Family-friendly holiday rentals in Milpitas

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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 favourite

A kitchenette is visible, featuring wooden cabinetry and a countertop with a sink and microwave. A roll of paper towels is placed on a holder. The brown laminate floor extends into a cozy sleeping area, where a spacious bed is partially in view.

Guest suite in Evergreen

4.95 out of 5 average rating, 188 reviews

Private SanJose SiliconValley Fully Self-Contained

Discount for longer stays! Enjoy the privacy of your own suite with private entrance, free parking spot, small private covered patio, jetted bathtub, Beautyrest Memory Foam Mattress, Amazon Prime TV, Netflix, full size fridge & stove. Walk to plenty of shopping & restaurants, 5 mins. to freeway. Close to public transportation, coffee shop, grocery & hiking. Centrally located less than an hour to beach, San Francisco, Monterey, and popular Bay Area attractions. (See photos for more information.)

Guest favourite

Flat in Downtown San Jose

4.93 out of 5 average rating, 232 reviews

Downtown San Jose Cozy Studio Free Parking

Our cozy studio is at heart of downtown San Jose and features gated 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.

Top guest favourite

A vintage Airstream is positioned on a gravel surface, facing a panoramic view of the landscape below. Potted plants add a touch of greenery next to the entrance. The expansive deck offers a space for outdoor relaxation, surrounded by gentle hills and an open sky.

Campervan/Motorhome in San Jose

4.98 out of 5 average rating, 141 reviews

Airstream With Gorgeous Views of Silicon Valley

Stay in a Vintage Airstream with Scenic Views Near San Jose, CA Escape to our beautifully restored vintage Airstream, perfectly located in the peaceful San Jose foothills. Just minutes from the heart of Silicon Valley, our hillside retreat offers stunning panoramic views, cozy charm, and easy access to top Bay Area attractions. Only 12 minutes from Highway 680, you're ideally situated to explore San Francisco, Santa Cruz, Napa Valley, and beyond — all while enjoying a quiet, nature-filled stay.

Superhost

The exterior of the Craftsman home is shown at twilight, illuminated by soft lighting around the porch and nearby greenery. A well-kept lawn is visible, enhancing the welcoming presence of the home. The neighboring houses are softly lit, contributing to the peaceful ambiance.

Home in San Jose

4.87 out of 5 average rating, 289 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.

Guest favourite

A spacious bedroom features a comfortable bed with crisp white linens. A large artwork depicting bamboo decorates the wall. Natural light enters through the open door leading to a front porch, where outdoor seating is visible.

Guest suite in Hensley

4.93 out of 5 average rating, 358 reviews

Your San Jose Home

Just steps from San Jose's historic Japantown, this comfy suite with private entrance has everything you need. We recently updated the room, and you'll feel right at home in this comfortable and clean room. There is free street parking, and many restaurants and public transportation are within walking distance. It's also an easy drive from SJC airport, SJSU, downtown San Jose, Convention Center, SAP Center, and other parts of Silicon Valley. We look forward to welcoming you to San Jose!

Superhost

The suite features a well-furnished layout with a full-sized bed adorned with a patterned coverlet. A mounted television is positioned above a dresser, while a small desk and chair are placed alongside the wall. The kitchen is visible through an open doorway.

Guest suite in San Jose

4.8 out of 5 average rating, 170 reviews

Private Suite | Free Parking| Super Fast Internet

The Space: Stay in a private Apartment Suite adjoining the main house.This Suite has its own entrance, it is well furnished, and has full kitchen. A full size bed can accommodate two people comfortably and one individual floor mattress. It has full bath with shower. One dedicated FREE parking space. Guest Access: Guest will have full access and use of the Suite 24 hours a day. You can come and go as you like and there is an electronic lock, so there is no keys to keep up with!

Superhost

A broad street is depicted, featuring well-maintained sidewalks lined with palm trees. A trash bin is positioned on the curb, and a variety of parked vehicles can be seen. Residential buildings and greenery are visible in the background, under a clear blue sky.

Guest house in San Jose

4.86 out of 5 average rating, 120 reviews

Entire Private Studio Apt + Kitchen & Backyard

This unit is ideal for couple, family with up to 2 young children. open to long term. Your family will have a place to yourself with big yard right outside your dining/kitchen combo area. With fast internet from AT&T Fiber for your streaming, futon. You'll be close to everything when you stay at this nice centrally located place near Evergreen area, public parks, Raging Water, fast access to restaurants, supermarkets, schools, shopping, public transportation.

