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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.

Guest favorite
Guest suite in Windsor
Private Entrance Suite in Heart of Wine Country
Situated in an upscale neighborhood, this exquisite guest suite boasts a private entrance on a safe, quiet cul-de-sac in the heart of the wine country. The en-suite is perfect for a romantic getaway, comfortable for an infant or small child, and ideal for the business traveler. We are 5 miles from Healdsburg and 3 from the Sonoma Co. Airport. Three parks within 4 miles encompass over 20 miles of hiking/biking. The Russian River, Redwoods, and Sonoma Coast are only a short, panoramic drive away.
Jul 24 – 31
$114 per night
4.98 out of 5 average rating, 349 reviews
Guest favorite
Guest suite in Santa Rosa
Cozy private quiet in-law with garden entrance
Our studio has a private entrance with SELF CHECK IN. We are close to a lovely spot to run, walk or cycle at Paulin Creek Preserve. Grocery stores (including an organic one) and a variety of restaurants, coffee shops, and retail outlets are nearby. The views from your private covered deck are serene. You’ll love our place because of the outdoors space, light, comfy bed, and quiet neighborhood. It is good for couples, solo adventurers, and business travelers. Quiet hours after 9PM please
Jul 16 – 23
$84 per night
4.84 out of 5 average rating, 230 reviews
Guest favorite
Guest suite in Santa Rosa
The Suite Life! Permit Number#SVR22-078
Our private Airbnb is an extremely comfortable guest suite of over 700 square feet with air conditioning and a gas fireplace. It's beautifully decorated with a large sofa and dining area. You'll have complete privacy with your own entrance and parking space plus free WiFi. Located in a beautiful area. World class wineries, and parks are minutes away. Please feel free to message Janette with any questions about the suite! Permit Number#SVR22-078
Feb 14 – 21
$105 per night
4.99 out of 5 average rating, 320 reviews

Popular amenities for Windsor family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Apartment in Sebastopol
Amy's Local BNB - walk to town **and hot tub!**
Aug 17 – 24
$135 per night
4.98 out of 5 average rating, 598 reviews
Guest favorite
Home in Healdsburg
Dry Creek w/Hot Tub, Bocce, Vineyard Views
Apr 2 – 9
$333 per night
4.91 out of 5 average rating, 122 reviews
Superhost
Home in Healdsburg
Peaceful location, hot tub, fire pit, game room!
Jun 30 – Jul 7
$384 per night
4.89 out of 5 average rating, 292 reviews
Guest favorite
Guest suite in Graton
Private Suite, Spa & Fire Pit
Aug 22 – 29
$168 per night
4.98 out of 5 average rating, 361 reviews
Guest favorite
Guest suite in Forestville
Heart of the Russian River
Jul 23 – 30
$162 per night
4.91 out of 5 average rating, 182 reviews
Superhost
Home in Jenner
Pacific Sunset by the beach
May 3 – 10
$600 per night
4.94 out of 5 average rating, 135 reviews
Guest favorite
Cottage in Forestville
Cosmo Beach River-front Sanctuary
Apr 16 – 23
$304 per night
4.94 out of 5 average rating, 398 reviews
Guest favorite
Home in Dillon Beach
Dillon Beach Nirvana
Jan 28 – Feb 4
$472 per night
4.99 out of 5 average rating, 165 reviews
Guest favorite
Cottage in Santa Rosa
WiLD Vines Winery and Farm Cottage
Jun 16 – 23
$200 per night
4.96 out of 5 average rating, 153 reviews
Guest favorite
Cabin in Cazadero
SECReT GARDeN: Hot Tub@Redwood Grove | Woodstove
Oct 24 – 31
$198 per night
4.95 out of 5 average rating, 284 reviews
Guest favorite
Cabin in Jenner
Coastal Cabin, with king bed, big deck, hot tub
Aug 6 – 13
$357 per night
4.95 out of 5 average rating, 230 reviews
Guest favorite
Bungalow in Santa Rosa
Historic Santa Rosa Cottage - New West Properties
Nov 9 – 16
$188 per night
4.91 out of 5 average rating, 519 reviews

