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 13 – 20
Chalet in Wakefield
4.85 out of 5 average rating, 138 reviewsIndianhead duplex chalet with a hot tub 2376
Jun 13 – 20
Condo in Ironwood
4.92 out of 5 average rating, 37 reviewsRustic luxury in the NorthWoods III
May 11 – 18
Condo in Bessemer
4.5 out of 5 average rating, 10 reviewsUnit #1 Lumberjack- Trailside Black River Basin
Nov 4 – 11
Chalet in Wakefield
4.91 out of 5 average rating, 23 reviewsClean and Quiet Family Chalet at Jackson Creek
Jan 15 – 22
Condo in Bayfield
4.82 out of 5 average rating, 118 reviewsOne Minute Walk to Lake Superior. Brookside #10
Jun 30 – Jul 7
Chalet in Wakefield
4.81 out of 5 average rating, 121 reviewsIndianhead duplex chalet with a hot tub 2375
Mar 28 – Apr 4
Condo in Bessemer
5.0 out of 5 average rating, 13 reviewsLumberjack #3 Trailside Skiing Black River Basin
Oct 11 – 18
Family- and pet-friendly home rentals
Cabin in Bayfield
4.96 out of 5 average rating, 25 reviewsHauser's Bayfield Cabin
Dec 13 – 20
Cabin in La Pointe
4.82 out of 5 average rating, 17 reviews400 Feet Sugar Sand Beach - Barge Bay
Oct 2 – 9
Chalet in Bessemer
4.85 out of 5 average rating, 74 reviewsPowder Hound Chalet at Big Powderhorn
Jan 5 – 12
Home in Ironwood
4.83 out of 5 average rating, 119 reviewsBlack River Road Retreat
Apr 3 – 10
Guest suite in Mercer
4.93 out of 5 average rating, 68 reviewsParadise Point Secluded Private Lake Retreat+Sauna
Jun 6 – 13
Home in La Pointe
4.87 out of 5 average rating, 30 reviewsThe Barn (MN Monthly top 25 vacation rental)
Nov 14 – 21
Home in Mercer
4.85 out of 5 average rating, 48 reviewsBeautiful Full Log Home On Private Lake
Dec 2 – 9
Condo in Bayfield
4.8 out of 5 average rating, 258 reviewsOne Minute Walk to Lake Superior. Brookside #3
Jul 31 – Aug 7
Family-friendly home rentals with Wifi
Home in Ironwood
4.99 out of 5 average rating, 184 reviewsWell Appointed, Immaculate, Family Friendly, W/D
Jul 5 – 12
Home in Hurley
4.98 out of 5 average rating, 91 reviewsThe FarmHouse
Oct 6 – 13
Guest suite in Bayfield
4.77 out of 5 average rating, 71 reviewsChez Delmain in Bayfield
Jun 15 – 22
Home in Wakefield
4.99 out of 5 average rating, 91 reviewsSasquatch Lodge Vacation Home
Nov 6 – 13
Cabin in Park Falls
4.98 out of 5 average rating, 131 reviewsLoon's Nest Retreat
Apr 20 – 27
Apartment in Washburn
4.66 out of 5 average rating, 92 reviewsThe Washburn Meditation Center
Jun 18 – 25
Cabin in Montreal
4.89 out of 5 average rating, 54 reviewsSki Haus #10
May 7 – 14
Apartment in Bayfield
4.78 out of 5 average rating, 69 reviewsRoom #7-Studio
Feb 14 – 21
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Wisconsin
- Family-friendly rentals Grand Marais
- Rentals with outdoor seating Ashland County
- Condo rentals Ashland County
- Rentals with a washer and dryer Ashland County
- Ski-in/ski-out rentals Ashland County
- Rentals with a hot tub Ashland County
- Rentals with a kayak Ashland County
- Apartment rentals Ashland County
- Rentals with lake access Ashland County
- Rentals with a fireplace Ashland County
- Chalet rentals Ashland County
- Rentals with a patio Ashland County
- Rentals with a fire pit Ashland County
- Monthly Rentals Ashland County
- Beachfront rentals Ashland County
- Pet-friendly rentals Ashland County
- Hotel rentals Ashland County
- Rentals with beach access Ashland County
- Kid-friendly rentals Ashland County
- Waterfront rentals 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