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Cupertino, CA vacation rentals
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Best Vacation rentals and Airbnb offers in Cupertino, CA

Search Vacation Rentals near the Old Town in Cupertino, CA

From vibrant downtown areas to historic streets, these Cupertino, CA vacation rentals put you close to everything worth seeing.

Charming Cupertino Retreat: Spacious Home Near Apple Hq, Dining And Shopping! - Cupertino, CA
9.6 24 reviews

Charming Cupertino Retreat: Spacious Home Near Apple Hq, Dining And Shopping!

apartment, Cupertino
This Cupertino rental is conveniently located near Cupertino City Center, Apple headquarters, and the Cupertino Public Library, offering easy access to Highways 85 and 280.
This spacious 2,000-square-foot single-story home sleeps eight guests and features a fully equipped kitchen, three bathrooms, a private garden, parking, and family-friendly amenities including a playard, toys, and board games.
Cupertino Luxury Condo 2b+2b Near Downtown - Cupertino, CA
9.7 65 reviews

Cupertino Luxury Condo 2b+2b Near Downtown

apartment, San Jose
This luxury condo near Apple Park in Cupertino offers easy access to Santana Row (10-15 minutes' drive) and the San Jose Museum of Art (20-25 minutes' drive).
The two-bedroom, two-bathroom unit sleeps five and includes a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus a Jacuzzi, garden, parking, and high-speed internet.
Newly Rebuilt Ultra Clean Designer Home - Cupertino, CA
9.9 338 reviews

Newly Rebuilt Ultra Clean Designer Home

house, Cupertino
This Cupertino home is conveniently located just over 7 miles from both the Winchester Mystery House and the Computer History Museum, making it an ideal base for exploring the area's attractions. The house consistently receives excellent ratings for cleanliness, location, and overall user experience.
This 2-bedroom home comfortably accommodates up to 4 guests in its 950 square feet of space. The home offers a fully equipped kitchen, air conditioning, free private parking, and Wi-Fi, ensuring a comfortable and convenient stay.
Juniper Hotel Cupertino, Curio Collection By Hilton - Cupertino, CA
8.9 1776 reviews

Juniper Hotel Cupertino, Curio Collection By Hilton

hotel, Cupertino
The Juniper Hotel Cupertino, Curio Collection by Hilton is conveniently located in Cupertino, less than a mile from Apple headquarters and six miles from Santana Row. This 4-star hotel receives very good user ratings for its cleanliness and overall experience.
The hotel offers a boutique feel with stylish design and personalized service. Guests can enjoy a range of amenities, including a swimming pool, fitness center, restaurant, bar, and free parking.

Best Cupertino, CA vacation rentals with air conditioning

Convenient Studio W/ Fully Equipped Kitchen Off San Tomas Expy - Cupertino, CA
10 1 review

Convenient Studio W/ Fully Equipped Kitchen Off San Tomas Expy

studio, Campbell
This pet-friendly Campbell studio apartment is conveniently located a 5-minute drive from both the Winchester Mystery House and Santana Row shopping center, offering easy access to major attractions and shopping.
This 300-square-foot unit sleeps two guests and includes in-unit laundry, a fully equipped kitchen with a stovetop, microwave, and coffee maker, plus Wi-Fi, a TV, and air conditioning.
Modern Cottage, Good For Business Trips & Getaways - Cupertino, CA
9.7 250 reviews

Modern Cottage, Good For Business Trips & Getaways

house, San Jose
This Saratoga house rental boasts a prime location in San Jose's Golden Triangle, offering easy walking access to Westgate Center, Target, and AMC Theatres, and proximity to Santana Row and Valley Fair shopping centers.
The two-bedroom, two-bathroom home comfortably sleeps five guests and includes a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, a garden, parking, and on-site car rental services.
Safe Cupertino Base | Near Apple | Ev | Ac - Cupertino, CA
10 66 reviews

Safe Cupertino Base | Near Apple | Ev | Ac

apartment, Sunnyvale
This 2-bedroom apartment in Sunnyvale is conveniently located near Serra Park and offers easy access to the 280 and 85 freeways. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment features a private entrance, full access to living spaces, and a dedicated parking spot. Enjoy in-unit laundry, air conditioning, and proximity to dining options and recreational activities at Serra Park.
Whole Home In Center Of Silicon Valley (Near Levi) - Cupertino, CA
9.6 96 reviews

