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

Top guest favourite
Home in Santa Rosa
5 out of 5 average rating, 138 reviews

VINEYARD VIEW - Beautiful 3 bed/2 bath, Santa Rosa

SteveRating, 5 stars1 month ago
We so enjoyed our stay here. It was a perfect home with beautiful space and decor. We were not ready to leave!! Absolutely perfect! What a great host! Hope to be back!!
Guest favourite
Home in Santa Rosa
4.96 out of 5 average rating, 168 reviews

Game Night Meets Wine Country Elegance

HillaryRating, 5 stars4 days ago
Our stay was great! Check-in was super easy, the house was clean, and it had everything we needed. Cynthia and the other hosts were communicative and clear, and made this easy and smooth for us. We were especially pleased with how comfortable the beds were! If we find ourselves back in Santa Rosa, we would happily stay again.
Guest favourite
Home in Healdsburg
4.9 out of 5 average rating, 120 reviews

Healdsburg 2br Cottage with Private Yard!

CoryRating, 5 stars2 days ago
Everything was perfect and Ingrid was so friendly and helpful!
Guest favourite
Home in Healdsburg
4.91 out of 5 average rating, 111 reviews

Vineyard Vista, Modern Farmhouse Cottage with Pool

SamuelRating, 5 stars6 days ago
This is a great place to stay for a few nights while exploring Healdsburg and Windsor wineries. The surroundings are beautiful and the swimming pool is pristine. Nilus was a responsive host, and we appreciated his hospitality and proactive communication.
Guest favourite
Home in Windsor
4.96 out of 5 average rating, 136 reviews

Island Vacation House w/ Pool Minutes to Downtown

AmandaRating, 5 stars2 weeks ago
Great place to stay! Ted and Michelle were great hosts. The house was perfect for our group - big rooms, spacious living area and kitchen, and the pool, hot tub, pool table and ping pong table were so fun. The neighborhood is also very walkable and close to some great little shops. Wish we could have stayed longer!
Guest favourite
Home in Forestville
4.96 out of 5 average rating, 139 reviews

Hilltop Haven 🌅 view & hot tub

JosephRating, 5 stars2 weeks ago
One of the best hosts I’ve experienced. Overall pleasant stay.
Guest favourite
Home in Forestville
4.99 out of 5 average rating, 309 reviews

Somms Rest Designed Curated Peaceful

LandonRating, 5 stars4 days ago
Absolutely beautiful, kid friendly - would definitely come back.
Guest favourite
Home in Healdsburg
4.89 out of 5 average rating, 388 reviews

Wine Country Cottage in Healdsburg

ElizabethRating, 5 stars3 weeks ago
We stayed at Erin's wine country cottage for a few days as our "home base" while in town for the Food & Wine Event. Their studio unit cottage was cozy, and welcoming. We ate out and didn't use kitchenette beyond making coffee, but I noticed that it looked well stocked! The bed was comfy, which made for good sleep at night. The cottage location is great as it's close to the freeway yet still in a quiet, rural setting next to a vineyard, and just about a mile or so from downtown (we walked to town every day). Erin (& Tom) are both exceptional hosts. They're friendly, helpful, and have great recommendations for restaurants & wineries. Can't forget Hurley the lab... he's super friendly too!

Family-friendly apartment rentals

Guest favourite
Flat in Penngrove
4.97 out of 5 average rating, 438 reviews

Valley View-Sonoma Mountain Terrace

NaveenRating, 5 stars2 weeks ago
We had a fantastic stay at the Valley View apartment! Lynn gave us clear directions, and her detailed guidebook was incredibly helpful for planning our time in Napa and Sonoma. The apartment itself is cozy and comfortable, with stunning views and a beautifully maintained property. We loved the peaceful setting. There are cows on the property, plus we spotted turkeys, deer, and even got daily visits from Hazel the cat, which was such a sweet bonus. This is a truly special place, and Lynn is an exceptional host. We’d absolutely stay here again and highly recommend it to anyone visiting the area!
Top guest favourite
Flat in Sebastopol
4.98 out of 5 average rating, 693 reviews

Amy's Local BNB - walk to town **and hot tub!**

MarisaRating, 5 stars6 days ago
Lovely stay at Amy’s place! Thank you for the eggs and yummy muffins. We loved the comfy robes and appreciated the hot tub. Place was great and we loved the neighborhood where you live and great to be walking distance to so many places. I would stay here again!
Superhost
Flat in Santa Rosa
4.89 out of 5 average rating, 294 reviews

Downtown Urban Flat - 92 Walking Score

Mary BethRating, 5 stars3 days ago
We loved the home and check in/check out was super easy. We spent the weekend at a few great wineries in the Glen Ellen area, Jack London State Park, and Sugarloaf Ridge State Park. Walking distance to some great restaurants as well. Would stay there again.
Guest favourite
Flat in Santa Rosa
4.9 out of 5 average rating, 204 reviews

