Pet-friendly holiday rentals in Gilroy

Cozy retreat near woods and sea

Whether you seek a cozy retreat out in the woods or wish to enjoy a beach getaway with the family, we got you covered! Ideally located in the enchanting forest of Nisene Marks, our newly refurbished home is the perfect getaway for some well deserved R&R. Nestled in the heart of a majestic redwood forest, our home offers the perfect escape from the hustle and bustle of everyday life. With towering trees as your neighbors and the ocean just a short drive away, you'll have the best of both worlds!

Walkability · Pets · Biking

Luxury Modern Home | Pets OK | FREE EV | 8 Parking

Welcome to our 4 bed/3 bath 3,000 sq. ft. contemporary home built in 2022. Enjoy the luxurious amenities in this spacious two-story house: brand-new furniture and TVs, state-of-art kitchen, high-end appliances, spa-like master bath, radiant heated flooring, built-in speaker system, fiber Internet, and stunning light fixtures throughout. Tesla charger in garage. Conveniently located minutes to beach, golf, restaurants and shopping. Have fun with the entire family and guests in this stylish place.

Pets · Walkability · Heating

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.

Outdoor spaces · Pets · Kitchen

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

Outdoor spaces · Pets · Beach

Peaceful Home near Monterey, Carmel STR25-00022

Nestled in the beautiful city of Marina, our home is perfectly positioned for your adventure: Beach Access: Just a short, less than 1-mile trip to the sandy shore. Steps away from shopping, award-winning dining, wine tasting rooms, beaches, scenic trails, bike paths, and golf courses. Attractions: A short drive to the world-famous Monterey Bay Aquarium, Cannery Row, Pacific Grove, Carmel-by-the-Sea, the breathtaking Big Sur coastline, and Pebble Beach. Business License Number 04106537

Walkability · Outdoor spaces · Heating

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!

Outdoor spaces · Walkability · Location

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.

Outdoor spaces · Pets · Location

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.

Pets · Outdoor spaces · Wi-Fi

Spacious 3BR/2BA | Near SJC & Convention Ctr

Welcome to our charming 3BR classic bungalow with a private backyard, covered patio, outdoor sofa, and dining for four. Enjoy blazing-fast WiFi 6, in-unit washer/dryer, and dedicated parking. Centrally located in Silicon Valley with quick access to I-280, Hwy 87, and 101. Less than 10 minutes to SJC Airport, Caltrain, downtown San Jose, SAP Center, Levi’s Stadium & more. Whether for work or play, we’re here to make your stay smooth and comfortable—reach out anytime!

Walkability · Pets · Access

Evergreen Valley Hillside retreat

A luxurious retreat above the San Jose Hills with amazing views of downtown San Jose all the way to San Francisco Bay. Secluded and peaceful surroundings but only 10 mins. to downtown. This is a gated property that is secured. The property has 2 bedrooms and 1 bath with a gourmet kitchen. Included built-in washer n dryer. Our guesthouse is completely private and not sharing any area inside the house. Please let us know if you have any question about our property.

Pets · Outdoor spaces · Accuracy

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.

Pets · Outdoor spaces · View

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.

Pets · Outdoor spaces · Nearby