Family-friendly holiday rentals in Milpitas

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Milpitas

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Flat in San Jose

4.94 out of 5 average rating, 141 reviews

Your East Foothills Private Oasis

Charming, private, cozy, one bedroom apt., with dining/living room combination and full bath w/ room for 1 to 4 persons (1 or 2 Adults + 2 small children - Not suited for 4 Adults) w/private entrance/living room, parking on property driveway. Fully furnished, full bath, kitchenette. Great space for the business traveler looking for a quiet and solitude atmosphere. We are 6.5 miles to the the San Jose Convention Center, 7.5 miles to the SAP center and 13.5 to the Santa Clara Convention Center.

13–20 Nov

$117 SGD per night

Superhost

Guest suite in San Jose

4.88 out of 5 average rating, 644 reviews

Hillside Retreat Private 2-Room Guest Unit & Pool

Our home is on 1/2 acre hilltop lot, in a secluded, very quite cul-de-sac, with easy access to major freeways, minutes from SJC airport, downtown, SAP, SJSU, convention center. This listing is for an entire separate unit, attached to main house. It features 2 rooms with private yard and pool to yourself. You are free to relax in the back yard with view, surrounded by mature trees, hummingbirds, butterflies while surf the net, or swim in our solar thermal heated pool when weather permitted.

21–28 Jul

$177 SGD per night

Guest favourite

Home in Sunnyvale

4.97 out of 5 average rating, 274 reviews

Comfortable, Modern, Bright w/Patio

A completely separate private guest suite in a beautiful house, furnished with love and all the amenities you'd need. Also, super walkable & safe location, fast wifi, comfy beds, friendly experienced hosts ready to help you with whatever you need. Look forward to soaking in the sun on the patio, and enjoying the park across the street. It's a 10min walk to the great bars & restaurants downtown SV, or to the Caltrain station for a hassle-free trip to SF or SJ. We love living here and so will you!

6–13 Aug

$187 SGD per night

Guest favourite

Cabin in Los Gatos

4.99 out of 5 average rating, 791 reviews

Private Guest-House in the Redwoods

Our custom built guesthouse was completed in 2016. It is situated on 5 redwood-covered acres, 10 minutes south of Los Gatos and 20 minutes from Santa Cruz. We have easy access to hiking and biking trails, world-class wine-tasting, microbreweries, shops, amazing dining, and more! There is something for everyone in our area! We are surrounded by a 35 acre tree farm, so it's very private, yet close to the silicon valley! Our property has a standby generator so we are not affected by power outages.

16–23 Apr

$239 SGD per night

Guest favourite

Flat in San Jose

4.92 out of 5 average rating, 183 reviews

❤️of Downtown San Jose Cozy Studio Free Parking

Our cozy studio is at heart of downtown San Jose and features onsite parking, washer/dryer, and fully stocked kitchenette (NO STOVE) with a toaster oven, microwave, Keurig, electric kettle, mini fridge, strong WiFi. Enjoy the quality linens & cozy touches. Walk to Convention Center, 5 min drive to SAP Center, Diridon Station, SJC & Japantown. next to I-280/87. Wi-Fi TV, Youtube TV subscription only, login to your own Netflix, Hulu etc. Sorry, no portable hotplate can be brought in,1 person only

9–16 Jul

$158 SGD per night

Superhost

Treehouse in San Jose

4.93 out of 5 average rating, 654 reviews

Treehouse , San Jose

250 sq ft treehouse with stairs leading to 2 lofts with beds overlooking the most gorgeous view of the Silicon Valley. The treehouse opens to a deck 14 foot high nestled in between 3 sycamore trees.Custom made stained glass window and spiral staircase leads up into the tree. Includes full functioning bathroom , kitchenette w sink , cooking stove, mini fridge . Sleeps 4 people. ( 1 queen bed in each open loft) You are living with a live tree in nature so think glamping - an amazing experience .

7–14 Apr

$390 SGD per night

Guest favourite

Home in San Jose

4.88 out of 5 average rating, 207 reviews

San Jose, Downtown, Cozy Craftsman Duplex

You will enjoy your own private living space. Duplex. Our place is a beautifully restored Craftsman home, spacious, clean, and wonderfully appointed for a very comfortable stay. I’m available on the premises next door if you need anything. Near the end of a leafy, quiet street close to downtown San Jose. We are close to San Jose Airport, Convection Center, Train/Bus station, highways 280, 101, and 87. NOTE: We are compliant with COVID-19 cleaning guidelines to keep our quest and ourselves safe.

17–24 Aug

$148 SGD per night

Guest favourite

Guest suite in Santa Clara

4.89 out of 5 average rating, 226 reviews

Clean remodeled private suite w/ separate entrance

Remodeled from floor to ceiling and located in the heart of Santa Clara, between the 101 & 280. Separate outdoor entry to a deep cleaned, quiet, and private in-law suite with large, modern bedroom, private bathroom, kitchenette, and laundry room with washer and dryer. This space was designed for the discerning business traveler and features Cal King bed, ample closet space, wall-mounted HDTV, dedicated 5.0GHz WiFi, refrigerator/freezer, glass desk, reclaimed wood accent wall, and Keurig.

16–23 Aug

$172 SGD per night

Guest favourite

Loft in San Jose

4.87 out of 5 average rating, 565 reviews

Rose Garden Cottage

A private free standing guest cottage on our property in San Jose's historic Rose Garden. 5 min to SJC airport, 1.5 miles to Diridon Station and VTA light rail. Walkable to restaurants, coffee shops, nightlife, parks and public transit. One mile to the SAP Center (Shark Tank) and Santa Clara University. 2 miles to Santana Row and Westfield Shopping Center. You’ll love our place because of it's tranquil setting. Kuerig coffee maker, Britta water filter small refrigerator and microwave.

30 Jul – 6 Aug

$188 SGD per night

Guest favourite

Home in San Jose

4.91 out of 5 average rating, 350 reviews

Comfortable Whole Home on two house lot

This home has lots of light, new appliances and furniture. You are renting the entire home in the rear of the property. This is in a diverse neighborhood, with friendly Hispanic, Portuguese, Viet, Black and White neighbors, and a low crime rate. The pets in the listing are actually in the front house. The back house is pet friendly, but cleaned after each visit. There are neighborhood cats outside. Easy access to bus lines, and two major highways (101 and 280).

13–20 Sep

$248 SGD per night

Guest favourite

Guest suite in San Jose

4.9 out of 5 average rating, 209 reviews

Cozy,Quiet”Home Away from Home”.attached cottage

Very large 1 bedroom heat/ac,private entry, all that you need for a nice stay. Private Patio, parking in front and a Garden view. Nice, Quiet neighborhood; near trails, Pond, Freeways, Light Rail(VTA)-to Dwntwn SJ. 10-15min walk to Westfield Mall, Restaurants/Movies, Bowling, Mini golf, Walmart, Costco, Bass Pro, and much more. 1 HR to SFO/Monterey 30 Min to Santa Cruz Beach/Gilroy Outlets 20 Min Dwntwn SJ/SJSU

29 Jun – 6 Jul

$137 SGD per night

Guest favourite

Guest house in Sunnyvale

4.96 out of 5 average rating, 387 reviews

Private cottage in a garden

Charming, private backyard studio cottage nestled in a fenced garden in a quiet Sunnyvale neighborhood. Private, clean and cozy, this 240-sq ft space has a kitchenette, bathroom with shower, full-size bed, Wifi, A/C. Short walk to cafes, groceries. Ample parking.

20–27 Jan

$163 SGD per night