Family-friendly vacation rentals in Windsor

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Windsor family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Bodega Bay
4.94 out of 5 average rating, 557 reviews

Ocean View Spa House

EllieRating, 5 stars2 weeks ago
This property is amazing in every way. There’s a view from the ocean from almost every room, beautiful tile work and gorgeous, well appointed bathrooms. A sauna and extra hot hot tub. The kitchen had everything we could possibly need. The house itself is beautiful with private spaces, but also a large living room where everyone can gather around a beautiful tiled potbelly fireplace. It’s a short walk to the beach through a charming neighborhood. The host Rebekah was very communicative and generous, allowed us flexible, check-in and check out. I will 100% be staying here again.
Top guest favorite
Cottage in Santa Rosa
4.97 out of 5 average rating, 179 reviews

WiLD Vines Winery and Farm Cottage

HannahRating, 5 stars2 days ago
We absolutely loved our stay at the cottage! The hosts, Lynn and John, were friendly and welcoming. We brought our baby and they left out a booster seat, child plates/bowls, toys, and made up the crib for him! We were able to do a barrel tasting, which was fantastic! We loved the hot tub and the garden. Wish we could have stayed longer to enjoy the corn hole and fire pit! Will have to come back!
Top guest favorite
Home in Glen Ellen
4.99 out of 5 average rating, 233 reviews

Quiet Wine County Retreat with Bocce and Hot tub!

KatyayaniRating, 5 stars6 days 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 favorite
Cabin in Jenner
4.95 out of 5 average rating, 276 reviews

Coastal Cabin, with king bed, big deck, hot tub

LindaRating, 5 stars2 weeks ago
Ryan and James were available and responsive. The cottage was well appointed and immaculate. It was obvious that quite a bit of thought went into the amenities and decor. The kitchen had everything we needed and more. The views! Looking over the Russian River where it empties into the Pacific Ocean was awesome! We will be back.
Superhost
Home in Forestville
4.89 out of 5 average rating, 265 reviews

PEACE & QUIET Hot Tub Gas Fireplace Fenced Yard

RyanRating, 5 stars3 weeks ago
Fantastic house in the redwoods, it’s really nice inside and the hot tub on the deck is perfect. Short walk to the beach. Well stocked house, good communication. Would definitely rent here again.
Superhost
Cabin in Forestville
4.87 out of 5 average rating, 136 reviews

Russian River Tree Fortress of Solitude

CourtneyRating, 5 stars3 weeks ago
We had a great stay! Christopher was very helpful and accommodating in all our communications.
Top guest favorite
Cottage in Santa Rosa
4.94 out of 5 average rating, 198 reviews

Napa Wine Country Retreat - Villa

BethRating, 5 stars1 week ago
My family and I had an enjoyable weekend stay at Peter’s cottage. The location was beautiful and home was cozy. The kitchen had everything we needed and I appreciated a clean porta-crib that was provided.
Top guest favorite
Home in Occidental
4.96 out of 5 average rating, 342 reviews

The Longview in Western Sonoma's redwood hills

KayRating, 5 stars1 week ago
Loved every moment of our stay here! It was myself, my partner, our dog and 2 kids, the outside bath was magical and the well appointed nature of every aspect of the stay totally exceeded our expectations. Would definitely stay here again!

Family- and pet-friendly home rentals

Guest favorite
Home in Healdsburg
4.82 out of 5 average rating, 149 reviews

Spectacular Vineyard View!! SPA, Close to Plaza!

TaylorRating, 5 stars3 weeks ago
We stayed here for a long weekend and the place had everything we needed! Great location/central to Healdsburg square, beautiful view of the vineyard, West wine is incredible and the house is well stocked. There were a couple minor things that needed fixing in the kitchen and bathroom but these didn’t bother our stay. The host was easy to communicate with and provided everything we needed! We enjoyed visits from Jane the cat and a couple of vineyard dogs that were very welcome!
Top guest favorite
Home in Healdsburg
4.92 out of 5 average rating, 140 reviews

Dry Creek Retreat- Bocce, Hot Tub, EV Charger

MarenRating, 5 stars3 months ago
The house was amazing. It was perfect as described and such an amazing find. We were so lucky to be able to stay in Christina's home. The location was also amazing as it is right on dry creek road and close to both downtown and all the wineries. Christina was incredible and super responsive. She really wanted to make sure that we had everything we needed for our stay and was very helpful. I highly recommend staying here. I wish we could have stayed longer.
Guest favorite
Home in Occidental
4.88 out of 5 average rating, 212 reviews

The "Bird's Nest" in the Redwoods

DaynaRating, 5 stars1 week ago
This place is a real gem. It was so quiet, very clean and very comfortable with absolutely everything that we needed. The house managers went above and beyond to help us and were very friendly and available. We felt right at home. The area is also stunning, very close to great hikes, beautiful beaches, and the town of occidental has some great restaurants, as well as Bodega and Sebastopol which are close by.
Guest favorite
Cottage in Cazadero
4.9 out of 5 average rating, 344 reviews

Gravenstein Cottage

GinaRating, 5 stars2 months ago
I had the very BEST stay at Mark's place! Everything about the stay was magical - the cottage was quaint and lovely, surrounded by redwoods. Mark's hospitality was of the very best I have seen...he was so kind, helpful and caring and lovely to talk with during the stay. He cares so much and wants to make sure his guests have the best experience. And wow the baked goods are incredible! This was the best mini retreat I could have imagined..I will definitely be back!
Top guest favorite
Cabin in Monte Rio
4.99 out of 5 average rating, 355 reviews

