
Family-friendly holiday rentals in Milpitas
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Top-rated family-friendly rentals in Milpitas
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Popular amenities for Milpitas family-friendly rentals
Family-friendly home rentals with a hot tub

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!
simply Laura's family are so wonderful hostess, beautiful persons and the house is very nice place, peaceful, beautiful and for my wife and I will be thinking to return again soon.

Lovely Cottage garden oasis w/Hot Tub near BART 🌹
Quiet, peaceful, beautiful garden, responsive host, ample street parking. Definitely worth the price. Plus there's a hot tub you can use after the end of a long day or before the start of one like how we used. MINUTES away from bars, restaurants, and shopping in Oakland. Great location. Thank you so much for the comfortable stay!

Private suite
Felt like it was just lke my home accept they have a hot tub that I used almost every night during my stay also had a beautiful garden. Is very quiet and relaxing.

3 BR Home on Vineyard nr Palo Alto & Stanford
Amazing property & setting, absolutely loved the pool, sport court, etc. Hosts were communicative & easy, will certainly be back for another warm-weather escape.

G & M #1 Livermore Wine/ E-Bike Getaway (Pets ok)
We are local and booked Lori & Don’s place because we were having work done on our house and it was close to our home. I’m so glad we did! I’d give them a 10 star rating if I could. They were welcoming and kind, yet we felt we had our privacy. The amount of snacks, breakfast fixings that included fresh eggs, juices and waters were more than I’ve ever had at an Airbnb! We stayed 6 nights and loved it. Will definitely keep their charming place in mind, when we have out of town guests. Thank you, Don and Lori!!!!

Gr8View-LrgDeck-BBQ-Spa-PoolTable-2xOven-Sleeps12
My family and I spent Christmas and New Year's at Justin's place, enjoying his beautiful decorated tree, thoughtful gifts, and delicious cake from a well known bakery and the stunning views of the mountains and city lights, including a firework show from the city. Justin‘s house is just big enough that we all have our own personal space but cozy enough that as a family we were all together.

Spacious Top Floor Condo Retreat
During my stay at Joann’s place, I felt safe and very comfortable. The whole home is bright and spotlessly clean, with greenery visible outside the windows. Parking was very convenient, and communication with her was smooth throughout. The kitchen was fully equipped, allowing me to cook and enjoy a good glass of red wine. The sofa was cozy and the bed was spacious. I was pleasantly surprised to find such a wonderful place—thank you!

Hike-in Bay Views Cabin w HotTub
The Aerie is definitely a hidden gem, we had such a relaxing time. I didn’t even realize a spot like this was available and affordable in Oakland. It was definitely worth hiking up those 108 stairs. Im definitely coming back!
Family- and pet-friendly home rentals

The Coach House
⸻ I had such a wonderful two-week stay at the farm. From the moment I arrived, everyone was incredibly friendly—especially the sweet little black cat named Teva, who wore a green collar and quickly became a favorite companion. Toni was so kind and responsive, always making sure everything was just right. The farm felt very safe and peaceful throughout my stay. Being in a cabin on a farm, a few bugs are to be expected, but it wasn’t an issue—I came prepared with essential oils, which worked well to keep them at bay. The cabin itself is cozy and compact, but the many windows let in so much natural light that it felt bright and open. The shower was great too—good water pressure and ventilation, though it might be a bit snug for some. Overall, it’s a lovely little escape—close enough to San Jose for convenience, but with a feeling of peaceful seclusion that makes it feel like a true retreat.

Modern, Clean, & Private in Silicon Valley
We stayed here for a month, and it was a great experience overall! What really stood out was Michael’s kindness and attentiveness - he was incredibly helpful, friendly, and welcoming. He provided lots of essentials for our toddler and even replaced the shower head, which made a huge difference for our extended stay. He was always quick to respond, sent someone to fix things the same day, and restocked kitchen and bathroom essentials whenever needed. The place is in a quiet, safe neighborhood and was spotless - seriously, one of the cleanest Airbnbs we've stayed in! The kitchen is well-stocked, which was perfect since we cooked a lot. You do hear some noise from upstairs during the day, but they keep quiet at night, so it wasn’t an issue for us. Thanks again, Michael, for making our stay so comfortable!

Ground Floor Upgraded Victorian in Alameda 2BR/1BA
The place was very nice. We have kids & grandkids in the Bay Area and like to visit as often as possible. The place was clean and comfortable but most of all very welcoming. And Ramil reached out to make sure our needs were met. If the need arises we would definitely stay there again

Charming Entire Los Gatos Saratoga House
We really enjoyed our time at Rezan's place! It allowed us to experience peaceful holidays in a stunning environment rich in nature. Rezan and her sister, Nazan, were really friendly and always ready to help whenever we needed support. We are deeply grateful for all that you have done, Rezan and Nazan – we look forward to seeing you again!

Caboose in the redwoods just outside of Cupertino
Very thankful for this quaint experience! The kids loved the toys and the very kind neighbor helped make sure we had chargers for all the electric toys.

