Holiday rentals in Old Gilroy

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Top-rated holiday rentals in Old 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, 639 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!

Guest favourite

Cabin in Los Gatos

4.99 out of 5 average rating, 798 reviews

Private Guest-House in the Redwoods

Our custom built guesthouse was completed in 2016. It is situated on 5 redwood-covered acres, 10 minutes south of Los Gatos and 20 minutes from Santa Cruz. We have easy access to hiking and biking trails, world-class wine-tasting, microbreweries, shops, amazing dining, and more! There is something for everyone in our area! We are surrounded by a 35 acre tree farm, so it's very private, yet close to the silicon valley! Our property has a standby generator so we are not affected by power outages.

Guest favourite

Holiday home in Watsonville

4.95 out of 5 average rating, 337 reviews

Magical & Romantic Beachfront Home at Pajaro Dunes

Beautiful oceanfront condominium with an unobstructed view to Monterey Bay & the Pacific Ocean; just 20 minutes south of Santa Cruz & 30 minutes north of Monterey/Carmel. Newly remodeled with granite counters, new kitchen appliances, paint, furniture, tile and carpeted floors. Electric fireplace adds to the magical ambience this home embraces. High ceilings, just steps to the beach. Convenient parking. 2 bedrooms & 2 full bathrooms, 1200 sf. A great place to kick off your shoes and relax.

Guest favourite

Flat in Carmel-by-the-Sea

4.87 out of 5 average rating, 835 reviews

Private romantic 1 br in Carmel Woods- love dogs

Dog friendly! Private entrance to 2 rm studio overlooking the forest w/ floor to ceiling windows. Queen memory-foam bed, bathroom w/shower & amenities, kitchenette w/ dishes, microwave/convection oven, burner, toaster, coffee.Far ocean view, sunsets, deck, gas grill. Quiet, fireplace, complimentary wood, free internet, TV, DVDs, LPS, All amenities. Beach towels/mats, ottoman/cot, free parking. Peaceful. Let us know about dogs when booking. note: ceilings are low in spots & there are some steps.

Guest favourite

Guest suite in Boulder Creek

4.89 out of 5 average rating, 908 reviews

Redwood Riverfront Getaway

We are nestled in the beautiful California Redwood forest next to the San Lorenzo River. Guests can enjoy our private guest suite with its own entrance and full bathroom. Our property features tall trees, seasonal river swimming on our private beach, fishing, kayaking, and exploring. We are close to downtown Boulder Creek, minutes away from Santa Cruz, wine tasting, hiking, fine dining, and the coastline. We have no hidden fees and even offer a full return of our cleaning fee. Permit #181307

Superhost

Home in Watsonville

4.82 out of 5 average rating, 273 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.

Guest favourite

Cottage in Morgan Hill

4.95 out of 5 average rating, 203 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.

Superhost

Farm stay in San Martin

4.9 out of 5 average rating, 107 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.

Guest favourite

Flat in Felton

4.98 out of 5 average rating, 414 reviews

Private Suite in the Redwoods with a View

Our location is on a quiet dead-end street in the beautiful redwood forested mountains above Felton. We have an intimate private suite (bedroom with Queen bed, sitting room and bath), with its own entrance. We have a wide view of the San Lorenzo Valley, and are only 2 miles from downtown Felton. Access to hiking, mountain biking, coast trail and surfing is within minutes. We are taking the current coronavirus situation very seriously, and have implemented advanced cleaning procedures.

Guest favourite

Farm stay in San Martin

5.0 out of 5 average rating, 133 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

Guest favourite

Yurt in Watsonville

4.92 out of 5 average rating, 718 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.