Family-friendly holiday rentals in Winters

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Winters family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
Guesthouse in Sonoma
4.99 out of 5 average rating, 234 reviews

707 BARREL LOUNGE Cottage

IsabellaRating, 5 stars4 days ago
My husband and I stayed here for our anniversary trip. It was the perfect place, Kathy was very friendly and gave us so many recommendations around town to check out! The pool and hot tub were very clean and the perfect temperature. She even gave us a welcome bottle of wine and breakfast goodies! Definitely would recommend staying here to all my friends and family.
Guest favourite
Home in Napa
4.95 out of 5 average rating, 128 reviews

6 Blocks to Downtown - Wine Makers Estate*Hot Tub*

MargaretRating, 5 stars2 months ago
Absolutely perfect stay! This Napa home is in a peaceful, quiet neighborhood but just a short walk to downtown—best of both worlds. The location couldn’t be better: close driving distance to all the local vineyards and wineries, making it a fantastic home base for exploring wine country. The house itself was spotless—immaculately clean, comfortable, and clearly well cared for. Whether you’re traveling with family or a group of friends, this place is ideal. Can’t recommend it highly enough!
Guest favourite
Home in Sonoma
4.88 out of 5 average rating, 163 reviews

Windows on the Valley

DorothyRating, 5 stars4 months ago
the house is lovely, hot tub and game room are top notch! I think the welcome packet got lost between a previous guest and our stay, but Raemy answered all questions very quickly. Views are truly amazing!
Guest favourite
Bungalow in Vallejo
4.89 out of 5 average rating, 327 reviews

Cozy Home in a Quiet Neighborhood

TylerRating, 5 stars2 weeks ago
Clean home, lots of space, easy access and amazing host.
Guest favourite
Home in Glen Ellen
4.96 out of 5 average rating, 267 reviews

Sonoma- Glen Ellen Getaway Shaded Garden & Spa

Patricia (Tricia)Rating, 5 stars1 week ago
Comfortable, full of all amenities, beautiful landscape and outdoor space and perfectly located to all things wine country. Kerstin and David provide a home away from home for their guests and were wonderful hosts. Communication was clear and kind. Thoughtfulness was put into all aspects of what the home provides, just like you would have at your house. We loved the neighborhood and its proximity to Sonoma and Napa. After days out exploring and tasting wine, it was nice to come back to such a comfortable home. We would definitely choose again if we are so lucky to return.
Top Guest favourite
Cottage in Sonoma
4.99 out of 5 average rating, 138 reviews

Idyllic Sonoma Vineyard Farmhouse With Pool

JordanRating, 5 stars1 day ago
Kelli’s place is utterly charming and feels like a little private garden oasis. Highly recommend !
Guest favourite
Home in Sonoma
4.98 out of 5 average rating, 521 reviews

Wine Country Nest • Hot Tub Retreat • Sonoma

KarenRating, 5 stars2 weeks ago
Thanks Heather for another great family vacation. We really enjoy your home and look forward to coming back
Guest favourite
Home in Sonoma
4.97 out of 5 average rating, 204 reviews

Retreat Close to Historic Plaza with Spa and Bikes

ToriRating, 5 stars1 week ago
The home was perfect for our group of 8 visiting for a wedding in the area. The Airbnb looked exactly like the photos and really felt like a home. We were very impressed with the layout, from the open kitchen, comfy living room, and gorgeous backyard. The kitchen and bathrooms were fully stocked with everything you could need. The bedrooms were very comfortable with great closet space. And everything was very clean and homey. The only thing to watch out for is that the home is on a decently busy road that people speed by on. And the hedges are wonderful for the privacy they provide, but it is hard to see when cars are coming down the road. Other than that, we were very pleased with this Aribnb, Hilary the host and our whole experience in Sonoma.

Family- and pet-friendly home rentals

Guest favourite
Home in Sonoma
4.93 out of 5 average rating, 113 reviews

Oh Sonoma: I love it here!