Top guest favourite

A solid-wood queen-size bed is dressed in a navy blue coverlet, featuring plush pillows. A Hello Kitty plush toy adorns the bed, complemented by a decorative striped pillow. The room is illuminated by warm light, enhancing the cozy ambiance.

Guest suite in San Jose

4.96 out of 5 average rating, 196 reviews

San Jose studio with laundry

This elegant, cozy studio is built with private entrance. It features with a solid wood queen-size bed, private bathroom, TV, private washer/dryer, private patio and reserved driveway parking for our guest. This studio is close to San Jose airport, Downtown, Levi’s Stadium, SJSU, Stanford, Valley Fair and Silicon Valley offices. It is also close to major freeways, 101, 680 and 880, very convenient for working in Silicon Valley and perfect for a relaxing getaway!

Guest favourite

A studio space features sloped ceilings with natural light from skylights. A full-sized bed is dressed in patterned linens, accompanied by a 43-inch smart TV on a low wooden console. A single armchair with an ottoman is positioned near a dark dresser.

Guest house in Hensley

4.94 out of 5 average rating, 220 reviews

Private Entrance Studio with in-unit bathroom

Private entrance studio with in-unit bathroom and wet bar, it is located near downtown San Jose and Japantown. 2 min walk to the light rail station (japantown ayer green/blue lines), great for someone traveling or on a business trip. Few minutes drive to Target, Trader Joe, grocery stores, San Pedro Square. This studio unit is converted from the attic of detached garage structure with excellent privacy (1st floor is used as storage) *street parking only*

Superhost

A paved area is framed by lush greenery and banana plants, providing a serene outdoor space. The white exterior of the building contrasts with the vibrant plants, while a gravel pathway leads to the entrance, inviting a peaceful atmosphere.

Guest suite in San Jose

4.78 out of 5 average rating, 129 reviews

Banana Tree Lodge Private Entry 1b/1b Guest Suite

"The Banana Tree Lodge is a furnished 1bed/1bath in-law suite with a separate entrance, 500 sq. ft, located near San Jose Air Port. Unit has Wi-Fi, microwave, refrigerator, kitchen sink. The lodge has free neighborhood street parking, and a shared backyard. This quite neighborhood has running and biking trails and easy access to 101/680 N/S. Parties and events are not allowed. smoking is not allowed within the house premises. 7 Days or more has discount.

Top guest favourite

A modern living area is depicted, featuring large windows that allow natural light to fill the space. An inviting sofa and a coffee table are positioned in front of a wall-mounted television. The open kitchen showcases sleek cabinetry and a dining table with white chairs.

Guest house in Downtown San Jose

4.99 out of 5 average rating, 124 reviews

Quiet guesthouse near SJ airport with EV charger

Kick back and relax in this calm, stylish space. Brand new guesthouse build and landscape completed in 2023. Our guesthouse offers a full kitchen, WiFi, self check-in, FREE parking and washer and dryer. Tesla Universal EV charger Level 2 60 amp avilable for guest use. Centrally located in Downtown San Jose. A quick drive to the SJ airport, SAP Center, San Pedro Square, Levi’s Stadium, San Jose State University and Santa Clara University.

Guest favourite

The open living space features a contemporary kitchen equipped with stainless steel appliances, including a refrigerator and oven. A dining table for four is positioned centrally, surrounded by sleek chairs. Light wood flooring enhances the bright atmosphere of the area, complemented by white cabinetry and a decorative sliding barn door.

Guest house in Downtown San Jose

4.98 out of 5 average rating, 580 reviews

Private Cottage nearby Airport/SAP/SJ Downtown/SCU

The cottage is located in the central of Silicon Valley. Convenient access to most attractions and places. About 7 to 15 minutes drive from most attractions: San Jose Airport, SAP Center, Avaya Stadium, SAn Jose Downtown, Caltrain/Diridon Station, Levi Stadium, SJ state university, Santa Clara university, Malls. Santa Cruz 35 minutes, San Francisco airport- 45 minutes. Close to major freeways I-280, I-880, US-101.