
Vacation rentals in Cupertino
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Cupertino
Guests agree: these stays 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.

Newly rebuilt ultra clean designer home
Newly renovated ultra clean designer home in duplex minutes from Apple campus. Highly walkable, the entire home has been recently rebuilt from the studs with new top of the line designer furnishings, kitchen essentials, appliances, and toiletries. **www.accesscupertino.com** for 3d tour of interior and videos. Disney+, Hulu, Cable TV, and Nespresso coffee included during stay with ultra-fast internet up to 500mbps. 5 min to Whole Foods 12 min to Apple Park 20 min to Stanford

High end home in Silicon Valley, Non-Smokers only
This is a 1 BR/1 BA fully furnished attached house with its own paved private entry way, completely separate from the main house. This is the perfect home away from home while you are relocating, on extended assignment, or on vacation in Silicon Valley. Located in a highly desirable West San Jose residential neighborhood but within 5-minute walking distance to Westgate Mall, Grocery stores, Restaurants, Eateries and Movie Theaters. Street parking available in front of the house.

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.

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.

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.

One Bedroom Suite between Apple and Google campus’
Clean beautiful one bedroom suite/Guest house located in quiet neighborhood in Sunnyvale. Unshared private entrance and easy parking. Conveniently located between main Apple campuses. (Mothership, Infinite Loop and Arques campus) and Googleplex. Full kitchen with all amenities, washer/dryer/iron and ironing board, hair dryer, Wifi, TV and comfortable work area. Easy assess to all major freeways mostly with reverse commute.

Walk to Santana Row + Valley Fair | 6min drive SJC
Private guest suite with it's own front door, bedroom and bathroom. There is no kitchen but we provide a mini fridge, microwave and kettle. It is a short walk to Santana row and Valley Fair Mall and a 5 minute drive to SJC Airport. This suite is 1 of 2 Airbnbs on the property. 1 Parking spot on the driveway, directly in front of the Airbnb. 0.3 mi to Santana Row 0.3 mi to Westfield/Valley Fair 3.1 mi to SJC Airport

2BR House + Patio + Office near Apple and Main St.
Spacious 2BR + private office in a quiet, walkable neighborhood. 600+ Mbps fiber Wi-Fi, two private parking spots, and a fully stocked kitchen. Just a 3-minute walk to 6 restaurants, 7-minute walk to Cupertino Main Street, and 2-minute drive to Hwy 280 and Lawrence Expressway. Includes two queen beds, smart TVs with streaming, and a backyard garden patio. Perfect for remote work or a comfortable Bay Area stay.

Spacious Business Suite with Serene Backyard View
A master suite with private entrance is within walking distance to Apple Park and Cupertino Main Street. It is located in a quiet Sunnyvale neighborhood and near groceries, and many vibrant restaurants. It features a high speed 1.2G Wifi and split ductless AC. Mountain View corporate commuting bus is nearby. Ample parking space. Everything you need for a successful Silicon Valley visit.

Lush Lux Villa • Sunny Deck & Private Escape
Romantic private retreat with sunny deck & lush greenery Indoor/outdoor living, vaulted ceilings, garden views Gourmet kitchen, gas fireplace, walk-in shower Heated towel rack, aroma & sound therapy Nest-controlled A/C & heat (no shared ducts) Air filtration + eco-friendly cleaning Self check-in/out, fast WiFi Ideal for couples, solo travelers & business trips
Popular amenities for Cupertino vacation rentals
Other great vacation rentals in Cupertino

Modern Guesthouse With Amenities

Bright Guest Suite in the Heart of Silicon Valley!

New Cosy Guesthouse +Private Entrance, Own Parking

Guesthouse with kitchen,bath and laundry

Modern Suite in Cupertino

Clean & Cozy House | Santa Clara

Luxurious Silicon Valley Retreat

BRAND NEW construction home waiting for you
Frequently Asked Questions
What are the most popular amenities for Private Suite Rentals in Cupertino?
Enhance your stay in our Private Suite Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Where should I stay in Cupertino?
Make yourself at home in Cupertino by choosing from our most frequently booked neighborhoods. We have over 520 vacation rentals in Monta Vista, over 590 vacation rentals in Brookview, and over 590 vacation rentals in Blue Hills.
Are there vacation rentals with a dedicated workspace in Cupertino?
Yes! Work meets play with ease at over 240 vacation rentals in Cupertino featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in private suite rentals in Cupertino?
Experience the best of Cupertino with our private suite rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do private suite rentals in Cupertino have wifi?
Absolutely! We offer over 20 private suite rentals with wifi in Cupertino. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cupertino have air conditioning?
Absolutely! We offer over 160 house rentals with air conditioning in Cupertino. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Cupertino?
Four-legged friends are welcome in Cupertino. Choose from more than 90 vacation rentals for guests traveling with pets.
Do house rentals in Cupertino have a gym?
Absolutely! We offer over 20 house rentals with a gym in Cupertino. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cupertino have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Cupertino. Enjoy a tailored experience with all the comforts you desire.
Are there Cupertino vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 100 vacation homes with pools in Cupertino, available on Airbnb. Make a splash and soak up the sun in style!
Quick stats about vacation rentals in Cupertino
Total vacation rentals
Explore 440 vacation rentals in Cupertino
Nightly prices starting at
Cupertino vacation rentals start at € 26 per night before taxes and fees
Verified guest reviews
Over 12,460 verified reviews to help you choose
Family-friendly vacation rentals
130 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 100 rentals that welcome pets
Vacation rentals with a pool
110 properties feature pools
Rentals with dedicated workspaces
250 properties have a dedicated workspace
Wi-Fi availability
440 of Cupertino vacation rentals include wi-fi 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!
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