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
Home in Grants Pass
4.98 out of 5 average rating, 287 reviewsPrivate Carriage House
26 Aug – 2 Sep
Guest suite in Jacksonville
4.84 out of 5 average rating, 269 reviewsClaudia's Retreat Sanctuary
5–12 Nov
Tiny home in Grants Pass
4.95 out of 5 average rating, 76 reviewsRiver Rapids Home, stargazing from the hot tub!
15–22 Dec
Apartment in Rogue River
4.96 out of 5 average rating, 48 reviewsJaloma Woods, a forested retreat
15–22 Jun
Villa in Talent
5.0 out of 5 average rating, 14 reviewsSunny Villa with Hot Tub and Magnificent Views
21–28 Aug
Family- and pet-friendly home rentals
Guesthouse in Medford
4.92 out of 5 average rating, 344 reviewsThe Greenwood Villa
21–28 May
Home in Talent
4.81 out of 5 average rating, 118 reviewsFirst class Home in Fine Neighborhood, 1 sm pet ok
2–9 Jun
Cabin in Medford
4.85 out of 5 average rating, 101 reviewsWoodland Cottage near Jacksonville Dog Friendly
14–21 Nov
Guesthouse in Medford
4.85 out of 5 average rating, 118 reviewsLotus 2-Peaceful-Central Location-W/D-Walk to Park
24 Jun – 1 Jul
Cabin in Klamath Falls
4.94 out of 5 average rating, 140 reviewsCabin by Lake of The Woods, Crater Lake, & Ashland
26 May – 2 Jun
Home in Trail
4.95 out of 5 average rating, 210 reviewsLog Cabin w/Treehouse & Zip Line on Rogue River
24–31 Dec
Apartment in Talent
4.87 out of 5 average rating, 452 reviewsShady Grove Farm - Studio
3–10 Jan
Guesthouse in Grants Pass
4.96 out of 5 average rating, 341 reviewsQueen Lady Vacation Rental pet friendly.
6–13 Oct
Family-friendly home rentals with a pool
Guesthouse in Grants Pass
4.94 out of 5 average rating, 430 reviewsSweet Vintage Cottage steps from Rogue River
18–25 Mar
Loft in Hornbrook
4.94 out of 5 average rating, 361 reviewsThe Green Arrow Loft
13–20 Jul
Home in Grants Pass
4.88 out of 5 average rating, 403 reviewsQuiet neighborhood 3 BR w/ pool
6–13 May
Home in Grants Pass
4.82 out of 5 average rating, 17 reviewsBeautiful home on the Rogue river.
8–15 Dec
Quick stats about holiday rentals that are family-friendly in Ashland
Total rentals
100 properties
Wi-Fi availability
100 properties include access to Wi-Fi
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Total number of reviews
3.4K reviews
Nightly prices starting at
$51 NZD before taxes and fees
Destinations to explore
- Mount Shasta Holiday rentals
- Medford Holiday rentals
- Crater Lake Holiday rentals
- Lake of the Woods Holiday rentals
- Crescent City Holiday rentals
- Brookings Holiday rentals
- Grants Pass Holiday rentals
- Klamath Falls Holiday rentals
- Gold Beach Holiday rentals
- Roseburg Holiday rentals
- Weed Holiday rentals
- Portland Holiday rentals
- Family-friendly rentals United States
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- Cottage rentals Ashland
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- Family-friendly rentals Mount Shasta
- Family-friendly rentals Medford
- Family-friendly rentals Jackson County
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