Family-friendly holiday houses 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, 368 reviewsPrivate Suite, Spa & Fire Pit
2 – 9 Nov
Home in Healdsburg
4.91 out of 5 average rating, 127 reviewsDry Creek w/Hot Tub, Bocce, Vineyard Views
20 – 27 Dec
Home in Healdsburg
4.89 out of 5 average rating, 296 reviewsPeaceful location, hot tub, fire pit, game room!
29 Jan – 5 Feb
Guest suite in Forestville
4.91 out of 5 average rating, 188 reviewsHeart of the Russian River
7 – 14 June
Cabin in Cazadero
4.9 out of 5 average rating, 239 reviewsCLoUD 9: Hot Tub under Redwoods | Cozy Gas FP
16 – 23 Nov
Bungalow in Santa Rosa
4.91 out of 5 average rating, 527 reviewsHistoric Santa Rosa Cottage - New West Properties
10 – 17 Oct
Home in Healdsburg
4.81 out of 5 average rating, 105 reviewsRedwood River House
20 – 27 Oct
Cabin in Jenner
4.95 out of 5 average rating, 237 reviewsCoastal Cabin, with king bed, big deck, hot tub
6 – 13 Aug
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
22 – 29 Sept
Guest suite in Santa Rosa
4.95 out of 5 average rating, 288 reviewsWikiup Lookout Retreat
7 – 14 May
Farm stay in Petaluma
4.95 out of 5 average rating, 429 reviewsSonoma Country Cottage, On 50 Acre
14 – 21 Aug
Cabin in Occidental
4.91 out of 5 average rating, 159 reviewsFor Play Cabin
15 – 22 Oct
Cabin in Cazadero
4.98 out of 5 average rating, 201 reviewsThe Cozy Cazadero Cabin with Finnish Sauna
17 – 24 Sept
Guesthouse in Middletown
4.93 out of 5 average rating, 162 reviewsWell House
31 July – 7 Aug
Home in Santa Rosa
4.95 out of 5 average rating, 485 reviewsCraftsman 2 blocks from Russian River Brewery!
25 July – 1 Aug
Guesthouse in Sonoma
4.96 out of 5 average rating, 445 reviewsTranquil Wine Country Guest Cottage
16 – 23 Oct
Family-friendly home rentals with a pool
Guesthouse in Santa Rosa
4.95 out of 5 average rating, 314 reviewsYour Home in The Wine Country
18 – 25 July
Villa in Healdsburg
4.85 out of 5 average rating, 126 reviewsCasa de Campo 4/3 house with pool
15 – 22 Nov
Home in Glen Ellen
5.0 out of 5 average rating, 126 reviewsTuscan Wine Country Villa with Pool sleeps 6
1 – 8 Jan
Home in Kenwood
4.99 out of 5 average rating, 271 reviewsSonoma Vineyard Home With Pool & Stunning Views
18 – 25 Jan
Home in Cazadero
4.95 out of 5 average rating, 182 reviews"La Masia" -Stunning! Heated Pool, Spa
9 – 16 Oct
Home in Sebastopol
4.92 out of 5 average rating, 145 reviewsGorgeous West County Sonoma retreat
3 – 10 Sept
Guesthouse in Sonoma
4.94 out of 5 average rating, 192 reviewsModern Cottage with Pool in Heart of Wine Country
30 Sept – 7 Oct
Guesthouse in Sonoma
4.99 out of 5 average rating, 208 reviews707 BARREL LOUNGE Cottage
29 Sept – 6 Oct
Quick stats about accommodation & holiday rentals that are family-friendly in Windsor
Total rentals
250 properties
Wi-Fi availability
240 properties include access to Wi-Fi
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
Destinations to explore
- Sacramento Holiday rentals
- Berkeley Holiday rentals
- Palo Alto Accommodation & holiday rentals
- San Francisco Bay Area Accommodation & holiday rentals
- San Francisco Bay Holiday rentals
- Napa Valley Accommodation & holiday rentals
- Oakland Accommodation & holiday rentals
- Mountain View Holiday rentals
- Napa Holiday rentals
- Santa Clara Holiday rentals
- San Jose Holiday rentals
- San Francisco Holiday rentals
- Family-friendly rentals United States
- Family-friendly rentals San Francisco
- Family-friendly rentals California
- Family-friendly rentals San Jose
- Family-friendly rentals Sacramento
- Condo rentals Windsor
- Apartment rentals Windsor
- Rentals with outdoor seating Windsor
- Rentals with a fire pit Windsor
- House rentals Windsor
- Rentals with a patio Windsor
- Monthly Rentals Windsor
- Fitness-friendly rentals Windsor
- Rentals with a washing machine and dryer Windsor
- Pet-friendly rentals Windsor
- Rentals with a hot tub Windsor
- Rentals with an EV charger Windsor
- Kid-friendly rentals Windsor
- Rentals with pools Windsor
- Rentals with a fireplace Windsor
- Serviced apartment rentals Windsor
- Family-friendly rentals Sonoma 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