Holiday rentals with outdoor seating in Monte Sereno

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Top-rated rentals with outdoor seating in Monte Sereno

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite
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
4.96 out of 5 average rating, 118 reviews

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

Top guest favourite
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
4.99 out of 5 average rating, 974 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
A cozy guestroom features a spacious bed covered with a vibrant teal bedspread. A white kitchenette is visible, equipped with essential appliances, while a small dining area is present nearby. Natural light filters through sheer curtains, illuminating the modern decor.
Guest house in Santa Clara
4.93 out of 5 average rating, 166 reviews

Entire guesthouse Santa Clara smart lock entrance.

New remodeled clean and cozy guesthouse in a prime location of Silicon Valley. You will be close to everything when you stay here. Minutes drive to the best Bay Area shopping and dining experiences Santana row and Westfield Valley Fair. Nividia 7min. drive, Apple Park 11 min. drive, Google headquarters Mountain View 15min. Sap center, Levi’s Stadium, and Great America are all nearby. Walk to shops, restaurants and Target shopping center. A close 10 minute drive to San Jose International Airport.

Guest favourite
Tall redwoods provide a natural canopy, creating a serene atmosphere with dappled sunlight filtering through the leaves. A forest floor of soft mulch and green undergrowth complements the tranquil setting, inviting exploration and reflection.
Guest house in Los Gatos
4.83 out of 5 average rating, 581 reviews

Rustic Cottage, Redwoods, Beaches.

Tiny, quaint Cottage sequestered in a Redwood forest. Outdoor Clawfoot Bathtub with Shower under the Stars overlooking a Spring fed creek ! Mature Pond & Marina with sitting areas with Koi and Turtles ! Solar powered lights come on at night! Lighting at the Cottage is Electric, Solar and Battery powered. Lanterns are provided ! There is a Cell Phone & device Charging Station available. No Kitchen or cooking facilities. Summit Market, four miles away, open 7 days a week, hours are 7am to 7pm.

Top guest favourite
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.
Guest house in Monte Sereno
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.

Guest favourite
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
4.9 out of 5 average rating, 126 reviews

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.

Top guest favourite
A colorful tiny home is seen surrounded by tall redwood trees. The exterior showcases vibrant blue and yellow walls, contrasted by natural wood planters filled with greenery. Sunlight filters through the trees, enhancing the inviting outdoor space.
Tiny home in Boulder Creek
4.97 out of 5 average rating, 200 reviews

Custom Cabin Retreat in the Redwoods

This retreat offers guests a unique experience of living in a well designed, minimalist space while having all one really needs. From the nautically-inspired curved ceiling w/ skylights to the custom redwood trim, this cozy retreat will inspire. Relax on the private deck with the fire pit, walk to the river or enjoy the local trails thru the towering redwoods. Santa Cruz beaches are just 35 min away, 25 min to Big Basin and Henry Cowell, and 35 min to fine dining in Saratoga.

Guest favourite
A charming cottage exterior is framed by tall cacti and vibrant flower gardens. A welcoming white door with a seasonal wreath invites guests inside. To the side, red chairs provide a cozy seating area, accompanied by a small table, amidst lush greenery.
Guest suite in Los Gatos
4.9 out of 5 average rating, 812 reviews

Charming Hidden Cottage

A home away from home, this hidden little gem is a great getaway from the hustle and bustle of the cities. Still located conveniently close to businesses of all kinds including multiple down town areas, HWY 17 and 85, 1 mile from Netflix. We are constantly working on our cottage style gardens, so there will always be gardens to enjoy for you. If you are interested in trying any of our homegrown veggies or fruits just let us know, we love sharing our bounty:)

Guest favourite
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.
Guest house in Monte Sereno
4.91 out of 5 average rating, 222 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.

Top guest favourite
A modern living area is depicted, featuring large windows that allow natural light to fill the space. An inviting sofa and a coffee table are positioned in front of a wall-mounted television. The open kitchen showcases sleek cabinetry and a dining table with white chairs.
Guest house in Downtown San Jose
4.99 out of 5 average rating, 148 reviews

Quiet guesthouse near SJ airport with EV charger

Kick back and relax in this calm, stylish space. Brand new guesthouse build and landscape completed in 2023. Our guesthouse offers a full kitchen, WiFi, self check-in, FREE parking and washer and dryer. Tesla Universal EV charger Level 2 60 amp avilable for guest use. Centrally located in Downtown San Jose. A quick drive to the SJ airport, SAP Center, San Pedro Square, Levi’s Stadium, San Jose State University and Santa Clara University.

Guest favourite
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
4.87 out of 5 average rating, 135 reviews

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.

Top guest favourite
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.
Guest house in Los Gatos
4.88 out of 5 average rating, 265 reviews

An Adventurer's Private Cottage Paradise

*COVID: hosts are fully vaccinated for COVID 19 Wifi speeds in the room: 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!

Popular amenities for outdoor seating rentals in Monte Sereno