Vacation rentals in Cupertino, CA

Best Vacation rentals and Airbnb offers in Cupertino, CA

Queen studio, sleeps 2 people

Guest House, Cupertino

Queen studio, sleeps 2 people is a guest house in Cupertino, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Queen studio, sleeps 2 people

Queen studio, sleeps 2 people is a guest house in Cupertino, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $985.

From$105/night

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San Jose Suite w/ Patio: 6 Mi to Levi’s Stadium!

Apartment, Cupertino

San Jose Suite w/ Patio: 6 Mi to Levi’s Stadium! is a apartment in Cupertino, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About San Jose Suite w/ Patio: 6 Mi to Levi’s Stadium!

San Jose Suite w/ Patio: 6 Mi to Levi’s Stadium! is a apartment in Cupertino, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,339.

From$108/night

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Spacious Mountain View 1B/1B In-law Suite

Apartment, Cupertino

Spacious Mountain View 1B/1B In-law Suite is a apartment in Cupertino, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Spacious Mountain View 1B/1B In-law Suite

Spacious Mountain View 1B/1B In-law Suite is a apartment in Cupertino, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,158.

From$129/night

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Private In-Law Suite with Kitchenette in Sunnyvale next to Park

Holiday Home, Cupertino

Private In-Law Suite with Kitchenette in Sunnyvale next to Park is a holiday home in Cupertino, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Private In-Law Suite with Kitchenette in Sunnyvale next to Park

Private In-Law Suite with Kitchenette in Sunnyvale next to Park is a holiday home in Cupertino, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,183.

From$143/night

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Browse Vacation Rentals with a Pool in Cupertino, CA

Add a pool to the search when you want an easy place to cool off between outings.

Visit Winchester Mystery House! Available Free Shuttle to San Jose Airport!

Apartment, Cupertino

Visit Winchester Mystery House! Available Free Shuttle to San Jose Airport! is a apartment in Cupertino, with pool access. This stay gives travelers a comfortable base for exploring the…

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About Visit Winchester Mystery House! Available Free Shuttle to San Jose Airport!

Visit Winchester Mystery House! Available Free Shuttle to San Jose Airport! is a apartment in Cupertino, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,249.

From$142/night

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Modern little poolside house By Downtown Mountain View!

Holiday Home, Cupertino

Modern little poolside house By Downtown Mountain View! is a holiday home in Cupertino, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Modern little poolside house By Downtown Mountain View!

Modern little poolside house By Downtown Mountain View! is a holiday home in Cupertino, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,379.

From$147/night

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Cozy guest suite in Los Gatos - Beach in 30 min!

Holiday Home, Cupertino

Cozy guest suite in Los Gatos - Beach in 30 min! is a holiday home in Cupertino, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base…

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About Cozy guest suite in Los Gatos - Beach in 30 min!

Cozy guest suite in Los Gatos - Beach in 30 min! is a holiday home in Cupertino, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,440.

From$186/night

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Free Breakfast. Free Shuttle. Outdoor Pool & Hot Tub. Studio Near Downtown San Jose.

Apartment, Cupertino

Free Breakfast. Free Shuttle. Outdoor Pool & Hot Tub. Studio Near Downtown San Jose. is a apartment in Cupertino, with pet-friendly space, pool access, and kitchen access. This stay gives…

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About Free Breakfast. Free Shuttle. Outdoor Pool & Hot Tub. Studio Near Downtown San Jose.

Free Breakfast. Free Shuttle. Outdoor Pool & Hot Tub. Studio Near Downtown San Jose. is a apartment in Cupertino, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,917.

From$219/night

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Best Cupertino, CA vacation rentals with parking

Find vacation rentals that make arriving by car easier.

@ Marbella Lane - MiniGuest House 11-Min to Levi's

Holiday Home, Cupertino

@ Marbella Lane - MiniGuest House 11-Min to Levi's is a holiday home in Cupertino, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About @ Marbella Lane - MiniGuest House 11-Min to Levi's

@ Marbella Lane - MiniGuest House 11-Min to Levi's is a holiday home in Cupertino, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $711.

From$58/night

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Molivu Homes Studio: KingBed, Kitchen, W/D, Yard

Holiday Home, Cupertino

Molivu Homes Studio: KingBed, Kitchen, W/D, Yard is a holiday home in Cupertino, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Molivu Homes Studio: KingBed, Kitchen, W/D, Yard

Molivu Homes Studio: KingBed, Kitchen, W/D, Yard is a holiday home in Cupertino, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,220.

From$142/night

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Upscale Bay Area themed place near Santana Row

Apartment, Cupertino

Upscale Bay Area themed place near Santana Row is a apartment in Cupertino, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Upscale Bay Area themed place near Santana Row

Upscale Bay Area themed place near Santana Row is a apartment in Cupertino, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,623.

