Family-friendly holiday rentals in Gilroy

Santa Cruz A-Frame

This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

Countryside Container Home

Our family’s custom container tiny home blends minimalist style and natural warmth with all the comforts of home. Inside, you’ll find curated design, tons of sunlight, and a peaceful energy that invites you to slow down and relax. You’ll enjoy a: Raised full sized bed with plush bedding for ultra-comfy nights Intimate lounge with seating and a Smart TV Fully stocked kitchenette Fast WiFi for work or winding down An outdoor fire pit + dining table Private, fenced-in outdoor area with parking

Charming Home in the heart of Downtown Morgan Hill

Kick back and relax in this calm, stylish space, indoors or even outdoors. 🔵 5 minute walk from the up-and-coming Downtown Morgan Hill with its small town accessibility and urban ambiance 🔵 Plethora of restaurants to choose from 🔵 5 Minutes from Highway 101 🔵 Many vineyards and brewery's to choose from 🔵 Nature lovers can bask in the outdoors at Uvas Canyon County Park, Henry W. Coe State Park, amongst others 🔵 Several golf courses nearby 🔵 Enjoy the Coyote Valley Sporting Clay

Peaceful Home w/Patio by Wineries & Gilroy Gardens

Private and peaceful 2 bed 1 bath single family home with fenced in front yard and patio oasis, centrally located in South Bay’s Wine Country. ▪️Perfect for couples get away or family trip! ▪️Walking Distance to Downtown (0.5 mile) ▪️Adjustable King Bed with HDTV ▪️Newly Remodeled Bathroom ▪️Large Living Room Space w/ 85” 4K TV ▪️Patio equipped w/ propane Fire Pit and Grill ▪️Ready to Cook in Kitchen ▪️Workspace w/ Monitor and Fast WIFI ▪️Nearby Restaurants, Shopping, and Wineries!

STYLISH GUEST HOUSE ON A BEAUTIFUL ESTATE

This Stylish and Private Guest House is located on a 1.2 Acre Estate with beautiful Landscaped Grounds. This Guest House Offers a Private Entrance & Two Private Balconies. This Unit is Fully Furnished & Tastefully Decorated with current trending Styles. This property is on the border of Gilroy and San Martin. Conveniently located near Gilroy Outlets, Restaurants, Costco, Walmart, and Target. This property is centrally located between San Francisco & Monterey. Please request longer stays!

Luna Llena

Welcome to our spacious studio nestled on the second floor of a detached unit within this picturesque estate. With an enchanting backdrop of Diablo Range mountains, while the surrounding vineyard provides a delightful ambiance to relish. You can wake up to the occasional misty mornings that add a touch of mystery and charm. prepare to be captivated by the most gorgeous sunsets that paint the sky with hues of enchanting colors. Welcome to your oasis of tranquility and natural beauty!

Ponce's Guest Home

This San Juan Bautista home is located in place where you aren't to far from doing fun activities your family will be close to everything when you stay at this centrally-located place. San Juan bautista Historic park , San juan de Anza National historic trail. Close to Gilroy Gardens Family theme park, Hollister Hills State vehicular ,Water Oasis, 18th barrel tasting room,,Close Monterey county and Santa cruz county and much more. This home has a capacity for small and big family's.

New Modern 1-Story Home w/ Mountain Views

Modern, comfortable 4 bedroom 2 bath home with spacious bedrooms. Comfy living room with 75 inch TV. Fully equipped kitchen. Large beautiful backyard with views of the mountains. No stairs. Don't be packed like sardines! 3 bedrooms are large and private. 4th bedroom fits 4 people. Max 10 people. No bunk beds for your safety. Eagle Ridge Golf Club - 5 mins Gilroy Gardens - 10 mins Gilroy Premium Outlets - 10 mins San Jose - 30 mins Monterey - 45 mins Santa Cruz - 50 mins

Alpacas and More Guest House

Peaceful 3bed 2bath farm stay. Air conditioning recently added. Located on same lot as some black Angus cows. Back-to-Eden Ranch petting zoo is next door and are open on certain days only. Check ahead of time with the Back-to-Eden Ranch website for availability if you are interested to visit during your time here. Most of the beds are bunkbeds. It can accommodate 5 adults plus 3 children comfortably. Any larger group will only be accommodated if approved with the host.

Kinderwood Farm Stay • Animal & Culinary Adventure

*UPDATE Piglets born July 13 2026* Nestled in an enchanting forest of redwood trees & ferns, lies a treasured, sustainability-focused homestead, waiting for you to enjoy its bounty. This is a one of a kind, immersive culinary & farm adventure with cozy accommodations & unique experiences. Subject to availability, Add-On Activities may include goat milking & feeding baby goats, cheesemaking, sourdough, and soapmaking. Join us for a visit you will remember for a lifetime.

Full Guest House in the Foothills

A full separate guest unit in the western foothills outside of Gilroy / San Martin. In a quiet country setting on 2 1/2 acres. The private unit has its own entrance and is right in the heart of the Santa Clara Valley wine region. We've been in the hospitality business for 20 years and strive to make our rental a great experience. There are no check out chores and we allow two days between booking to insure the unit is fresh for every visitor.

Sherwood Cottage @ Royal-T Ranch

Relax at this unique getaway. Stay in the original farmhouse built in 1900. 1 bedroom 1 bath with full kitchen.This is not just a place to stay. It is a fully hands on animal experience that you will not forget. Great for the whole family. The grounds are beautiful and park like. Enjoy meals on the patio with umbrellas, tables and bbq or picnic on the grass. Stay includes 2 hr animal experience. Check in anytime after three. Check out 10 AM.