Family-friendly vacation 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.
Vacation 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
Dec 13 – 20
Home in Healdsburg
4.89 out of 5 average rating, 297 reviewsPeaceful location, hot tub, fire pit, game room!
Mar 13 – 20
Cabin in Cazadero
4.9 out of 5 average rating, 240 reviewsCLoUD 9: Hot Tub under Redwoods | Cozy Gas FP
Sep 25 – Oct 2
Home in Healdsburg
4.91 out of 5 average rating, 127 reviewsDry Creek w/Hot Tub, Bocce, Vineyard Views
Feb 22 – Mar 1
Guest suite in Forestville
4.91 out of 5 average rating, 188 reviewsHeart of the Russian River
Jun 7 – 14
Home in Healdsburg
4.81 out of 5 average rating, 106 reviewsRedwood River House
Mar 5 – 12
Bungalow in Santa Rosa
4.91 out of 5 average rating, 527 reviewsHistoric Santa Rosa Cottage - New West Properties
Jun 20 – 27
Home in Santa Rosa
4.98 out of 5 average rating, 164 reviewsHappy House w/large pool, hot tub & chefs kitchen
Jun 7 – 14
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
Sep 24 – Oct 1
Farm stay in Petaluma
4.94 out of 5 average rating, 430 reviewsSonoma Country Cottage, On 50 Acre
Jan 22 – 29
Cabin in Occidental
4.91 out of 5 average rating, 159 reviewsFor Play Cabin
Sep 29 – Oct 6
Guest suite in Santa Rosa
4.96 out of 5 average rating, 289 reviewsWikiup Lookout Retreat
May 29 – Jun 5
Home in Santa Rosa
4.95 out of 5 average rating, 485 reviewsCraftsman 2 blocks from Russian River Brewery!
May 31 – Jun 7
Cabin in Cazadero
4.98 out of 5 average rating, 201 reviewsThe Cozy Cazadero Cabin with Finnish Sauna
Sep 17 – 24
Cottage in Santa Rosa
4.94 out of 5 average rating, 172 reviewsNapa Wine Country Retreat - Villa
Mar 24 – 31
Guesthouse in Sonoma
4.96 out of 5 average rating, 445 reviewsTranquil Wine Country Guest Cottage
Aug 20 – 27
Family-friendly home rentals with a pool
Home in Kenwood
4.99 out of 5 average rating, 271 reviewsSonoma Vineyard Home With Pool & Stunning Views
Dec 29 – Jan 5
Home in Glen Ellen
5.0 out of 5 average rating, 127 reviewsTuscan Wine Country Villa with Pool sleeps 6
Oct 29 – Nov 5
Home in Cazadero
4.95 out of 5 average rating, 183 reviews"La Masia" -Stunning! Heated Pool, Spa
Sep 26 – Oct 3
Guesthouse in Sonoma
4.94 out of 5 average rating, 192 reviewsModern Cottage with Pool in Heart of Wine Country
Sep 7 – 14
Home in Sebastopol
4.92 out of 5 average rating, 145 reviewsGorgeous West County Sonoma retreat
Sep 5 – 12
Guesthouse in Sonoma
4.99 out of 5 average rating, 208 reviews707 BARREL LOUNGE Cottage
Sep 5 – 12
Home in Glen Ellen
4.92 out of 5 average rating, 152 reviewsLuxury home, heated spa pool, walk to restaurants
Feb 28 – Mar 7
Cottage in Guerneville
4.86 out of 5 average rating, 599 reviewsName'Stay - A Peaceful Zen Retreat
Jun 16 – 23
Quick stats about vacation 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
6.4K reviews
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