From$183/night

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Boutique 1BR Private Unit with AC, Silicon Valley, 5 min Santana Row, fast WiFi

Holiday Home, Cupertino

Boutique 1BR Private Unit with AC, Silicon Valley, 5 min Santana Row, fast WiFi is a holiday home in Cupertino, with parking and room for a group. This stay gives travelers a comfortable…

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About Boutique 1BR Private Unit with AC, Silicon Valley, 5 min Santana Row, fast WiFi

Boutique 1BR Private Unit with AC, Silicon Valley, 5 min Santana Row, fast WiFi is a holiday home in Cupertino, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, free parking, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,693.

From$191/night

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Best Pet-Friendly Vacation Rentals in Cupertino, CA

Bring your pet along with stays that welcome four-legged travelers.

Posh place near Santana Row for vacation/business

Apartment, Cupertino

Posh place near Santana Row for vacation/business is a apartment in Cupertino, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Posh place near Santana Row for vacation/business

Posh place near Santana Row for vacation/business is a apartment in Cupertino, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,533.

From$172/night

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Luxury stay near Santana Row for vacation/business

Apartment, Cupertino

Luxury stay near Santana Row for vacation/business is a apartment in Cupertino, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Luxury stay near Santana Row for vacation/business

Luxury stay near Santana Row for vacation/business is a apartment in Cupertino, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,663.

From$199/night

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Posh home near Santana Row for vacation/business

Apartment, Cupertino

Posh home near Santana Row for vacation/business is a apartment in Cupertino, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Posh home near Santana Row for vacation/business

Posh home near Santana Row for vacation/business is a apartment in Cupertino, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,663.

From$199/night

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🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley

Apartment, Cupertino

🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley is a apartment in Cupertino, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a…

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About 🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley

🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley is a apartment in Cupertino, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,988.

From$210/night

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Best Cupertino, CA vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

@ Marbella Lane - 2BR Home LwrLvl 11-Min to Levi's

Apartment, Cupertino

@ Marbella Lane - 2BR Home LwrLvl 11-Min to Levi's is a apartment in Cupertino, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About @ Marbella Lane - 2BR Home LwrLvl 11-Min to Levi's

@ Marbella Lane - 2BR Home LwrLvl 11-Min to Levi's is a apartment in Cupertino, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,262.

From$114/night

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@ Marbella Lane - 2BR LwrLvl Home 11-Min to Levi's

Holiday Home, Cupertino

@ Marbella Lane - 2BR LwrLvl Home 11-Min to Levi's is a holiday home in Cupertino, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About @ Marbella Lane - 2BR LwrLvl Home 11-Min to Levi's

@ Marbella Lane - 2BR LwrLvl Home 11-Min to Levi's is a holiday home in Cupertino, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,269.

From$114/night

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Bright modern home near Santana Row, Apple

Holiday Home, Cupertino

Bright modern home near Santana Row, Apple is a holiday home in Cupertino, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Bright modern home near Santana Row, Apple

Bright modern home near Santana Row, Apple is a holiday home in Cupertino, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,162.

From$237/night

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Great Stay in San Jose

B & B, Cupertino

Great Stay in San Jose is a b & b in Cupertino, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Great Stay in San Jose

Great Stay in San Jose is a b & b in Cupertino, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $862.

From$93/night

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Our Favorite Family-Friendly Vacation Rentals in Cupertino, CA

Plan a trip with stays that give families more room to spread out.

Willow Glen Getaway - Charming cottage with WiFi and Hot-tub

Cottage, Cupertino

Willow Glen Getaway - Charming cottage with WiFi and Hot-tub is a cottage in Cupertino, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Willow Glen Getaway - Charming cottage with WiFi and Hot-tub

Willow Glen Getaway - Charming cottage with WiFi and Hot-tub is a cottage in Cupertino, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,098.

From$117/night

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SJ Downtown Private Guess House with Gated Parking Room7

Cottage, Cupertino

SJ Downtown Private Guess House with Gated Parking Room7 is a cottage in Cupertino, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About SJ Downtown Private Guess House with Gated Parking Room7

SJ Downtown Private Guess House with Gated Parking Room7 is a cottage in Cupertino, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,356.

From$150/night

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Guesthouse with firepit near Stanford FB GOOG

Holiday Home, Cupertino

Guesthouse with firepit near Stanford FB GOOG is a holiday home in Cupertino, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Guesthouse with firepit near Stanford FB GOOG

Guesthouse with firepit near Stanford FB GOOG is a holiday home in Cupertino, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, heating, family friendly, kids playground, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,271.

From$156/night

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Business/Family Retreat Near Levi's Stadium!

Holiday Home, Cupertino

Business/Family Retreat Near Levi's Stadium! is a holiday home in Cupertino, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Business/Family Retreat Near Levi's Stadium!

Business/Family Retreat Near Levi's Stadium! is a holiday home in Cupertino, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,951.

From$164/night

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