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Vacation rentals in Gilroy

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Top-rated vacation rentals in Gilroy

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

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Cabin in Los Gatos

4.99 out of 5 average rating, 856 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.

Rental unit in Pebble Beach

4.87 out of 5 average rating, 873 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.

Farm stay in San Martin

5 out of 5 average rating, 152 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! 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.

Guest suite in Boulder Creek

4.89 out of 5 average rating, 969 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

Home in Morgan Hill

4.98 out of 5 average rating, 181 reviews

Charming Home in the Heart of Downtown Morgan Hill

Kick back and relax in this calm, stylish space, indoors or even outdoors. 🔵 5 minute walk from the up-and-coming Downtown Morgan Hill with its small town accessibility and urban ambiance 🔵 Plethora of restaurants to choose from 🔵 5 Minutes from Highway 101 🔵 Many vineyards and brewery's to choose from 🔵 Nature lovers can bask in the outdoors at Uvas Canyon County Park, Henry W. Coe State Park, amongst others 🔵 Several golf courses nearby 🔵 Enjoy the Coyote Valley Sporting Clay

Cabin in Carmel-by-the-Sea

4.96 out of 5 average rating, 277 reviews

Serene Redwood Retreat w/Modern Comfort

At our Modern cabin nestled among 150 year old redwoods, we invite you to embark on a unique adventure of embracing the outdoors while only minutes from town. Wine tasting in downtown Carmel, World Class Golf at Pebble Beach or Hiking trails of Point Lobos and Big Sur. "Magical", "Amazing", "A True Sanctuary" are just a few words used by our guest to describe their stay with us. Get away and unplug in the stillness and solitude of our Serene Redwood Retreat. Please see property description.

Cottage in Morgan Hill

4.95 out of 5 average rating, 214 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.

Guest suite in San Jose

4.9 out of 5 average rating, 195 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

Rental unit in Felton

4.98 out of 5 average rating, 438 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.

Guesthouse in Aptos

4.78 out of 5 average rating, 729 reviews

The Cottage Getaway by the Sea

The Cottage Getaway by the Sea is a single level one bedroom stand alone cottage on a cliff over Rio Del Mar Beach w/ 180 degree WOW views of the Monterey Bay. Seasonally enjoy dolphins, whales, & great sunsets! Located in a peaceful neighborhood, this is a perfect place for a quiet romantic getaway or just to read, relax, & enjoy. We are one of the few airbnbs with a California King Bed! Pricing is per night for one; 2nd person +$25 per nite PERMITTED vacation rental #181420

Farm stay in San Martin

4.89 out of 5 average rating, 124 reviews

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.

Guesthouse in Morgan Hill

4.99 out of 5 average rating, 124 reviews

Garden Cottage w/kitchenette, parking for RV

Charming garden cottage, one-acre fully landscaped. Parking on property, including RV or large vehicle. Garden steps from the back door, with a table. 2 closets. No stairs from parking. Very clean. Kitchenette has microwave, toaster oven, (no stove with burners), full-size refrigerator. Full bath with walk-in shower (no tub). Sitting area with TV & work desk station. Wi-fi. Allergen protectors on mattress/pillows, and we don't use fabric softener.

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Popular amenities for Gilroy vacation rentals

Free parking on premises

Air conditioning

Stay near Gilroy's top sights

Gilroy Premium Outlets103 locals recommend

Gilroy Gardens Family Theme Park63 locals recommend

Gilroy Garlic Festival Association10 locals recommend

Kirigin Cellars Winery10 locals recommend

Sarah's Vineyard9 locals recommend

Jason-Stephens Winery8 locals recommend

Other great vacation rentals in Gilroy

Guesthouse in Hollister

4.97 out of 5 average rating, 58 reviews

Luna Llena

Guesthouse in San Martin

4.93 out of 5 average rating, 81 reviews

Country Horse Cottage

Guesthouse in Morgan Hill

5 out of 5 average rating, 14 reviews

Adorable renovated guest cottage near downtown

Guest suite in Pebble Beach

4.99 out of 5 average rating, 702 reviews

Pebble Beach Guest House

Guesthouse in Downtown San Jose

4.95 out of 5 average rating, 169 reviews

Private Entrance Studio with in-unit bathroom

Guesthouse in Gilroy

5 out of 5 average rating, 30 reviews

Pool House Fun

Farm stay in Aromas

4.93 out of 5 average rating, 75 reviews

Rustic Ranch Cottage

Guesthouse in Almaden Valley

4.97 out of 5 average rating, 941 reviews

Cabana in Sierra Azul Open Space Preserve

Quick stats about vacation rentals in Gilroy

Total rentals
30 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
770 reviews
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

Frequently Asked Questions

Do house rentals in Gilroy have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Gilroy. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Gilroy?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with wifi, over 20 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in house rentals in Gilroy?
Experience the best of Gilroy with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Gilroy?
Yes! Work meets play with ease at over 10 vacation rentals in Gilroy featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Gilroy have free parking?
Absolutely! We offer over 20 house rentals with free parking in Gilroy. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Gilroy have wifi?
Absolutely! We offer over 20 house rentals with wifi in Gilroy. Enjoy a tailored experience with all the comforts you desire.
Are there Gilroy vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Gilroy, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Gilroy have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Gilroy. Enjoy a tailored experience with all the comforts you desire.

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