
Vacation rentals in Ashland
Book unique homes, vacation rentals, and more on Airbnb
Top-rated vacation rentals in Ashland
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Ashland vacation rentals
Dog friendly vacation rentals in Ashland

Britt Bungalow in the Heart of Jacksonville

The Red Dragon House

Artistic Airstream with panoramic views

Rogue River Retreat

Southern Oregon Gem (EV Charger)

Cottage on River Farm -Applegate Wine Trail

Octagon Studio / Beautiful Rogue River property

Modern, pet-friendly, private - EV charger level 2
House rentals in Ashland

Charming One

Ivy Cottage

Terra Cottage Inn - Quintesential Ashland

Downtown Talent 2 BR bungalow

Cute, pet friendly Guest House

Clean and Cozy Farmhouse

Cute Boho w Patio, W/D, Parking (No Chores!)

Cozy Cottage
Dog friendly homes in Ashland

Clean, comfy, pet friendly & fully stocked

Chic 4 bed/2 bath house with large yard

1930s Queen Anne Historic Downtown Retreat

Hygge Hideaway. A home for rest and adventure

Historic Upstairs Apartment

Peaceful Private Retreat on Rogue River Downtown

The River House on The Rogue with beautiful views!

Beautiful Country Home next to Jacksonville!
Quick stats about vacation rentals in Ashland
Total rentals
340 properties
Total number of reviews
22K reviews
Family-friendly rentals
120 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
170 properties have a dedicated workspace
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Ashland?
Yes! Work meets play with ease at over 170 vacation rentals in Ashland featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in private suite rentals in Ashland?
Experience the best of Ashland with our private suite rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Ashland?
Four-legged friends are welcome in Ashland. Choose from more than 130 vacation rentals for guests traveling with pets.
Are there Ashland vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Ashland, available on Airbnb. Make a splash and soak up the sun in style!
Do guesthouse rentals in Ashland have air conditioning?
Absolutely! We offer over 20 guesthouse rentals with air conditioning in Ashland. Enjoy a tailored experience with all the comforts you desire.
Do hotel rentals in Ashland have self check-in?
Absolutely! We offer over 10 hotel rentals with self check-in in Ashland. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Ashland?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with self check-in, over 100 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Ashland?
Ashland has more than 120 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Kid-friendly rentals Ashland
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