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Family-friendly vacation rentals in Milpitas

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Milpitas family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
A bright sleeping area features a spacious bed with crisp white linens and a soft blanket. Nearby, a bedside table holds a small lamp. Natural light enters through a window dressed with light curtains, illuminating a colorful abstract painting on the wall.
Guest suite in San Carlos
4.81 out of 5 average rating, 187 reviews

Sweet Studio -SF Peninsula

HaleyRating, 5 stars7 months ago
Had a great and comfortable visit! Very quiet with a private entrance. Close to downtown in a great neighborhood. Friendly hosts. Definitely will stay here again in the future!
Superhost
An outdoor deck area is surrounded by towering redwoods. The space features a circular table with six chairs, a relaxed seating arrangement with multiple couches, and two patio heaters. Umbrellas provide shade, while a decorative wall piece adds visual interest.
Cabin in Felton
4.91 out of 5 average rating, 488 reviews

Tranquility Base Redwood Mountain Tree House

CraigRating, 5 stars8 months ago
Tranquility Base…surely lived up to its name. So comfortable, so charming we felt like a part of the forest. The whole place had so much personality we felt right at home Magical and enchanting getaway Highly recommended We’ll be back
Top guest favorite
A tranquil pool surrounded by a spacious deck features lounge chairs for relaxation. The sun casts a warm glow over the water, highlighting the adjacent charming cottage and lush greenery. Tall trees provide shade, enhancing the serene atmosphere.
Guesthouse in Oakland
4.97 out of 5 average rating, 248 reviews

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!

MariaRating, 5 stars1 week ago
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.
Guest favorite
A charming pathway leads to the entrance of a garden cottage, surrounded by lush greenery and vibrant flowers. A vintage bicycle adds a rustic touch, while a gate provides access to the inviting entrance.
Home in North Oakland
4.84 out of 5 average rating, 284 reviews

Lovely Cottage garden oasis w/Hot Tub near BART 🌹

KeaoRating, 5 stars3 months ago
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!
Guest favorite
A spacious suite features a comfortable seating area with a plush sofa and a coffee table. A large armoire stands opposite the bed, showcasing mirrored doors. Natural light brightens the room through a window, highlighting the soothing color palette and inviting decor.
Home in Redwood City
4.97 out of 5 average rating, 297 reviews

Private suite

StaceyRating, 5 stars10 months ago
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.
Top guest favorite
A serene outdoor space features a swimming pool surrounded by lush vegetation and a gently sloping waterfall. Steps lead from the house to the pool area, with a slide positioned nearby. A vineyard is visible in the background, enhancing the tranquil setting.
Home in Portola Valley
4.93 out of 5 average rating, 155 reviews

3 BR Home on Vineyard nr Palo Alto & Stanford

GrahamRating, 5 stars1 week ago
A lovely property to relax in and enjoy. Just what we needed after doing all the sightseeing in the first part of the holiday
Guest favorite
A spacious outdoor patio features several red umbrellas providing shade over comfortable seating arrangements. A dining area with a large table is visible, surrounded by a wooden deck, creating an inviting space for relaxation and gatherings.
Home in East San Jose
4.93 out of 5 average rating, 248 reviews

Gr8View-LrgDeck-BBQ-Spa-PoolTable-2xOven-Sleeps12

Lalania Rating, 5 stars5 months ago
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.
Guest favorite
A comfortable living area is presented with a brown leather sectional sofa and a light-colored throw. Natural light enters through large windows, illuminating the space. A flat-screen television is mounted on the wall, and a decorative fireplace is positioned centrally, creating a relaxing ambiance.
Condo in Mountain View
4.95 out of 5 average rating, 134 reviews

Spacious Top Floor Condo Retreat

KarenaRating, 5 stars6 days ago
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!

Family- and pet-friendly home rentals

Superhost
A small rustic cabin is nestled among tall trees, providing a sense of seclusion. Sunlight filters through the canopy, casting dappled shadows across the ground. The cabin features a single window framed by green trim, blending harmoniously with the natural surroundings.
Cabin in Los Gatos
4.9 out of 5 average rating, 452 reviews

The Coach House

ChelseaRating, 5 stars5 days ago
⸻ 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.
Guest favorite
A charming blue Victorian duplex is displayed from the front, showcasing a welcoming yellow door. Stairs lead to a covered porch flanked by plants and trees, while bright green landscaping complements the exterior. The second floor offers a balcony view of the lower entrance.
Apartment in Alameda
4.93 out of 5 average rating, 484 reviews

Ground Floor Upgraded Victorian in Alameda 2BR/1BA

PatRating, 5 stars1 month ago
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
Superhost
The living area features a comfortable grey sofa with decorative pillows, positioned across from a modern coffee table. A textured area rug lays beneath the furniture. Artwork depicting cityscapes adorns the walls, complementing the natural light from overhead recessed lighting.
Apartment in Sunnyvale
4.76 out of 5 average rating, 119 reviews

Modern, Clean, & Private in Silicon Valley

SanyingRating, 5 stars2 months ago
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!
Top guest favorite
A rustic caboose, painted in bright red, is nestled among lush green trees. Vintage machinery, featuring large wheels and a copper detail, is positioned nearby, surrounded by a gravel area. The ambiance is quietly rural, under the canopies of towering redwood trees.
Train in Cupertino
4.93 out of 5 average rating, 408 reviews

