
House holiday rentals in Cupertino
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Top-rated house rentals in Cupertino
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Holiday rentals for every style
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Popular amenities for Cupertino house rentals
House rentals with a pool

Beautiful Large 4BR Home with POOL
This spacious home was absolutely beautiful for our stay! We especially appreciated the amenities that the home provided. Specifically, the pool and vast dining spaces were a perfect match for our large family. The location was in a quiet neighborhood, central to the attractions we wanted to see including downtown San Fransisco and the Winchester house. The homeowner was great with communication throughout the booking and check in/out process. Overall, we had a lovely stay in this gorgeous home.

Retreat @ Oasis Pool/Hot Tub/Billiards/Game SF Bay
I booked this home for my colleagues from overseas, and they had a fantastic stay. The host was highly professional and responsive, promptly addressing all requests and ensuring everyone’s comfort throughout their visit. Their attentiveness made the experience seamless and enjoyable. Highly recommended!

Little Poolside House near Downtown Mountain View!
Staying at this small house with pool was just what I needed. Enjoyed all aspects of my stay!

Luxury 4-Suite Carbon-Neutral Home With Pool
My family had a great time , house was clean and It was great to have each bedroom with its own bathroom and TV . Pool was warm and that was a plus for our family . We definitely recommend Dan' s Home .

Beautiful 3BD Home w/ Heated Pool and Fire Pit
The house was great for our family stay. Lots of space, all on one level, and beautiful outdoor space. We travelled with our kids and they had a great time in the pool :) Note there is extra cost if you want the pool to be heated. Thanks for a great stay!

3 BR Home on Vineyard nr Palo Alto & Stanford
A lovely property to relax in and enjoy. Just what we needed after doing all the sightseeing in the first part of the holiday

Casa Feliz | Pool | Dry Sauna | Family Fun
A group of us stayed for a wedding in town, and had a great time at Elia’s lounging by the pool and making breakfast together in the mornings. The hosts were super responsive and even Amazoned us a reusable keurig cup during our stay for us to enjoy our own coffee beans

The Hacienda- Santa Cruz Mountain Ridgetop Retreat
We live down in Santa Cruz and wanted to treat ourselves to a poolside weekend in the mountains (and this place did not disappoint!!). Would certainly stay again and appreciate how communicative the hosts were. As we get into summer we should have known better and brought our citronella candles because the mosquitos were out with a vengeance and forced us inside- so we recommend prepping for bugs if you want to stay poolside for sunset.
Weekly house rentals

New Cosy Guesthouse +Private Entrance, Own Parking
Hai's place was such a a great and nice stay! It's clean, easy parking, and close to a lot of great places like Safeway, Wing Stop, etc. Thank you Hai for being super responsive! Best stay ever!!

⭐Luxurious Stunning Resort House Silicon Valley⭐
Great stay in a central location with very little traffic. Close to restaurants and shopping. 10/10

Modern smart home *RARE* :AppleHQ, SantanaRow !
Very happy with the facilities and services of the house, very convenient access space for our short business trip.

Clean & Cozy House | Santa Clara
Eric is an exceptional host who strikes the perfect balance between attentiveness and respecting privacy. His responsiveness to requests made my stay completely hassle-free. The house itself exceeds expectations with convenient private parking and an ideal location near highways, Target, Safeway, and various dining options. I particularly appreciated the peaceful neighborhood atmosphere and the convenience of having a full kitchen and laundry facilities right at home. During my month-long stay, I genuinely felt at home and encountered zero issues with the property. Without hesitation, I highly recommend this listing to anyone seeking a comfortable, well-located accommodation with a thoughtful host.

Stunning Modern Home with Amazing Views of Valley
Omg, Anton’s place was just perfect! We could never get enough of his beautiful home and the incredible view! Wow! Everyday, I would just sit outside and stare at it! It was wonderful being so close to nature! During our stay, we saw deer, turkey, cows right in our backyard! Amazing! It is so close to nature and yet, the location is so central and is very close to everything! It’s like a little paradise in the heart of the city! And the house was so complete, we couldn’t have asked for anything more! There was even a newly installed jacuzzi that Anton would let us use! Anton is a very generous and caring host! And he was always just a call away! My husband told me we should always stay at Anton’s when we are in San Jose😊 we love the place!

