
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

Dollar Mountain Hideout

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

5 Star Luxury Southern Oregon Suite

Neil Creek Cottage

Mountain House property studio apartment

Victorian Garden Carriage House

East Main Downtown Bungalow "C"

Centrally Located - No Fees - 1BR/1BA Remodeled 15

" sweet little garden studio "
Family-friendly home rentals with a pool

Winner 2024 Best of Ashland! Our Carriage House

Sunset View Yurt of Applegate Valley with HOT TUB!

Tiny Cabin in the Woods | Hot Tub & Alpaca Rescue

Broken Chair Ranch

Peace on the Rogue river Studio

1940s Vintage apartment steps from the Rogue River

Octagon Studio / Beautiful Rogue River property

Tiny Groove with plunge pool and soaking tubs
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
- Jordan Valley Holiday rentals
- North Coast Holiday rentals
- Wine Country Holiday rentals
- South Lake Tahoe Holiday rentals
- Sacramento Holiday rentals
- Sacramento River Holiday rentals
- Rentals with a fireplace Ashland
- Guest house rentals Ashland
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- Apartment rentals Ashland
- Rentals with breakfast Ashland
- Rentals with a firepit Ashland
- Rentals with an EV charger Ashland
- Rentals with a hot tub Ashland
- Rentals with pools Ashland
- Private suite rentals Ashland
- House rentals Ashland
- Cabin rentals Ashland
- Cottage rentals Ashland
- Pet-friendly rentals Ashland
- Flat rentals Ashland
- Rentals with a patio Ashland
- Rentals with a washing machine and dryer Ashland
- Family-friendly rentals Jackson County
- Family-friendly rentals Oregon
- Family-friendly rentals United States