
Holiday rentals with outdoor seating in Cupertino
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Cupertino
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Pool, Hot tub, Sauna I Your Silicon Valley Luxury
Upscale Los Altos Hills. Peaceful and spacious 1,500 sq. ft. retreat. Ideal for business travelers, couples, nature lovers. Adjacent to 3,988-acre Rancho San Antonio Preserve with direct trail access, wildlife, serenity. Inside: workspace with fiber-optic Wi-Fi, fireplace, sauna, pool table, fully equipped kitchen and plush queen bed with guest praised mattress. Outside: exclusive access to saline heated pool and hot tub, patio with BBQ. Minutes from Stanford, Palo Alto, and top tech campuses.

Entire Guest Suite Private Entrance Kitchen & Bath
Whether you’re here for a business trip, traveling for pleasure, visiting your friends/relatives, or looking for a short term rental, our fully furnished unit can offer everything you need! What you’ll get from staying at our converted garage: * Separate entrance with self check-in (keyless entry) * Workspace with high-speed wifi * TV with Netflix * Fully stocked & equipped kitchen * Private bedroom with queen bed, wall closet, high ceiling * Private bathroom * Free parking on premise

Private unit close to Santa Clara University
Welcome to Cory Cottage, your private oasis in the heart of San Jose! Located less than a mile from Santana Row and Santa Clara University, this modern and stylish cottage is the perfect getaway for anyone looking to escape the hustle and bustle of everyday life. With a gated private entry and fully equipped kitchen, you can unwind and relax in complete privacy. Whether you're traveling for business or pleasure, Cory Cottage has everything you need to make your stay comfortable and cozy.

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.

Lovely Downtown Modern New-Build, w/Secure Parking
Our lovingly designed cozy but SMALL studio is perfect for solo travelers or couples. 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.

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.

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.

Modern one bedroom in-law unit in Sunnyvale
Modern one bedroom in-law unit using high-end finishing with a comfortable queen bed, private bathroom, full kitchen, work-friendly desk, high speed wifi, cable TV, A/C heater combo and flower-lined side yard. Located in a safe and nice neighborhood. Perfect location for bay area traveller, with easy commute to all major high tech companies, walking distance to supermarket, restaurants and stores, and a short drive to Mountain View downtown and Caltrain station.

San Jose studio with laundry
This elegant, cozy studio is built with private entrance. It features with a solid wood queen-size bed, private bathroom, TV, private washer/dryer, private patio and reserved driveway parking for our guest. This studio is close to San Jose airport, Downtown, Levi’s Stadium, SJSU, Stanford, Valley Fair and Silicon Valley offices. It is also close to major freeways, 101, 680 and 880, very convenient for working in Silicon Valley and perfect for a relaxing getaway!

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.

Caboose in the redwoods just outside of Cupertino
This rustic caboose is just 10 minutes from Cupertino and downtown Saratoga, perfect for both business travelers, outdoor adventurers, and everything in between. There are lots of nearby hiking and biking trails, as well as other exciting outdoor activities. Being so close to Silicon Valley, yet feeling so far from it all is a truly unique experience unlike anywhere else. Pets generally ok. Check with hosts. Pets must not be left alone.

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.
Popular amenities for outdoor seating rentals in Cupertino
House rentals with outdoor seating

SWEET HOME | Golden Heart Heaven | Prime Location

Executive Class Stay in Tech Hub 3b2B Near SJC

3B/2.5B + Office/1 block to SCU /Sunny Patio / BBQ

10-Min SFO *A/C* Modern Comfort 2BR Family Retreat

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

Stunning Valley View! 2B2B sleeps 8

Stunning Modern Home with Amazing Views of Valley

M&J @ Spacious SFH 4B3.5B nr Apple/shopping/10129
Apartment rentals with outdoor seating

Private parking Apt w/ patio in downtown San Jose

"Gem" downtown Palo Alto/Stanford.

1B1B Palo Alto studio next to Stanford

Deluxe Studio near Kaiser SC:Traveler/Tesla intern

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

2B2B Monthly Discounts! | Free Parking | 414 Ji

Spacious Luxury Apartment in Heart of Bay Area

Spacious 1 bed/1 bath apt in Santa Clara w/patio
Apartment rentals with outdoor seating

Modern condo, Palo Alto, 1 Block to Stanford 2337

Gated 1BR Condo: AC, Parking, W/D near Santana Row

KING BED | Fully Furnished Luxury Condo Gym & Pool

Cozy & Bright Japanese Inspired Modern Home

p1 -Entire Apartment with Parking, Private & Quiet

Lovely 1B1B condo with patio near downtown MTV

Spacious Top Floor Condo Retreat

The Alpaca House
When is the best time to visit Cupertino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $146 SGD | $154 SGD | $144 SGD | $144 SGD | $167 SGD | $176 SGD | $167 SGD | $160 SGD | $150 SGD | $137 SGD | $146 SGD | $154 SGD |
| Avg. temp | 10°C | 12°C | 13°C | 15°C | 17°C | 19°C | 20°C | 20°C | 20°C | 18°C | 13°C | 10°C |
Quick stats about holiday rentals with outdoor seating in Cupertino

Total holiday rentals
Explore 60 holiday rentals in Cupertino

Nightly prices starting at
Cupertino holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 2,770 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
60 of Cupertino holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cupertino rentals

4.8 Average rating
Cupertino stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Fernando Valley Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Santa Barbara Holiday rentals
- San Joaquin River Holiday rentals
- Family-friendly rentals Cupertino
- Rentals with a patio Cupertino
- Flat rentals Cupertino
- Pet-friendly rentals Cupertino
- House rentals Cupertino
- Townhouse rentals Cupertino
- Rentals with breakfast Cupertino
- Private suite rentals Cupertino
- Rentals with pools Cupertino
- Rentals with a firepit Cupertino
- Rentals with an EV charger Cupertino
- Rentals with a washing machine and dryer Cupertino
- Rentals with a fireplace Cupertino
- Rentals with a hot tub Cupertino
- Fitness-friendly rentals Cupertino
- Rentals with outdoor seating Santa Clara County
- Rentals with outdoor seating California
- Rentals with outdoor seating United States
- Santa Cruz Beach
- Capitola Beach
- Golden Gate Park
- Stanford University
- Monterey Bay Aquarium
- Rio Del Mar Beach
- Oracle Park
- Muir Woods National Monument
- Seacliff State Beach
- Golden Gate Bridge
- Twin Peaks
- Alcatraz Island
- California’S Great America
- SAP Center
- Mission Dolores Park
- Montara State Beach
- Henry Cowell Redwoods State Park
- Pier 39
- Davenport Beach
- Twin Lakes State Beach
- Pescadero State Beach
- Palace of Fine Arts'`
- Winchester Mystery House
- Painted Ladies




