Vacation rentals with outdoor seating in Los Gatos

4.96 out of 5 average rating, 133 reviews

An A-Frame cabin is surrounded by lush greenery, positioned on elevated ground. A stone pathway leads to the entrance, flanked by wooden railings. The cabin features large glass panels on its façade, allowing natural light to flood the interior. A deck with seating overlooks the nature surroundings.

Cabin in Felton

Santa Cruz A-Frame

This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

4.99 out of 5 average rating, 997 reviews

A charming green guesthouse is nestled among towering redwood trees. The structure features multiple windows that bring in natural light, enhancing the connection with the surrounding forest. Sunlight filters through the branches, creating a serene outdoor atmosphere.

Cabin in Los Gatos

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.

Guesthouse in Monte Sereno

The cottage exterior features a charming design with a slate stone patio and a round dining table with two chairs. Glass double doors provide access, and large windows offer views of the surrounding greenery. The roof is intricately shaped, complementing the natural setting.

4.98 out of 5 average rating, 450 reviews

Quiet Poolside Cottage for Solitude

New construction 800 sq. ft. Cottage 1.1 miles to downtown Los Gatos. Off-street parking for one car. Cathedral ceilings with skylight (morning sun, nightly stars). Comfortable pillow top King bed. Single bed in same space for extra guest (extra $25 for third guest/night). Kitchenette with basics. Dining table for work spaces. Pool available for guests. Jacuzzi not available. Many quiet places on property to relax. We do not accept third party reservations. Add your guests on reservation.

4.83 out of 5 average rating, 131 reviews

A bright living area features light wooden flooring and white walls. Two rattan chairs are arranged around a small table in front of a decorative fireplace, while a modern TV sits on a console nearby. Natural light streams through two sets of double doors leading outside.

Guest suite in Los Gatos

Bright Garden Suite in Silicon Valley

This sun-soaked suite has a private entrance and access to a beautiful garden patio, complete with night-time ambiance and a fireplace. The big bay window provides a view into the lush fruit, flower, and vegetable garden right outside. The comfy bed and beautiful old-town neighborhood add to the warm, homey feel. The suite is tucked away from the busiest parts of the city, perfect for a hub in the middle of NorCal's best attractions: SF, Carmel, Pebble Beach, Monterey, Santa Cruz, and more.

4.91 out of 5 average rating, 128 reviews

The exterior of a 1930s Mediterranean house is framed by lush greenery and flowering plants. The bright blue door is adorned with decorative elements, while a stone lion statue adds character to the entrance. Large windows invite natural light into the home.

Home in Monte Sereno

Charming Entire Los Gatos Saratoga House

This 1930's charming Mediterranean house with fishpond ,magical garden & high speed internet is ideal for Silicon Valley corporate, entrepreneurs, business world travelers, couples, adventurers; inspirational for artists and art lovers. Yet,walking distance to downtown Los Gatos' Monte Sereno restaurants, coffee shops, boutiques, local hikes close to Limekiln Trail & outdoor activities.It is about 15 minutes drive to/from San Jose airport & 45 minutes to/from San Francisco airport.

4.88 out of 5 average rating, 268 reviews

A spacious bed is adorned with decorative pillows, set against a light-colored wall. The bed’s canopy features soft draping, while nearby furniture includes a dark dresser and a decorative lamp. Artistic wall hangings contribute to the room's unique character.

Guesthouse in Los Gatos

An Adventurer's Private Cottage Paradise

*Any stay 30+ days requires a background check(50$), a signed lease and a strong and consistent positive review history. Wifi speeds: 67 Mbps download, 11 Mbps upload. You don't have to be named Indiana Jones to enjoy the Far East touches of this private and fun studio and bath. Everything is provided: a work space, a cooking/eating place, and even an outdoor space with BBQ. Whether you are traveling for work or play, this cottage will make your stay more fun and memorable!

