Vacation rentals in Old Gilroy

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Top-rated vacation rentals in Old Gilroy

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

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Top guest favourite

Guest suite in Scotts Valley

4.96 out of 5 average rating, 729 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!

Top guest favourite

Farm stay in San Martin

5 out of 5 average rating, 171 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.

Guest favourite

Home in Watsonville

4.97 out of 5 average rating, 147 reviews

Magical hilltop 3-bedroom with spectacular views

Stay at this bright, beautiful home at the top of the Pajaro Valley, with balcony views of Big Sur, Monterey Bay & Mt. Madonna. The open concept fully equipped kitchen/living room will make you feel at home, while the patio/grill & fireplace will help you relax. Replace the sounds of the city with the natural tones of the countryside. From horse whinnies, to the neighbouring sheep, you’ll be fully immersed in a one of a kind modern country experience. Contact for booking related questions.

Top guest favourite

Home in Gilroy

5 out of 5 average rating, 63 reviews

Centrally Located Home King Bed/Patio/Fenced Yard

Private and peaceful 1 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 small family! ▪️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

Guesthouse in Hollister

5 out of 5 average rating, 9 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 favourite

Condo in Hollister

4.9 out of 5 average rating, 93 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

Guest favourite

Guest suite in San Jose

4.91 out of 5 average rating, 215 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

Home in Gilroy

4.86 out of 5 average rating, 103 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!

Guest favourite

Home in Watsonville

4.97 out of 5 average rating, 148 reviews

Cozy Home*Dog Friendly* State Parks Pass Include

This centrally located, spacious 3 bedroom/2 bathroom home is located in a uniquely within the City of Watsonville, 20 minutes from Gilroy, 25 minutes to downtown Santa Cruz, 25 minutes to Monterey. This newly updated home features a walk-in shower with three water features in the master bathroom. Full laundry services, and up to date appliances. A curved Television is in the living room, the master bedroom features a king bed, with a flatscreen television. Outside television and more!!

Superhost

Guesthouse in Gilroy

4.91 out of 5 average rating, 171 reviews

Alpacas and More Guest House

This is a 3 bedroom 2 bath house. Most of the beds are bunkbeds. It can accommodate 5 adults plus 3 children comfortably. Any larger group will only be accommodated if approved with the host. Peaceful, comfortable guest house with 3 bedrooms and 2 baths. Fresh country air, queit country surrounding. We host a super fun farm & animal interaction that may be available during your stay. Please inquire upon booking to get a link for a visit with the alpacas and more.

Superhost

Farm stay in San Martin

4.87 out of 5 average rating, 142 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.

Superhost

Apartment in San Juan Bautista

4.61 out of 5 average rating, 227 reviews

Daisy’s Hideaway

This space is upstairs above an OPEN saloon. It has a FULL kitchen including granite and the basic items needed to cook. It is in the heart of downtown historic San Juan Bautista. Walking distance to restaurants, stores, and other conveniences. Very secure with gate and balcony overlooking plaza. 5 min to HWY 101. Bathroom is in bedroom with partition. Bar is open and is noisy at times below and out front until late. Nightly rate includes cleaning fee!