Holiday rentals in Cupertino

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Top-rated holiday rentals in Cupertino

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Home in Sunnyvale

4.97 out of 5 average rating, 273 reviews

Comfortable, Modern, Bright w/Patio

A completely separate private guest suite in a beautiful house, furnished with love and all the amenities you'd need. Also, super walkable & safe location, fast wifi, comfy beds, friendly experienced hosts ready to help you with whatever you need. Look forward to soaking in the sun on the patio, and enjoying the park across the street. It's a 10min walk to the great bars & restaurants downtown SV, or to the Caltrain station for a hassle-free trip to SF or SJ. We love living here and so will you!

23–30 Apr

$171 SGD per night
Guest favourite

Guest house in Santa Clara

4.91 out of 5 average rating, 104 reviews

Entire guesthouse Santa Clara smart lock entrance.

New remodeled clean and cozy guesthouse in a prime location of Silicon Valley. You will be close to everything when you stay here. Minutes drive to the best Bay Area shopping and dining experiences Santana row and Westfield Valley Fair. Nividia 7min. drive, Apple Park 11 min. drive, Google headquarters Mountain View 15min. Sap center, Levi’s Stadium, and Great America are all nearby. Walk to shops, restaurants and Target shopping center. A close 10 minute drive to San Jose International Airport.

17–24 Jan

$145 SGD per night
Guest favourite

Guest suite in Santa Clara

4.92 out of 5 average rating, 122 reviews

Brand New! Guest House - Modern Stylish & Central

Silicon Valley life at its best! A newly built spacious guest unit (studio 400+ sqft), 11' extra high ceiling, private entrance, dazzling kitchen, new appliances, 55" 4K TV, washer/dryer, spa-like bathroom, double vanity, high-tech-toilet, hardwood floor, softener treated water, 100% organic cotton linens. Single-family neighborhood is quiet, safe and convenient, close to Apple Park (1.6 miles), Valley Fair/Santana Row(2.2 miles), Kaiser/Valley Med/O'Conner hospitals, easy access to freeway.

20–27 May

$205 SGD per night

Popular amenities for Cupertino holiday rentals

Stay near Cupertino's top sights

Apple Park26 locals recommend
Cupertino Village25 locals recommend
Main Street Cupertino21 locals recommend
99 Ranch Market28 locals recommend
Trader Joe's99 locals recommend
Lazy Dog Restaurant & Bar40 locals recommend

Other great holiday rentals in Cupertino

Guest favourite

Guest suite in Sunnyvale

4.92 out of 5 average rating, 157 reviews

Luxurious Private Suite in Heart of Silicon Valley

27 Nov – 4 Dec

$139 SGD per night
Guest favourite

Home in Cupertino

4.94 out of 5 average rating, 209 reviews

Newly rebuilt ultra clean designer home

28 Jul – 4 Aug

$365 SGD per night
Superhost

Guest suite in Cupertino

4.82 out of 5 average rating, 220 reviews

Luxury 2 Room Private Bunglow - Executive Suite

22–29 Oct

$306 SGD per night
Guest favourite

Guest suite in Santa Clara

4.89 out of 5 average rating, 180 reviews

Fully Equipped Guest Suite

6–13 Apr

$128 SGD per night
Guest favourite

Guest house in Mountain View

4.96 out of 5 average rating, 260 reviews

Private studio in downtown

1–8 Apr

$178 SGD per night
Guest favourite

Guest suite in Sunnyvale

4.97 out of 5 average rating, 144 reviews

Entire Guest Suite, Entrance@ House of Chauncey

12–19 May

$182 SGD per night
Guest favourite

Guest house in San Jose

4.98 out of 5 average rating, 243 reviews

Private cottage in the heart of Silicon Valley

19–26 Apr

$220 SGD per night
Guest favourite

Home in San Jose

4.9 out of 5 average rating, 436 reviews

Cosy private place in midtown San Jose

30 Jul – 6 Aug

$170 SGD per night
Guest favourite

Home in Cupertino

5.0 out of 5 average rating, 21 reviews

Cupertino Private Entry Master Room In-Suite Bath

10–17 May

$134 SGD per night
Guest favourite

Guest house in Cupertino

4.94 out of 5 average rating, 80 reviews

Guesthouse with kitchen,bath and laundry

21–28 Jan

$198 SGD per night
Guest favourite

Guest house in Santa Clara

4.93 out of 5 average rating, 42 reviews

Cosy Guesthouse Minutes to Apple in Santa Clara

1–8 Sep

$184 SGD per night
Guest favourite

Flat in Cupertino

4.96 out of 5 average rating, 79 reviews

(2) Private and clean aprtment in Cupertino

2–9 Mar

$164 SGD per night

Quick stats about holiday rentals in Cupertino

Total rentals

460 properties

Rentals with dedicated workspaces

250 properties have a dedicated workspace

Rentals with a pool

110 properties have a pool

Pet-friendly rentals

90 properties allow pets

Family-friendly rentals

150 properties are a good fit for families

Total number of reviews

11K reviews

Destinations to explore