Guesthouse in Almaden Valley

An outdoor area features a serene pool surrounded by blooming flowers and lush greenery. The distant horizon showcases a sparkling view of the city lights below, under a clear evening sky transitioning from dusk to night.

4.97 out of 5 average rating, 1,007 reviews

Cabana in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, we enjoy AMAZING unobstructed views of the Entire Silicon Valley... San Francisco to Gilroy from 1700ft altitude! This private retreat is perfect for relaxing and rejuvenating, surrounded by forest, streams and wildlife! Relax in complete solitude, refresh with chemical-free, great tasting spring water and crisp clean air high above the smog of Silicon Valley! Great Hiking/Biking Trails at your backdoor!

Guesthouse in Monte Sereno

A vibrant garden is showcased, featuring blooming red flowers and lush green plants. A stone patio leads to a tranquil blue pool, framed by greenery and distant hills. Decorative pottery is placed among the flora, adding charm to the natural setting.

4.91 out of 5 average rating, 227 reviews

Greenwood Guest House, a Peaceful Oasis

Welcome to Greenwood Guest House, a 1 bedroom, 1 bath private house situated in a peaceful and expansive backyard with a pool, tennis court, and beautiful scenery. Our space is a good fit for business trips, couple vacations, and family visits. The kitchenette and laundry room make longer stays quite enjoyable. Easy access to Highway 17 and 85, 15 minute drive to San Jose airport (SJC) and 2 minute drives to either downtown Los Gatos or Saratoga.

5 out of 5 average rating, 153 reviews

A cozy living area features two leather sofas positioned around a rustic coffee table. Natural light filters through large windows, illuminating the space. A rocking chair adds a touch of charm beside an accent lamp, and a soft area rug adds warmth to the flooring.

Guesthouse in Los Gatos

Orchard Cottage in convenient countryside location

Orchard Cottage is a newly refurbished historical home in a rural neighborhood 10 minutes from downtown Los Gatos. Lots of wildlife and local private hiking trails make this location in the Santa Cruz Mountains a peaceful retreat from city life. Enjoy your private deck and yard or visit our ducks for a mini-farm experience. Lots of nearby hiking and wineries, and only 25 minutes to Santa Cruz beaches. Please contact me with any questions!

4.86 out of 5 average rating, 139 reviews

A cozy sleeping area features a queen bed adorned with a patterned duvet cover. Natural light filters through a large window framed by curtains, illuminating a decorative wall piece nearby. A bedside lamp rests on a side table, complementing the minimalist design.

Guest suite in Los Gatos

Modern studio in charming Los Gatos,Silicon Valley

It is a guest studio with an independent private entrance in a newly built home in quiet residential neighborhood in Los Gatos, CA. The studio can comfortably host up to 2 adults. The studio is close to Santa Cruz mountains with world class wineries, state parks and beaches. It is also in the heart of Silicon Valley, a few miles away from offices of Netflix, Apple etc. We are 15 mins away from SJC airport and 40 mins from SFO airport.

4.91 out of 5 average rating, 179 reviews

A spacious deck offers a panoramic view of fog-covered hills, with a golden sunset in the background. Multiple seating arrangements, including lounge chairs, are positioned for relaxation. An umbrella provides shade, while a table is set for dining outdoors.

Guesthouse in Saratoga

Newly Built Studio, 2000 FT Elevation with Jacuzzi

5 mins from Downtown Saratoga!! Its a great cozy spot to feel relaxed with a beautiful scenic view you will fall in love with featuring its own backyard seating area. This is a secondary detached unit that's fully equipped with everything your need such as full Bathroom and Kitchen, T.V, Wi-Fi, AC and Heater. **Ideal for Biking, Hiking or just simply taking in the beautiful sunset.

4.91 out of 5 average rating, 180 reviews

A serene cabin is elevated among trees, connected by wooden stairs to a spacious deck. The deck features seating arrangements and is surrounded by lush greenery, allowing for privacy and a tranquil outdoor experience.