Sonoma County Getaway: Mins to Wineries & Downtown

MargaritaRating, 5 stars2 weeks ago
Quaint little space, in good location. Everything was nice and clean. Host was quick to respond.
Top guest favourite
Flat in Sebastopol
4.99 out of 5 average rating, 258 reviews

The Magic Treehouse

AliciaRating, 5 stars2 weeks ago
The Treehouse was a beautiful spot in a beautiful location. It’s close to lovely shops, the views from the room are gorgeous, and the host is very welcoming and thoughtful. I highly recommend it!
Guest favourite
Flat in Sonoma
4.89 out of 5 average rating, 405 reviews

Modern Family Farm

AmandaRating, 5 stars2 weeks ago
We loved our stay at the farm! Comfortable, safe, clean, and convenient. Eileen was super responsive and gave us a ton of suggestions for things to do. The house was easy to find and in a really beautiful area surrounded by farms. We would definitely stay here again when in Sonoma!
Top guest favourite
Flat in Petaluma
4.97 out of 5 average rating, 319 reviews

Victorian Garden Apartment - Petaluma’s West Side

SarahRating, 5 stars3 days ago
Very nice spot. Steve was proactive and responsive. Neighborhood felt extremely safe and was beautiful to walk around. It is a basement apartment so we would occasionally hear people moving around the upstairs but was never too loud or too early/late to bother us, just something to know if you’re sensitive to sound. Kitchen was very well equipped. Entire place was cozy and very central. Overall would definitely stay again, we loved the place!
Guest favourite
Flat in Santa Rosa
4.92 out of 5 average rating, 273 reviews

Getaway At The Grove- 1,400 sq ft unit

NataliaRating, 5 stars1 month ago
This is a great location in Santa Rosa for visiting all the surrounding wineries. It’s near plenty of great spots on the Sonoma Hwy, but it’s also an easy commute to Sebastopol and surrounding attractions. The hosts were very accommodating for all of our needs, and the Airbnb itself was cozy and perfect for our stay. If you’re looking for a quiet getaway in wine country, this is it.

Family-friendly apartment rentals

Apartment in Windsor
4.67 out of 5 average rating, 18 reviews

WM Windsor 1 Bedroom Condo

CatherineRating, 5 stars6 days ago
Loved having a kitchen and BBQ so we could cook some meals. Convenient location to get to markets, bakeries, and get to scenic locations. Visits to local restaurants, breweries and wineries made it an enjoyable place to stay.
Guest favourite
Apartment in Windsor
4.84 out of 5 average rating, 55 reviews

WorldMark Windsor, CA

KellyRating, 5 stars9 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.
Apartment in Windsor

Santa Rosa - Self Contained Suite 5 Mins Away

JenniferRating, 5 stars48 months ago
Great place, great location, perfect amenities. Used the pool, workout room and quick drives to Healdsburg and Santa Rosa. Perfect for a family of 6!
Apartment in Novato
4.67 out of 5 average rating, 9 reviews

Oliva Place Townhouse

ShawnRating, 5 stars2 weeks ago
Quiet, good location and exactly what we needed.
Top guest favourite
Apartment in Napa
5 out of 5 average rating, 49 reviews

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!

TerryRating, 5 stars1 day ago
The place looks exactly like the pictures the owner is shown. It is very convenient to go to the popular wineries. They are all about 15-20 minutes away.
Superhost
Apartment in Windsor
5 out of 5 average rating, 3 reviews

Spacious 2 BDRM Condo in Sonoma Wine County

MosesRating, 5 stars14 months ago
Loved the rental! The area and location is perfect for surrounding wineries and restaurants. Great views and feels just like home away from home!
Superhost
Apartment in Windsor
5 out of 5 average rating, 5 reviews

Windsor Resort 2bdr Queen

RebecaRating, 5 stars21 months ago
I loved staying here! There was so many things available to do in the area! Be warned though the welcome desk will try to talk you into going to a timeshare meeting. Overall it was a great place to stay!
Guest favourite
Apartment in Windsor
4.92 out of 5 average rating, 51 reviews

Make This Your Best Vacation Ever - 2 Bdrm Condo

RosannaRating, 5 stars2 weeks ago
Our stay was really nice overall! I highly recommend this listing for anyone with kids. There were multiple pools with with kiddie pools (1 foot deep) and several hot tubs located throughout the resort property. There’s also a restaurant within walking distance. The only issue I had was the layout of the units we stayed in which is that the window to the bedroom with the two twins (where I had planned to have my children sleep) has a big window that faces out into the walkway. Our unit was street facing so anyone could come into the resort. The window locked and honestly the resort felt like it was in a fairly safe area so not a deal breaker, I just think it’s worth noting. Other than that, the unit was very clean and the beds were so comfortable! This is a timeshare so they did ask if I wanted to sit in on a presentation but I didn’t feel pressured at all. I would definitely stay here again.

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

  • Total rentals

    90 properties

  • Nightly prices starting at

    ₹7,707 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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