Whole Home In Center Of Silicon Valley (Near Levi)

apartment, Santa Clara
This Santa Clara home is conveniently located near major tech events, amusement parks, and sports stadiums, making it a great option for both business travelers and families. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The spacious 4-bedroom home can accommodate up to 7 guests and includes a large backyard, a workshop space in the garage, and modern amenities like high-speed internet, cable TV, and an Alexa-enabled device. Enjoy a relaxing patio, a fully equipped kitchen, and easy access to Silicon Valley companies and airports.

Frequently Asked Questions about vacation rentals in Cupertino, CA

  • When is the best time to book a vacation rental in Cupertino, CA?

    The best time to book a vacation rental in Cupertino is during the off-season, which is typically from September to May. You'll find lower prices and fewer crowds during these months. Just be aware that some attractions may have limited hours during the off-season.
  • What are the best Airbnb and vacation rentals in Cupertino, CA?

    Santana Row Luxury Executive Loft 2br/1 - 5bath, Saratoga Executive Cottage and Posh Home Near Santana Row For Vacation/business are the most popular Airbnb and vacation rentals in Cupertino, CA among travelers.

  • What are the best budget-friendly activities in Cupertino, CA?

    The Cupertino Library offers a variety of free programs and events, including book clubs, movie nights, and lectures. The De Anza College Cupertino Campus has a beautiful park with walking trails and a playground that are free to use. And if you're looking for a scenic walk, the Stevens Creek Trail is a great option.
  • What are the most popular Airbnbs in Cupertino, CA?

  • What are the best restaurants with local dishes in Cupertino, CA?

    For a taste of local cuisine, check out the Cupertino Farmers Market. You'll find a variety of food vendors selling fresh produce, baked goods, and prepared meals. For a more traditional dining experience, try The Creamery, which serves classic American dishes. And if you're looking for something more upscale, The Village Pub is a great option.
  • What are the best vacation rentals with a pool in Cupertino, CA?

  • What are the best walking or cycling routes in Cupertino, CA?

    The Stevens Creek Trail is a great option for both walking and cycling. It's a paved trail that runs for miles along Stevens Creek, offering beautiful views of the surrounding hills. The De Anza College Cupertino Campus also has a network of walking trails that are perfect for a leisurely stroll.
  • What are the best rentals for families and kids in Cupertino, CA?

  • Are there pet-friendly attractions in Cupertino, CA?

    The Stevens Creek Trail is a popular spot for dog walkers. The De Anza College Cupertino Campus also welcomes dogs on its grounds. And if you're looking for a place to grab a bite to eat with your furry friend, many restaurants in Cupertino have outdoor seating that is pet-friendly.
  • What are the best rentals or Airbnbs with a jacuzzi in Cupertino, CA?

  • What are the benefits of choosing a vacation rental in Cupertino, CA?

    Vacation rentals offer more space and privacy than a hotel room. They can also be more affordable, especially if you're traveling with a group. And many vacation rentals come with amenities like a kitchen and laundry facilities, which can be convenient for families or those staying for an extended period.

Popular destinations

Best Vacation Rentals with Balconies in Cupertino, CA

Wake up to breathtaking views at these Cupertino, CA vacation rentals with balconies, perfect for your morning coffee.

Best Location/ Google/ Bbq/ Big Yard/2 Free Park - Cupertino, CA
No reviews

Best Location/ Google/ Bbq/ Big Yard/2 Free Park

apartment, Mountain View
This Mountain View vacation rental, located in North Whisman, is a one-minute walk from Google's headquarters and minutes from other major tech companies, Highways 101, 237, and 85, and Whisman Station.
This 1190-square-foot house features three bedrooms with queen-size beds, two bathrooms, a fully equipped kitchen, in-unit laundry, a spacious backyard with a BBQ grill, and parking for two cars; it comfortably sleeps ten guests and offers convenient access to Baylands Nature Preserve, California's Great America, and Levi's Stadium.
Cozy 1b/1b In A Prime Location  Ac/ 1000mb Wifi/ Washer, Dryer/ More - Cupertino, CA
9.8 11 reviews

