Family-friendly vacation rentals in Oakley

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Oakley family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Sonoma
4.93 out of 5 average rating, 109 reviews

Sonoma Living: Live Your Best Life

CynthiaRating, 5 stars7 months ago
We had an excellent stay, and our family trip to Sonoma and Napa Valley was fabulous! We definitely would stay here again.
Guest favorite
Home in Half Moon Bay
4.9 out of 5 average rating, 106 reviews

TreeTops OceanView Retreat_HotTub_Month/LongTermOk

KathrynRating, 5 stars3 months ago
Had a lovely stay at Annette and Fred’s place - the location was great, the house was fully stocked and the hosts were extremely responsive when we had questions. Having a hot tub and gas fireplaces were an added bonus for spending the evenings admiring the views.
Top guest favorite
Home in Lower Haight
5 out of 5 average rating, 136 reviews

Lovely, Unique Home Near Everything

PeteRating, 5 stars1 week ago
We loved this home. The area was great and near everything and the street was nice and quiet for the area. The home was immaculate, the care to maintain this home is obvious! Next time we are in San Francisco, this will be our first choice for lodging.
Guest favorite
Home in Napa
4.93 out of 5 average rating, 206 reviews

Casa Alta with Hot Tub near Oxbow Market!

AudraRating, 5 stars2 weeks ago
The house has a certain charm. The beauty of the landscaping. The quaintness of the backyard. The overall coziness of the interior. Every detail was thought of, with charger outlets on the bedside tables, or the extra blankets in the closets. The home was a highlight of our trip, and added to the over all magic of Napa.
Superhost
Cottage in Bolinas
4.86 out of 5 average rating, 325 reviews

Romantic Beach Cottage with Hot Tub

BrettRating, 5 stars4 months ago
Stayed here for 3 nights and our only regret was not booking for longer. Chuck’s place is the perfect getaway retreat in Bolinas. I’d describe it as quaint, cozy, rustic, clean and just right for a couple of people. Hot tub and outdoor shower are private and easy to use & the views from the deck are unmatched. During the stay I accidentally locked myself out of the house and Chuck was super responsive to help me out. Would 100% return.
Guest favorite
Home in Mill Valley
4.94 out of 5 average rating, 150 reviews

Redwood Treehouse, Downtown Mill Valley

AliciaRating, 5 stars7 months ago
I'm tempted to only say horrible lies about this place, because I want to keep this gem all to myself. But I can't think of a single negative thing to say about this place. The location was gorgeous, the interior design was beautiful, and the hot tub in the middle of the redwoods was just the cherry on top.
Guest favorite
Bungalow in Vallejo
4.9 out of 5 average rating, 319 reviews

Cozy Home in a Quiet Neighborhood

AnnetteRating, 5 stars2 weeks ago
Danielle’s home was cozy and sweet. It was very clean and she responded quickly to our questions.
Guest favorite
Guesthouse in Walnut Creek
4.91 out of 5 average rating, 569 reviews

Tropical Garden Cottage +HOT TUB &POOL by Downtown

KadiRating, 5 stars1 month ago
I rented Polina’s place for my daughter and toddler grandson during their visit to the area because my husband and I did not have room for them to stay with us. It was an excellent choice - a lovely well maintained unit on the grounds of Polina and her family’s home in the hills above Walnut Creek. Very peaceful area, yet close to downtown and transportation options. Polina was so kind and helpful, the unit has everything one would need for a short stay in the area. Highly recommended and a good value for the area.

Family- and pet-friendly home rentals

Superhost
Guesthouse in San Rafael
4.84 out of 5 average rating, 163 reviews

Farm in the city & sweeping bayview

LynRating, 5 stars4 weeks ago
Needed a place for a few days… and fell in LOVE with this hidden gem!!! Amazing hosts- Lori& Mike are the best! They are friendly , helpful and inviting- while simultaneously giving privacy and space. Not to mention all of the amazing work they are doing in and for the community- check out their bio!! The accommodations were beautiful, peaceful and intentional. And CLEAN!! Every space well curated. Home felt like a hug- and was filled with treasures! Looking forward to a return trip!! Thank you Mike& Lori!!
Guest favorite
Home in San Jose
4.92 out of 5 average rating, 390 reviews

