House holiday rentals in Gilroy

4.97 out of 5 average rating, 178 reviews

The home is framed by lush greenery and vibrant flowers, with soft lighting highlighting its entrance during twilight. A spacious patio is visible, furnished with comfortable seating and an umbrella, providing a peaceful outdoor area with sweeping views of the surrounding landscape.

Home in Watsonville

Magical hilltop 3-bedroom with spectacular 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.

Home in Downtown San Jose

A spacious living room features a large sectional sofa and a round glass coffee table. A mounted flat-screen TV hangs above a fireplace. Natural light flows through bay windows, complemented by a small desk area and potted plant for a refreshing touch.

4.97 out of 5 average rating, 584 reviews

Charming Home nearby Airport/San Jose Downtown/SAP

Centrally located to explore the heart of Silicon Valley. This beautiful home has all the conveniences and is a ideal location to experience all of activities. About 7 to 15 minutes drive from most attractions: SJC airport,SAP center,SJ downtown,Hi-tech companies, Santana Row,Valley Fair Mall, Levi’s stadium,Avaya stadiums,Rose Garden, Great mall outlets,Museums and Restaurants..Santa Cruz 35 minutes. Stanford 25 minutes. San Francisco 45 minutes. Close to major freeways I-280, I- 880, US-101.

A spacious bed is positioned centrally, featuring crisp white linens and an orange accent pillow. The wall behind showcases a graphic design of palm leaves, creating a calming focal point. Soft lighting is provided by a small lamp on a bedside table and another on the opposite side.

4.94 out of 5 average rating, 105 reviews

Zen Retreat‧1777sqft‧4B2.5B‧AC‧Fruitful Backyard

Time is of the essence! Our discount, starting at 30% off Sep 2025 - Dec 2025, is filling up. If you're interested, consider adding our house to your wishlist and securing your reservation. Experience the ultimate peace and safety in San Jose. Our sanctuary has welcomed countless group travelers, workers, families, and anniversary gatherings. 20+ restaurants, Westfield Oakridge, 2 Costcos nearby, Cheesecake Factory, movies, Ranch 99, and the Apple Store are all within 5-8 minutes of driving.

An open-plan living area features a comfortable couch with floral accents, adjacent to a wood stove. Large windows and a skylight enhance natural light, while a flat-screen TV is positioned nearby. The space is finished with warm carpeting and neutral-toned walls.

4.95 out of 5 average rating, 500 reviews

The Fox's Den A Relaxing 1 Bedroom Redwood Retreat

Relax in your own forest retreat in the beautiful redwoods of Nisene Marks State Park, yet amazingly only 2. 3 miles from Rio Del Mar beach. Permit #181122. You’ll love the cozy fireplace, the views, and it's proximity to Aptos Village. The location is ideal if you want to begin your day with a bike ride or a hike through the forest. Or you may want to take the short drive or cycle to the beach, soak up some sun, catch some surf and listen to the waves splash against the sand until the sunset.

5 out of 5 average rating, 164 reviews

Home in Felton

Peaceful Redwood Retreat in the heart of town

This beautifully renovated home is set in a peaceful location, just a short walk from Henry Cowell Redwoods State Park, Roaring Camp Railroad, Felton Music Hall, the Farmers' Market, yoga studios, a local brewery, restaurants, wedding venues, and a natural foods market. Enjoy nearby hiking and biking trails, with Santa Cruz a 10-minute drive away and San Jose just 30 minutes. Ideally situated in the heart of town, this family-friendly retreat offers all the essentials for a relaxing vacation.

The exterior of the home features a spacious front yard enclosed by a wooden fence. A palm tree stands prominently, with tall cypress trees lining the property. The single-story house showcases a light-colored facade and a driveway leading to a garage.