Home in Scotts Valley

Creekside Log Cabin

Get away from it all and find peace and privacy at this storybook cabin in the Santa Cruz Mountains. Nestled at the edge of a babbling creek, this cabin is a place for basking in the scenery of a lush woodland grove, observing passing wildlife, and unwinding each evening in a private hot tub. Permit number 211400

Popular amenities for Los Gatos outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.97 out of 5 average rating, 270 reviews

The modern kitchen features dark cabinetry and a central island with a rich countertop. Pendant lights hang above, illuminating the preparation area. Stainless steel appliances and a backsplash with a sleek design enhance the functionality and style of the space.

Home in San Jose

Contemporary open floor plan home near Santana Row

4.98 out of 5 average rating, 176 reviews

The spacious living area features large windows that allow for ample natural light, highlighting the modern design. A cozy blue sofa is positioned near a fireplace, with a festive garland adorning the mantel. Views of the outdoors can be seen through the doors leading to the balcony.

Home in Watsonville

Copper Nest beach retreat with stunning views

4.97 out of 5 average rating, 115 reviews

A spacious living area features vaulted ceilings supported by wooden beams. A light-colored sofa and armchairs are arranged around a round coffee table. A wall art piece is visible, along with indoor plants, creating a comfortable and inviting space for relaxation.

Home in Felton

Mount Hermon Creekside Cottage

4.99 out of 5 average rating, 247 reviews

A spacious deck is visible, adorned with modern outdoor furniture and surrounded by lush greenery, creating an inviting outdoor space. Large sliding glass doors lead into a bright interior with a cozy seating area and a fireplace, blending the indoor and outdoor environments.

Home in Aptos

Modern Beach Retreat-Free EV Charging

5 out of 5 average rating, 201 reviews

The open-concept kitchen and living area feature a clean design with white cabinetry and a blue-tiled backsplash. A large window allows natural light to fill the space, illuminating the gray sofa and wooden coffee table. Four white bar stools are positioned at the kitchen island.

Home in Santa Cruz

Serene luxury beach bungalow in Pleasure Point

4.92 out of 5 average rating, 247 reviews

A spacious wrapping deck is surrounded by trees, offering several green metal chairs and a potted plant. Large windows reflect natural light, providing views of the outdoor greenery and creating inviting spots for relaxation.

Home in Felton

Redwood Hilltop Retreat

4.92 out of 5 average rating, 177 reviews

An open living space is defined by rich wooden beams across the ceiling, featuring a dining table set for six and a comfortable seating area with a modern sofa. A large television is mounted on the wall, with light streaming in from the glass doors leading to the backyard.

Home in Willow Glen

Remodeled spacious 2Bdr/2Bath King beds w/backyard

4.92 out of 5 average rating, 120 reviews

A spacious living area features a comfortable gray sectional sofa paired with a wooden coffee table, set atop a soft area rug. Natural light fills the room through large windows, and wooden beams accentuate the ceiling. An inviting fireplace and decorative plants enhance the atmosphere.

Home in Willow Glen

Newly Built, Luxury Living

Apartment rentals with outdoor seating

4.9 out of 5 average rating, 125 reviews

The living space features a modern sectional sofa arranged with colorful cushions. A wooden coffee table sits on a plush rug, complemented by a sleek TV stand. Large windows are dressed with flowing curtains, allowing natural light to brighten the room.

Apartment in San Jose

2B2B Top Floor | Private Parking |Airport | 413 Ji

Apartment in La Selva Beach

A vintage van is parked in front of a stylish two-story building with multiple rental units. A couple is seen preparing for a surf session, with one person holding a surfboard and the other pointing towards the entrance. The area is tidy and welcoming, with a shared outdoor space visible.