Comfortable Whole Home on two house lot

JenniferRating, 5 stars2 weeks ago
This was perfect for our specific needs. Wrich is a fabulous and responsive host. Friendly and helpful! Enjoyed our stay and the whole process was very easy to navigate. No complaints!
Guest favorite
Apartment in Alameda
4.93 out of 5 average rating, 476 reviews

Ground Floor Upgraded Victorian in Alameda 2BR/1BA

JamieRating, 5 stars2 weeks ago
overall we really liked ramils place. it is very spacious and we loved sitting out on the front porch while the kids enjoyed drawing with chalk on the sidewalk. it was in walking distance to lots of great things including a great little coffee shop (lazy bird) and a playground. they had lots of amenities for people with kids including a stroller for us to use for longer walks. parking was really easy. the kitchen is huge and was a nice place to drink our coffee while the kids ate breakfast. kitchen was decently stocked but we ate out most nights. the only downside was the noise from upstairs. towards the end we were used to it but the first few days it woke us up/surprised us and felt very bothersome. however, I think we would stay here again despite that (and I'm sure we were plenty loud downstairs too). ideally there would be no upstairs noise but for the size, comfort and cost of this Airbnb I'd say it's worth it.
Guest favorite
Guest suite in Sleepy Hollow
4.88 out of 5 average rating, 123 reviews

Pet Friendly San Anselmo property in the hills

AmalinRating, 5 stars4 months ago
This review is actually from my husband (we booked his stay through my Airbnb account): My second stay here with just a 2 day break in between, 7+ weeks in all at Amy’s and Edgar’s. Lovely people. Very welcoming. Everything I needed to be comfortable and functional - including remote work situation - and great hiking just outside the door, during a particularly stressful period in my life.
Top guest favorite
Apartment in North Oakland
4.96 out of 5 average rating, 505 reviews

Boutique Garden Apartment-Temescal

PeterRating, 5 stars3 weeks ago
I enjoyed my time at Audrey’s place. They are centrally located and the backyard is a beautiful place to work or unwind. Audrey, Jordie, and the pups were very friendly and hospitable. I would highly recommend their place for any guest visiting Oakland.
Guest favorite
Home in Livermore
4.94 out of 5 average rating, 383 reviews

G & M #1 Livermore Wine/ E-Bike Getaway (Pets ok)

BenoitRating, 5 stars1 month ago
Lori and Don raise the bar on how to welcome guests. This home away from home was warm and welcoming, gorgeously stocked with small kindnesses to ease in travelers showing up late. I loved seeing a small flock of sheep and goats graze the pasture behind the house in the early morning, and hearing the chickens cluck in the frontyard coop while getting some fresh morning air.
Top guest favorite
Guesthouse in Danville
4.88 out of 5 average rating, 275 reviews

Welcoming Private Guesthouse

James LeeRating, 5 stars2 months ago
I was in Danville to visit friends. I had time and easy opportunity to walk Iron Horse trail out their back gate to the downtown area and to enjoy the shops, restaurants and ambiance. The area is desirable for so many reasons and John's home and guest house is another pleasant part of that attraction. Thanks.
Guest favorite
Home in North Oakland
4.92 out of 5 average rating, 118 reviews

Lovely 2 Plus BR Home w/Garden

CherylRating, 5 stars3 months ago
It was the perfect place for our family to gather over the holidays. Cozy but spacious with that back cottage providing a separate space for separate couple.

Family-friendly home rentals with a pool

Guest favorite
Home in Glen Ellen
4.91 out of 5 average rating, 176 reviews

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

LaurenRating, 5 stars1 month ago
Linda’s place was great. It was clean and comfortable and the location was great. A quick walk into the adorable town of Glen Ellen. The backyard is gorgeous and the spa pool was a fun perk to enjoy.
Guest favorite
Guesthouse in Modesto
4.95 out of 5 average rating, 307 reviews

Cozy & Stylish Cottage in Great Location w/Pool!

