Kid-friendly holiday rentals in Windsor

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Windsor family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Santa Rosa
4.94 out of 5 average rating, 243 reviews

Russian River Valley Brew-cation Home

MariannRating, 5 stars2 weeks ago
Excellent stay. Everything in place, even coffee beans for us. Beautiful view and nice terrace. Spacious living room and bedrooms. Very well equipped kitchen with everything you need. Mariann and Jan
Superhost
Home in Monte Rio
4.91 out of 5 average rating, 336 reviews

Family Friendly Charming 2 BD

KevinRating, 5 stars4 weeks ago
Photos did not do this place justice. The deck was such a nice surprise with so many small moments & touches tucked away to discover. As for the place itself, pitch perfect for a family and absolutely the most fully stocked kitchen I've ever encountered in an airbnb rental. I had absolutely zero reason to interact with the host because their directions were so clear, helpful, and concise! After experiencing a string of extremely disappointing rentals, this location was a perfect reminder of airbnb at it's best. Will definitely put this on the short list for return visits!
Top guest favourite
Home in Sonoma
4.96 out of 5 average rating, 209 reviews

Exceptional Wine Country Estate

MollyandMichaelRating, 5 stars2 weeks ago
Nancy & Curt were amazing people. I had a hard time easing into the fact that they were on an attachment to the house - I think this should be stated upfront - but they were very kind, helpful, and laid back. The hot tub was fantastic. The game room was incredible. The property out of this world, like Narnia from The Lion, the Witch & the Wardrobe. Would stay longer and stay another time if I could!
Superhost
Home in Healdsburg
4.81 out of 5 average rating, 145 reviews

Spectacular Vineyard View!! SPA, Close to Plaza!

ZakRating, 5 stars2 weeks ago
Loved our stay and would be happy to come back on our next trip
Guest favourite
Home in Guerneville
4.95 out of 5 average rating, 209 reviews

Rio Nido Woods- Hot tub

AmandaRating, 5 stars2 months ago
My little family was in desperate need of a getaway and some quality family time. Jeannette's house was just what we needed. It was a cold and wet weekend in Rio Nido, but that was fine by us. The surrounding area is so beautiful and peaceful, and we had the most lovely dog walks exploring the area. The home itself was incredibly comfortable and cozy and had everything we needed. The heated blankets were a nice touch! We made excellent use of the hot tub, and spied some cool wildlife from our very comfortable position in the jacuzzi. My daughter was very excited for the hot cocoa K-cup pods and I certainly appreciated the coffee options. The neighborhood was very quiet (I'm guessing because we were there in Feb. and not the more popular summer season). Having the Roadhouse so close was convenient, but we mostly did our own cooking. Friendly heads up that the smoke detectors are very sensitive (a good thing!) so turn on fan and open windows before cooking on the stove! :)
Guest favourite
Home in Sonoma
4.93 out of 5 average rating, 310 reviews

Hooker House

RobynRating, 5 stars3 weeks ago
We had a lovely stay! Jennifer was super helpful in accommodating our family and friends. Being centrally located in Sonoma was also really helpful.
Guest favourite
Home in Sebastopol
4.91 out of 5 average rating, 173 reviews

Grateful Home

RobertaRating, 5 stars1 month ago
A quick but lovely stay in Sebastopol. The house is just as pictured and spotlessly clean. Beds and furniture are comfortable and the rooms are very spacious. Bonus: there are lots of closets with quality hangers! Downtown attractions are walk-able and this home is well-located for guests wanting to explore Sonoma's wine country or the coast/Russian River. There's a Keurig and electric kettle for morning beverages in the nice kitchen, but The Grateful Bagel is literally next door and delicious. Vann was excellent at communication, providing detailed information about the house and location. Easy to find and made for a terrific getaway. Would definitely stay again!
Guest favourite
Home in Sonoma
4.93 out of 5 average rating, 112 reviews

Wine Country Escape with 4 King beds & hot tub!

KristinRating, 5 stars1 month ago
Really enjoyed our stay here while visiting wineries in Sonoma and Napa! The place felt like home and was very well appointed with everything we needed. We brought our 1 year old son along and they had many baby items we were able to use and it was easy to keep the main living area pretty baby safe for a kiddo on the move. Location was great, quiet neighborhood but still close to many wineries and downtown Sonoma. Just be aware of strict noise policy at nighttime so don’t plan to use the hot tub/fire pit super late at night. Overall was a great stay and would stay again if we come back!

Family-friendly apartment rentals

Guest favourite
Flat in Sonoma
4.92 out of 5 average rating, 412 reviews

Charming! 4min walk to downtown!

