Family-friendly vacation rentals in Gilroy

4.95 out of 5 average rating, 189 reviews

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

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.)

4.95 out of 5 average rating, 105 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, 784 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!

4.98 out of 5 average rating, 205 reviews

An outdoor space is illuminated by string lights, featuring a hot tub with bubbling water. A covered seating area includes a table and chairs. The surrounding greenery creates a serene atmosphere, enhancing the inviting ambiance of the deck.

Home in Morgan Hill

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

4.91 out of 5 average rating, 103 reviews

A well-lit bedroom is accessed through an open door, featuring a spacious bed with a textured beige coverlet. Natural light enters through a window with white blinds, and a decorative mirror is positioned nearby, enhancing the room's bright and airy feel.

Condo in Hollister

Downtown Hollister 1 BR 1 BA Free Parking & WiFi

If your looking for a quality centrally located place to stay. Fifth Street Retreat is your choice. RIGHT DOWNTOWN. We are also close to other cities. If you want the ocean Monterey and Carmel Valley and Santa Cruz is right next door. If you want the city, San Francisco is above us. If your interested in hiking, Pinnacle National Park is in our back yard. Hollister Hills if you are a motorcycle enthusiast. Walking and bicycling trails. So many great restaurants, bakeries and bars. #enjoyus

Guest suite in Los Paseos

An outdoor patio space is presented, featuring a small round table accompanied by two chairs. String lights are hung above, and a separate entrance door is visible. The gray wall contrasts with the red brick, creating a welcoming atmosphere.

4.9 out of 5 average rating, 225 reviews

Entire Guest Suite Private Entrance Kitchen & Bath

Whether you’re here for a business trip, traveling for pleasure, visiting your friends/relatives, or looking for a short term rental, our fully furnished unit can offer everything you need! What you’ll get from staying at our converted garage: * Separate entrance with self check-in (keyless entry) * Workspace with high-speed wifi * TV with Netflix * Fully stocked & equipped kitchen * Private bedroom with queen bed, wall closet, high ceiling * Private bathroom * Free parking on premise

Guest suite in Santa Cruz

A tranquil garden space features a wooden picnic table surrounded by lush greenery and vibrant orange trees. Various shrubs and plants create a secluded feel, while a stone border adds a natural element to the serene environment.

4.83 out of 5 average rating, 1,068 reviews

Birdsong Studio by Beach-Jasmine Gardens

Jasmine Garden Oasis Retreat House—3 block walk to quiet beaches. Ideal for individuals, couples, or families seeking serenity. SC Permit # 231326. Two upstairs independent guest studios inside our home, each with queen bed and extra beds for $25 charge: Jade Studio with private deck, and Birdsong Studio overlooking garden and hot tub. Meditation & QiGong instruction, bicycle rental nearby, allergy-free, healing sessions, low-EMFs--renewing for heart, body & soul. Sunrise/sunset at beach.

4.87 out of 5 average rating, 106 reviews

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

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!

4.98 out of 5 average rating, 121 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

4.99 out of 5 average rating, 144 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, 813 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.

4.94 out of 5 average rating, 652 reviews

A bright sleeping area features a spacious bed with white bedding and a decorative throw. Two bedside lamps illuminate the room, while colorful animal artwork adorns the wall above. A cozy sofa and a small side table complete the inviting atmosphere.

Guest suite in San Jose

Walk to Santana Row + Valley Fair | 6min drive SJC

Private guest suite with it's own front door, bedroom and bathroom. There is no kitchen but we provide a mini fridge, microwave and kettle. It is a short walk to Santana row and Valley Fair Mall and a 5 minute drive to SJC Airport. This suite is 1 of 2 Airbnbs on the property. 1 Parking spot on the driveway, directly in front of the Airbnb. 0.3 mi to Santana Row 0.3 mi to Westfield/Valley Fair 3.1 mi to SJC Airport

Popular amenities for Gilroy family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 100 reviews

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.

Condo in Aptos

Luxury Garden View - Relax and Unwind - Seascape

4.92 out of 5 average rating, 394 reviews

A modern studio features a spacious bed with light bedding and a decorative pillow reading 'relax'. Built-in cabinets flank the bed, while a stylish chair and a small table are positioned nearby. A woven wall hanging adds texture, and a large mirror reflects the natural light.