Redwood Escape: Spa, Decks, Views and Fireplaces

JeffRating, 5 stars1 month ago
We have stayed at Nathan’s cottage several times and each time is absolutely incredible! The cottage is so comfortable and beautifully decorated, the surroundings are stunning, and Nathan is so wonderful to communicate with. You just feel surrounded by the nature and beauty of the area. We spent so much time being outside on the lovely deck just soaking up the ambience of the outdoors. It’s such a treat to visit time after time.
Superhost
Guesthouse in Glen Ellen
4.84 out of 5 average rating, 939 reviews

Casa Relaxo: Mt top getaway with beautiful views

LauraRating, 5 stars2 days ago
We had a great stay! The location is very private/remote out in the woods-perfect for unplugging but still less than 30 minutes to Sonoma. 10/10!
Guest favorite
Home in Cloverdale
4.97 out of 5 average rating, 116 reviews

Cozy Hisorical Home Walking Distance to Downtown!

AuroraRating, 5 stars3 weeks ago
Great stay in wine country. Cloverdale is very cute and not crowded. They also have a fun street fair right down the block on Fridays in the summer. The house is a super cool updated historical house. It was a great size for our family of 4 and another couple who came with us. Highly recommend
Guest favorite
Home in Calistoga
4.92 out of 5 average rating, 262 reviews

Cozy Craftsman Cottage

StevenRating, 5 stars3 days ago
We absolutely enjoyed our stay at the Cozy Craftsman Cottage! It’s a charming cottage in an idyllic setting only 15 minutes away from downtown Calistoga. So relaxing and appreciated the well stocked kitchen and comfortable couch and bed.

Family-friendly home rentals with a pool

Guest favorite
Home in Glen Ellen
5 out of 5 average rating, 145 reviews

Tuscan Wine Country Villa with Pool sleeps 6

DonicaRating, 5 stars1 month ago
We would like to extend a HUGE thank you to Maurine and the hosts of this AirBNB! This house is truly a gem and exceeded our expectations! We loved everything about this property- from the comfortable, homey setting to the beautiful landscaping and outdoor spaces. Directions and communication were clear and guest friendly. On behalf of the 5 of us, on our girls' getaway, we thank you all wholeheartedly and are already planning on returning next April! Thank you for sharing this truly special home with us. It was a perfect 5 star get-away from beginning to end!
Top guest favorite
Guesthouse in Sonoma
4.99 out of 5 average rating, 232 reviews

707 BARREL LOUNGE Cottage

AmberRating, 5 stars4 days ago
If you're looking for a quiet place to unwind and relax, we HIGHLY recommend Barrel Lounge. Whether you want to chill in the hot tub, lay in the pool, or lounge on the deck while grillin' out, this place has it all. Beyond the amenities, the hosts, Kathy and Jim are incredible. They were very accommodating, providing everything we could have needed. They are two of the most kind-hearted people. Every interaction with them was a delight. Top notch experience: 1000/100 as our son would say. Many thanks to Kathy and Jim for making our honeymoon one that we'll never forget.
Guest favorite
Guesthouse in Sonoma
4.94 out of 5 average rating, 246 reviews

Modern Sonoma Haven with Backyard Paradise & Pool

QuincyRating, 5 stars1 day 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 favorite
Farm stay in Guerneville
4.99 out of 5 average rating, 170 reviews

Forest View Ranch Suite and Treehouse with Pool

SarahRating, 5 stars3 weeks ago
We came a second time to Fred’s river home oasis. Our kids love the grounds and the stream is so peaceful. Pool is delightfully warm and with a Forest view. Come here for a nature escape. We will be back!
Superhost
Home in Sebastopol
4.88 out of 5 average rating, 101 reviews

Serene Wine Country Retreat with Pool & Hot Tub

ShanaRating, 5 stars2 months ago
I almost don't want to tell you how good this place is, so we can rent it again sometime. :-) But it's that good. We visited over spring break with our daughters, eight and 11, and had one of the most amazing stays we've ever had at an Airbnb. The home, the land, the pool, and the local area are all 100% amazing. And the sunsets. You know how you sometimes stay at Airbnb's where you feel like the hosts did the bare minimum to qualify to list it? This is *not* that place. There is everything you need and more. Thank you so much SatKartar!
Top guest favorite
Home in Sebastopol
4.98 out of 5 average rating, 177 reviews

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views

TessRating, 5 stars2 weeks ago
I loved this place. It was beautifully decorated and had amazing views. The pool was an added benefit on hot days! It’s somewhat small for a group because it only has one bedroom but still worth the experience.
Guest favorite
Home in Santa Rosa
4.96 out of 5 average rating, 187 reviews

Happy House Getaway - Pool, Hot Tub & Wine Country

JoseRating, 5 stars2 weeks ago
10/10 I stayed here with my girlfriend and my dog and it was really peaceful and had a great time,the pool and jacuzzi was amazing and the house was really clean🙌🏽😄
Superhost
Guesthouse in Sonoma
4.91 out of 5 average rating, 308 reviews

Romantic Tropical Garden Casita

HeatherRating, 5 stars3 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 vacation rentals that are family-friendly in Windsor

  • Total rentals

    260 properties

  • Total number of reviews

    7K reviews

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    200 properties have a pool

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    250 properties include access to wifi

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