Caboose in the redwoods just outside of Cupertino

AmyRating, 5 stars1 week ago
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.
Guest favorite
A bright and airy living space features a comfortable white sofa facing large windows, allowing natural light to fill the room. A dining table is set for two, and a fridge is visible in the background, enhancing the functionality of the cozy apartment.
Apartment in Oakland
4.87 out of 5 average rating, 279 reviews

Montclair Retreat-quiet, elevator, in unit laundry

HeatherRating, 5 stars8 months ago
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.
Guest favorite
A spacious patio area is presented with comfortable outdoor seating surrounding a fire table. Lush greenery, including trees and well-maintained plants, enhances the relaxing atmosphere, while a well-manicured lawn leads to a modern cottage and adjacent deck space.
Guesthouse in Menlo Park
4.97 out of 5 average rating, 150 reviews

Cottage near dwntwn Palo Alto, Stanford, Face-book

LanieRating, 5 stars6 months ago
This was a perfect place to decompress during a busy work trip. The space is beautiful, and the attached gym is such a nice treat! Everything was exactly as described, clean and lovely. I would definitely stay again!
Guest favorite
A spacious property is nestled among tall, lush trees, with a distinct white exterior. A wide driveway leads to the entrance, complemented by a covered porch area. Natural stone landscaping is visible along the side, blending harmoniously with the surrounding forest.
Guest suite in Woodside
4.88 out of 5 average rating, 385 reviews

Stay Nestled in Ancient Redwoods in Silicon Valley

SinjinRating, 5 stars6 days ago
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.
Guest favorite
A charming single-story home is framed by a vibrant garden, featuring a colorful picket fence and decorative front porch. The exterior displays intricate architectural details, with bright red accents complementing the light-colored walls. Lush greenery and blooming flowers enhance the inviting curb appeal.
Apartment in Campbell
4.94 out of 5 average rating, 259 reviews

Victorian Experience Downtown Campbell King Bed

KathrineRating, 5 stars2 weeks ago
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

A serene outdoor area features a swimming pool surrounded by lounge chairs. The fitness area is visible through large glass panels, showing exercise equipment. Plant life is positioned around the space, complemented by the soft colors of the building and twilight sky.
Hotel room in Sunnyvale
4.83 out of 5 average rating, 24 reviews

Bright Studio Suite King Bed with Kitchen

KatrinaRating, 5 stars3 months ago
Well designed suite layout, very quiet. Pool/hottub is much smaller than in photos.
Superhost
Cottage in Ben Lomond
4.93 out of 5 average rating, 143 reviews

Central Coast; Meadow, Hot Tub, Polite Pets Welcom

EdnaRating, 5 stars5 days ago
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.
Guest favorite
The exterior view showcases a contemporary guest house with a tiled roof, set beside a pool. Large glass doors provide access to the living area, surrounded by well-maintained landscaping featuring various plants and trees. The pool area contributes to the serene outdoor environment.
Guesthouse in Monte Sereno
4.9 out of 5 average rating, 212 reviews

Greenwood Guest House, a Peaceful Oasis

MimiRating, 5 stars1 week ago
Amy was the perfect host. She was kind and responsive. Great location and beautiful view. We will stay here again!
The exterior of the house is displayed from the perspective of the swimming pool, showcasing large windows and sliding glass doors that lead to the backyard. The reflective pool water harmonizes with the light-colored siding of the home, framed by greenery in the background.
Home in Union City
4.88 out of 5 average rating, 103 reviews

Impressive Exec. Luxury Home, Pool & SPA, Central

SwailemRating, 5 stars11 months ago
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…
Guest favorite
An inviting outdoor space features a saltwater pool surrounded by lush greenery and lounge seating. A covered area displays comfortable seating and decorative hats, with towels neatly arranged in baskets nearby. The bright sky enhances the serene atmosphere of the garden retreat.
Home in Menlo Park
4.89 out of 5 average rating, 54 reviews

Mission style, w. Pool, Hot tub, walk to downtown

SolinRating, 5 stars10 months ago
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.
Top guest favorite
Home in North San Jose
4.92 out of 5 average rating, 79 reviews

Silicon Valley Executive home in Santa Clara

SophieRating, 5 stars1 month ago
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 sunlit outdoor area includes a swimming pool bordered by a spacious deck. An umbrella provides shade over seating options. The view extends to lush greenery and hills, complementing the tranquil atmosphere of the space.
Guest suite in Los Altos Hills
4.78 out of 5 average rating, 159 reviews

A private hillside suite nestled among oaks

EladRating, 5 stars3 months ago
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!
Guest favorite
The spacious living area features a modern sectional sofa and a glass coffee table, complemented by colorful artwork on the walls. Bright lighting from hanging fixtures enhances the open layout that connects to the kitchen area with stainless steel appliances.
Apartment in San Jose
4.76 out of 5 average rating, 70 reviews

2 BR/2 full bath Modern Santana Row Condo sleeps 6

Jeong-SuhRating, 5 stars3 weeks ago
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 vacation 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