EricRating, 5 stars4 weeks ago
A fabulous stay in Sonoma/ Napa area for long weekend with family. Incredible home! Close to adorable shops and great restaurants and only 30 minutes from downtown Napa. Owner very communicative always makes any guest feel special. Would highly recommend.
Guest favourite
Home in Glen Ellen
4.92 out of 5 average rating, 180 reviews

Luxury home, hot tub/spa pool, walk to restaurants

HetherRating, 5 stars4 weeks ago
Linda’s home in Glen Ellen was perfect! We were minutes from some great wineries and walking distance into town (restaurants, grocery store, bar, etc). The house is so inviting, we spent time reading, relaxing, and enjoying the backyard. We’ll definitely stay here again!
Top Guest favourite
Home in Sonoma
4.96 out of 5 average rating, 214 reviews

Exceptional Wine Country Estate

LaurenRating, 5 stars1 week ago
This was the perfect place for our friends/family gathering! We spent a long weekend in Sonoma to do some wine tasting and gather for a birthday/Father’s Day celebration. The house is beyond beautiful and you can tell Nancy takes wonderful care of the interior and outside spaces. Beds were comfortable and the game room was such a blast! The kitchen is also fully stocked with everything you need to cook (we made several breakfasts and a lovely dinner and there was nothing we were left wanting in terms of utensils/dishware/etc). The house is nestled right into the hills and is just teeming with birds and other critters which made great morning coffee companions. Quiet and secluded. Nancy was a phenomenal host - she was quick to respond and made our stay incredibly relaxing. We felt so welcomed! We will definitely be back for another stay! Thank you again Nancy and Co 😊
Guest favourite
Guesthouse in Sonoma
4.96 out of 5 average rating, 676 reviews

Modern and Luxe: Studio455 (+bikes)

IngoRating, 5 stars2 days ago
We came for the wine... we stayed for the sunshine, the live music, and the kind of hospitality that makes you wonder if you’re secretly related to your hosts. This place is top-notch — clean, modern, filled with natural light, and so well-appointed it made us briefly consider quitting our jobs and just moving in. Every corner of the space felt intentionally designed for relaxation and good vibes. We soaked up perfect weather, drank (probably) too much wine, and danced our way through evenings filled with live music and laughter. The location made it easy to explore the best of Sonoma. Huge thanks to our hosts for creating a stay that felt like a vacation and a celebration. Cheers!
Superhost
Home in Napa
4.78 out of 5 average rating, 534 reviews

Amazing Downtown Napa Location Hosted Happy Hour!

MarRating, 5 stars2 weeks ago
This was an eccentric and super cute Airbnb! Between a full stocked kitchen, the easy access, the comfortable beds and pillows, and the huge TV. It made our stay extremely comfortable. The owner was very responsive and accommodating every step of the way.
Guest favourite
Home in Napa
4.9 out of 5 average rating, 241 reviews

Yellow House w/ Hot Tub~ Walk to Oxbow & Downtown!

JoleneRating, 5 stars2 weeks ago
The little yellow house was perfect for two people and a lovely home away from home. It was situated in a nice quiet neighborhood and walking distance to the Oxbow Market and downtown Napa. It was also perfectly located for touring the wineries of the Napa Valley.
Top Guest favourite
Home in Glen Ellen
4.99 out of 5 average rating, 233 reviews

Quiet Wine County Retreat with Bocce and Hot tub!

KatyayaniRating, 5 stars1 week ago
Virginia and Rita’s place was absolutely beautiful. It was the perfect sanctuary for our stay in Napa with our family. Our baby and dog loved the backyard!
Guest favourite
Home in Sacramento
4.89 out of 5 average rating, 250 reviews

Hot Tub*Cul-de-Sac*2 King Beds*Comfortable Bedding

AmberRating, 5 stars2 weeks ago
We had a great stay at this home! The neighborhood was quiet and peaceful-- a great suburban area that was still very close to everything we needed. The large backyard was perfect for our dog and kids to run around and play. The rooms were clean and comfortable with cozy beds. The hosts were friendly and very responsive. We would definitely stay here again!

Family-friendly home rentals with a pool

Guest favourite
Guesthouse in Sonoma
4.94 out of 5 average rating, 247 reviews

Wine Country Gem - Sonoma Cottage with Pool Oasis

QuincyRating, 5 stars1 week ago
Eliza's place was wonderful for us (two parents and a 4 month old baby) for a weekend - we had everything we needed and it was incredibly easy to check in and out. Eliza and her family were there and great to spend time with, but we also felt we had space to ourselves to rest and relax. We will hopefully be back!
Guest favourite
Home in Sonoma
4.93 out of 5 average rating, 109 reviews

Sonoma Ranch, private pool on 7 acres!

