Pet-friendly holiday rentals in Gilroy

the VacatioNEST - hilltop 3-bedroom with 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.

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

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!

Top Guest favourite

Guest favourite

Coastal Architectural Gem in Capitola

A Nantucket-inspired cottage designed by award-winning architect Tobin Dougherty — featured in Sunset Magazine, Fine Homebuilding & Better Homes and Gardens. Don’t miss the signature Tower of Light: a family library with a plexiglass floor that floods the dining room below with sunshine. Three patios, including a front garden, a dining room terrace perfect for people-watching, and a second-story crow’s nest. Just .3 miles from Capitola Village, the beach, and the legendary Gayle’s Bakery.

Boutique Home near Monterey, Carmel STR25-00020

Your Perfect Monterey Bay Getaway in Marina It matters where you stay, and this is more than just a rental—it's your home base for exploring the best of the California coast. Enjoy exclusive access to our nice, cozy, and fully renovated whole house, offering plenty of space for your group to relax and recharge. A short drive to Monterey Bay Aquarium, Cannery Row, Pacific Grove, Carmel-by-the-Sea, the breathtaking Big Sur coastline, and Pebble Beach. Business License Number 04105524

Gorgeous 3-bedroom home, quiet, close to shopping!

Enjoy the Bay Area in your own private, quaint, and comfortable cozy home! Gaze out of your master bedroom window or living room to green grass and Bamboo tree lined backyard with fruit trees and 6' fences. The home is in a safe, quiet, neighborhood, within 2-3 minute drive to Oakridge mall. Conveniently located w/all shopping imaginable within 5 minutes drive. Our inviting full kitchen contains pots, pans, dishes, a Keurig coffee maker, rice cooker, Ninja Air fryer and much more.

Family Favorite: Mickey Dream Loft & TREE house

Welcome to your next unforgettable stay — where comfort meets adventure in a space designed for fun-loving families and couples. 🌟 🧗‍♂️ Sleeping lofts accessed by indoor ladders — best suited for physically agile, adventurous guests 🌳 Relax in a magical backyard featuring a real treehouse, firepit & BBQ 🛁 Unwind in a spa-style bathroom with luxe touches 👨‍🍳 Cook like home in a fully stocked kitchen 🎮 Enjoy games, 65” TVs, and flexible workspaces 🌟 Discover More Below!

Luxury garden villa w/ hot tub and game room

Welcome to our Luxury Villa in the Santa Cruz mountains, a paradise where you can relax and make unforgettable memories. Our villa boasts a spacious patio where you can enjoy your meals surrounded by enchanting gardens. Unwind in our pool, relax in the hot tub, or challenge your friends to a game of pool on professional sized pool table, in our brand-new recreation room. The room features a beautiful handmade walnut bar, complete with a commercial ice maker, sink, and fridge.

Views for Miles | Hot Tub | Gated Hilltop Home

Retreat above the city in this one-of-a-kind home and gaze at the sweeping view of Silicon Valley. Rancho Ruby is a revived 1950s ranch designed with a modern California style. Every amenity and detail has been thoughtfully considered for the tech-savvy travelers. The home is open, peaceful, and cool. It sits on a hilltop, situated on a secluded & gated third acre lot to allow tranquility for guests but is only a 15 minutes drive to the city center.

Top Guest favourite

Guest favourite

Luxury Carmel | View | 15 Guests | 9 Parking | EV

Welcome to your Carmel retreat！ Newly built in 2024, this home blends modern comfort with relaxed coastal charm. Bright, open spaces and high ceilings create a peaceful atmosphere. Thoughtfully designed for families and small groups, the home offers spacious gathering areas, peaceful mountain views, and comfortable sleeping arrangements for up to 15 guests. Minutes from downtown Carmel, scenic beaches, and top Monterey Peninsula attractions.

Aptos Beach Retreat • Hot Tub & 5 Min Walk to Sand

Unwind by the Bay at this luxury Aptos beach bungalow near Rio Del Mar Beach. Enjoy cathedral ceilings, a private outdoor hot tub, heated bathroom floors, and a fully equipped kitchen. Perfect for couples, small families, or remote stays with Wi-Fi and Roku TV. Walk to the beach or explore nearby Seacliff State Beach, Capitola Village, and Santa Cruz Boardwalk. Relax, recharge, and soak up Monterey Bay’s coastal charm. Permit #211099

Top Guest favourite

Guest favourite

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.