Holiday rentals in Gilroy

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Top-rated holiday rentals in Gilroy

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

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Guest favourite

Guest suite in Scotts Valley

4.96 out of 5 average rating, 627 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!

2–9 Oct

$103 SGD per night

Guest favourite

Cabin in Los Gatos

4.9 out of 5 average rating, 397 reviews

The Coach House

The Coach House is located on our mountain top horse and lavender farm. We offer youth summer camps so are set up for fun outdoor adventures and activities. Have fun with our horses, goats, and chickens! You can take a 10 min walk over to Nonno's Restaurant for wine/pizza/BBQ and bacchi ball, or take an 8 min drive into Los Gatos, or 15 min to Santa Cruz for the beach and some of the best restaurants and spas around!. Good for couples, solo adventurers, business travelers, kids, & behaved dogs!

21–28 Jan

$141 SGD per night

Guest favourite

Home in Watsonville

4.81 out of 5 average rating, 270 reviews

Remarkable Reader's Garden Retreat in the Country

Remarkable Reader’s Retreat in a quiet country location, halfway between Santa Cruz and Monterey. Sited in a large country garden with herbs, historic fruit and citrus trees. A farmhouse kitchen with cooking fireplace and antique oak floors. The library is a lovely retreat, with leaded glass windows, Turkish carpets, and treasures from a lifetime of travel. Located along a beautiful country road with great walking and biking. A quiet oasis retreat, guarded by red-tail hawks and hummingbirds.

27 Jun – 4 Jul

$215 SGD per night

Guest favourite

Cottage in Morgan Hill

4.95 out of 5 average rating, 200 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 the first Sat & 3rd Weekend of every month from 11:30-4:30. We usually have live music, wine tasting is in the same vicinity as the Cottage. When your stay is on those weekends you get a comp tasting for two.

10–17 Mar

$437 SGD per night

Guest favourite

Guest suite in San Jose

4.89 out of 5 average rating, 173 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

13–20 Jun

$99 SGD per night

Guest favourite

Farm stay in San Martin

4.89 out of 5 average rating, 104 reviews

Private Barn in a farm.

A full size barn turned it a beautiful living space with a new 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 total privacy. Enjoy room in the barn or strolling on the farm, chickens horses goats and accessional bunnies. Outdoor play area and picnic tables. Parties up to 50 people can be arranged. different pricing.

22–29 Dec

$149 SGD per night

Guest favourite

Bungalow in San Martin

4.99 out of 5 average rating, 102 reviews

Moose Mountain Vineyards Bungalow

Relax in an elegant 2 bed bungalow sitting atop Moose Mountain Vineyards. Enjoy the panoramic view of San Martin as well as the 13,000 grape vines growing on property. Relax in the hot tub or infinity pool, or sip estate wine on one of our four decks as the sunset takes your breath away. Enjoy a complimentary whole food plant-based breakfast with ingredients sourced onsite. This stay offers many opportunities to explore the inner workings of Moose Mountain Vineyards.

21–28 Oct

$599 SGD per night

Guest favourite

Farm stay in San Martin

5.0 out of 5 average rating, 129 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 at Harvey Bear Park! Minutes away from lovely wineries and Gilroy Premium Outlets! Our property also houses a small farm with friendly goats, sheep, ducks, a goose and free range chickens of various colors! You can also check out our 120+ fruit orchard. IG: barrelcreekfarm

25 Nov – 2 Dec

$420 SGD per night

Guest favourite

Yurt in Watsonville

4.92 out of 5 average rating, 713 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.

14–21 Sep

$171 SGD per night

Guest favourite

Guest house in Gilroy

4.88 out of 5 average rating, 396 reviews

Back-to-Eden Guest House on a Farm

Peaceful, comfortable guest house with 3 bedrooms and 2 baths plus spacious living room. Fresh country air, quiet surroundings, beautiful sunrise and sunset. 8-10 people max. Any larger group will need prior arrangement with the host. Super fun animal interaction tour may be available during your stay . Please inquire upon booking regarding joining a tour.

27 May – 3 Jun

$359 SGD per night

Superhost

Guest house in La Selva Beach

4.9 out of 5 average rating, 560 reviews

cute cottage walking distance to beach

We have a little guest house on our property that we're blessed to share with family, friends, and the airbnb community. We're a 10-15 min walk to our private beach. Close proximity to both Santa Cruz and Monterey, and close enough to San Francisco to explore the city for a day trip.

28 Jun – 5 Jul

$242 SGD per night

Guest favourite

Guest suite in Aptos

4.91 out of 5 average rating, 607 reviews

The Hummingbird Haven

Enjoy the vibrant life here. In your own little oasis, enjoy the hum of Hummingbirds flying outside your window and the beautiful views we offer from your large private patio or from the deck. It is a wonderful place to recharge, relax or have a retreat.

4–11 Jul

$169 SGD per night