Family- and pet-friendly home rentals

Guest favorite
Home in Santa Rosa
Sunshine cottage
Aug 9 – 16
$135 per night
4.88 out of 5 average rating, 225 reviews
Guest favorite
Home in Healdsburg
Healdsburg Garden House
Nov 10 – 17
$197 per night
4.92 out of 5 average rating, 514 reviews
Guest favorite
Guesthouse in Sebastopol
Sun Drenched Flat
Oct 14 – 21
$120 per night
4.93 out of 5 average rating, 672 reviews
Guest favorite
Farm stay in Petaluma
Sonoma Country Cottage, On 50 Acre
Apr 26 – May 3
$114 per night
4.95 out of 5 average rating, 423 reviews
Guest favorite
Cabin in Occidental
For Play Cabin
Jul 19 – 26
$134 per night
4.92 out of 5 average rating, 155 reviews
Superhost
Home in Santa Rosa
Charming 1-Bd Granny Unit Amid Wineries
Feb 12 – 19
$132 per night
4.92 out of 5 average rating, 203 reviews
Guest favorite
Guest suite in Santa Rosa
Wikiup Lookout Retreat
Mar 18 – 25
$190 per night
4.95 out of 5 average rating, 284 reviews
Guest favorite
Guest suite in Sebastopol
Tranquil orchard suite with view
Jul 2 – 9
$121 per night
4.93 out of 5 average rating, 209 reviews
Guest favorite
Home in Santa Rosa
Craftsman 2 blocks from Russian River Brewery!
Mar 12 – 19
$160 per night
4.95 out of 5 average rating, 474 reviews
Guest favorite
Guest suite in Santa Rosa
Peaceful Wine Country Retreat / PRIVATE ENTRANCE
May 21 – 28
$137 per night
4.91 out of 5 average rating, 243 reviews
Superhost
Bungalow in Duncans Mills
River Edge Retreat
Apr 4 – 11
$190 per night
4.92 out of 5 average rating, 290 reviews
Guest favorite
Cabin in Cazadero
The Cozy Cazadero Cabin with Finnish Sauna
Jul 23 – 30
$264 per night
4.98 out of 5 average rating, 197 reviews

Family-friendly home rentals with a pool

Guest favorite
Guesthouse in Santa Rosa
Your Home in The Wine Country
Apr 3 – 10
$135 per night
4.95 out of 5 average rating, 312 reviews
Superhost
Villa in Healdsburg
Casa de Campo 4/3 house with pool
Oct 1 – 8
$900 per night
4.85 out of 5 average rating, 126 reviews
Guest favorite
Home in Sebastopol
Gorgeous West County Sonoma retreat
Mar 26 – Apr 2
$448 per night
4.92 out of 5 average rating, 141 reviews
Guest favorite
Home in Kenwood
Sonoma Vineyard Home With Pool & Stunning Views
Feb 23 – Mar 2
$896 per night
4.99 out of 5 average rating, 266 reviews
Guest favorite
Guesthouse in Sonoma
Modern Cottage with Pool in Heart of Wine Country
Aug 21 – 28
$239 per night
4.94 out of 5 average rating, 186 reviews
Guest favorite
Home in Cazadero
"La Masia" -Stunning! Heated Pool, Spa
Dec 29 – Jan 5
$522 per night
4.94 out of 5 average rating, 180 reviews
Guest favorite
Guesthouse in Sonoma
707 BARREL LOUNGE Cottage
May 5 – 12
$212 per night
4.99 out of 5 average rating, 205 reviews
Superhost
Cottage in Guerneville
Name'Stay - A Peaceful Zen Retreat
Aug 10 – 17
$270 per night
4.86 out of 5 average rating, 589 reviews
Guest favorite
Home in Sebastopol
Sebastopol Gem, The Birdhouse. Hottub. Pool. Views
Aug 25 – Sep 1
$318 per night
4.98 out of 5 average rating, 149 reviews
Guest favorite
Home in Glen Ellen
Luxury home, heated spa pool, walk to restaurants
Nov 16 – 23
$705 per night
4.93 out of 5 average rating, 146 reviews
Guest favorite
Home in Santa Rosa
Happy House w/large pool, hot tub & chefs kitchen
Jul 4 – 11
$651 per night
4.98 out of 5 average rating, 164 reviews
Guest favorite
Home in Sonoma
Casa Sonoma-Pool, Spa, Bocce
Mar 4 – 11
$531 per night
4.94 out of 5 average rating, 136 reviews

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

6.3K reviews

Destinations to explore