EmmaRating, 5 stars1 week ago
This was our second time staying at Marty and Jess’s place, and once again, it’s an easy 5 stars! They’re wonderful hosts—kind, responsive, and always making sure we feel completely at home. The apartment is just the right size for my boyfriend and me, cozy and comfortable, and also a peaceful spot to work remotely. We especially love their beautiful garden and the quiet, walkable neighborhood. Already looking forward to our next visit!
Superhost
Villa in San Rafael
4.89 out of 5 average rating, 199 reviews

Waterfront Marin Retreat with Pool & Hot Tub

NealRating, 5 stars3 weeks ago
My family (parents, grandparents, and kids) stayed at this great waterfront home in March 2025. My kids loved the heated pool, hot tub, and kayak! We liked the well appointed kitchen and having lots of space to spread out across the five bedrooms. The only downside is that’s it’s a bit on the well used side and could use touch-ups here and there and one bedroom is a loft so we had to be aware of the noise level downstairs. That didn’t stop us from having a great time and using this as our jumping off point to the city (15-30 min depending on traffic) or North Bay for hiking, oysters, and wine.
Guest favorite
Home in Sonoma
4.93 out of 5 average rating, 107 reviews

Sonoma Ranch, private pool on 7 acres!

KristinRating, 5 stars7 months ago
My friends and I had a fantastic stay at Tina's home! Tina was so welcoming and offered flexible check-in/out times. She also left a bottle of wine for us in the fridge. The home is in a beautiful, rural part of Sonoma. It's such a peaceful and private location, but close to everything! We enjoyed watching the hot air balloons above the backyard in the morning and going on walks/runs from the house. The house is clean, comfortable, and had everything we needed! The weather was warm, so we were able to enjoy the pool and hot tub. I can't wait to come back with my family!
Guest favorite
Condo in Napa
4.94 out of 5 average rating, 119 reviews

Fairways Silverado Golf and Country

LoganRating, 5 stars1 week ago
Resort-style 2x2 located on a quiet golf course. The AirBnB was near most of the wineries we were visiting. Close to downtown Napa as well. The beds were very comfortable and the outside patio area was great for enjoying some wine/scenery.
Top guest favorite
Cottage in Sonoma
4.99 out of 5 average rating, 137 reviews

Idyllic Sonoma Vineyard Farmhouse With Pool

MaryRating, 5 stars9 months ago
The most incredible home and location!! So far exceeded our expectations!! The setting was gorgeous and serene and perfectly located - short drive to amazing restaurants and vineyards!! We’re already searching for our next opportunity to visit this amazing property!! Couldn’t recommend it more!!!
Guest favorite
Home in Sonoma
4.88 out of 5 average rating, 302 reviews

*Heated* Swimming Pool Retreat Near Sonoma Square

RyanRating, 5 stars2 months ago
The house was exactly as described and comfy. Plenty of room for 8, and in a quiet neighborhood. We didn’t use the pool but it looked so inviting for summertime! Great place to stay with a group. Thanks!
Superhost
Vacation home in Glen Ellen
4.86 out of 5 average rating, 99 reviews

Glen Ellen getaway, pool, hot tub, acre of gardens

AmitavaRating, 5 stars1 month ago
⭐️⭐️⭐️⭐️⭐️ Amazing Stay – Highly Recommend! We had an incredible stay at Jennifer’s place! From the moment we arrived, everything was seamless – check-in was easy, the space was spotless, and the attention to detail was outstanding. The home was beautiful, cozy, and had all the amenities we needed for a comfortable stay. We celebrated my wife’s 50th birthday with 7 other close friends. Jennifer was incredibly welcoming and responsive, providing great local recommendations and making sure we had everything we needed. The location was perfect, close to wonderful Michelin guide restaurants like Valley and Glen Ellen Star, and also close to amazing vineyards like Benzinger. This made it easier to plan the event. The house was just right for us, with a hot tub for relaxation and a serene, untouched backyard filled with olive trees, perfect for enjoying breakfast. If you’re considering booking this place, don’t hesitate – you won’t be disappointed. We’d love to stay here again in the futu

Quick stats about vacation rentals that are family-friendly in Oakley

  • Total rentals

    20 properties

  • Total number of reviews

    190 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    La Costa, Oakley Black Bear Diner, and Big Break Regional Shoreline

Destinations to explore