Montclair Retreat-quiet, elevator, in unit laundry
Dennis & Tiiu's place was perfect for our needs. We stayed for a week while in town visiting our son, who lives only a few minutes away, so it was a perfect location for us. The location was peaceful and quite. The house was cozy and suitable for two people. It was a little smaller than it looked in the pictures but again, it worked for the two of us. The amenities were as described. We would definitely stay again.

Stay Nestled in Ancient Redwoods in Silicon Valley
My wife and I had a wonderful stay at Rick and Heather’s place at woodside. The place is quite spacious and quiet. It is just as described and there were no surprises . If you are looking for a peaceful mountain getaway that is within 30 min ride to Palo Alto, look no further. Things to keep in mind (these are clearly described in listing) are: 1. lack of a true kitchen despite having microwave, toaster oven and a hot plate. I do not recommend any cooking here however since there is no real place to wash dishes or drain etc. 2. The owners live there and although u get plenty of privacy you may run into to them occasionally. If this is not your thing, I recommend you find a different place.

Victorian Experience Downtown Campbell King Bed
I stayed at Cynthia and Glens place for a 8 days and it was really great. They're very accommodating and have amazing instructions for every step of your stay. One aspect that was a bit unfortunate is just that dogs can't relive themselves in the backyard. It was a bit complicated taking both of my dogs across the street to go potty every morning and midday especially when the temperatures got really high and concerning to walk them. However, I do completely understand their reasoning as to why they'd rather not have dogs relieving themselves in their backyard. Other than that small aspect it was a really lovely home and awesome location. It is a shared unit so parking is shared and the communal areas are as well. Something else to keep in mind! Overall I had a great stay there in Campbell which was so close to downtown and many amazing restaurants.
Family-friendly home rentals with a pool

Bright Studio Suite King Bed with Kitchen
Well designed suite layout, very quiet. Pool/hottub is much smaller than in photos.

Central Coast; Meadow, Hot Tub, Polite Pets Welcom
A recent stay at Robert’s home in Ben Lomond was exceptional. The property felt like home from the pictures on the wall to the books in the bookcase. The fully equipped kitchen, comfortable beds and toiletries was like walking into our personal family vacation home with everything clean and organized. Upon our arrival, we contacted the owner to let them know we arrived. We enjoyed a welcoming orientation of the property. The location was ideal with convenient access to stores and restaurants. We could not have selected a better place to enjoy quality family time and celebrate a graduation from UC Santa Cruz. This was a super stay and gets our highest recommendation.

Greenwood Guest House, a Peaceful Oasis
Amy was the perfect host. She was kind and responsive. Great location and beautiful view. We will stay here again!

Impressive Exec. Luxury Home, Pool & SPA, Central
Everything was perfect the house was amazing with its pool and hot tub… Everything mentioned was there but unfortunately the Air-conditioning wasn’t available for the first floor and the fans in the rooms where not enough for cooling. Lastly, Rahel the host was very welcoming and we had an easy check-in. Great communication she was very responsive to our notes…

Mission style, w. Pool, Hot tub, walk to downtown
We stayed at Sara's while visiting family nearby, but her home felt like a vacation in itself. The backyard is magical - we spent a fair amount of time there, swimming, grilling/dining, reading/napping. The backyard (and its myriad diversions) even lured our tech-obsessed teenagers away from their devices for extended periods. Everything was well maintained, no detail overlooked. We also enjoyed the access to a peloton bike and workout equipment. The interior was clean, organized, stylish but comfortable. The sunroom and small courtyard off of the bedrooms were great for yoga or stealing a quiet moment with a cup of coffee or book. Sara was responsive and attentive. Instruction booklet was clear and helpful. The stay exceeded our expectations. We hope to be back.

Silicon Valley Executive home in Santa Clara
it's a wonderful house and the location is great too! walk to shops, parks, playground....etc also they provided lots of toys and kid books, my kids were so happy stay in there. Walter was really helpful and easy to communicate with.

A private hillside suite nestled among oaks
A perfect stay for professionals. Vara’s place is cozy, peaceful, and tucked away in the beautiful Los Altos Hills - far from the noise yet still conveniently located. The space was clean, comfortable, and had everything I needed for a relaxing stay. Waking up to the quiet surroundings and fresh air was a great way to start the day. Vara was a wonderful host, responsive and welcoming. Highly recommend for anyone looking for a quiet retreat!

2 BR/2 full bath Modern Santana Row Condo sleeps 6
As expected, a gorgeous place. Location is great—right across the Tesla shop, walking distance to everywhere in Santana Row. Highly recommended.
Quick stats about holiday rentals that are family-friendly in Milpitas
Total rentals
160 properties
Total number of reviews
1.9K reviews
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
140 properties include access to wifi
Destinations to explore
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- Santa Cruz Beach
- Capitola Beach
- Rio Del Mar Beach
- Golden Gate Park
- Stanford University
- Oracle Park
- Seacliff State Beach
- Twin Peaks
- Davenport Beach
- Montara State Beach
- Pescadero State Beach
- Twin Lakes State Beach
- Capitola State Beach
- New Brighton State Beach
- Muir Woods National Monument
- Rodeo Beach
- Mission Dolores Park
- China Beach, San Francisco
- Rockaway Beach
- Bonny Doon Beach
- Sumner Beach
- Black Sands Beach
- Joaquin Miller Park
- Golden Gate Bridge