Family-friendly vacation rentals in Ashland County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Ashland County
Guests agree: these family-friendly homes 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 County family-friendly rentals
Family-friendly home rentals with a hot tub
Cabin in Butternut
4.45 out of 5 average rating, 20 reviewsFort Flambeau on the Flowage!
Mar 15 – 22
Chalet in Wakefield
4.85 out of 5 average rating, 138 reviewsIndianhead duplex chalet with a hot tub 2376
Jun 16 – 23
Condo in Ironwood
4.92 out of 5 average rating, 37 reviewsRustic luxury in the NorthWoods III
May 14 – 21
Condo in Bessemer
4.5 out of 5 average rating, 10 reviewsUnit #1 Lumberjack- Trailside Black River Basin
Nov 6 – 13
Chalet in Wakefield
4.91 out of 5 average rating, 23 reviewsClean and Quiet Family Chalet at Jackson Creek
Jan 18 – 25
Condo in Bayfield
4.82 out of 5 average rating, 118 reviewsOne Minute Walk to Lake Superior. Brookside #10
Nov 1 – 8
Chalet in Wakefield
4.81 out of 5 average rating, 121 reviewsIndianhead duplex chalet with a hot tub 2375
Mar 31 – Apr 7
Condo in Bessemer
5.0 out of 5 average rating, 13 reviewsLumberjack #3 Trailside Skiing Black River Basin
Oct 14 – 21
Family- and pet-friendly home rentals
Cabin in La Pointe
4.82 out of 5 average rating, 17 reviews400 Feet Sugar Sand Beach - Barge Bay
Dec 6 – 13
Cabin in Bayfield
4.96 out of 5 average rating, 25 reviewsHauser's Bayfield Cabin
Sep 10 – 17
Chalet in Bessemer
4.85 out of 5 average rating, 74 reviewsPowder Hound Chalet at Big Powderhorn
Jan 8 – 15
Home in Ironwood
4.83 out of 5 average rating, 119 reviewsBlack River Road Retreat
Oct 19 – 26
Home in La Pointe
4.87 out of 5 average rating, 30 reviewsThe Barn (MN Monthly top 25 vacation rental)
Nov 17 – 24
Guest suite in Mercer
4.93 out of 5 average rating, 68 reviewsParadise Point Secluded Private Lake Retreat+Sauna
Oct 17 – 24
Home in Mercer
4.85 out of 5 average rating, 48 reviewsBeautiful Full Log Home On Private Lake
Jan 3 – 10
Condo in Bayfield
4.8 out of 5 average rating, 258 reviewsOne Minute Walk to Lake Superior. Brookside #3
Aug 27 – Sep 3
Family-friendly home rentals with Wifi
Home in Ironwood
4.99 out of 5 average rating, 184 reviewsWell Appointed, Immaculate, Family Friendly, W/D
Sep 23 – 30
Home in Hurley
4.98 out of 5 average rating, 91 reviewsThe FarmHouse
Oct 8 – 15
Guest suite in Bayfield
4.77 out of 5 average rating, 71 reviewsChez Delmain in Bayfield
Aug 25 – Sep 1
Home in Wakefield
4.99 out of 5 average rating, 91 reviewsSasquatch Lodge Vacation Home
Nov 9 – 16
Cabin in Park Falls
4.98 out of 5 average rating, 131 reviewsLoon's Nest Retreat
Apr 26 – May 3
Apartment in Washburn
4.66 out of 5 average rating, 92 reviewsThe Washburn Meditation Center
Oct 14 – 21
Cabin in Montreal
4.89 out of 5 average rating, 54 reviewsSki Haus #10
May 10 – 17
Apartment in Bayfield
4.78 out of 5 average rating, 69 reviewsRoom #7-Studio
Feb 17 – 24
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Wisconsin
- Family-friendly rentals Grand Marais
- Rentals with a patio Ashland County
- Waterfront rentals Ashland County
- Condo rentals Ashland County
- Kid-friendly rentals Ashland County
- Hotel rentals Ashland County
- Apartment rentals Ashland County
- Rentals with lake access Ashland County
- Monthly Rentals Ashland County
- Rentals with a fire pit Ashland County
- Beachfront rentals Ashland County
- Rentals with a washer and dryer Ashland County
- Rentals with a hot tub Ashland County
- Rentals with outdoor seating Ashland County
- Chalet rentals Ashland County
- Rentals with a fireplace Ashland County
- Rentals with a kayak Ashland County
- Ski-in/ski-out rentals Ashland County
- Pet-friendly rentals Ashland County
- Rentals with beach access Ashland County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom