Family-friendly holiday rentals in Gilroy

Holiday home in Watsonville

A wide sandy beach stretches toward the horizon, illuminated by soft sunlight reflecting off the ocean. Gentle waves lap at the shore, where visitors can be seen enjoying the tranquil environment. Dune grasses frame the beach, adding to the natural scenery.

4.96 out of 5 average rating, 452 reviews

Magical & Romantic Beachfront Home at Pajaro Dunes

Beautiful oceanfront condominium with an unobstructed view to Monterey Bay & the Pacific Ocean; just 20 minutes south of Santa Cruz & 30 minutes north of Monterey/Carmel. Newly remodeled with granite counters, new kitchen appliances, paint, furniture, tile and carpeted floors. Electric fireplace adds to the magical ambience this home embraces. High ceilings, just steps to the beach. Convenient parking. 2 bedrooms & 2 full bathrooms, 1200 sf. A great place to kick off your shoes and relax.

4.96 out of 5 average rating, 119 reviews

An A-Frame cabin is surrounded by lush greenery, positioned on elevated ground. A stone pathway leads to the entrance, flanked by wooden railings. The cabin features large glass panels on its façade, allowing natural light to flood the interior. A deck with seating overlooks the nature surroundings.

Cabin in Felton

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

Guest suite in Scotts Valley

A private entrance is visible, leading into the unit. Lush greenery hangs over the door, while a wooden deck offers space for relaxation. Potted plants surround the area, and BBQ grills are positioned near the poolside, enhancing the outdoor ambiance.

4.96 out of 5 average rating, 797 reviews

Snug and Cozy between the Skyline and the Sea

Super private, peaceful, and quiet; an excellent place for the traveler who is excited about exploring the Santa Cruz mountains and coast. Completely private In-law unit with extras needed to make it cozy. Snuggled between Scotts Valley, Felton, and Santa Cruz it's near Henry Cowell Redwoods State Park, 1440 Multiversity, and Mount Hermon Conference Center yet less than an hour from Silicon Valley. The Airbnb cleaning handbook is followed making this one of the cleanest places you’ll stay at!

Superhost

A spacious living area features a cozy sofa and a stylish armchair, complemented by a decorative rug on polished hardwood floors. A modern fireplace is positioned in one corner, while a large artwork adorns the wall, adding character to the space.

Home in Gilroy

4.87 out of 5 average rating, 110 reviews

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!

Home in San Juan Bautista

A modern kitchen features white cabinetry and stainless steel appliances. A large, central island is complemented by two bar stools, providing seating and workspace. Soft overhead lighting illuminates the clean countertops and the open layout, creating an inviting cooking environment.

4.95 out of 5 average rating, 102 reviews

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.

4.88 out of 5 average rating, 420 reviews

A spacious living room features comfortable seating, including a cream-colored leather sofa and armchairs. Warm yellow walls create a cheerful atmosphere, while a large window allows natural light to brighten the space. A wooden coffee table sits on a patterned area rug, complemented by decorative plants.

Guest house in Gilroy

Back-to-Eden Guest House on a Farm

Peaceful, cozy farmstay with 3 bedrooms and 2 baths plus spacious living room and fully stocked kitchen. Airbnb located on a working family farm – wake up to the fresh country air and say hello to our friendly alpacas, bunnies, cows, kittens, geese, and much more. Back-to-Eden Ranch petting zoo is complimentary for Airbnb guests ($100 value for family of 4)! (See details on Back-to-Eden Ranch website). 8-10 people max. Any larger group will need prior arrangement with the host.

4.98 out of 5 average rating, 122 reviews

An open concept kitchen and living area are highlighted, showcasing sleek cabinetry and modern appliances. A comfortable white sofa is positioned next to a round coffee table. Natural light filters through large windows adorned with blue curtains, illuminating the dining area with a wood table and chairs.

Home in Gilroy

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

Guest house in Scotts Valley

A spacious sleeping area is highlighted by a large bed featuring white bedding. Two windows allow natural light to fill the room, offering views of greenery. A small table with two stools is positioned near the windows, and modern lighting fixtures complement the overall design.

4.92 out of 5 average rating, 188 reviews

The Hen House Haven

Welcome to The Hen House Haven, a charming retreat where comfort meets modern amenities. Enjoy fresh eggs from our ten friendly hens, though egg availability may vary, especially in winter. Located near the Santa Cruz Beach Boardwalk, Henry Cowell Redwoods, and scenic hiking trails, our cozy studio is perfect for a relaxing getaway or adventure-filled stay. Embrace the serenity and warmth of staying with us, and make yourself at home. We can't wait to host you!

4.99 out of 5 average rating, 152 reviews

A large, rusted metal sculpture of a dragonfly is positioned in the grassy yard. It appears to have intricate detailing on the wings and body. Behind the sculpture, a yellow building features decorative flowers and a welcoming entryway.

Farm stay in Gilroy

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.

4.91 out of 5 average rating, 824 reviews

A green yurt is nestled among tall trees, featuring a wooden deck with a set of two outdoor chairs and small tables. Colorful prayer flags drape from the yurt's awning, framing the entrance where double French doors invite guests inside.

Yurt in Watsonville

Mountain Top Yurt in the Redwoods

Peaceful, clean, spacious, beautifully decorated and quiet 24' Yurt completely surrounded by Redwoods on top of the Santa Cruz Mountains. Spend a couple days meditating, reading or writing the next chapter of your memoir. Walking distance to Mount Madonna Retreat Center (open now through reservation only). County Park hiking and horseback riding trails located within 3 miles. Ideal place for photography and mountain/road biking.

4.95 out of 5 average rating, 236 reviews

An open living area exhibits a high, wooden-beamed ceiling and large windows that invite natural light. A cozy fireplace is set against a stone facade. Modern kitchen appliances are visible, alongside wooden cabinetry and a spacious countertop. An inviting seating arrangement promotes comfort.

Cottage in Morgan Hill

Amazing Country Setting at Cottage Creek Vineyards

Lovely 1000 Sq. ft. Cottage in the heart of wine country. A 400 sq. ft. delightful back patio with fire pit, full kitchen and bathroom makes this the perfect home away from home. Amenities include queen bed, wifi, TV's, fire place, & parking. We are a live winery and have wine tasting two weekends and two Friday evenings a month. We usually have live music, wine tasting is in the same vicinity as the Cottage.

4.97 out of 5 average rating, 680 reviews

A cozy sleeping area features a comfortable bed adorned with a floral patterned duvet and a textured throw. The headboard, made from an old sign reading 'OFFICE,' adds a unique touch to the brick wall backdrop. Decorative pillows provide additional comfort.

Guest house in Salinas

Downtown Urban Industrial Studio

***Due to the heightened concerns for travel during the COVID-19 spread, I have switched to a hospital grade sanitizer to ensure maximum protection for my guests.*** Cozy urban retreat in the heart of Downtown Salinas. Private studio with separate entrance located behind the main house. One private parking space with additional parking on the street.

Popular amenities for Gilroy family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Superhost

A private deck is featured with views overlooking the Monterey Bay. A hot tub is situated adjacent to a glass-topped table surrounded by four metal chairs. Lush greenery encircles the area, providing a secluded atmosphere.

Home in Castroville

4.83 out of 5 average rating, 120 reviews

Hilltop Villa w/ Great Views & Private Hot Tub

4.97 out of 5 average rating, 496 reviews

The living area features a comfortable blue sectional sofa and an accent chair, complemented by decorative pillows. A mounted flat-screen TV is visible above a modern electric fireplace, while natural light fills the space through several windows. A charming clock and wall art enhance the room's welcoming atmosphere.

Cottage in Santa Cruz

Sea Otter Cottage in Santa Cruz!

5 out of 5 average rating, 127 reviews

Spectacular Ocean View- Heated Pool & Spa Seascape

4.96 out of 5 average rating, 175 reviews

The image features a clear pool surrounded by a stone edge, with vibrant orange and purple flowers in bloom along the perimeter. Lush green palm trees and other landscaping elements provide a natural backdrop, creating a serene outdoor setting.

Guest suite in Cambrian

Private Queen Suite-Pool & Hot Tub, private entry

Guest house in Almaden Valley

An outdoor area features a serene pool surrounded by blooming flowers and lush greenery. The distant horizon showcases a sparkling view of the city lights below, under a clear evening sky transitioning from dusk to night.

4.97 out of 5 average rating, 1,002 reviews

Cabana in Sierra Azul Open Space Preserve

4.99 out of 5 average rating, 799 reviews

An outdoor space showcases a wooden deck with a hot tub, surrounded by greenery. Comfortable chairs are positioned on a gravel surface, and a fire pit sits nearby. Potted plants add natural elements to the setting, creating a relaxed atmosphere.

Guest suite in Aptos

Ohana with Private Outdoor Shower and Hot Tub

4.82 out of 5 average rating, 392 reviews

Home in Aptos

Aptos Beach Retreat • Hot Tub & 5 Min Walk to Sand

A spacious living area features a blue sofa and patterned armchair, complemented by a wooden coffee table. Large sliding glass doors provide unobstructed views of the ocean and access to the balcony. Green plants add a touch of nature, enhancing the inviting space.

4.98 out of 5 average rating, 112 reviews

Oceanfront Family Condo

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 212 reviews

A single-story home is set against a clear sky, featuring a well-maintained front yard with a variety of blooming flowers and shrubs. Palm trees add a tropical touch, while a paved driveway leads to an attached garage.

Home in San Jose

Gorgeous 3-bedroom home, quiet, close to shopping!

4.92 out of 5 average rating, 431 reviews

An open-concept kitchen and dining area is displayed, featuring dark cabinetry and new stainless steel appliances. A dining table with wooden chairs sits adjacent to a spacious island. Soft lighting from pendant fixtures complements the natural light flowing through large windows.

Home in San Jose

Comfortable Whole Home on two house lot

4.96 out of 5 average rating, 104 reviews

A light blue cottage is set amidst lush greenery and towering trees. The exterior features multiple windows, offering views of the surrounding landscape. A narrow pathway leads to the inviting front door, framed by flowering plants, enhancing the tranquil setting.

Guest house in Los Gatos

Mountain Retreat

4.97 out of 5 average rating, 183 reviews

The home is framed by lush greenery and vibrant flowers, with soft lighting highlighting its entrance during twilight. A spacious patio is visible, furnished with comfortable seating and an umbrella, providing a peaceful outdoor area with sweeping views of the surrounding landscape.

Home in Watsonville

Magical hilltop 3-bedroom with spectacular views

4.98 out of 5 average rating, 359 reviews

The living room is furnished with a light-colored sofa bed, a dark sectional couch, and a round coffee table. Natural light enters through large windows with yellow curtains, illuminating the space. A television is positioned on a small stand, creating a cozy atmosphere.

Home in Santa Cruz

Steps to Black's Beach

4.8 out of 5 average rating, 800 reviews

The cottage is set against a backdrop of the ocean, featuring a terracotta roof and white walls. Palm trees frame the entrance, while vibrant flowers adorn the pathway leading to the door. The expansive view of the water is visible beyond the landscaped garden.

Guest house in Aptos

The Cottage Getaway by the Sea

4.98 out of 5 average rating, 480 reviews

A panoramic view captures the rolling hills and forested landscape of the San Lorenzo Valley under a partly cloudy sky. Lush green trees dominate the foreground, while distant mountain ranges are subtly visible against the backdrop.

Flat in Felton

Private Suite in the Redwoods with a View

4.96 out of 5 average rating, 165 reviews

A living room features a cozy seating arrangement with a large sectional sofa and an armchair, complemented by stylish accent tables. A flat-screen television is mounted above a decorative fireplace, while natural light filters through the window adorned with blue curtains.

Home in Watsonville

Cozy Home*Dog Friendly* State Parks Pass Include

Family-friendly home rentals with a pool

Guest house in Monte Sereno

The cottage exterior features a charming design with a slate stone patio and a round dining table with two chairs. Glass double doors provide access, and large windows offer views of the surrounding greenery. The roof is intricately shaped, complementing the natural setting.

4.98 out of 5 average rating, 447 reviews

Quiet Poolside Cottage for Solitude

4.92 out of 5 average rating, 173 reviews

A charming tiny house is nestled among towering redwood trees, featuring a red door and a large window. Potted plants line the front steps, and a small patio area with red chairs and a table invites outdoor relaxation.

Tiny home in La Honda

Delightful Tiny Home in the Redwoods !

A winding concrete path leads through a well-maintained green lawn bordered by flowering plants. Tall trees stand in the background, framing the entrance to the beach, where a glimpse of the ocean can be seen in the distance.

4.98 out of 5 average rating, 108 reviews

Luxury Garden View - Relax and Unwind - Seascape

4.99 out of 5 average rating, 345 reviews

A rustic cabin is situated among tall redwood trees. A wooden deck extends towards a tranquil pool, which is surrounded by greenery and flower beds. The warm tones of the cabin's exterior complement the natural surroundings, enhancing the serene atmosphere.

Guest house in Woodside

Rustic Cabin in the Redwoods

A scenic view captures the tranquil coastline, where soft waves meet the sandy beach. Lush greenery frames the foreground, enhancing the natural beauty leading to the ocean. The distant resort building is visible, complementing the serene landscape under a partly cloudy sky.

4.96 out of 5 average rating, 129 reviews

Royal Villa - Ocean View - Heated Pools - Seascape

Superhost

A vibrant backyard area features lush artificial turf, a Tiki bar surrounded by tropical greenery, and comfortable seating arrangements. Umbrellas provide shade over lounge chairs, creating an inviting space for relaxation and social gatherings. The setting embodies a tropical resort atmosphere.

Guest suite in Aptos

4.92 out of 5 average rating, 203 reviews

Tropical Hideaway🌴

A welcome sign for Rio Del Mar Beach is prominently displayed amid colorful flowering plants. The backdrop features a vibrant sunset, casting warm hues over the surrounding area, while palm trees frame the scene, creating a coastal atmosphere. Nearby, a parking area is visible.

4.98 out of 5 average rating, 203 reviews

Stunning Views @ RDM BCH w/Attached Garage

The image captures a serene ocean view framed by tall trees. A swimming pool is visible in the foreground, surrounded by landscaped gardens. The coastline and expansive sky complement the tranquil atmosphere, inviting relaxation and enjoyment of the natural surroundings.