4.95 out of 5 average rating, 132 reviews

Adorable 2BD/1B Home With Fully Equipped Kitchen

Private home with many amenities to make your stay unique and comfortable: dishwasher, washer/dryer, central AC, central heating, smart TV, free WiFi, driveway parking, a private outdoor dining area with barbeque, and extra outdoor space for kids to play (when accompanied by adults). Equipped kitchen with dishes, utensils, pots and pans for guests who enjoy cooking. Detached unit located in a quiet residential neighborhood, walking distance to the lightrail and with easy access to freeways.

4.98 out of 5 average rating, 205 reviews

An outdoor space is illuminated by string lights, featuring a hot tub with bubbling water. A covered seating area includes a table and chairs. The surrounding greenery creates a serene atmosphere, enhancing the inviting ambiance of the deck.

Home in Morgan Hill

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

Superhost

A spacious living area features a cozy sofa and a stylish armchair, complemented by a decorative rug on polished hardwood floors. A modern fireplace is positioned in one corner, while a large artwork adorns the wall, adding character to the space.

Home in Gilroy

4.87 out of 5 average rating, 107 reviews

STYLISH GUEST HOUSE ON A BEAUTIFUL ESTATE

This Stylish and Private Guest House is located on a 1.2 Acre Estate with beautiful Landscaped Grounds. This Guest House Offers a Private Entrance & Two Private Balconies. This Unit is Fully Furnished & Tastefully Decorated with current trending Styles. This property is on the border of Gilroy and San Martin. Conveniently located near Gilroy Outlets, Restaurants, Costco, Walmart, and Target. This property is centrally located between San Francisco & Monterey. Please request longer stays!

4.97 out of 5 average rating, 161 reviews

A living room features a cozy seating arrangement with a large sectional sofa and an armchair, complemented by stylish accent tables. A flat-screen television is mounted above a decorative fireplace, while natural light filters through the window adorned with blue curtains.

Home in Watsonville

Cozy Home*Dog Friendly* State Parks Pass Include

This centrally located, spacious 3 bedroom/2 bathroom home is located in a uniquely within the City of Watsonville, 20 minutes from Gilroy, 25 minutes to downtown Santa Cruz, 25 minutes to Monterey. This newly updated home features a walk-in shower with three water features in the master bathroom. Full laundry services, and up to date appliances. A curved Television is in the living room, the master bedroom features a king bed, with a flatscreen television. Outside television and more!!

A single-story home is set against a clear sky, featuring a well-maintained front yard with a variety of blooming flowers and shrubs. Palm trees add a tropical touch, while a paved driveway leads to an attached garage.

4.93 out of 5 average rating, 207 reviews

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.

4.98 out of 5 average rating, 121 reviews

An open concept kitchen and living area are highlighted, showcasing sleek cabinetry and modern appliances. A comfortable white sofa is positioned next to a round coffee table. Natural light filters through large windows adorned with blue curtains, illuminating the dining area with a wood table and chairs.

Home in Gilroy

New Modern 1-Story Home w/ Mountain Views

Modern, comfortable 4 bedroom 2 bath home with spacious bedrooms. Comfy living room with 75 inch TV. Fully equipped kitchen. Large beautiful backyard with views of the mountains. No stairs. Don't be packed like sardines! 3 bedrooms are large and private. 4th bedroom fits 4 people. Max 10 people. No bunk beds for your safety. Eagle Ridge Golf Club - 5 mins Gilroy Gardens - 10 mins Gilroy Premium Outlets - 10 mins San Jose - 30 mins Monterey - 45 mins Santa Cruz - 50 mins

An open-concept kitchen and dining area is displayed, featuring dark cabinetry and new stainless steel appliances. A dining table with wooden chairs sits adjacent to a spacious island. Soft lighting from pendant fixtures complements the natural light flowing through large windows.

4.92 out of 5 average rating, 424 reviews

Comfortable Whole Home on two house lot

This home has lots of light, new appliances and furniture. You are renting the entire home in the rear of the property. This is in an older, diverse neighborhood, with friendly Hispanic, Portuguese, Viet, Black and White neighbors, and a low crime rate. The pets in the listing are actually in the front house. The back house is pet friendly, but cleaned after each visit. There are neighborhood cats outside. Easy access to bus lines, and two major highways (101 and 280).