Modern Farmhouse | Sunnyvale
Had a great stay at Wesley's place! had a small issue with the front door lock but Wesley took care of it that day. would definitely stay again!

Huge Stylish Studio 1 block to SCU | 65in TV | WD
We had a wonderful stay here, and we truly appreciated the warm and welcoming atmosphere. The location was perfect for everything we needed, with easy access to nearby attractions and amenities – a definite highlight. There was a few drops of water dripping in the hallway at the bottom of the stairs after after some heavy rain. Julia was informed and took immediate action to address. Overall, we had a great experience, and we would happily stay here again.

The Oasis in San Jose
Sean was an amazing host. He was very responsive with time. He also had plenty of local recommendations that were extremely helpful. The place was amazing and very central location.
Private house rentals

Little Yosemite
Truthfully, I have nothing but positive feedback. Two couples travelling between hiking trips and a wedding. This was a great place to unwind and regroup, with plenty of lovely walkable cafes nearby to set us up for the subsequent leg of our trip. A tight squeeze for 6 looking for privacy, perhaps, but pretty darn good for two couples! Check in was easy and clear. Thank you for a wonderful stay!

Luxury Getaway 4 BR Near Santana Row - 5 Min Walk
Was here for almost two weeks for work and had an incredible stay. What a lovely home. Looks better than the pictures. I would definitely stay here again.

Beautiful 3Br/2Ba garden house in South Bay Area
Very clean and quiet area.large backyard.Very good washing machine and dryer.Fully equipped kitchen.All 3 beds were comfy.Bree was always quick to answer our messages.When we had a minor problem in the kitchen Bree has sent someone over next day and it was fixed. Highly recommend this house if you are looking for a stay in quiet area(note that it’s quite far from shops and restaurants)

An Oasis in Silicon Valley 3 BR/2 Full BA
The location was great as it was right in the middle of everything we wanted to do. The neighborhood was quiet and relaxed. We really enjoyed the home and James even supplied beach towels and a cooler for use to go to the beach. The outside patio was nice and quiet and we liked eating out there when we were at the house. For the most part we were comfortable however there was one mattress that my kids did not find comfortable. James was very responsive to this as he came over and helped us flip the mattress. My kids were able to sleep on it but it was not the most comfortable mattress. James is very responsive to taking care of you while you are at his house as he usually gets back to you very quickly. We really enjoyed our time there and we would stay there again.

Cozy 2BR/2BA Sleep 6 AC+Parking+Wifi+Pet
Overall, we enjoyed our stay! The place was nice, clean, and cozy. It is located in a calm, peaceful neighborhood. Would definitely recommend!

The Patio Paradise
Exceeded expectations! A great stay for the area! Good communication, very clean, central location!

Bay Area Luxury Stay: Prime 3BR/3.5BA Home
There’s nothing like walking in & feeling right at home. Super clean & FRESH feeling. The primary bed was so comfortable, I had to inquire on where to purchase the mattress from! Thanks for a great Santa Clara graduation weekend :)

Cozy Modern Home
It was ideal location as we wanted to do some shopping it was near the mall and some restaurants .it’s near the the airport as we were travelling from abroad. Great location x
Quick stats about house rentals in Cupertino
Total rentals
230 properties
Total number of reviews
6.3K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
120 properties have a dedicated workspace
Destinations to explore
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- San Joaquin River Holiday rentals
- Oakland Holiday rentals
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- San Fernando Valley Holiday rentals
- Central California Holiday rentals
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- San Francisco Bay Area Holiday rentals
- Gold Country Holiday rentals
- Northern California Holiday rentals
- Rentals with a washing machine and dryer Cupertino
- Rentals with pools Cupertino
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- Pet-friendly rentals Cupertino
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- Santa Cruz Beach
- Capitola Beach
- Rio Del Mar Beach
- Golden Gate Park
- Stanford University
- Oracle Park
- Seacliff State Beach
- Monterey Bay Aquarium
- Twin Peaks
- Davenport Beach
- Montara State Beach
- Pescadero State Beach
- Twin Lakes State Beach
- Capitola State Beach
- New Brighton State Beach
- Muir Woods National Monument
- Rodeo Beach
- Mission Dolores Park
- China Beach, San Francisco
- Rockaway Beach
- Bonny Doon Beach
- Sumner Beach
- Black Sands Beach
- Joaquin Miller Park