Home Vacation Rentals By Owner In Cupertino, CA

Showing 20 Of 41 Vacation Rentals
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Exceptional(46)

$127.99

/ Nightly
Guest House

Private Cottage in Cupertino

Cupertino, California, United States

Unique cottage nestled in our lovely garden, located on the same property as our main house but detached. The master suite boasts a comfortable Queen bed and work station, while the upstairs loft has a full and twin bed and excellent natural lighting through two skylights(please note that there is no door separating the loft upstairs and bedroom downstairs). We have additional floor mattresses which can be used to accommodate additional guests. Feel at home with a fully equipped kitchen and breakfast nook to enjoy your meals. We provide kitchen essentials (spices, coffee, tea, etc.) as well as silverware and kitchen utensils. The cottage is surrounded by a beautiful French garden, spend your spare time relaxing outside or watch a movie on the 65 inch TV. Someone is usually home in case you need anything or have any questions, we're more than happy to help.brbrLocated in the heart of the Silicon Valley, this is a peaceful oasis amongst the hustle and bustle of the Bay Area. We are 5 minutes from Apple HQ, 10 minutes from (SENSITIVE CONTENTS HIDDEN) and 20 minutes from (SENSITIVE CONTENTS HIDDEN). Levi's Stadium is 15 minutes by car with easy public transportation options to get you there. Downtown San Jose is 20 minutes and San Francisco is 40 minutes (without traffic). Walking distance to Grocery Store (Trader Joe's), Starbucks, Bank and RiteAid (Pharmacy).
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Sleep 4

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Exceptional(24)

$459.2

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Private Vacation Home

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

Cupertino, California, United States

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.
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Bath 2

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Sleep 8

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Exceptional(7)

$680.96

/ Nightly
Private Vacation Home

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

Cupertino, California, United States

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.
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Bath 2

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Sleep 8

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$224.38

/ Nightly
Private Vacation Home

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

Cupertino, California, United States

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.
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$965.45

/ Nightly
Hotel

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

Cupertino, California, United States

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.
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Bath 3

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Sleep 12

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Exceptional(1)

$643.97

/ Nightly
Hotel

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

Cupertino, California, United States

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.
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Bath 2

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Sleep 8

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$965.45

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

Cupertino, California, United States

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.
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Bath 3

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Sleep 12

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$1283.53

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

Cupertino, California, United States

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.
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Bath 4

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Sleep 16

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$965.45

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

Cupertino, California, United States

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.
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Bath 3

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Sleep 12

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$201.21

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

Cupertino, California, United States

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.
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Bath 1

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Sleep 2

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Exceptional(3)

$321.48

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

Cupertino, California, United States

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.
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Bath 1

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Sleep 4

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Exceptional(1)

$236.01

/ Nightly
Hotel

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

Cupertino, California, United States

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.
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Bath 1

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Sleep 2

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$237.14

/ Nightly
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Comfortable Countryside Stay! Free Parking and Breakfast, Onsite Pool

Cupertino, California, United States

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.
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Bath 1

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Sleep 2

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$207.86

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

Cupertino, California, United States

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.
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Bath 1

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Sleep 4

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Exceptional(1)

$237.14

/ Nightly
Hotel

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

Cupertino, California, United States

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.
Bed 1

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Bath 1

Bath

Sleep 2

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Home Most popular vacation rentals in Cupertino