
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

Private Modern Cabin w/Hottub on 11 acres!

Cozy & Clean 2B/2B Condo w/ Jetted Tub!

Mayors Chamber Suite | Jacuzzi & Sauna

Indianhead duplex chalet with a hot tub 2376

Big Chalet with Hot Tub on Big Powderhorn Mountain

Stay SHOME-where unlike ordinary

Hot Tub • Fireplace • Dog Friendly •Big Powderhorn

Beti's Basecamp | Tiny Home for Big Adventures
Family- and pet-friendly home rentals

Valley Red Cabin

Fall Colors, Sauna, Glamping, Private, Wifi, Rest

Romantic Vineyard Cabin, Sauna, Plunge Pool

Lovely 2 Bedroom Duplex

Applegate Cottage - South Shore of Lake Superior

Riverwood Hideaway

Cozy Cabin with Fireplace! River, Trails, Private!

Park Place - Updated Home Close to Downtown
Family-friendly home rentals with a pool

Brookside Hide-A-Way #2, Port Superior, Bayfield

Superior Hideaway

North Shore Nirvana: Lakefront, Deck, Fireplace

Lakeshore Condo at Superior Shores

Lakefront 2 Queen Fireplace Studio~Pool/Hot Tub

Two Harbors Lakefront 2BR | Pool • Hot Tub • EV

One Bedroom Condo on Lake Superior

Sunset Suite on Lake Superior | Pool & Hot Tub
Destinations to explore
- Upper Peninsula of Michigan Holiday rentals
- Platteville Holiday rentals
- Minneapolis Holiday rentals
- Milwaukee Holiday rentals
- Wisconsin River Holiday rentals
- Traverse City Holiday rentals
- Madison Holiday rentals
- Wisconsin Dells Holiday rentals
- Twin Cities Holiday rentals
- Duluth Holiday rentals
- Thunder Bay Holiday rentals
- Green Bay Holiday rentals