WilliamRating, 5 stars2 weeks ago
We really enjoyed our stay, very easy walk to Sonoma Square, Whole Foods across the street. Wonderful too that a few "essentials" were still in the kitchen like coffee and sugar - often hosts will remove these and if you want a cup of coffee first thing, you need to have brought your own coffee. Not the case here. The place also seemed bigger than we expected, with a separate dining room from the kitchen and small room for reading or TV, which added to the sense it is more than a studio or single room rental. it is a nice, large and pleasant place.
Guest favourite
Flat in Penngrove
4.97 out of 5 average rating, 428 reviews

Valley View-Sonoma Mountain Terrace

MatthewRating, 5 stars1 week ago
Not much else you can say other than the word surreal. What a peaceful and stunning environment. Keep in mind you should definitely rent a car if you stay here, but it’s not too far from many incredible and unique towns in the area. If I could give this a 10/5 I would. An extra perk is having Hazel the cat come visit you at various points in the day. The pictures don’t even do the view justice. We had the best time and will be recommending this to anyone that tells us they want to visit Sanoma.
Superhost
Flat in Santa Rosa
4.9 out of 5 average rating, 197 reviews

Sonoma County Getaway: Mins to Wineries & Downtown

KevinRating, 5 stars1 month ago
Quick stay. Place was great. Thank you.
Guest favourite
Flat in Santa Rosa
4.89 out of 5 average rating, 291 reviews

Downtown Urban Flat - 92 Walking Score

BrentRating, 5 stars1 month ago
Great place to stay in Santa Rosa - walkable to Railway Road Square and downtown. House was spacious, well decorated and lots of charm. Would highly recommend.
Guest favourite
Flat in Sonoma
4.98 out of 5 average rating, 103 reviews

2 bedroom/2 bath Apartment Downtown Sonoma

CindyRating, 5 stars3 weeks ago
We had a fabulous stay in Sonoma for a family get away. Samantha's place was in a perfect location, walking distance to the square with plenty of good restaurants, bars and shops and also close to the grocery store. The beds were super comfy and the place was very clean and spacious with all of the amenities. Parking was also very convenient in the back lot. We would definitely stay here again for another trip to Sonoma. Thank you, Samantha.
Guest favourite
Flat in Sonoma
4.97 out of 5 average rating, 186 reviews

Above and On Broadway - MaryJean’s Place

AileenRating, 5 stars2 weeks ago
Our 3 night stay was amazing - the place was much larger than we were expecting - love the many options of places to sit in the living room, dining room, and even in the kitchen. Location is a perfect if you don’t mind a 15 min walk to the square. Terry gave clear instructions for check in and it was a total breeze. Would stay here again.
Top guest favourite
Flat in Petaluma
4.98 out of 5 average rating, 493 reviews

Central charming studio w/pvt patio + breakfast

KatyRating, 5 stars1 month ago
This studio was beautiful and pristine with a large bathroom! The most well-stocked rental we have stayed at. :) Perfect for me and my dog. We enjoyed the local surroundings and path (Lynch Creek Trail) behind the neighborhood. Plus we were only 30+ min from the coast (a beautiful drive also). Definitely recommend.
Guest favourite
Flat in Sonoma
4.89 out of 5 average rating, 394 reviews

Modern Family Farm

RogerRating, 5 stars4 days ago
We had a great time in Sonoma! Eileen's place was cozy and clean and afforded us close proximity to town while giving us peaceful surroundings to unwind at the end of the day.

Family-friendly apartment rentals

Apartment in Windsor
4.65 out of 5 average rating, 17 reviews

WM Windsor 1 Bedroom Condo

MckennaRating, 5 stars4 months ago
Location was great! And onsite staff was accommodating and flexible with our needs!
Apartment in Windsor
4.84 out of 5 average rating, 55 reviews

WorldMark Windsor, CA

KellyRating, 5 stars7 months ago
Perfect location in the quaint town of Windsor! Short drive to the Windsor Green, Healdsburg Square, and wineries. The space is clean and well equipped with everything you need for a comfortable stay.
Private room in Santa Rosa
4.77 out of 5 average rating, 57 reviews

Lovely private room located in Sonoma County.

ShannonRating, 5 stars2 weeks ago
Very friendly very reasonable. If i had questions he answered right away. Always a smile.
Superhost
Apartment in Windsor
4.88 out of 5 average rating, 16 reviews

Comforts of Home with Resort Amenities - Sleeps 6

RachelRating, 5 stars72 months ago
Nice space, great for groups! Call ahead to make sure they adjust the two twins into the queen. And the time share folks will push hard, stand firm!
Guest favourite
Private room in Petaluma
4.88 out of 5 average rating, 190 reviews

Fine Accommodations by the river!

TheresaRating, 5 stars1 month ago
Somehow I missed animals in the house. my bad I'm sure. I was a bit tired from driving and gps taking me the long way. Thank you for your patience. Thank You for having me.
Guest favourite
Apartment in Windsor
5 out of 5 average rating, 5 reviews

Spacious Clean 3 BDRM Condo in Sonoma Wine Country

KristaRating, 5 stars14 months ago
This resort is perfect for a wine tasting weekend! It’s super close to so many wineries and centrally located to both Healdsburg and Santa Rosa. The resort is beautiful, the rooms were clean and beds super comfortable. There’s also a full kitchen in case you want to make meals. It’s a great deal!

Quick stats about holiday rentals that are kid-friendly in Windsor

  • Total rentals

    90 properties

  • Nightly prices starting at

    £67 before taxes and fees

  • Total number of reviews

    3.3K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    60 properties have a pool

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