
Family-friendly holiday rentals in Ashland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Ashland
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Ashland family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Tiny House w/ Hot Tub and Putting Green

La Petite Maison + Hot Tub

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

Yurt on the Applegate

Modern Guesthouse w/ Hot Tub, Private Yard & Views

The Birdhouse Retreat| Views & Hot Tub

BEE WELL Organic Spa Garden Studio w/ Hot Tub

The Greenwood Villa w/wood fire hot tub
Family- and pet-friendly home rentals

Charming One

Private & Cozy Treetop Cabin in Historic J-vile

Penthouse Suite, easy walk to downtown.

Clean, comfy, pet friendly & fully stocked

Gorgeous Lakeside HOUSE + Indoor SAUNA!

Hygge Hideaway. A home for rest and adventure

Cute, pet friendly Guest House

East Main Downtown Bungalow "C"
Family-friendly home rentals with a pool

Amazing Rogue River frontage/1-BR guest house/pool

Winner 2024 Best of Ashland! Our Carriage House

Sunset View Yurt of Applegate Valley with HOT TUB!

Sweet Vintage Cottage steps from Rogue River

Broken Chair Ranch

Peace on the Rogue river Studio

Tiny Groove with plunge pool and soaking tubs

Scenic and relaxing roadtrip stop-over!
Quick stats about holiday rentals that are family-friendly in Ashland
Total rentals
120 properties
Nightly prices starting at
£37 before taxes and fees
Total number of reviews
5.2K reviews
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
110 properties include access to wifi
Destinations to explore
- Northern California Holiday rentals
- Gold Country Holiday rentals
- Portland Holiday rentals
- Eastern Oregon Holiday rentals
- Willamette Valley Holiday rentals
- Willamette River Holiday rentals
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- Jordan Valley Holiday rentals
- Wine Country Holiday rentals
- South Lake Tahoe Holiday rentals
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- Sacramento River Holiday rentals
- Rentals with a firepit Ashland
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- Pet-friendly rentals Ashland
- Rentals with an EV charger Ashland
- House rentals Ashland
- Rentals with outdoor seating Ashland
- Rentals with pools Ashland
- Rentals with a hot tub Ashland
- Family-friendly rentals Jackson County
- Family-friendly rentals Oregon
- Family-friendly rentals United States