Vacation rentals with a patio in Monte Sereno

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Top-rated accommodations with an outdoor patio in Monte Sereno

Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

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Guest favourite

Guesthouse in San Jose

4.98 out of 5 average rating, 106 reviews

1-bedroom guesthouse w/ full kitchen near DTSJ/SAP

Welcome to our new, 480 sq. ft. backyard cottage, in a quiet neighborhood in downtown West. Walking distance to SAP Center; to Caltrain, Amtrak and VTA station; to restaurants, cafes, breweries, parks, bike/scooter rental, Whole Foods, laundromat, and other amenities. Close to SJ airport, Santana Row, the Rose Garden, the Egyptian Museum, San Pedro Square, Willow Glen, SC convention,SCSU and SJSU. Street parking is plenty n free w/a virtual permit. Pls send ur license plate no. upon arrival.

Sep. 17 – 24

$192 CAD per night

Guest favourite

Guesthouse in Santa Clara

4.92 out of 5 average rating, 109 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.

Apr. 23 – 30

$168 CAD per night

Guest favourite

Guest suite in Fremont

4.92 out of 5 average rating, 113 reviews

Chic private suite w/separate living rm+bath+entry

Enjoy your stay in this newly remodeled suite, with updated furniture! Located in Fremont, CA and only 10 min away from the famous Coyote Hills Regional Park where you can enjoy beautiful weather all year round! Only 30 min away from major Bay Area airports, this suite is perfect for travelers looking for a retreat, but can't completely unplug from the digital world. With blazing internet and easy access to grocery stores and restaurants, you will be astonished at the convenient quality of life!

Jun. 10 – 17

$170 CAD per night

Guest favourite

Guesthouse in Los Gatos

4.97 out of 5 average rating, 32 reviews

Los Gatos- CA Cottage with Views (2 bedrooms)

Inviting remodeled private cottage in an ideal location with sweeping canyon and mountain views. Less than 2 miles from charming Downtown Los Gatos. Enjoy the natural beauty of the many parks that our area has to offer. We love sharing our space with travelers who want a peaceful retreat with unique outdoor spaces. This home has it all, owls in the trees to lull you to sleep, an EV charging plug, high-speed internet, nearby hiking and biking trails, and Santa Cruz Beach is a 30-minute drive.

Aug. 7 – 14

$409 CAD per night

Guest favourite

Farm stay in Los Gatos

4.9 out of 5 average rating, 238 reviews

NEW! Yurt above it all: Swim, Hike & Glamp On-Site

Relax and recharge at this yurt inspired bell tent in Los Gatos. Whether you’re here to reconnect with nature, hike the trails, camp under the stars, or explore the Bay Area, ‘Yurt Above it All’ has everything for a worry-free stay! With nature trails on-site and the Saratoga Gap down the road, you won’t have to go far, For fun drive into the city. Come home and admire the amazing views from your secluded glamp-site with sweeping views of San Francisco Bay and Silicon Valley 2,800 feet below.

Nov. 1 – 8

$301 CAD per night

Guest favourite

Guesthouse in Boulder Creek

4.99 out of 5 average rating, 149 reviews

Digital Nomad Retreat

Imagine yourself in the REDWOOD FOREST and take a breath of mountain air. Only 25 miles from the Silicon Valley, 15 miles from the Santa Cruz Boardwalk, a cozy location tucked in the forest. Many are on the move and can work from anywhere, so why not a beautiful place of your own? A perfect getaway spot central to WINE TASTING, HIKING, BEACHES and even mountain exploration, right from the doorstep. Located only a mile and a half from downtown Boulder Creek, food and window shopping are easy.

Jul. 5 – 12

$249 CAD per night

Guest favourite

Home in San Jose

4.99 out of 5 average rating, 161 reviews

Contemporary open floor plan home near Santana Row

Centrally-located single family home in West San Jose. Well maintained shared backyard with gas fireplace for your enjoyment. About a 10 minute walk to Santana Row and Valley Fair Mall. Enjoy the booming night life at Santana Row and come back to sleep in a quite neighborhood, so you get the best of both worlds. Minutes from SJ Airport, downtown SJ and Campbell, numerous high tech companies and world class eateries. 4th bed is sofa bed. **NO EVENTS or PARTIES** **NO SMOKING ON PROPERTY**

Feb. 5 – 12

$482 CAD per night

Guest favourite

Guesthouse in Boulder Creek

4.96 out of 5 average rating, 113 reviews

Custom Tiny Home 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.

Jul. 15 – 22

$295 CAD per night

Guest favourite

Guesthouse in Woodside

4.97 out of 5 average rating, 155 reviews

SkyHigh Redwoods Retreat with Bay Views

Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.

Dec. 12 – 19

$299 CAD per night

Guest favourite

Guesthouse in Saratoga

4.92 out of 5 average rating, 24 reviews

New Lux Modern Guest House In Beautiful Saratoga

Kick back and relax in this calm, newly developed stylish and Modern Space. Enjoy Complete privacy and peaceful neighborhood in the heart of Silicon Valley in the luxurious and beautiful neighborhood of Saratoga. Take advantage of the stunning nature views and beautiful backyard that includes spacious free parking (only 1 car) Great for short stay in the Bay Area and Silicon Valley for those looking to Stay in breath taking nature while visiting for work or vacation!

Dec. 20 – 27

$196 CAD per night

Guest favourite

Guesthouse in Los Gatos

4.97 out of 5 average rating, 39 reviews

Los Gatos Brand new Studio+W/D|KingBed|PetFriendly

Welcome to a Brand New Studio in Los Gatos! Perfect for business travelers or couple wanting to get away. - Enjoy a comfortable night’s sleep on a king-size bed. Sofa can also be converted to a bed. - Newly done in July 2023 - Pet friendly! - Free Parking & Onsite W/D - A/C & heating unit - Home office set up with 24 inch monitor - Private yard + outdoor patio furniture - 2 min walk to Starbucks, groceries, restaurant - 5 mins to Good Samaritan Hospital, downtown LG

Aug. 30 – Sep. 6

$225 CAD per night

Guest favourite

Villa in Monte Sereno

5.0 out of 5 average rating, 25 reviews

Los Gatos Villa: hot tub, sauna, pool, huge yard

Why stay in a hotel when you can stay in this spacious, newly renovated executive home within walking distance of downtown Los Gatos? Enjoy your own private 1/2 acre of green lawns, patios, gardens, pool, outdoor dining, firepits, outdoor shower, hot tub, cold plunge, and sauna! This listing includes the master bedroom, 2nd bedroom, office w/futon, 2 bathrooms, chef's kitchen, living room, and outdoor spaces (1 other bedroom is unoccupied and locked during your stay).

Jul. 27 – Aug. 3

$977 CAD per night