Holiday rentals in Gilroy

4.95 out of 5 average rating, 107 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

4.93 out of 5 average rating, 59 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, 37 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

4.91 out of 5 average rating, 104 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.

Apartment in Hollister

Downtown Hollister Q Bed Fully Stocked kitchen

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

An outdoor patio area is furnished with a sectional couch, lounge chairs, and a glass-top table. String lights illuminate the space, creating a cozy ambiance. Potted plants and flowers add greenery, while sun loungers provide a relaxing spot in the sun.

5 out of 5 average rating, 81 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!

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.

4.87 out of 5 average rating, 107 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!

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, 121 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, 146 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, 815 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, 233 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.

Guest suite in Morgan Hill

An outdoor patio area is shown, featuring a smooth stone floor and green grass surrounding it. The space is framed by columns and a railing, with trees and shrubbery visible in the background under a bright blue sky with scattered clouds.

4.98 out of 5 average rating, 66 reviews

Tranquility Hilltop Home

Relax at this one-of-a-kind, peaceful retreat! Revel in the breathtaking natural scenery from the backyard, where you can observe deer, turkeys, wild quails, and exquisite birds from afar sometimes. On clear nights, the sky sparkles with countless stars. The crisp, clean air invigorates your senses, and the sound of your voice echoing across the hills provides a profound sense of tranquility and joy.

4.94 out of 5 average rating, 140 reviews

Wild turkeys are seen roaming in a verdant yard, with a brick pathway guiding through the grass. Vehicles are parked nearby as the sun rises in the background, casting a warm glow over the scene. Lush green plants decorate the forefront.

Farm stay in Aromas

Rustic Ranch Cottage

Make some memories at this unique and family-friendly place. Our 1 bedroom unit has a queen bed and a fold out couch. Kitchen and bath are petite, yet functional. Central location to Monterey, Santa Cruz with a short scenic drive. We are also very close to numerous State Parks as well. Happy Trails🐎

Popular amenities for Gilroy holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Gilroy

Guest house in San Martin

The exterior of the guest home is shown, featuring a sandy gravel area and a welcoming red door. Complementing the structure is a wooden seating area with an orange bench, alongside a landscaped vertical garden adding greenery to the space.

4.93 out of 5 average rating, 86 reviews

Country Horse Cottage

Private room in Hollister

4.94 out of 5 average rating, 162 reviews

Nice room in a quiet community (Unit 2)

Private room in Los Gatos

A treehouse is perched among towering Douglas Fir trees, elevated on a sturdy wooden platform. A wooden staircase leads to the entrance, offering a panoramic view of the surrounding mountains and valleys. Green foliage and vineyard lines are visible at the base.

4.98 out of 5 average rating, 934 reviews

Treehouse in Vineyard Overlooking Monterey Bay

4.98 out of 5 average rating, 112 reviews

Private room in Gilroy

Clean and comfy private room for rent

A quiet residential neighborhood is depicted, featuring a ranch-style house alongside other similar homes. The foreground includes a circular driveway, while the backdrop showcases rolling hills and a clear blue sky. Colorful trees display their autumn foliage, enhancing the serene environment.

Home in Morgan Hill

4.67 out of 5 average rating, 112 reviews

Morgan Hill Downtown Three Bedrooms

Private room in San Martin

A bright sleeping area features two elegant metal-framed beds adorned with patterned bedding. A decorative chest sits beside a window adorned with sheer curtains, while a wooden dresser with a lamp and decorative accents is positioned nearby. A soft rug covers the hardwood floor.

4.98 out of 5 average rating, 332 reviews

Beautiful, warm and cozy room on a country acre!

5 out of 5 average rating, 3 reviews

Entire home in Gilroy

A charming two-story house is surrounded by well-maintained landscaping. Mature shrubs and flowering plants frame the pathway leading to the entrance, which is accentuated by decorative wooden details. Multiple windows allow natural light to enhance the exterior, contributing to an inviting appearance.