Where should I stay in Cupertino?

Make yourself at home in Cupertino by choosing from our most frequently booked neighborhoods. We have over 560 vacation rentals in Blue Hills, over 490 vacation rentals in Monta Vista, and over 560 vacation rentals in Brookview.

How much does it cost to stay in hotel rentals in Cupertino?

Experience the best of Cupertino with our hotel rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Are there guesthouse rentals with a dedicated workspace in Cupertino?

Yes! Work meets play with ease at over 10 guesthouse rentals in Cupertino featuring dedicated workspaces. Stay connected and productive in your home away from home.

What are the most popular amenities for Apartment Rentals in Cupertino?

Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with self check-in, over 20 homes with a gym, over 80 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Do guesthouse rentals in Cupertino have wifi?

Absolutely! We offer over 10 guesthouse rentals with wifi in Cupertino. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Cupertino have self check-in?

Absolutely! We offer over 60 house rentals with self check-in in Cupertino. Enjoy a tailored experience with all the comforts you desire.

Are there pet-friendly house rentals in Cupertino?

Four-legged friends are welcome in Cupertino. Choose from more than 20 house 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 apartment rentals in Cupertino have a bbq area?

Absolutely! We offer over 10 apartment 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 90 vacation homes with pools in Cupertino, available on Airbnb. Make a splash and soak up the sun in style!

Cupertino places to stay

Book unique places to stay, houses, and more on Airbnb

Top-rated places to stay in Cupertino

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in San Carlos

4.93 out of 5 average rating, 30 reviews

Amazing Apt, King Bed, Kitchen, Walker's Paradise

Welcome to your stylish haven 1-mi from downtown San Carlos! Our fully renovated studio is decked with a king-size bed, pull-out sofa, full kitchen, and a luxurious bath. With a washer/dryer, heat & AC, and a Smart TV with Netflix and YouTube TV included, comfort is ensured. On Laurel St with a Walk Score of 90, you're minutes from downtown, restaurants, and stores. Perfect for business travelers, this is a pet-friendly unit with off-street parking. All utilities included for a worry-free stay.

Superhost

Home in Santa Clara

4.88 out of 5 average rating, 119 reviews

Cozy, Comfy Home -Close to Levi’s, SCU, Tech & SJC

Comfortable & Cozy - we have everything you need for a relaxing stay. Centrally located - minutes from Santa Clara University, Tech Companies and San Jose airport . Enjoy a stylish experience! Minutes away from the World Headquarters of ServiceNow (4 min), NVIDIA (4 min), Adobe (10 min), eBay (11 min), Apple (14 min), Netflix (14 min) Santa Clara University (3 min), Pay Pal Park (4 min), SJ Airport (7 min), Great America (10 min), 40 min to Santa Cruz beach and 10 minutes to downtown San Jose

Guest favorite

Guesthouse in Palo Alto

4.77 out of 5 average rating, 164 reviews

Sunnystay: Bright Garden Palo Alto Studio Cottage

Brand New Remodeled Updated Charming extremely well lit Independent Private Guest cottage with New Bed , Bedding, New Hardwood floors, Remodeled Private bath, Added new Full Kitchen, & Washer Dryer facility in a serene garden setting desirable Crescent Park Palo Alto. Guests have the entire cottage to themselves with a private patio. We have fully upgraded the cottage and addressed all issues from past listing of 3 years ago. Extremely serene and quiet environment, a dream for remote work.

Top guest favorite

Guesthouse in Boulder Creek

4.99 out of 5 average rating, 220 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.

Guest favorite

Home in Willow Glen

4.95 out of 5 average rating, 19 reviews

Casita in Heart of Willow Glen * Monthly Discount

This new casita in downtown Willow Glen has got unique style and the best location for fun and convenience. The restaurants and shops on Lincoln Avenue are just steps outside your door. The master suite has a walk in shower and a huge balcony with a fire pit overlooking downtown. Downstairs has a bedroom with its own entrance, a full bathroom and a great kitchen. There's a BBQ on the patio. Plenty of parking on the street, and in the lot behind the house. It’s a little paradise in Downtown.

Superhost

Home in Menlo Park

4.79 out of 5 average rating, 33 reviews

"Great Stay"3BDR Home Menlo Park

Enjoy a stylish experience at this centrally-located place. Close to FB, Stanford and SFO - Enjoy our cozy ranch home w/designer touches - super comfortable! - Centrally-located w/easy supermarket, restaurants, freeway access - Luxurious Queen size beds - Modern kitchen with all amenities + W/D - A/C for summer - Ample parking - Fast WiFi + HD TVs w/Roku! - All essentials provided Great for a staycation, as a work-from-home alternative or for families. Contact for long-term pricing!

