Holiday rentals with outdoor seating in Cupertino

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Cupertino

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Guest favourite

Home in Sunnyvale

4.97 out of 5 average rating, 274 reviews

Comfortable, Modern, Bright w/Patio

A completely separate private guest suite in a beautiful house, furnished with love and all the amenities you'd need. Also, super walkable & safe location, fast wifi, comfy beds, friendly experienced hosts ready to help you with whatever you need. Look forward to soaking in the sun on the patio, and enjoying the park across the street. It's a 10min walk to the great bars & restaurants downtown SV, or to the Caltrain station for a hassle-free trip to SF or SJ. We love living here and so will you!

6 – 13 Aug

$1,724 AUD total

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.

17 – 24 Sept

$1,503 AUD total

Guest favourite

Guest suite in Boulder Creek

4.98 out of 5 average rating, 433 reviews

Enjoy Private Redwoods from Your Bed or the Deck

Come and visit our own private slice of the REDWOOD FOREST with over 40 trees and large deck to enjoy them. Wake up to fresh mountain air, a view of nature and coffee. After a day of WINE tasting, HIKING, BEACHES, or exploration, bring a bottle back and sprawl in comfort reflecting, chatting, or sipping on the deck. The perfect little getaway spot. Treat yourself to some nature with us. A winter fireplace, easy walking and parking makes this scene. 1.5 miles to downtown Boulder Creek and fun!

19 – 26 Oct

$1,905 AUD total

Guest favourite

Guesthouse in San Jose

4.96 out of 5 average rating, 190 reviews

Lemon Tree Cottage, central silicon valley

Private cottage, sky-lit upbeat decor, 2 laptop workspaces, lots of opportunity for relaxation. Fully equipped kitchen includes water purifier, dining area opening onto patio and garden, satellite TV. Master BR w/ queen bed, private patio. 2nd BR w/ queen bed, view of water feature. Bathroom w/ custom tile, shower, and laundry. Attention to detail and professional cleaning makes for an extra comfortable and safe stay. The cottage is not set up to accommodate infants/small children.

19 – 26 Mar

$2,111 AUD total

Guest favourite

Guesthouse in Monte Sereno

4.97 out of 5 average rating, 387 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.

19 – 26 Sept

$1,770 AUD total

Guest favourite

Guest suite in Sunnyvale

4.91 out of 5 average rating, 162 reviews

Luxurious Private Suite in Heart of Silicon Valley

Upscale, private suite w/separate entrance in quiet, safe neighborhood at the center of Silicon Valley! Minutes away from Apple/high tech companies, a cosmopolitan downtown, trendy restaurants, bars, and a historic park for leisurely stroll. Few blocks to US-101, Central Expy, and public transit. Enjoy the warm decor, comfortable queen Beautyrest mattress, luxurious sheets, stalked up coffee bar, private patio overlooking a peaceful back yard as well as unlimited free street parking.

5 – 12 Oct

$1,355 AUD total

Guest favourite

Guesthouse in San Jose

5.0 out of 5 average rating, 111 reviews

Stylish standalone guesthouse near Santana Row

Enjoy a stylish experience at this centrally-located guest house in West SJ. Modern finishes and well maintained backyard with gas fireplace for your enjoyment. Queen day bed with twin trundle underneath to sleep up to 3 people. 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 quiet neighborhood. Minutes from SJ Airport, downtown SJ and Campbell, high tech companies and world class eateries.

6 – 13 Dec

$2,023 AUD total

Guest favourite

Guesthouse in Santa Clara

4.91 out of 5 average rating, 242 reviews

New Construction Clean, Modern, Quiet Cottage

Tranquil, clean new construction cottage completely rebuilt and remodeled from the ground up -- in the heart of Santa Clara with plenty of street parking. Everything a traveler could want under one roof: full kitchen, quartz counters, Bosch washer & dryer, bedroom with cedar accent wall, wall-mounted smart TVs, private zen garden with patio furniture set, ample LED lighting throughout, oversized walk-in shower, high-speed 5.0GHz WiFi, & ample fresh oranges & lemons.

22 – 29 Aug

$2,038 AUD total

Guest favourite

Guesthouse in San Jose

4.98 out of 5 average rating, 246 reviews

Private cottage in the heart of Silicon Valley

Eden Cottage is our 686 square foot space in west San Jose. It is a custom built (in 2018) 1 Bedroom cottage with a private entrance, super fast WiFi, 50 inch flat screen TV, skylights, full kitchen, a bathroom with a huge shower plus a full sized washer and dryer pair. The cottage is entirely separate from our home and has a small yard and patio under a large oak tree that provides shade to the entire area.

21 – 28 Sept

$1,990 AUD total

Guest favourite

Guest suite in Sunnyvale

4.99 out of 5 average rating, 156 reviews

Lux Serenity! Cozy, peaceful, heated towels

• Escape the craziness & rejuvenate at the Serenity Suite! • Aroma and sound therapy - Spa bathroom • Self check-in & check-out • Free upgraded high speed WiFi • High ceilings - Outdoor salt water lap pool • Free parking • Safe neighborhood • Short ride to high tech, freeways. • Walk/ride to train, bus station, Starbucks, 24 Hour Super Fitness, groceries and restaurants

16 – 23 Oct

$2,300 AUD total

Guest favourite

Guest suite in Palo Alto

5.0 out of 5 average rating, 179 reviews

Savvy Studio ❤︎ Palo Alto ❤︎ of Silicon Valley

Welcome to Savvy Studio~a clean and quiet apartment where you can relax or work in peace. Located in a self contained wing of a snappy Eichler Mid-Century home, enter through a unique atrium breezeway to the private, locking entrance of your studio apartment that features a comfy full-sized bed, table for working or dining, mini-kitchen, and private full bathroom.

29 Aug – 5 Sept

$1,726 AUD total

Guest favourite

Home in Sunnyvale

4.9 out of 5 average rating, 118 reviews

Lovely Stay in Sunnyvale

This room offers a suite of amenities and comforts including a private entrance, fully equipped kitchen, and a serene garden. Conveniently located for public bus and rail. 5 min drive to Sunnyvale Downtown, easy access to 101, and super close to Alphabet's search company (Airbnb hides the G word), Apple, LinkedIn, Amazon, Juniper, and Microsoft.

17 – 24 Feb

$1,493 AUD total