
Vacation rentals in Ashland
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Ashland
Guests agree: these stays 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
Pet-friendly vacation rentals in Ashland

Charming One

Gorgeous Lakeside HOUSE + Indoor SAUNA!

Hygge Hideaway. A home for rest and adventure

The Red Dragon House

Southern Oregon Gem (EV Charger)

Rogue River Retreat

Cottage on River Farm -Applegate Wine Trail

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

New Barndo: Stunning Rogue River access!

Clean, comfy, pet friendly & fully stocked

Chic 4 bed/2 bath house with large yard

Cute, pet friendly Guest House

Britt Bungalow in the Heart of Jacksonville

Cute 2 bdr house near downtown (pet friendly)

Stylish home with private access to Rogue River!

Clean and Cozy Farmhouse
Pet-friendly house rentals Ashland

1930s Queen Anne Historic Downtown Retreat

6 king bed real movie theater!! 5star BIG Hot tub!

🌟30 DAY-25%🌟PET FRIENDLY🌟PRIVATE🌟FENCED YARD🌟W/D🌟

Historic Upstairs Apartment

Perfect Location! Entire house, pet friendly!

Peaceful Private Retreat on Rogue River Downtown

777 House

The River House on The Rogue with beautiful views!
Quick stats about vacation rentals in Ashland
Total rentals
320 properties
Total number of reviews
23K reviews
Family-friendly rentals
120 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
160 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 160 vacation rentals in Ashland featuring dedicated workspaces. Stay connected and productive 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 20 vacation homes with pools in Ashland, available on Airbnb. Make a splash and soak up the sun in style!
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.
How much does it cost to stay in bed and breakfast rentals in Ashland?
Experience the best of Ashland with our bed and breakfast rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Ashland have wifi?
Absolutely! We offer over 20 cottage rentals with wifi in Ashland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Ashland have a gym?
Absolutely! We offer over 10 house rentals with a gym in Ashland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Ashland have self check-in?
Absolutely! We offer over 30 house rentals with self check-in in Ashland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Ashland have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area 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 100 homes with wifi, over 30 homes with a bbq area, over 30 homes with self check-in, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- Northern California Vacation rentals
- Gold Country Vacation rentals
- Portland Vacation rentals
- Eastern Oregon Vacation rentals
- Willamette Valley Vacation rentals
- Willamette River Vacation rentals
- North Coast Vacation rentals
- Jordan Valley Vacation rentals
- Wine Country Vacation rentals
- South Lake Tahoe Vacation rentals
- Sacramento Vacation rentals
- Sacramento River Vacation rentals
- Rentals with an EV charger Ashland
- Rentals with a washer and dryer Ashland
- Rentals with outdoor seating Ashland
- House rentals Ashland
- Apartment rentals Ashland
- Rentals with a fireplace Ashland
- Family-friendly rentals Ashland
- Rentals with breakfast Ashland
- Rentals with pools Ashland
- Cottage rentals Ashland
- Pet-friendly rentals Ashland
- Rentals with a patio Ashland
- Condo rentals Ashland
- Rentals with a fire pit Ashland
- Guesthouse rentals Ashland
- Cabin rentals Ashland
- Rentals with a hot tub Ashland
- Private suite rentals Ashland