Popular amenities for house rentals in Gilroy

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.88 out of 5 average rating, 380 reviews

Home in Moss Landing

Oceanfront beach house with private hot tub

Superhost

A spacious living area features a striking stone wall, complemented by a large flat-screen TV mounted above an elegant dark cabinet. Plush seating options, including a brown leather sofa and chairs, invite relaxation, while a decorative chandelier adds a refined touch to the room.

Home in Willow Glen

4.79 out of 5 average rating, 223 reviews

Beautiful Large 4BR Home with POOL

4.88 out of 5 average rating, 182 reviews

A spacious living area is equipped with a flat-screen TV mounted on the wall and an ornate cabinet. A comfortable grey chair and a glass coffee table are positioned on a soft carpet. Natural light is welcomed through a nearby window, enhancing the cozy atmosphere.

Home in Mountain View

Little Poolside House near Downtown Mountain View!

4.92 out of 5 average rating, 177 reviews

Two ocean-facing Adirondack chairs are placed on a wooden deck, providing a serene spot to enjoy the surrounding landscape. In the foreground, a natural trail leads through low vegetation towards the beach, while the distant ocean can be seen under a muted sky.

Home in Monterey

Monterey Bay Oasis on the Ocean!

4.98 out of 5 average rating, 107 reviews

The entrance to the Amesti School features a deep red wooden facade with large windows. A pair of inviting chairs are positioned on the covered porch, complemented by a simple light fixture. The front door is framed by an elegant trim, welcoming guests.

Home in Watsonville

Old Amesti Schoolhouse mid-bay amidst farmland

An inviting outdoor space features a covered patio with wooden beams and soft lighting. A circular stone fire pit occupies the center, surrounded by cushioned seating. A BBQ grill is positioned nearby, with a private heated pool glimmering in the background.

4.86 out of 5 average rating, 125 reviews

Beautiful 3BD Home w/ Heated Pool and Fire Pit

4.93 out of 5 average rating, 399 reviews

An outdoor pool area features a long, picturesque pool bordered by vibrant greenery. Large green pool floats rest on the water, complemented by a shaded lounge area under a white umbrella. The space showcases brick pathways and stone details of the home’s exterior.

Home in Los Altos

Pool, Hot tub, Sauna I Your Silicon Valley Luxury

4.96 out of 5 average rating, 205 reviews

A window seat with ample cushioning overlooks the serene Pacific Ocean. Large windows provide unobstructed views of the beach and dunes, with soft natural light illuminating the space. Neutral tones and cozy pillows contribute to a relaxed atmosphere.

Home in Castroville

Oceanfront Retreat w/Private HotTub

Weekly house rentals

The living room features large windows that showcase a vibrant sunset over the ocean. Comfortable seating is provided by a mix of sofas and chairs, and a wooden coffee table occupies the center. The high ceiling adds to the spacious feel of the room.

4.85 out of 5 average rating, 184 reviews

Panoramic Ocean Views - in Private Sanctuary

4.94 out of 5 average rating, 287 reviews

The kitchen features wooden cabinetry and stainless steel appliances, with a central island and barstool seating. Natural light floods in through sliding glass doors that lead to a lush outdoor area. A round wooden dining table is set with a small vase containing a flower.

Home in Cupertino

2BR House + Patio + Office near Apple and Main St.

4.97 out of 5 average rating, 132 reviews

A spacious living area features a large gray sectional sofa paired with a circular coffee table. Natural light filters through large windows, illuminating the room's neutral decor. A dining area with a dark wooden table and matching chairs is visible in the background, offering ample seating.

