Holiday rentals with outdoor seating in Los Gatos

4.96 out of 5 average rating, 122 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, 982 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.

4.96 out of 5 average rating, 158 reviews

A spacious and inviting living area is defined by a large sectional sofa and a glass coffee table atop a soft area rug. Natural light floods the space through sliding glass doors that lead to the outdoor deck, enhancing the open concept layout.

Home in Willow Glen

Airy Open Concept Modern Home: 3br/2bath + Office

Newly renovated home with a 1 Master Bedroom Suite, 2 Bedrooms and an Office (1,500 SF). The house features an open concept Kitchen/Dining/Living room with a sliding door to a large deck. The house has been completely decluttered to give you an airy and a peaceful stay. Located just 15 minutes from SJC airport and a short drive to most key destinations in the South Bay Area. Ideal for families or business travelers looking for a home away from home with all the amenities and complete privacy.

Guest suite in Boulder Creek

A serene river flows gently through a lush forest, surrounded by vibrant green foliage. Smooth rocks emerge from the water, which reflects the surrounding greenery. The scene conveys a peaceful natural environment, ideal for relaxation and exploration.

4.9 out of 5 average rating, 1,084 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

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, 447 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, 129 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.

4.93 out of 5 average rating, 161 reviews

Guest suite in Hensley

Lovely Downtown Modern New-Build, w/Secure Parking

Our lovingly designed cozy but SMALL studio is perfect for solo traveler(too snuggle for 2). Modern design, upscale European stone/tile work in kitchen and bath. Private patio, parking w/ secure gate, laundry, electric fireplace, rainfall shower, LED vanity mirror, Keurig, desk, strong Wi-Fi, fully stocked kitchen w/ utensils and cookware. close to SJC Airport, SJSU campus, SAP Center, Convention Center, Downtown SJ, HWY-87, tech companies like Zoom, Adobe, PWC, EY. Walk to Japantown.

4.91 out of 5 average rating, 127 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.

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, 1,004 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, 224 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, 151 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!

4.87 out of 5 average rating, 135 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.

Popular amenities for Los Gatos outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

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.

4.91 out of 5 average rating, 214 reviews

Gorgeous 3-bedroom home, quiet, close to shopping!

4.93 out of 5 average rating, 188 reviews

The spacious kitchen features an expansive island with four bar stools, allowing for casual dining. Light wood flooring complements the bright cabinetry and stainless-steel appliances. A view of the open living area is visible in the background, promoting a welcoming atmosphere.

Home in Santa Clara

4B/2.5B / Office Space / Open Plan / Huge Backyard

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, 591 reviews

Charming Home nearby Airport/San Jose Downtown/SAP

4.92 out of 5 average rating, 173 reviews

The modern exterior of the house features a combination of wood and light-colored siding. A covered porch is highlighted by vertical lighting, while large windows provide views of the surrounding landscape. A manicured lawn and driveway contribute to the welcoming entryway.

Home in Mountain View

Upscale Modern House Near Mountain View Downtown

A cozy living area features a light blue sofa and a stylish lounge chair, complemented by a decorative area rug. Wall art is displayed above a low table, while houseplants adorn the space. Warm, orange accent walls provide a welcoming touch.

4.93 out of 5 average rating, 272 reviews

Convenient 1BR Home Near SJ Airport & Santa Clara

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, 133 reviews

Adorable 2BD/1B Home With Fully Equipped Kitchen

A bright living area features a spacious sectional sofa adorned with neutral cushions. A modern coffee table sits in the center, complemented by a decorative bowl. Natural light streams through multiple windows, illuminating the light wooden floor and the cozy fireplace with a stone surround.

4.9 out of 5 average rating, 110 reviews

Private Oasis with Pool and Fire Pit

4.92 out of 5 average rating, 174 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

Apartment rentals with outdoor seating

4.82 out of 5 average rating, 756 reviews

A private studio space features a queen-size bed with crisp white linens. A comfortable gray sofa sits beside a glass coffee table. Artwork depicting local themes adorns the walls, complemented by a ceiling fan and ample natural light from nearby windows.

Apartment in San Jose

Silicon Valley Studio Apartment

Superhost

Apartment in Campbell

4.82 out of 5 average rating, 205 reviews

"Queens Palace" Studio Apt Business Ready-San Jose

4.96 out of 5 average rating, 166 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, 483 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

4.86 out of 5 average rating, 155 reviews

The living room features a yellow sofa adorned with blue and green throw pillows. A wooden coffee table sits on an area rug with geometric patterns. Light enters through large windows, creating a relaxing environment complemented by an accent chair and decorative plant.

Apartment in San Jose

2B2B Free Parking SJ Airport Convent Center 215 Ji

4.9 out of 5 average rating, 263 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

4.85 out of 5 average rating, 229 reviews

A spacious living room features large windows, offering views of the garden and surrounding greenery. A comfortable sectional sofa is positioned around a circular coffee table, with a cozy chair and soft decor elements enhancing the inviting atmosphere.

Apartment in Santa Cruz

Peaceful Santa Cruz Retreat

Superhost

A modern kitchen features white cabinetry, a gas range, and stainless steel appliances, complemented by a sleek countertop. Two stools are positioned at the kitchen island, and soft lighting highlights the elegant tile backsplash, creating a functional and inviting cooking space.

Apartment in Upper Seabright

4.88 out of 5 average rating, 261 reviews

Sunny, modern/contemporary one-bedroom.

Condo rentals with outdoor seating

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, 108 reviews

Luxury Garden View - Relax and Unwind - Seascape

5 out of 5 average rating, 130 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, 131 reviews

Royal Villa - Ocean View - Heated Pools - Seascape

An open living area features a comfortable grey sofa facing large windows that showcase ocean views. A round dining table with four chairs is positioned near the kitchen, enhancing the spacious layout. Soft lighting is provided by a ceiling fixture.

4.94 out of 5 average rating, 124 reviews

OCEAN Views and Steps from the BEACH, New & Modern

4.99 out of 5 average rating, 173 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 sunny balcony is seen with two chairs and a small table, surrounded by decorative plants. The ocean can be viewed in the background, with clear skies and sunlight reflecting on the water. A vibrant rug covers the balcony floor.

5 out of 5 average rating, 108 reviews

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace

A private balcony features a table and two chairs, overlooking the ocean and beach. The setting sun casts warm colors across the horizon, enhancing the view of the serene landscape and distant shoreline.

4.91 out of 5 average rating, 170 reviews

Seascape Oceanf 1 bdr suite hottub Aptos SantaCruz