Vacation Rentals By Owner In Cupertino, CA

Discover this stunning and ideally situated Cupertino residence, just moments away from the vibrant City Center, Apple headquarters, and the Public Library.brbrThis expansive single-story home with 3 bedrooms and 2.5 bathrooms, it offers ample room for all your needs. Stay connected with high-speed Wi-Fi that blankets the entire house. Prepare gourmet meals in the fully equipped, generously sized kitchen, and unwind in the large family room or elegant living room. Need to focus on work You'll find three dedicated workspaces thoughtfully placed throughout the house.brbrFree Library at home - enjoy the books during your stay and take a couple with you.brbrStep outside, and you'll find yourself within walking distance of several restaurants and grocery stores, including the convenience of Trader Joe's and Safeway. Plus, the backyard is adorned with fruitful trees, offering seasonal delights for your enjoyment. And when it's time to freshen up, make use of the well-appointed laundry room, featuring newer washer and dryer units and cleaning supplies.brbrThere is a portable Playard/Crib for infants/babies. Several toys, board games, and books for kids.brbrEmbrace comfort year-round with central heating and air conditioning, ensuring your stay is as pleasant as it is convenient. Your dream Cupertino getaway awaits!brbrWithin driving distance to beautiful attractions of the San Francisco Bay Area, easy access to Hwys 85 and 280. brbrNo Events or Parties please!!brbrOther things to notebrbrHelp us remain ecco friendly:brTurn off the outside light before going to bed.brTurn off thermostat when leaving the room.brBe conscious of water use. California is still in a drought stage.

Charming Cupertino Retreat: Spacious Home near Apple HQ, Dining and Shopping!

Cupertino, California, United States

Bed

Bath

Sleeps

$211.08

Located near Apple and walking distance to restaurants, supermarkets, coffee shops and Cupertino's Main Street shopping center, this brand new one bedroom suite is cute and modern. It has a separate entrance with smart lock , two XL twin size beds, a wet bar, a small desk/chair for laptop/writing, bathroom with electronic bidet seat toilet. New hardwood floor throughout. brbrEV charger is available by request (fee apply), There is a concrete table with three benches and umbrella outside the cottage.

Cottage

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Cupertino, California, United States

Bed

Bath

Sleeps

$4405.22

About this spacebrSet in the Santa Cruz Mountain Foothills, one mile below the world famous Ridge Vineyards, this luxurious vineyard villa is decorated with soaring mountain views, lush greenery, and mature trees. The lagoon-style pool feels like a truly private oasis, and the kids will love playing under the waterfalls and on the slide. For dinner, dine alfresco and enjoy the sunset on one of the many decks.brThe spacebrBEDROOM & BATHROOMbrbrBedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Walk-in closet, Mountain viewbrBedroom 2: 2 Twin size beds, Shared access to hallway bathrooms, Stand-alone shower & bathtubbrBedroom 3: Double size bed, Shared access to hallway bathroom, Stand-alone showerbrBedroom 4: Queen size bed, Shared access to hallway bathroom, Stand-alone shower & bathtubbrBedroom 5: Queen size bed,Shared access to one of two hallway bathrooms, Stand-alone shower, TelevisionbrBedroom 6: Queen size bed, access to lower floor bathroom, Stand-alone showerbrbrFEATURES & AMENITIESbrbr• More under “What this place offers” belowbrGuest accessbrThis is a whole house rental. Access to the outdoor spaces is private for your use. There is over 5,000 sq ft of outdoor space spread over multiple decks, an outdoor room with a grill and half bath, and of course the pool area!

Montebello Views

Cupertino, California, United States

6

Bed

Bath

15

Sleeps

$189.33

This cozy private 3-bedroom fully furnished spacious home is perfect for a single-family, it is in a Single Family House ADU, the light easily comes through the window. The kitchen is fully equipped. The location is central with easy access to everywhere in the Bay Area, with lots of local amenities.

Cozy Entire 3BR Home/Free Parking/Fast WiFi/Family

Cupertino, California, United States

Bed

Bath

Sleeps

$680.96

Welcome to Portal House & Portal Courtyard: a serene retreat in the heart of Silicon Valley.brbrTucked in a quiet neighborhood, this resort-style escape is minutes from Apple campuses and walkable to shops, cafés and bus stations. Perfect for work, exploring, or a restful staycation.brbrElegant, peaceful, and rich in character:brbr• Asian-themed loft with tatami mat, tea station & 65 TVbr• Towering bookcases & hardwood floors br• Stylish Fire pit & tranquil courtyardbr• 1Gbps internetbrbrThis beautifully upgraded house includes three bedrooms and two baths. Downstairs has two bedrooms with a king size bed in one room , a queen size bed in the other room and a shared bathroom. Upstair loft bedroom suite has its own door and lock for privacy. The loft offers a queen size bed, private bathroom, 50 TV, surround sound, tea station and a double sized tatami bed. In addition to central heating, the house is one of the few in the area that has central a/c throughout. Smart house features include high speed wifi, smart door lock, Ring cameras at the front and side entrances as well as Nest Thermostat for automatic temperature control. brbrBackyard has a spacious wood deck with beautiful five-piece rust-proof cast aluminum frame outdoor dining set and a stainless steel BBQ set. Beautiful propane burning fire pit flame provides soothing warmth, gentle lighting, and a centerpiece for outdoor or backyard evenings worth remembering. Beyond the wooden deck is lush green grass and assorted flowers.

Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths

Cupertino, California, United States

Bed

Bath

8

Sleeps

$114.05

A great space in Cupertino a short walk from stores and restaurants and several parks nearby. Easy access to 280 for trips elsewhere . Outside patio is quiet and blissful. BBQ grill is available (charcoal provided but you provide the burgers). Also kitchen for cooking, washer and dryer if needed. Good wifi or ethernet for internet access. Queen size sleigh bed with microfiber sheets and organic cotton allergy defense pillows. Many high tech companies nearby. Coffee and tea at anytime.

The heart of Silicon Valley

Cupertino, California, United States

Bed

Bath

Sleeps

$224.38

Stay in comfort and style just minutes from the best of Silicon Valley! Our newly renovated, private 2-bedroom ADU is perfectly located—only 6 minutes to Apple Park, 10 minutes to Kaiser Medical Center, 12 minutes to Santana Row, and 17 minutes to Stanford University.brbrThe stylish space features its own kitchen and bathroom, providing complete privacy and everything you need for a relaxing stay. This secondary unit is attached to the main house but has a separate entrance for your convenience.brbrBright and thoughtfully designed, the unit includes essential amenities like AC, a washer & dryer, and a workspace with a monitor and HDMI connection—ideal for remote work or study.brbrWhether you're here for business, healthcare visits, or exploring the Bay Area, you'll love the convenience and comfort of this home away from home.brbrSet in a quiet, residential neighborhood, yet just minutes from grocery stores, top supermarkets, and popular shopping malls, this property puts everything within easy reach. Centrally positioned in the heart of Silicon Valley’s South Bay, you'll enjoy effortless access to major tech hubs, dining, entertainment, and more—making this the ideal home base for both work and leisure.brbrFEATURESbr* 50' Smart TV br* SmartLock Entrybr* HDMI cord (MacBook converter not provided)br* Shared Large Backyardbr* Washer and Dryerbr* Hairdryerbr* Iron for clothesbr* Shampoo and Conditioner ProvidedbrbrbrTHINGS TO NOTEbr*ParkingbrAmple street parking is available right in front of the home, located on a safe and peaceful street. You'll have no trouble finding a convenient spot during your stay!brbr*House RulesbrBefore submitting your booking request, please take a moment to review the house rules and full listing description. This helps ensure you're fully informed and aligned with the expectations for both the home and your stay, creating a smooth and enjoyable experience for everyone.brbr*Safety & CleanlinessbrYour health and comfort are our top priorities. This home is professionally cleaned and sanitized using trusted disinfectants like Lysol and Clorox to ensure a safe, hygienic environment for every guest. For added security, exterior cameras monitor only the outside of the property.

Stylish 2-Bedroom ADU in Heart of Silicon Valley with AC

Cupertino, California, United States

Bed

Bath

Sleeps

$965.45

Easily accessible to nearby cities including Sunnyvale, Mountain View & San JosebrbrThis listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.brbr✦ Each room is 559 sq. ft, equipped with complimentary toiletries, standard quality TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool is available, opened from 7:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $300 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are welcome with an additional charge of $35.00 (per pet per night). Please see house rulesbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

Indulge in Home Like Comfort! 3 Pleasant Units, Free Parking, Onsite Pool

Cupertino, California, United States

Bed

Bath

Sleeps

$643.97

Easily accessible to nearby cities including Sunnyvale, Mountain View & San JosebrbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 559 sq. ft, equipped with complimentary toiletries, standard quality TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool is available, opened from 7:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $200 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are welcome with an additional charge of $35.00 (per pet per night). Please see house rulesbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

Best Value, Quality Stay! 2 Comfortable Units, Free Parking, Near Franco Park

Cupertino, California, United States

Bed

Bath

8

Sleeps

$965.45

Easily accessible to nearby cities including Sunnyvale, Mountain View & San JosebrbrThis listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.brbr✦ Each room is 559 sq. ft, equipped with complimentary toiletries, standard quality TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool is available, opened from 7:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $300 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are welcome with an additional charge of $35.00 (per pet per night). Please see house rulesbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