TonyRating, 5 stars3 days ago
We had a fantastic time at Christina's place in Sonoma. It was our second time staying at this place, so we knew what to expect. There was a slight glitch getting in the front door, but Christina was immediately available by text and had us taken care of in no time. All in all we loved the house and Christina was a wonderful host.
Guest favourite
Guest suite in San Rafael
4.92 out of 5 average rating, 316 reviews

Mountaintop poolside suite, sauna, views!

ReNelleRating, 5 stars1 month ago
This place is increíble! Hosts were friendly and proactive. The pool was heated to a perfect temperature and the view is unbeatable. The recommendations for hikes and restaurants were spot on. My husband and I had an amazing little getaway and we’d recommend this place to anyone looking for a peaceful, gorgeous place to stay!
Guest favourite
Condo in Napa
4.98 out of 5 average rating, 228 reviews

Gorgeous Napa Getaway

KymRating, 5 stars2 weeks ago
We had a wonderful “girls trip” and stayed at Debra’s cottage. It was located in the Silverado Resort and was close to everything! Debra is an amazing and thoughtful host. She had breakfast bars, yogurts, water, juice, coffee and creamer and a bottle of wine waiting for us. She was communicative and wanted to ensure we were comfortable and content. I would definitely recommend this property to anyone visiting Napa. We are already planning our next trip and definitely want to stay at Debra’s again!
Guest favourite
Condo in Napa
4.94 out of 5 average rating, 123 reviews

Fairways Silverado Golf and Country

Maria LeahRating, 5 stars2 weeks ago
I’m so glad to have found this airbnb! It was in a quiet, beautiful neighborhood. The place was cozy, clean and had everything we needed for a comfortable stay. We did have issues with wifi connections and would get bad signal on/off, also had trouble with opening the door (several tries with the code and being able to push open the door), but other than that, everything was perfect! Highly recommend this place and Kristina was awesome! I definitely would book here again if the need arises!
Guest favourite
Home in Sonoma
4.88 out of 5 average rating, 305 reviews

*Heated* Swimming Pool Retreat Near Sonoma Square

BlairRating, 5 stars1 week ago
We had a great stay at this spacious and well-equipped home in Sonoma! The house had everything we needed, and the outdoor space was a definite highlight—clean, warm pool and a beautiful area to relax in. Check-in was super easy, and the door code worked without any issues. The location was perfect for our trip—we used a local driving service to take us to wineries in Napa, which worked out really well. A few small things to note: the beds weren’t the most comfortable, and one of the twin beds was pretty squeaky. We also would’ve appreciated more towels since there were four of us. The en-suite shower could use some attention—it’s older and came across a bit dingy. Overall, it was a solid stay and we’d definitely consider coming back!
Guest favourite
Home in Sonoma
4.85 out of 5 average rating, 167 reviews

Updated photos - Orange Is the New Black

MichaelRating, 5 stars2 weeks ago
My family had a great stay at Hafeez's place. The space was exactly as described and provided a private sanctuary at the end of the day of activities. The pool was pristine, perfect for all ages to enjoy, and lots of outdoor seating allowed everyone to be together. The kitchen/dining area provided plenty of space for eating and kids to play. The location was convenient; downtown Sonoma is ~10 minutes by car, and there are plenty of wineries and restaurants within a 15 minute drive. Muir woods was about 1 hour drive.
Superhost
Guesthouse in Sonoma
4.91 out of 5 average rating, 309 reviews

Romantic Tropical Garden Casita

HeatherRating, 5 stars4 weeks ago
I’ve been eyeing Cena and Roger’s place for well over a year and had tried to book another time when it wasn’t available. This year I finally was able to stay and I honestly didn’t want to leave. What a special, unbelievably delightful stay it was. I’m a huge nature nerd and the amount of flowers and greenery made it feel like Hawaii. Tropical paradise. Complete with birds and lizards flirting about. This trip I was in town mostly for Bottlerock but I ended up just lounging around most of my mornings, reading and slowly getting ready for the day. It was hard to leave to go out every day because the property is that peaceful and beautiful. I am so thankful I got to enjoy this stunning space and cannot wait to hopefully stay there again. Roger and Cena are lovely, sweet people. They’ve made this their own little slice of heaven, which they so graciously share with others. Fabulous experience. Thank you!

Quick stats about holiday rentals that are family-friendly in Winters

  • Total rentals

    20 properties

  • Total number of reviews

    150 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

Destinations to explore