Vacation rentals in Old Gilroy

Guest suite in Scotts Valley

A serene pool area is showcased, featuring clear water reflecting the sunlight and surrounding trees. There is a pool cleaner in the water, and a patio area is visible on the edge, providing space for relaxation.

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!

5 out of 5 average rating, 171 reviews

A hot tub is illuminated in soft blue light, set against a backdrop of softly glowing string lights. The night sky features a crescent moon and twinkling stars, while trees frame the scene, creating a tranquil atmosphere.

Farm stay in San Martin

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.

5 out of 5 average rating, 63 reviews

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

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!

4.9 out of 5 average rating, 93 reviews

An outdoor seating area features green metal chairs arranged around the space, complemented by large decorative pots filled with lush greenery. The wooden flooring creates a warm and inviting setting, ideal for enjoying fresh air in a serene atmosphere.

Condo in Hollister

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 suite in Los Paseos

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.

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

4.86 out of 5 average rating, 103 reviews

Double doors open to a spacious wooden deck, surrounded by lush greenery. A 'Welcome' mat is displayed at the entrance, inviting guests to enjoy the serene outdoor space. Railings frame the deck, providing safety and an unobstructed view of the landscape.

Home in Gilroy

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!

4.92 out of 5 average rating, 12 reviews

An outdoor seating area features several wooden chairs arranged on a concrete patio. Surrounding trees provide shade, while a white fence encloses the property. A scenic view of hills and valleys is visible in the background under a clear sky.

Guesthouse in San Martin

Farms & Vineyards Stay with view: 3 BR, Game Room.

This beautifully remodeled 3-bedroom, 1-bathroom with game room space offers modern amenities in a peaceful ranch setting right in Silicon Valley. The home features a full kitchen with stainless steel appliances, an open living area, gym, washer/dryer, and outdoor BBQ space. Enjoy access to an equestrian arena and stables. Located in a safe, gated community, this space offers a blend of rural tranquility and modern convenience on a 10-acre private estate. Your perfect retreat awaits!

4.99 out of 5 average rating, 100 reviews

An open living area features a spacious white sectional sofa, a wooden dining table suitable for gatherings, and large windows allowing natural light and views of greenery outdoors. A modern kitchen island with seating is visible in the background.

Home in Gilroy

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

4.91 out of 5 average rating, 171 reviews

A close-up view of an alpaca with a friendly expression is captured, surrounded by several other alpacas in a grassy area. The scene is brightened by a clear blue sky and soft, fluffy clouds complementing the farm setting.

Guesthouse in Gilroy

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.

4.87 out of 5 average rating, 142 reviews

A well-equipped trailer is shown with dual wheels and sturdy steps leading up to the entrance. The exterior features sleek finishes, and a small welcome mat is positioned at the base of the stairs. Natural light illuminates the area, surrounded by synthetic grass.

Farm stay in San Martin

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.

Apartment in San Juan Bautista

A small balcony is shown with wrought iron furniture, featuring a round table and two chairs. A potted plant can be seen on the table, and colorful cushions add a touch of style. The view includes a street and nearby buildings, with bright blue sky overhead.

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!