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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.

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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.

15–22 Jul

$247 NZD per night

Guest favourite

Apartment 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.

5–12 Nov

$153 NZD 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!

10–17 Jul

$278 NZD per night

Guest favourite

Cabin in Los Gatos

4.9 out of 5 average rating, 398 reviews

The Coach House

The Coach House is located on our mountain top horse and lavender farm. We offer youth summer camps so are set up for fun outdoor adventures and activities. Have fun with our horses, goats, and chickens! You can take a 10 min walk over to Nonno's Restaurant for wine/pizza/BBQ and bacchi ball, or take an 8 min drive into Los Gatos, or 15 min to Santa Cruz for the beach and some of the best restaurants and spas around!. Good for couples, solo adventurers, business travelers, kids, & behaved dogs!

24–31 Aug

$208 NZD per night

Guest favourite

Cabin in Los Gatos

4.99 out of 5 average rating, 790 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.

15–22 Mar

$310 NZD per night

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 .

28 Mar – 4 Apr

$473 NZD per night

Guest favourite

Apartment 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

23–30 Jun

$239 NZD per night

Guest favourite

Home in San Jose

4.88 out of 5 average rating, 206 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.

6–13 Aug

$211 NZD per night

Guest favourite

Guest suite in Woodside

4.89 out of 5 average rating, 340 reviews

Stay Nestled in Ancient Redwoods in Silicon Valley

Welcome to our 6-acre home, High Ground, & have our kid and pet friendly carriage house to yourself! The large studio apt with separate entrance has stunning views of ancient redwood trees + the Bay/Mount Diablo. Immediate hiking trails, wildlife, minutes to: Alice's restaurant (5), Michelin-rated Village Pub (15) highway 280 (15) Palo Alto/Menlo Park/Half Moon Bay/Ocean (30), SFO (35) San Francisco (45). Perfect for a northern CA retreat, business in the Valley or sight-seeing in San Fran.

29 Jul – 5 Aug

$239 NZD 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.

6–13 May

$210 NZD per night

Guest favourite

Loft in San Jose

4.87 out of 5 average rating, 564 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.

12–19 Aug

$259 NZD per night

Guest favourite

Home in Oakland

4.98 out of 5 average rating, 532 reviews

Private Casita with Stunning View

Relax in a private, fully equipped Casita with stunning views of East Oakland and the Bay. This newly constructed one-bedroom guest house in the quiet Eastmont Hills neighborhood has everything you need to work and play. Enjoy lounging in a hammock on the deck or on the couch streaming movies to a 32" television. Brand new stainless steel gas range and full-sized fridge make cooking a breeze, or you can partake in booming Oakland's restaurant scene.

5–12 Dec

$167 NZD per night

Holiday rentals for every style

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Popular amenities for Milpitas family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest suite in Los Altos Hills

4.8 out of 5 average rating, 148 reviews

A private hillside suite nestled among oaks

23–30 May

$288 NZD per night

Guest favourite

Condo in Santa Clara

4.94 out of 5 average rating, 264 reviews

La Casa de Alpaca

28 Oct – 4 Nov

$433 NZD per night

Guest favourite

Guesthouse in San Leandro

4.94 out of 5 average rating, 216 reviews

Garden getaway near SF

7–14 Sep

$207 NZD per night

Guesthouse in Saratoga

4.77 out of 5 average rating, 610 reviews

SARATOGA EXECUTIVE COTTAGE

17–24 Apr

$296 NZD per night

Guest favourite

Cabin in Oakland

4.92 out of 5 average rating, 172 reviews

Hike-in Bay Views Cabin w HotTub

27 Jul – 3 Aug

$430 NZD per night

Guest favourite

Home in Redwood City

4.97 out of 5 average rating, 290 reviews

Private suite

22–29 Jun

$297 NZD per night

Guest favourite

Home in San Jose

4.92 out of 5 average rating, 154 reviews

Splash Pad

3–10 Jan

$2,072 NZD per night

Guest favourite

Home in Fremont

4.94 out of 5 average rating, 184 reviews

The White Rose Ranch (Sleeps 10 or 10+ with Annex)

21–28 Jan

$697 NZD per night

Family- and pet-friendly home rentals

Guest favourite

Guest suite in San Jose

4.9 out of 5 average rating, 208 reviews

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

11–18 Jun

$218 NZD per night

Guest favourite

Home in San Jose

4.91 out of 5 average rating, 350 reviews

Comfortable Whole Home on two house lot

15–22 Oct

$338 NZD per night

Guest favourite

Train in Cupertino

4.92 out of 5 average rating, 345 reviews

Caboose in the redwoods just outside of Cupertino

29 Oct – 5 Nov

$380 NZD per night

Guest favourite

Guest suite in Campbell

4.95 out of 5 average rating, 356 reviews

Cottage - bedroom, living, bath and small kitchen

19–26 Jul

$231 NZD per night

Guest favourite

Guest suite in Los Gatos

4.97 out of 5 average rating, 131 reviews

Ridge Top Get-A-Way and Quiet Dedicated work space

20–27 Sep

$325 NZD per night

Guest favourite

Guest suite in San Ramon

4.88 out of 5 average rating, 116 reviews

Cozy suite w/ coffee, workstation, private access

26 Apr – 3 May

$298 NZD per night

Guest favourite

Guesthouse in San Leandro

4.92 out of 5 average rating, 118 reviews

Charming Backyard Guest House with Koi Pond

6–13 Nov

$253 NZD per night

Condo in San Jose

4.88 out of 5 average rating, 202 reviews

Santana Row Properties #2 - Silicon Valley Getaway

1–8 Sep

$1,196 NZD per night

Family-friendly home rentals with a pool

Guest favourite

Guesthouse in Monte Sereno

4.9 out of 5 average rating, 186 reviews

Greenwood Guest House, a Peaceful Oasis

17–24 Feb

$332 NZD per night

Guest favourite

Guesthouse in Los Altos

4.98 out of 5 average rating, 370 reviews

Splendid - Resort Style

19–26 Dec

$415 NZD per night

Home in Menlo Park

4.85 out of 5 average rating, 155 reviews

Modern French Country Style Home

15–22 Feb

$2,212 NZD per night

Home in Ben Lomond

4.96 out of 5 average rating, 111 reviews

Socially Distant yet Closein; Meadow, Hot Tub, Pet

1–8 Feb

$856 NZD per night

Condo in Santa Clara

4.84 out of 5 average rating, 43 reviews

Lux2B2Ba|Levi's 49ers|Restaurants|PoolGym| Parking

23–30 Jun

$574 NZD per night

Home in San Jose

4.63 out of 5 average rating, 115 reviews

Serene, Large 4BR/2.5BA Home in San Jose

15–22 Nov

$822 NZD per night

Guest favourite

Villa in Monte Sereno

5.0 out of 5 average rating, 25 reviews

Los Gatos Villa: hot tub, sauna, pool, huge yard

27 Jul – 3 Aug

$1,202 NZD per night

Guest favourite

Home in Menlo Park

4.9 out of 5 average rating, 49 reviews

Entire Home: Pool, Hot tub, walk downtown/Stanford

7–14 Jan

$1,733 NZD per night

Quick stats about holiday rentals that are family-friendly in Milpitas

Total rentals
150 properties
Wi-Fi availability
140 properties include access to Wi-Fi
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Rentals with a pool
60 properties have a pool
Pet-friendly rentals
50 properties allow pets
Total number of reviews
1.4K reviews

Destinations to explore