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

Ocean View Spa House
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.

Historic Santa Rosa Cottage Hot Tub
We loved our stay in Santa Rosa. We felt right at home. We enjoyed the beautiful yard space and location to downtown as well as easy driveway parking. We plan to stay again!

Quiet Wine County Retreat with Bocce and Hot tub!
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!

Dry Creek Retreat- Bocce, Hot Tub, EV Charger
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.

Cosmo Beach: Riverfront Sanctuary
We loved the property and its proximity to the water and two large beaches. The house itself is thoughtfully decorated and has the furnishings and supplies just like it would if someone actually lived there rather than the typical Airbnb “shell” that only has the bare necessities (or less). We did have an unfortunate complication that occurred when we arrived. Things happen, but what matters more than anything is how a host handles an unexpected event. Jay was kind, understanding, and empathetic and did everything needed to make things right. We will absolutely be back.

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

Russian River Tree Fortress of Solitude
We had a great stay! Christopher was very helpful and accommodating in all our communications.

Napa Wine Country Retreat - Villa
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.
Family- and pet-friendly home rentals

Spectacular Vineyard View!! SPA, Close to Plaza!
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!

The "Bird's Nest" in the Redwoods
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.

PEACE & QUIET Hot Tub Gas Fireplace Fenced Yard
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.

Gravenstein Cottage
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!
Redwood Escape: Spa, Decks, Views and Fireplaces
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.

Casa Relaxo: Mt top getaway with beautiful views
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!

Cozy Hisorical Home Walking Distance to Downtown!
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

Cozy Craftsman Cottage
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

707 BARREL LOUNGE Cottage
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.

Modern Sonoma Haven with Backyard Paradise & Pool
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!

Forest View Ranch Suite and Treehouse with Pool
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!

Serene Wine Country Retreat with Pool & Hot Tub
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!

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views
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.

Happy House Getaway - Pool, Hot Tub & Wine Country
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🙌🏽😄

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!

2 Wine Country Gem 2 Bedroom Upstairs
Great Host. Me and my Fiance would definitely stay again. Super comfy beds.
Quick stats about holiday 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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- Lake Berryessa
- Jenner Beach
- Bolinas Beach
- Muir Woods National Monument
- Clam Beach
- Drakes Beach
- Limantour Beach
- Six Flags Discovery Kingdom
- Point Reyes National Seashore
- Schoolhouse Beach
- Chandon
- Dominus Estate
- Santa Maria Beach
- Doran Beach
- Safari West
- Cooks Beach
- Caymus Vineyards
- Sonoma Coast State Park
- Mayacama Golf Club
- Pebble Beach
- Point Reyes Beach
- Gleason Beach
- North Salmon Creek Beach
- South Beach