Holiday rentals in Gilroy

4.96 out of 5 average rating, 133 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

4.94 out of 5 average rating, 62 reviews

A dining area features a wooden table with seating for six, positioned on a patterned area rug. Soft overhead lighting illuminates the space, while a modern kitchen is visible in the background, showcasing wooden cabinetry and stainless steel appliances.

Flat in Gilroy

Lovely one bedroom upstairs fully furnished apt

This unique one bedroom unit is located in Gilroy within walking distance of Gilroy Crossing shopping center and many restaurants. This separate unit is located upstairs in our greeting center for Gilroy Garlic USA RV Park 650 Holloway Road., Gilroy, California. The apt is fully furnished and features all basic amenities. Kitchen includes dishes, pots and pans and all necessary items including Kuerig Coffee Maker. Bedding and towels are provided. Access to the pool and laundry room

Shipping container in Gilroy

4.95 out of 5 average rating, 62 reviews

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

4.98 out of 5 average rating, 176 reviews

The spacious living area features large windows that allow for ample natural light, highlighting the modern design. A cozy blue sofa is positioned near a fireplace, with a festive garland adorning the mantel. Views of the outdoors can be seen through the doors leading to the balcony.

Home in Watsonville

Copper Nest beach retreat with stunning views

The Copper Nest is an ideal getaway located steps from the beach in the gated community of Pajaro Dunes where the Pajaro River meets the Pacific Ocean. This newly designed three bedroom home is customized to create a serene beach retreat for you and your guests. This newly designed three bedroom home has a well equipped kitchen and outdoor seating, game, and BBQ areas. There are stunning ocean and agricultural views from every room. Close to California's popular food and travel regions.

4.98 out of 5 average rating, 213 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, 585 reviews

A uniquely designed treehouse is elevated among the trees, showcasing large glass windows and wooden beams. A wooden walkway leads up to the structure, enhancing the connection with the surrounding natural environment.

Treehouse in Aptos

Peaceful Treehouse with Ocean View

Featured by Sunset Magazine as a “chic escape,” this Peaceful Treehouse-style retreat blends mid-century design with natural materials like wood and stone for a calming, sanctuary feel. Light pours through floor-to-ceiling windows beneath soaring wooden beams, and Japanese-inspired sliding doors add to the architectural charm. Set high in the trees with ocean views, the home offers three elevated decks including one with a hammock - perfect for relaxing and enjoying the surrounding canopy.

A cozy outdoor patio features a sectional sofa arranged with decorative pillows and an umbrella for shade. A propane fire pit serves as the focal point, surrounded by two lounge chairs. String lights overhead create a warm ambiance, with lush greenery in the background.

4.99 out of 5 average rating, 96 reviews

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!

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.

4.88 out of 5 average rating, 114 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, 108 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.

Superhost

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

4.88 out of 5 average rating, 420 reviews

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.

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.

4.98 out of 5 average rating, 125 reviews

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, 155 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.

Popular amenities for Gilroy holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Gilroy

The treehouse is nestled among three sycamore trees, featuring a spiral staircase leading up to two lofts. The exterior showcases natural wood with vibrant green accents and large windows that offer expansive views of the Silicon Valley. Surrounding greenery enhances the serene environment.

Treehouse in San Jose

4.91 out of 5 average rating, 769 reviews

Treehouse , San Jose

The exterior of the vacation rental features a welcoming entrance framed by decorative iron gates. Lush greenery surrounds the space, contributing to a serene atmosphere. The facade showcases a pleasant, neutral color palette with a sloped roof and large windows allowing natural light into the interior.

4.54 out of 5 average rating, 84 reviews

Remodeled & Cozy Gilroy Guest House Near Downtown!

4.98 out of 5 average rating, 40 reviews

The exterior of a charming house is presented, featuring a light-colored facade and landscaped steps leading to the entrance. A covered porch with a small seating area is visible, complemented by tidy bushes and garden plants surrounding the entryway.

Townhouse in Gilroy

Welcome to Your Luxury Retreat

4.96 out of 5 average rating, 168 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

4.98 out of 5 average rating, 50 reviews

A tranquil pool area is illuminated by soft purple and green lights, creating a serene atmosphere at night. Tall palm trees surround the space, and the sky features a visible moon. Lush landscaping can be seen in the background, enhancing the peaceful setting.

Home in Hollister

California Tropical Refuge- Pool & Hot Tub

Guest house in Morgan Hill

The exterior of the house is shown, featuring a rustic wooden facade with large windows and a sloped roof. The surrounding landscape includes manicured green lawns and trees, with rolling hills visible in the background under a clear blue sky.

4.93 out of 5 average rating, 29 reviews

Little Tuscany in Morgan Hill, CA

Guest house in San Martin

A modern kitchen and dining area is highlighted by a spacious wooden island with a stovetop. Pendant lights hang from the ceiling, illuminating the room. A large television is mounted on the wall, while a dining table with chairs is positioned nearby, next to bright windows.

5 out of 5 average rating, 10 reviews

Country Medley