Top guest favorite

Home in San Jose

4.97 out of 5 average rating, 31 reviews

Modern Cozy House | near Santa Clara | Mini Golf

Newly and fully renovated modern single-family house with 3 bedrooms and 2 full bathrooms. It is perfect for business travel or family vacation！ -Centrally located -Mins walk to Westfield Valley Fair and Santana Row. Lots of shops & great restaurants -Short drive to SJC, Downtown, and high-tech companies etc -Spectacular lighted backyard with ~900sqft mini golf -Free Parking -Full Kitchen -Workspace - in unit Washer&Dryer -Central heater and AC -Fiber WiFi 1000 mbps

Guest favorite

Tiny home in San Jose

4.94 out of 5 average rating, 34 reviews

Family Favorite: Mickey Dream Loft & TREE house

Discover a unique retreat perfect for families with kids (5+) or adventurous couples! ❤️ ✔ Cozy Loft Experience: Climb ladders to cozy lofts ✔ Magical treehouse in backyard. ✔ Modern Comforts: Fully Equipped Kitchen, spa-inspired bathroom on main floor, and flexible workspaces. ✔ Each loft has its own half bath (toilet & sink) ✔ High-Speed Wi-Fi ✔ Fenced Backyard – playground, BBQ, Fire pit, water fountain & beautiful outdoor sitting. 🌟 Discover More Below!

Guest favorite

Guesthouse in Morgan Hill

4.89 out of 5 average rating, 9 reviews

Peaceful Morgan Hill Guest House

If you're looking for a peaceful place to stay this is the best place, replace the sound of the city with the morning view of nature. Unique and stylish guest house located at the pair of owner-occupied. Equipped with high-end finishes! Located in the heart of Morgan Hill, you are minutes away from parks, trails, wineries, and the Gilroy premium outlets. Don’t be surprised to see deer, wild turkeys, and other wildlife. We hope you enjoy your stay!

Guest favorite

Apartment in Campbell

4.94 out of 5 average rating, 253 reviews

Victorian Experience Downtown Campbell King Bed

Light streams through the picture window, bathing the room in a golden glow. As you bask in the sun’s warm gift, the taste of morning's first cup of coffee kisses your lips, awakening your senses. You take a deep breath, feeling grateful to have found the perfect oasis—a thoughtfully designed retreat in the heart of downtown Campbell. Whether you’re here for work or relaxation, this space invites you to unwind and savor the moment.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Popular amenities for Cupertino places to stay

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Cupertino's top sights

Peet's Coffee96 locals recommend

Apple Infinite Loop86 locals recommend

Apple Park Visitor Center15 locals recommend

Starbucks71 locals recommend

Sprouts Farmers Market71 locals recommend

AMC Cupertino Square 1645 locals recommend

Other great vacation rentals in Cupertino

Superhost

Villa in East San Jose

4.82 out of 5 average rating, 236 reviews

Entire Villa - Retreat - Refresh - Relax

Guest favorite

Tiny home in La Honda

4.92 out of 5 average rating, 132 reviews

Delightful Tiny Home in the Redwoods !

Superhost

Cottage in Ben Lomond

4.94 out of 5 average rating, 139 reviews

Central Coast; Meadow, Hot Tub, Polite Pets Welcom

Guest favorite

Apartment in Menlo Park

4.97 out of 5 average rating, 147 reviews

Charming 2BR Apartment near tech Giants & Stanford

Guest favorite

Yurt in Los Gatos

4.97 out of 5 average rating, 343 reviews

Lotus Yurt in Vineyard Overlooking Monterey Bay

Superhost

Home in Boulder Creek

4.88 out of 5 average rating, 249 reviews

The Artists' Tree House

Guest favorite

Guesthouse in Felton

4.96 out of 5 average rating, 185 reviews

Redwood Cottage & Hot Tub

Top guest favorite

Guest suite in Menlo Park

4.88 out of 5 average rating, 262 reviews

Sunny, Quiet, Separate Studio in Private Home

Show all

Quick stats about vacation rentals in Cupertino

Total rentals
420 properties
Total number of reviews
12K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
230 properties have a dedicated workspace

Frequently Asked Questions

Where should I stay in Cupertino?
Make yourself at home in Cupertino by choosing from our most frequently booked neighborhoods. We have over 560 vacation rentals in Blue Hills, over 490 vacation rentals in Monta Vista, and over 560 vacation rentals in Brookview.
How much does it cost to stay in hotel rentals in Cupertino?
Experience the best of Cupertino with our hotel rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there guesthouse rentals with a dedicated workspace in Cupertino?
Yes! Work meets play with ease at over 10 guesthouse rentals in Cupertino featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for Apartment Rentals in Cupertino?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with self check-in, over 20 homes with a gym, over 80 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do guesthouse rentals in Cupertino have wifi?
Absolutely! We offer over 10 guesthouse rentals with wifi in Cupertino. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cupertino have self check-in?
Absolutely! We offer over 60 house rentals with self check-in in Cupertino. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Cupertino?
Four-legged friends are welcome in Cupertino. Choose from more than 20 house 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 apartment rentals in Cupertino have a bbq area?
Absolutely! We offer over 10 apartment 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 90 vacation homes with pools in Cupertino, available on Airbnb. Make a splash and soak up the sun in style!

Cupertino places to stay

Top-rated places to stay in Cupertino

Vacation rentals for every style

Popular amenities for Cupertino places to stay

Stay near Cupertino's top sights

Other great vacation rentals in Cupertino

Quick stats about vacation rentals in Cupertino

Total rentals

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with a pool

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore