Family-friendly holiday rentals in Windsor
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Windsor
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 Windsor family-friendly rentals
Family-friendly home rentals with a hot tub
Guest suite in Graton
4.98 out of 5 average rating, 369 reviewsPrivate Suite, Spa & Fire Pit
13–20 Dec
Home in Healdsburg
4.89 out of 5 average rating, 297 reviewsPeaceful location, hot tub, fire pit, game room!
13–20 Mar
Home in Healdsburg
4.91 out of 5 average rating, 127 reviewsDry Creek w/Hot Tub, Bocce, Vineyard Views
29 Mar – 5 Apr
Cabin in Cazadero
4.9 out of 5 average rating, 240 reviewsCLoUD 9: Hot Tub under Redwoods | Cozy Gas FP
25 Sep – 2 Oct
Guest suite in Forestville
4.91 out of 5 average rating, 188 reviewsHeart of the Russian River
7–14 Jun
Cabin in Jenner
4.95 out of 5 average rating, 237 reviewsCoastal Cabin, with king bed, big deck, hot tub
9–16 Sep
Cabin in Healdsburg
4.95 out of 5 average rating, 140 reviewsStarlight Grove-a redwood retreat (fiber internet)
17–24 Oct
Home in Santa Rosa
4.98 out of 5 average rating, 164 reviewsHappy House w/large pool, hot tub & chefs kitchen
28 Nov – 5 Dec
Family- and pet-friendly home rentals
Home in Santa Rosa
4.92 out of 5 average rating, 205 reviewsCharming 1-Bd Boho Flat Amid Wineries
25 Aug – 1 Sep
Cabin in Occidental
4.91 out of 5 average rating, 159 reviewsFor Play Cabin
18–25 Jun
Guest suite in Santa Rosa
4.96 out of 5 average rating, 289 reviewsWikiup Lookout Retreat
29 May – 5 Jun
Farm stay in Petaluma
4.94 out of 5 average rating, 430 reviewsSonoma Country Cottage, On 50 Acre
28 Mar – 4 Apr
Home in Santa Rosa
4.95 out of 5 average rating, 485 reviewsCraftsman 2 blocks from Russian River Brewery!
31 May – 7 Jun
Cabin in Cazadero
4.98 out of 5 average rating, 201 reviewsThe Cozy Cazadero Cabin with Finnish Sauna
17–24 Sep
Cottage in Forestville
4.94 out of 5 average rating, 410 reviewsCosmo Beach River-front Sanctuary
28 Sep – 5 Oct
Home in Sebastopol
4.98 out of 5 average rating, 150 reviewsSebastopol Gem, The Birdhouse. Hottub. Pool. Views
6–13 Mar
Family-friendly home rentals with a pool
Guest house in Santa Rosa
4.95 out of 5 average rating, 314 reviewsYour Home in The Wine Country
31 Aug – 7 Sep
Home in Kenwood
4.99 out of 5 average rating, 271 reviewsSonoma Vineyard Home With Pool & Stunning Views
21–28 Mar
Villa in Healdsburg
4.85 out of 5 average rating, 127 reviewsCasa de Campo 4/3 house with pool
3–10 Jan
Home in Cazadero
4.95 out of 5 average rating, 183 reviews"La Masia" -Stunning! Heated Pool, Spa
13–20 Oct
Home in Sebastopol
4.92 out of 5 average rating, 145 reviewsGorgeous West County Sonoma retreat
5–12 Sep
Guest house in Sonoma
4.94 out of 5 average rating, 192 reviewsModern Cottage with Pool in Heart of Wine Country
7–14 Sep
Guest house in Sonoma
4.99 out of 5 average rating, 208 reviews707 BARREL LOUNGE Cottage
5–12 Oct
Cottage in Guerneville
4.86 out of 5 average rating, 599 reviewsNama'Stay - A Peaceful Zen Retreat
4–11 Nov
Quick stats about holiday rentals that are family-friendly in Windsor
Total rentals
250 properties
Wifi availability
240 properties include access to wifi
Rentals with dedicated workspaces
120 properties have a dedicated workspace
Rentals with a pool
180 properties have a pool
Pet-friendly rentals
50 properties allow pets
Total number of reviews
6.4T reviews
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