4.88 out of 5 average rating, 217 reviews

Manresa surf house street level full studio w/kitc

4.83 out of 5 average rating, 206 reviews

Apartment in Campbell

"Queens Palace" Studio Apt Business Ready-San Jose

4.82 out of 5 average rating, 107 reviews

The spacious suite features a king bed and a cozy seating area with a blue chair. A kitchenette equipped with modern appliances is visible, along with a large jetted jacuzzi tub. Natural light fills the room, highlighting views of the manicured lawn outside.

Apartment in Aptos

Deluxe Spa Suite-Ocean View-Allergy Friendly!

4.94 out of 5 average rating, 171 reviews

The living area is organized around a dark wood coffee table and features a blue sofa with yellow accent pillows. A vibrant orange accent wall complements a mounted smart TV. A small desk is situated nearby, alongside a colorful patterned chair.

Apartment in Sunnyvale

🌟Cheerful 2B2B in prime location 🌲Redwood Pl Apt 3

4.98 out of 5 average rating, 487 reviews

A panoramic view captures the rolling hills and forested landscape of the San Lorenzo Valley under a partly cloudy sky. Lush green trees dominate the foreground, while distant mountain ranges are subtly visible against the backdrop.

Apartment in Felton

Private Suite in the Redwoods with a View

4.89 out of 5 average rating, 273 reviews

An inviting Victorian-style home features a charming front yard with vibrant greenery and colorful flowers. The entrance is framed by red doors and decorative architecture. A wooden fence with blue pickets lines the property, enhancing the welcoming atmosphere of this historic residence.

Apartment in Campbell

Victorian Paradise Downtown Campbell intelliBed

4.95 out of 5 average rating, 169 reviews

An open living area features modern furniture and a large flat-screen television. A round dining table with four chairs is positioned next to a cozy sitting area. Natural light enters through multiple windows, highlighting the neutral color palette and decorative elements, including plants.

Apartment in Santa Cruz

Adorable 2 bed/1 bath West Side Santa Cruz home

Condo rentals with outdoor seating

4.91 out of 5 average rating, 244 reviews

A deck area features a round table surrounded by four black wicker chairs, with a candle placed at the center. In the background, expansive ocean views and sandy beach are visible, along with nearby buildings that complement the coastal landscape.

Condo in Watsonville

One of a kind full River and Ocean view!

A winding concrete path leads through a well-maintained green lawn bordered by flowering plants. Tall trees stand in the background, framing the entrance to the beach, where a glimpse of the ocean can be seen in the distance.

4.98 out of 5 average rating, 109 reviews

Luxury Garden View - Relax and Unwind - Seascape

The image depicts a serene beach scene at sunset, with gentle waves lapping at the shore. Grassy dunes adorned with tall, golden grasses frame the coastline, enhancing the natural beauty of the tranquil ocean that stretches towards the horizon.

4.97 out of 5 average rating, 127 reviews

Seascape Resort Villa Beautiful Ocean View Sleep 6

5 out of 5 average rating, 134 reviews

Spectacular Ocean View- Heated Pool & Spa Seascape

A scenic view captures the tranquil coastline, where soft waves meet the sandy beach. Lush greenery frames the foreground, enhancing the natural beauty leading to the ocean. The distant resort building is visible, complementing the serene landscape under a partly cloudy sky.

4.96 out of 5 average rating, 136 reviews

Royal Villa - Ocean View - Heated Pool - Seascape

4.99 out of 5 average rating, 174 reviews

A cozy living room is furnished with a light-colored sofa and accent chairs, complemented by a round wicker coffee table. Large windows provide ocean views, and the space is illuminated by a ceiling fan. A fireplace adds warmth to the wood-paneled walls.

Condo in Capitola

Seaview Condo - 150 Steps to the beach!

A vibrant landscape features blooming flowers in shades of pink and white in the foreground, while the serene ocean stretches into the distance. The scene is framed by tall trees, creating a harmonious blend of nature with the beach visible under a clear blue sky.

4.85 out of 5 average rating, 187 reviews

Beach Front Villa at Seascape Resort