
Family-friendly holiday rentals in Winters
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Top-rated family-friendly rentals in Winters
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Winters family-friendly rentals
Family-friendly home rentals with a hot tub

707 BARREL LOUNGE Cottage
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.

Sonoma Ranch, private pool on 7 acres!
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.

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

Windows on the Valley
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!

Cozy Home in a Quiet Neighborhood
Clean home, lots of space, easy access and amazing host.

Idyllic Sonoma Vineyard Farmhouse With Pool
Kelli’s place is utterly charming and feels like a little private garden oasis. Highly recommend !

Wine Country Nest • Hot Tub Retreat • Sonoma
Thanks Heather for another great family vacation. We really enjoy your home and look forward to coming back

Retreat Close to Historic Plaza with Spa and Bikes
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

Oh Sonoma: I love it here!
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.

Exceptional Wine Country Estate
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 😊

Modern and Luxe: Studio455 (+bikes)
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!

Amazing Downtown Napa Location Hosted Happy Hour!
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.

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

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

Ophir Inn, Cottage in the Country
This country cottage is centrally located in a peaceful location at the end of a private road. With access to the wine and ale trail as well as the venue for concerts and a farmers market down the road, there was lots to do. We loved the creek and welcoming touches the hosts provided and appreciated their friendly and prompt communication as well as accommodating an earlier check in for us. Thanks for a wonderful and relaxing stay at your property.

Walk to A's , Kings, Capitol , River, free parking
Robyn is a great host, she was proactive and always very responsive. The home is very well equipped and clean. The openness via the patio doors in each room was all the fresh air we needed, there was rarely a need for the a/c. The area itself is very centrally located, with events for the public held at least a few times a week that are within walking distance. We would definitely return when visiting the area again.
Family-friendly home rentals with a pool

Relaxing & Romantic in the Heart of Wine Country
place is perfect, location is perfect

Perfect Getaway at Silverado Napa
clean and nice place with balcony. since it is in big resort the parking is central not next of unit.

Gorgeous Napa Getaway
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!

Fairways Silverado Golf and Country
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!

*Heated* Swimming Pool Retreat Near Sonoma Square
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!

I Love it Here - Country Club House + Lyte Resort
We flew in to California from Arkansas on a Wednesday to attend a funeral on Friday and one on Saturday. Dale met us at the house and was very friendly and willing to help with any concerns that we had.He brought toilet paper,packs of new washcloths and body wash and I absolutely loved that.There were plenty of large clean white bath towels.The kitchen was well stocked with utensils, pots and pans and anything needed to cook with. The pantry was also well stocked but we ate out every meal.We only used the kitchen to make tea and coffee. He came and provided us with an extra parking pass for our guest.He offered to have the carpet cleaned while we was there but we opted to have the carpets cleaned after checkout.We was able to wash and dry our clothes with the washer and dryer in the garage.The beds were comfortable with nice clean linens and plenty of soft pillows.Check in was easy.We didn’t get to use the backyard at all because we was out and about every day.Roku TV’s in every room.

Romantic Tropical Garden Casita
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!

4BD House with Pool, Close to Sonoma Plaza
We had a wonderful stay at Chantelle's home. The location is ideal--tucked away on a quiet street and only 5 minutes away from Sonoma Square. We absolutely plan to rent her home again--it's perfect!
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
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
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- Lake Berryessa
- Golden 1 Center
- Old Sacramento
- Six Flags Discovery Kingdom
- Chandon
- Dominus Estate
- Safari West
- Caymus Vineyards
- California State Capitol Museum
- Mayacama Golf Club
- Sacramento Zoo
- Old Sacramento Waterfront
- Mount Diablo State Park
- Silver Oak Cellars
- Teal Bend Golf Club
- Indian Rock Park
- Rancho Solano Golf Course
- Brown Estate Vineyards
- Trione-Annadel State Park
- Chateau St. Jean
- Robert Louis Stevenson State Park
- Kistler Vineyards-Trenton Roadhouse Tastings by Appointment
- Berkeley Rose Garden
- Bradford Island