From $333 per night (USD)VRBO
From $275 per night (USD)Expedia
Hyatt Prairie Cabin offers views and a two person Hot Tub! Both bedrooms have a queen size bed.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
About this space Welcome to your Hyatt Prairie Cabin with views and a two person Hot Tub! The primary bedroom, located ...
From $275 per night (USD)Expedia
From $297 per night (USD)VRBO
2 bedroom cabin plus loft, 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 $297 per night (USD)VRBO
From $574 per night (USD)Expedia
Luxury condo with 2 bedrooms/2 bathrooms, sleeper sofa, full kitchen.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Ashland's new luxury vacation destination located in the heart of downtown, just steps to the culinary deligh ...
From $574 per night (USD)Expedia
From $264 per night (USD)VRBO
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Adorable, light-filled, recently-renovated, and furnished 2-bedroom, 1.5 bath, 1940’s cottage-style home. Beautifully de ...
From $264 per night (USD)VRBO
From $310 per night (USD)Expedia
1 bedroom with a king-size bed, one bathroom, and kitchenette.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
About this space The Wine Suite at Rellik House includes one bedroom with a king-size bed and one bathroom. A sleeper s ...
From $310 per night (USD)Expedia