Guesthouse in Los Gatos

Los Gatos/Cambrian COTTAGE-HOT TUB/pvt.parking

4.96 out of 5 average rating, 125 reviews

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.

Condo in Aptos

Royal Villa - Ocean View - Heated Pools - Seascape

4.96 out of 5 average rating, 173 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

4.94 out of 5 average rating, 614 reviews

A light-filled living area features a spacious gray sectional sofa adorned with soft throw blankets. A wall-mounted television is positioned opposite, while a skylight above enhances the open feel. Neutral artwork and a small table add subtle decor, with views accessible through glass doors.

Guesthouse in Santa Cruz

Sunny Cottage + Hot Tub near UCSC

4.99 out of 5 average rating, 788 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

4.93 out of 5 average rating, 202 reviews

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

Tropical Hideaway🌴

4.95 out of 5 average rating, 987 reviews

A cozy living area features a comfortable gray sofa adorned with patterned cushions. Natural light enters through multiple windows, highlighting a black wood stove. A rocking chair and a small side table add to the inviting setup, complemented by neutral carpeting.

Cottage in Ben Lomond

Sunny redwood forest cottage

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 204 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, 421 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

4.93 out of 5 average rating, 341 reviews

The guesthouse entrance is framed by a neatly landscaped area, featuring a spacious path made of stone tiles leading to the front door. Elegant wrought iron railings and manicured greenery enhance the inviting setting under clear blue skies.

Guesthouse in Evergreen

Evergreen Valley Hillside retreat

4.89 out of 5 average rating, 469 reviews

A small rustic cabin is nestled among tall trees, providing a sense of seclusion. Sunlight filters through the canopy, casting dappled shadows across the ground. The cabin features a single window framed by green trim, blending harmoniously with the natural surroundings.

Cabin in Los Gatos

The Coach House

4.95 out of 5 average rating, 456 reviews

The interior of the cabin features a single bed dressed in a blue and white plaid coverlet alongside two soft pillows. A kitchenette area with wooden cabinets and a small fridge is visible, complemented by a round mirror and decorative wall art of a forest scene.

Guesthouse in La Honda

Bicycle Shack @ La Honda Pottery

4.85 out of 5 average rating, 175 reviews

The guest suite features a spacious layout with a large bed and a futon sofa bed. A television is positioned against the wall, and a mini refrigerator is accessible. Light-colored walls and natural wood flooring enhance the inviting atmosphere. A doorway leads to the adjacent private bathroom.

Guest suite in San Jose

Cozy Suite, Private Entrance + Bath (Pets Welcome)

4.86 out of 5 average rating, 121 reviews

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.

Guesthouse in San Jose

Entire Private Studio Apt + Kitchen & Backyard

4.97 out of 5 average rating, 160 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

Guesthouse 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, 445 reviews

Quiet Poolside Cottage for Solitude

4.91 out of 5 average rating, 164 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 !

4.99 out of 5 average rating, 342 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.

Guesthouse in Woodside

Rustic Cabin in the Redwoods

5 out of 5 average rating, 117 reviews

Condo in Aptos

Spectacular Ocean View- Heated Pool & Spa Seascape

Guesthouse in Monte Sereno

A vibrant garden is showcased, featuring blooming red flowers and lush green plants. A stone patio leads to a tranquil blue pool, framed by greenery and distant hills. Decorative pottery is placed among the flora, adding charm to the natural setting.

4.9 out of 5 average rating, 221 reviews

Greenwood Guest House, a Peaceful Oasis

Guesthouse 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, 1,000 reviews

Cabana in Sierra Azul Open Space Preserve

4.98 out of 5 average rating, 105 reviews

The entrance to the Amesti School features a deep red wooden facade with large windows. A pair of inviting chairs are positioned on the covered porch, complemented by a simple light fixture. The front door is framed by an elegant trim, welcoming guests.

Home in Watsonville

Old Amesti Schoolhouse mid-bay amidst farmland