Home in Scotts Valley

Treescape House, Scotts Valley/Santa Cruz Getaway

The living room features a sleek black sleeper sofa adorned with geometric patterned pillows and a rich red throw. A wooden tray sits atop a gray blanket, and a floor lamp provides soft lighting. A wall art piece depicting a beach scene adds a serene feel to the space.

5 out of 5 average rating, 152 reviews

High end home in Silicon Valley, Non-Smokers only

4.99 out of 5 average rating, 241 reviews

Charming Beachfront Cottage

A bright and airy living room features a neutral-toned sofa adorned with various decorative cushions. Two rattan chairs frame a natural wood coffee table, while a large piece of artwork hangs above. Windows provide ample sunlight and views of the outdoors.

4.86 out of 5 average rating, 344 reviews

Charming, Light-filled House Walk To The Beach

A bright living room features a modern sectional sofa adorned with orange and gray cushions, complemented by a light wooden coffee table. Two art pieces decorate the walls, and a window admits natural light, enhancing the room’s inviting atmosphere. A fireplace is subtly placed to one side.

4.88 out of 5 average rating, 186 reviews

Modern home near San Jose airport

4.88 out of 5 average rating, 100 reviews

The exterior of the two-story home showcases a modern design with a combination of wood and gray siding. A large window allows natural light to enter, while a tree provides shaded greenery in the front. A walkway leads to the entrance, and parking spaces are visible.

Home in Capitola

Capitola Village Wind + Sea Home

Private house rentals

A spacious studio layout is displayed, featuring a solid wood bed with a neatly made white bedding set. Skylights and windows allow natural light to illuminate the room, complemented by a cozy armchair and a small desk. Light wood flooring enhances the calming aesthetic.

4.93 out of 5 average rating, 57 reviews

Sunshine Studio (free parking/self checkin)

Superhost

A multi-story home is presented in a sunlit neighborhood. Lush green trees and ornamental shrubs line the well-maintained path, leading to a welcoming entrance. The exterior design features a mix of earthy tones and textures, contributing to an inviting street view.

Home in Morgan Hill

4.78 out of 5 average rating, 46 reviews

Exclusive Spacious Lux Haven Just Outside San Jose

An outdoor patio area is highlighted, featuring a wooden pergola and comfortable seating arrangements. A fire pit is positioned at the center, surrounded by lounge chairs. Warm lighting illuminates the space, creating a cozy ambiance, while vibrant greenery and blooming flowers provide a serene backdrop.

4.92 out of 5 average rating, 65 reviews

Entire Home - Cozy Near Downtown | Fast WIFI

4.99 out of 5 average rating, 426 reviews

A welcoming entrance to a beach house features two bicycles, one orange and one white, parked on a stone path. Palm trees and a front porch with two chairs provide a relaxed setting, complemented by a blue front door and an inviting landscape.

Home in Santa Cruz

Pleasure Point Beach House!

4.98 out of 5 average rating, 49 reviews

A modern kitchen and dining area is visible, featuring a round table surrounded by four brown chairs. Colorful artwork is displayed on the cabinetry, complementing the light wood flooring. Natural light illuminates the space through multiple windows, enhancing the inviting and spacious environment.

Home in Calero

San Jose Guest House

4.93 out of 5 average rating, 94 reviews

A spacious living area features two comfortable sofas arranged around a central coffee table on a light area rug. A smart TV is positioned on a media unit, while natural light fills the space through a window, creating a relaxed environment complemented by decorative pillows.

Home in Hollister

2 King Beds, Free Coffee, Comfy!

5 out of 5 average rating, 37 reviews

A charming home is framed by a white picket fence and adorned with a variety of succulents and native plants in the front yard. The exterior features blue siding, complemented by large windows and a pathway that leads to a central garden area, all under a clear blue sky.

Home in Cambrian

The Oasis in San Jose

The room features two spacious queen beds adorned with decorative bedding and accent pillows. A corner sofa provides additional seating. Light is offered by two bedside lamps and windows with shuttered blinds, enhancing the welcoming ambience of the space.