Cozy 1b/1b In A Prime Location Ac/ 1000mb Wifi/ Washer, Dryer/ More

apartment, Sunnyvale
This centrally located Sunnyvale apartment is just steps away from Historic Murphy Avenue and Sunnyvale Heritage Park Museum, and a short drive from Golfland USA. It's received an excellent user rating.
The 700-square-foot, 1-bedroom, 1-bathroom apartment can accommodate up to 4 guests and features a full kitchen, free WiFi, a balcony, a sofa bed, and on-site parking. The complex also offers a playground and games.
Cheerful, Private, Large Villa With Gorgeous View - Cupertino, CA
8.8 9 reviews

Cheerful, Private, Large Villa With Gorgeous View

house, Saratoga
This 7-bedroom house is centrally situated in Saratoga, within a 2-mile radius of well-known attractions such as Mountain Winery and Villa Montalvo, making it an ideal base for exploring the area. With excellent user ratings, the house offers a spacious 5500 square feet of living space, comfortably accommodating up to 16 guests.
The property boasts a fully equipped kitchen, a fitness center, an arcade/game room, barbecue grills, and a fenced private yard, providing entertainment and relaxation options for all ages. Additionally, amenities such as air conditioning, a terrace/balcony, a garden, parking, and free WiFi enhance the comfort and convenience of guests during their stay.
Ask Discount! 7 Mins Nvidia!10 Mins Levi's 4 Parks - Cupertino, CA
No reviews

Ask Discount! 7 Mins Nvidia!10 Mins Levi's 4 Parks

apartment, Santa Clara
This Santa Clara house is located in the Briarwood neighborhood, offering a 4-minute drive to AMD, a 7-minute drive to Nvidia, and is 12 minutes from Levi's Stadium and San Jose International Airport.
This 1300 sq ft, 3-bedroom, 2-bathroom rental accommodates up to 10 guests and features a full kitchen, air conditioning, a private yard with a BBQ and home gym, 4 free parking spots, and a work-ready setup with dedicated workspaces and an expandable meeting table.

Top Vacation Rentals for Families in Cupertino, CA

The right family vacation rental in Cupertino, CA makes all the difference, keeping you close to top city attractions.

New Stylish Home Close To Levi's Stadium/tech Hubs - Cupertino, CA
No reviews

New Stylish Home Close To Levi's Stadium/tech Hubs

apartment, Santa Clara
This Santa Clara rental, ideal for families and pet owners, is situated in a quiet neighborhood, a short drive from Levi's Stadium, Santa Clara University, and major tech companies, with convenient freeway access.
This 3-bedroom, 2-bathroom townhouse accommodates up to 7 guests and features a private backyard, air conditioning, and a full kitchen with a fridge, microwave, and dishwasher, all located within 2 miles of Westfield Valley Fair Mall and Santana Row.
# Marbella Lane - Exquisite Home 3br - Cupertino, CA
9.3 45 reviews

# Marbella Lane - Exquisite Home 3br

house, Sunnyvale
This exquisite home is located in Marbella Lane in Sunnyvale, within a short drive of the Computer History Museum (4.2 miles) and Shoreline Amphitheater (5 miles). The house has excellent user, location and cleanliness ratings.
The house offers three separate bedrooms, a living room, a fully equipped kitchen, and two bathrooms, making it suitable for families or small groups. The house is air-conditioned and features free WiFi, a flat-screen TV, and free private parking.
Lush Luxury Villasunny Deck & Private Escapepool - Cupertino, CA
10 253 reviews

Lush Luxury Villasunny Deck & Private Escapepool

house, Sunnyvale
This Sunnyvale home is conveniently located near the high-tech district, freeways, and within walking distance of the train station, bus station, Starbucks, a 24-hour fitness center, grocery stores, and restaurants. It has consistently received excellent ratings for user experience, location, and cleanliness.
The one-bedroom, one-bathroom home offers 750 square feet of living space and comfortably accommodates up to four guests. Amenities include a private deck with outdoor seating, a saltwater pebble sheen lap pool, a gourmet kitchen, a gas fireplace, high-speed Wi-Fi, and a large flat-screen smart TV.
Modern, Renovated 5b/3ba Near Apple, Kaiser - Cupertino, CA
9.6 8 reviews

Modern, Renovated 5b/3ba Near Apple, Kaiser

house, Santa Clara
This modern, renovated 5-bedroom home is conveniently located in Santa Clara, just a short distance from Apple and Kaiser Permanente, making it ideal for business travelers or those visiting the tech scene. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The spacious home offers 2,000 square feet of living space, comfortably accommodating up to 10 guests. Enjoy amenities like a fully equipped kitchen, a relaxing garden, and outdoor play equipment for children, making it a perfect choice for families or groups.

