Holiday houses in Cupertino

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Top-rated holiday rentals in Cupertino

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

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Superhost

Home in San Jose

4.86 out of 5 average rating, 177 reviews

Modern House near Apple Park

Welcome to your perfect home away from home! This modern, clean, and peaceful 2-bedroom, 1-bathroom unit features cozy queen-size beds, ideal for a restful stay. Located in an upscale neighborhood, it’s just a 5-minute drive to Apple HQ and shopping centers and a 7-minute walk to supermarkets and a variety of international restaurants. The spacious unit includes a stylish family room, a modern kitchen, and a contemporary bathroom, designed for your comfort and enjoyment.(San Jose/Cupertino area)

Superhost

Guesthouse in Cupertino

4.96 out of 5 average rating, 140 reviews

Private Cottage in Cupertino

Conveniently located near Los Altos/Sunnyvale border. Peaceful backyard home with privacy in the heart of Silicon Valley. 1 full Bedroom with queen bed and a loft upstairs w/ 2 beds (note there is no door between the downstair bedroom and loft). Full Kitchen, Living Room & Bathroom with shower (no tub). Private deck. COVID-19 update: to protect guests and our cleaning lady - unit is unoccupied 48 hours between guests. We are also limiting access to washer/dryer located in main house garage

Guest favourite

Guesthouse in Sunnyvale

5 out of 5 average rating, 12 reviews

Private Studio Workspace Walk to Apple Park/Kaiser

Discover the perfect blend of comfort and convenience in this beautifully renovated studio suite, in the heart of Silicon Valley. This spacious suite can be accessed by a private entrance. You will have the entire private studio, which is not shared with the main house. ★ Spacious 1B1B with kitchenette. Private air conditioner, washer, dryer ★ Private suite on 2nd floor ★ 10 min walk distance to Apple Park, Kaiser, restaurants, and grocery ★ Quite and safe neighborhood ↓Learn more below↓

Guest favourite

Guesthouse in San Jose

4.9 out of 5 average rating, 59 reviews

Entire Guesthouse,King Bed in San Jose

Kick back and relax in this calm, stylish space. Whether you're here for a business trip, traveling for pleasure, visiting your friends/relatives, or looking for a short term rental, our fully furnished unit can offer everything you need! Brand-new quiet studio home centrally located. Light and airy with in unit dedicated work-space, washer/ dryer, stove, refrigerator, king bed, microwave with convection oven. Friendly, quiet neighborhood . Everything you need from a home away from home.

Guest favourite

Home in Cupertino

4.95 out of 5 average rating, 290 reviews

Newly rebuilt ultra clean designer home

Newly renovated ultra clean designer home in duplex minutes from Apple campus. Highly walkable, the entire home has been recently rebuilt from the studs with new top of the line designer furnishings, kitchen essentials, appliances, and toiletries. **www.accesscupertino.com** for 3d tour of interior and videos. Disney+, Hulu, Cable TV, and Nespresso coffee included during stay with ultra-fast internet up to 500mbps. 5 min to Whole Foods 12 min to Apple Park 20 min to Stanford

Top Guest favourite

Home in San Jose

5 out of 5 average rating, 147 reviews

High end home in Silicon Valley, Non-Smokers only

This is a 1 BR/1 BA fully furnished attached house with its own paved private entry way, completely separate from the main house. This is the perfect home away from home while you are relocating, on extended assignment, or on vacation in Silicon Valley. Located in a highly desirable West San Jose residential neighborhood but within 5-minute walking distance to Westgate Mall, Grocery stores, Restaurants, Eateries and Movie Theaters. Street parking available in front of the house.

Guest favourite

Guesthouse in Saratoga

4.85 out of 5 average rating, 13 reviews

Modern Guesthouse With Amenities

Welcome to our cozy, modern guesthouse in the heart of Saratoga! This private retreat features a fully equipped kitchen with a fridge, freezer, microwave, and stovetop, perfect for all your cooking needs. Enjoy high-speed Wi-Fi, a comfortable bed, and a private bathroom with a shower. The space also includes a dedicated workspace, and a private entrance for your convenience. Located in a quiet neighborhood, it’s ideal for both work and relaxation. Book your stay today!

Guest favourite

Guest suite in Sunnyvale

4.96 out of 5 average rating, 111 reviews

Private Entrance and Walking to Apple Park

Nicely remodeled designer private studio unit. High speed internet 1200 Mbps and 4K Roku-enabled TV Separate external key-code entrance. Separate heating and air conditioning control, handheld remote. Desk area. Spotless attached bathroom. Cathedral wooden ceiling. Super comfortable queen bed, comforter, padded headboard. Zoned, dimmable lighting. Small kitchenette area with counter, microwave, refrigerator, sink, utensils. Friendly, responsive hosts.

Guest favourite

Guest suite in Cupertino

4.95 out of 5 average rating, 435 reviews

Modern Suite in Cupertino

Nice quiet location. Bright, tranquil, and comfortable unit in a private house with a separate entrance and private yard. Unit consists of one bedroom, one bathroom, and a kitchen and living area. House is within walking distance of Cupertino Library, De Anza College, and top Cupertino schools. Very close to nearby Silicon Valley high-tech companies. Prime Bay Area location with high accessibility to public transporation, eateries, and entertainment.

Top Guest favourite

Train in Cupertino

4.93 out of 5 average rating, 419 reviews

Caboose in the redwoods just outside of Cupertino

This rustic caboose is just 10 minutes from Cupertino and downtown Saratoga, perfect for both business travelers, outdoor adventurers, and everything in between. There are lots of nearby hiking and biking trails, as well as other exciting outdoor activities. Being so close to Silicon Valley, yet feeling so far from it all is a truly unique experience unlike anywhere else. Pets generally ok. Check with hosts. Pets must not be left alone.

Guest favourite

Home in Cupertino

4.94 out of 5 average rating, 275 reviews

2BR House + Patio + Office near Apple and Main St.

Spacious 2BR + private office in a quiet, walkable neighborhood. 600+ Mbps fiber Wi-Fi, two private parking spots, and a fully stocked kitchen. Just a 3-minute walk to 6 restaurants, 7-minute walk to Cupertino Main Street, and 2-minute drive to Hwy 280 and Lawrence Expressway. Includes two queen beds, smart TVs with streaming, and a backyard garden patio. Perfect for remote work or a comfortable Bay Area stay.

Top Guest favourite

Home in Saratoga

5 out of 5 average rating, 13 reviews

BRAND NEW construction home waiting for you

OMG ! BRAND NEW CONSTRUCTION home is waiting for you. it has 10foot high ceiling to double your sense of space. All furniture, appliances, and almost everything are brand new. The property is located in a quiet, safe and beautiful neighborhood, 5 minutes walk to the park, 5 minutes drive to department stores, restaurants, gym and other shopping centers. 10 minutes drive to Apple HQ.