Vacation rentals in Old Gilroy

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Top-rated vacation rentals in Old Gilroy

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Guest favorite

A Jayco camper is positioned under lush trees, featuring an extended awning for shade. A fire pit with seating composed of several white chairs surrounds it, ideal for outdoor gatherings. The gravel area is complemented by wooden fencing, offering privacy and a cozy atmosphere.

Camper/RV in Hollister

4.91 out of 5 average rating, 85 reviews

KJ’s Glampsite #1-Near Hwys 25,156 & 101!

*Coffee, tea, comfy bed, couch bed towels and toiletries. *SMART TV&DVD *Cooking Arrangements=Microwave,Toaster,Outdoor Multi-Cooker. Uber Eats/Door Dash delivers to Glampsite. *Camper sleeps up to 4. Tents welcomed for additional guests. *HOLLISTER HILLS SPORTS RECREATIONAL VEHICLE Area is right down the street & FINE DINING nearby. Considered by most as a “must have” experience. With a scenery of "raw country living", wild life, farm ambience and breath-taking views of Hollister Hills.

Guest favorite

A compact bathroom features a walk-in shower with sliding glass doors and contemporary tile work. Shelving holds neatly arranged toiletries, while a toilet and a white towel hanging on a wooden rack are visible. Natural light filters in through a window above the shower.

Shipping container in Gilroy

4.92 out of 5 average rating, 12 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 favorite

The exterior of the guesthouse is framed by lush greenery, featuring a well-maintained lawn and several trees. Large windows allow natural light to fill the interior spaces, with a combination of stone and wood elements adding to the inviting country aesthetic.

Farm stay in San Martin

5 out of 5 average rating, 176 reviews

Guesthouse Farmstay @ BarrelCreek Farm & Vineyards

Come and get away! Enjoy a country setting in our custom Lindal Cedar guesthouse nestled in a vineyard setting! Half a mile from amazing biking and hiking trails! Minutes away from lovely wineries and Gilroy Premium Outlets! Our property also houses a small farm with friendly goats, (one entered for world’s smallest goat), sheep, ducks, a goose and free range chickens of various colors! We also have a 150+ fruit orchard, and a seasonal garden. One guided morning farm tour included with booking.

Top guest favorite

A spacious sectional sofa in light beige is positioned in an inviting living area. A round wooden coffee table is centered in front, adorned with a small plant and decorative items. Two framed artworks hang on the wall, and natural light enters through the windows.

Guesthouse in Hollister

5 out of 5 average rating, 15 reviews

Cozy Spanish-Style Casita Retreat

Escape to this charming Spanish-style casita, newly renovated to provide a perfect blend of modern luxury and serene tranquility. Nestled on the outskirts of town, this retreat invites you to unwind, relax, and reconnect. The casita is equipped with state-of-the-art appliances, offering everything you need for a comfortable stay. Whether you're whipping up a meal in the modern kitchen or streaming your favorite shows on the smart TV, this space has been designed to cater to all your needs.

Guest favorite

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

4.91 out of 5 average rating, 216 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, 104 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 favorite

A gated entrance leads guests along a well-paved driveway lined with mature trees and lush vineyards. Rolling hills serve as a backdrop, complementing the serene landscape under a clear blue sky.

Guesthouse in Hollister

4.96 out of 5 average rating, 75 reviews

Luna Llena

Welcome to our spacious studio nestled on the second floor of a detached unit within this picturesque estate. With an enchanting backdrop of Diablo Range mountains, while the surrounding vineyard provides a delightful ambiance to relish. You can wake up to the occasional misty mornings that add a touch of mystery and charm. prepare to be captivated by the most gorgeous sunsets that paint the sky with hues of enchanting colors. Welcome to your oasis of tranquility and natural beauty!

Top guest favorite

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

4.99 out of 5 average rating, 108 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

Superhost

A red barn stands amidst a spacious outdoor area, surrounded by a wooden fence. The landscape features gently rolling hills, lush greenery, and clear blue skies, providing a serene setting for relaxation and exploration.

Farm stay in San Martin

4.86 out of 5 average rating, 147 reviews

Private Barn in a farm.

A full size barn turned it a beautiful living space with a well equipped trailer inside is waiting for you. Outdoor TV, lounge area, well lit foosball table area, lazy fun chairs, barbecue and fire pit are all for you. Separate electric gate will give you a separate entrance and privacy. Enjoy room in the barn or strolling on the small farm, chickens horses goats and accessional One bunk bed (two twin size beds) plus a separate room with full bed. 4 people total.

Guest favorite

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, 796 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 favorite

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, 227 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.

Guest favorite

The exterior of a spacious home showcases a combination of stone and wood materials. Large windows and a distinctive circular tower enhance the architectural design. Lush greenery surrounds the property, set against a backdrop of open sky and trees.

Home in Gilroy

4.96 out of 5 average rating, 28 reviews

Gilroy Luxury Retreat | 6B 9B | Family Reunion

Welcome to your dream getaway! Nestled in the picturesque countryside of Gilroy, California, our spacious and luxurious home offers an unparalleled escape from the hustle and bustle of everyday life. This stunning property has 6 beautifully appointed bedrooms and 8 modern bathrooms, providing ample space and comfort for large groups, family reunions, corporate groups or special celebrations.