Best Cupertino, CA vacation rentals with parking

Modern 2br/1ba With Large Patio And Pool Table - Cupertino, CA
9.7 29 reviews

Modern 2br/1ba With Large Patio And Pool Table

house, Santa Clara
Bright Quiet Comfy 1br Cottage In Mountain View - Cupertino, CA
8.8 1 review

Bright Quiet Comfy 1br Cottage In Mountain View

house, Mountain View
Lovely Just Remodeled 1b/1b Apartment. W San Jose - Cupertino, CA
9.6 70 reviews

Lovely Just Remodeled 1b/1b Apartment. W San Jose

apartment, San Jose
2br Apt With Brand New Super Quite Ac, Washer, Dryer, Free Ev Station, Free Parking In Cupertino - Cupertino, CA
8.8 42 reviews

2br Apt With Brand New Super Quite Ac, Washer, Dryer, Free Ev Station, Free Parking In Cupertino

apartment, Sunnyvale

Compare Luxury Vacation Rentals in Cupertino, CA

Discover high-end comfort in Cupertino, CA with upscale rentals that prioritize luxury and guest satisfaction.

Da-h2(master) A Room · Master Room Luxury King Bed - Cupertino, CA
No reviews

Da-h2(master) A Room · Master Room Luxury King Bed

apartment, Sunnyvale

Our Favorite Pet-Friendly Vacation Rentals in Cupertino, CA

Traveling with pets? These dog-friendly vacation rentals and Airbnbs in Cupertino, CA are steps away from dog parks and city walks.

Spacious Mountain View Dt 3br Gem Great For Work & Family - Cupertino, CA
10 1 review

Spacious Mountain View Dt 3br Gem Great For Work & Family

apartment, Mountain View
Modern 5-star Oasis - Prime Location In Mountain View #179 - Cupertino, CA
9.2 25 reviews

Modern 5-star Oasis - Prime Location In Mountain View #179

apartment, Mountain View
Cozystay In Central Silicon Valley W/ Parkings, Wifi & Ac, Next To Techs - Cupertino, CA
No reviews

Cozystay In Central Silicon Valley W/ Parkings, Wifi & Ac, Next To Techs

apartment, Sunnyvale
New 4br Oasis, Walk To Park, Sj/campbell Border - Cupertino, CA
No reviews

New 4br Oasis, Walk To Park, Sj/campbell Border

apartment, San Jose

Explore Vacation Rentals with a Pool in Cupertino, CA

Choose a vacation rental in Cupertino, CA with a swimming pool for a proper workout or a leisurely dip right in the heart of the city.

Global Luxury Suites At Downtown Mountain View - Cupertino, CA
8.4 422 reviews

Global Luxury Suites At Downtown Mountain View

apartment, Mountain View
Near Fb & Ggl 2 Br | Outdoor Swimming Pool - Cupertino, CA
No reviews

Near Fb & Ggl 2 Br | Outdoor Swimming Pool

apartment, Mountain View
Luxury 2br | Work From Home | Downtown Mountain View - Cupertino, CA
9.0 29 reviews

Luxury 2br | Work From Home | Downtown Mountain View

apartment, Mountain View
Spacious 1br | Free Wifi | Laundry | Near Castro Street - Cupertino, CA
No reviews

Spacious 1br | Free Wifi | Laundry | Near Castro Street

apartment, Mountain View

Search Vacation Rentals with Jacuzzi in Cupertino, CA

Unwind in style with a Cupertino, CA vacation rental featuring a hot tub, ideal for relaxing after a day in the city.

Stylish 2b2b Retreat In The Heart Of The Silicon Valley - Cupertino, CA
9.4 10 reviews

Stylish 2b2b Retreat In The Heart Of The Silicon Valley

apartment, Sunnyvale
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