Indulge in Home Like Comfort! 3 Pleasant Units, Free Parking, Onsite Pool

Cupertino, California, United States

Bed

Bath

12

Sleeps

$1283.53

Easily accessible to nearby cities including Sunnyvale, Mountain View & San JosebrbrThis listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.brbr✦ Each room is 559 sq. ft, equipped with complimentary toiletries, standard quality TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool is available, opened from 7:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $400 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are welcome with an additional charge of $35.00 (per pet per night). Please see house rulesbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

Conveniently Located To Excellent Transportation! 4 Spacious Units, Free Parking

Cupertino, California, United States

Bed

Bath

16

Sleeps

$965.45

Easily accessible to nearby cities including Sunnyvale, Mountain View & San JosebrbrThis listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.brbr✦ Each room is 559 sq. ft, equipped with complimentary toiletries, standard quality TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool is available, opened from 7:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $300 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are welcome with an additional charge of $35.00 (per pet per night). Please see house rulesbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

Indulge in Home Like Comfort! 3 Pleasant Units, Free Parking, Onsite Pool

Cupertino, California, United States

Bed

Bath

12

Sleeps

$201.21

Easily accessible to nearby cities including Sunnyvale, Mountain View & San JosebrbrThis listing is for a room within a hotel.brbr✦ Your room is 301 sq. ft, equipped with complimentary toiletries, standard quality TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool is available, opened from 7:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are welcome with an additional charge of $35.00 (per pet per night). Please see house rulesbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

Enjoy a Hassle-free Stay! Free Parking, Onsite Pool, Minutes to Franco Park

Cupertino, California, United States

Bed

Bath

Sleeps

$321.48

Easily accessible to nearby cities including Sunnyvale, Mountain View & San JosebrbrThis listing is for a room within a hotel.brbr✦ Your room is 559 sq. ft, equipped with complimentary toiletries, standard quality TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool is available, opened from 7:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are welcome with an additional charge of $35.00 (per pet per night). Please see house rulesbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

Your Home Away From Home! Free Parking, Pool, Short Walk to Franco Park

Cupertino, California, United States

Bed

Bath

Sleeps

$236.01

Easily accessible to nearby cities including Sunnyvale, Mountain View & San JosebrbrThis listing is for a room within a hotel.brbr✦ Your room is 419 sq. ft, equipped with complimentary toiletries, standard quality TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool is available, opened from 7:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are welcome with an additional charge of $35.00 (per pet per night). Please see house rulesbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

Ideal Mix of Comfort and Value! Free Parking and Breakfast, Onsite Pool

Cupertino, California, United States

Bed

Bath

Sleeps

$237.14

Easily accessible to nearby cities including Sunnyvale, Mountain View & San JosebrbrThis listing is for a room within a hotel.brbr✦ Your room is 505 sq. ft, equipped with complimentary toiletries, standard quality TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool is available, opened from 7:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are welcome with an additional charge of $35.00 (per pet per night). Please see house rulesbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

Comfortable Countryside Stay! Free Parking and Breakfast, Onsite Pool

Cupertino, California, United States

Bed

Bath

Sleeps

$1456.0

Your home away from home in Cupertino with 4 bedrooms. This fabulous house offers plenty of space for guests to relax and unwind. Enjoy a comfortable king bed, two queen beds, and a full bed, perfect for families or groups. The house stays cozy with heating and cool with AC, making every season enjoyable. Guests can freshen up easily with two bathrooms and find convenience with thoughtful touches like a hair dryer and iron. Whether you’re here to rest or explore, this brilliant space welcomes you with open arms. We look forward to hosting you at our place.

Premium short-term lodging sanctuary and private residence in Cupertino

Cupertino, California, United States

Bed

Bath

12

Sleeps

$207.86

Easily accessible to nearby cities including Sunnyvale, Mountain View & San JosebrbrThis listing is for a room within a hotel.brbr✦ Your room is 301 sq. ft, equipped with complimentary toiletries, standard quality TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool is available, opened from 7:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are welcome with an additional charge of $35.00 (per pet per night). Please see house rulesbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

2 Queen Beds, Pool, Free Breakfast, Minutes To The Tech Museum of Innovation!

Cupertino, California, United States

Bed

Bath

Sleeps

$237.14

Easily accessible to nearby cities including Sunnyvale, Mountain View & San JosebrbrThis listing is for a room within a hotel.brbr✦ Your room is 505 sq. ft, equipped with complimentary toiletries, standard quality TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool is available, opened from 7:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are welcome with an additional charge of $35.00 (per pet per night). Please see house rulesbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

Cupertino Hotel, Fireplace Parlor King, Free Breakfast, Onsite Pool!

Cupertino, California, United States

Bed

Bath