Holiday rentals in Gilroy

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Top-rated holiday rentals in Gilroy

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
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
4.95 out of 5 average rating, 106 reviews

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 favourite
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
4.93 out of 5 average rating, 59 reviews

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

Guest favourite
Shipping container in Gilroy
4.94 out of 5 average rating, 35 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

Guest favourite
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
4.91 out of 5 average rating, 104 reviews

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

Top guest favourite
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.
Home in Gilroy
5 out of 5 average rating, 79 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!

Guest favourite
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.
Guest suite in Los Paseos
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

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, 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!

Top guest favourite
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
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

Top guest favourite
A seasonal pool is seen surrounded by a spacious patio area. The guest house is located nearby, featuring large windows that allow natural light to brighten the surroundings. Lush greenery and trees provide a natural backdrop, adding to the private and serene setting.
Guest house in Morgan Hill
4.96 out of 5 average rating, 69 reviews

Poolside Wine Country Retreat

Ideally located between downtown Morgan Hill and dozens of local wineries. Savor the quiet, sample local favorites, or explore the outdoors. Within a short drive to coastal beaches and towns, San Juan Bautista, Pinnacles National Park, and many other State and local parks. The guest house is private and peaceful, including one bedroom with a queen size bed, queen size convertible sofa, full bathroom, full kitchen, private patio, and seasonal pool.

Top guest favourite
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
4.99 out of 5 average rating, 146 reviews

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.

Guest favourite
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
4.91 out of 5 average rating, 815 reviews

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.

Guest favourite
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
4.95 out of 5 average rating, 233 reviews

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.

Popular amenities for Gilroy holiday rentals

When is the best time to visit Gilroy?

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Frequently Asked Questions

  • Do house rentals in Gilroy have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Gilroy. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Gilroy?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 20 homes with air conditioning, over 20 homes with free parking, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly house rentals in Gilroy?

    Gilroy has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Gilroy?

    Experience the best of Gilroy with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in Gilroy?

    Yes! Work meets play with ease at over 10 house rentals in Gilroy featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Gilroy?

    Four-legged friends are welcome in Gilroy. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Do house rentals in Gilroy have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Gilroy. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Gilroy have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Gilroy. Enjoy a tailored experience with all the comforts you desire.

  • Are there Gilroy vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Gilroy, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Gilroy have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Gilroy. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Gilroy

  • Total holiday rentals

    Explore 40 holiday rentals in Gilroy

  • Nightly prices starting at

    Gilroy holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 870 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 of Gilroy holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Gilroy rentals

  • 4.8 Average rating

    Gilroy stays are highly rated by guests – averaging 4.8 out of 5!

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