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House holiday rentals in Cupertino

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Popular amenities for Cupertino house rentals

House rentals with a pool

Superhost
Home in Willow Glen
4.8 out of 5 average rating, 209 reviews

Beautiful Large 4BR Home with POOL

TrishRating, 5 stars6 days ago
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.
Superhost
Home in Santa Clara
4.8 out of 5 average rating, 5 reviews

Retreat @ Oasis Pool/Hot Tub/Billiards/Game SF Bay

SharynRating, 5 stars3 months ago
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!
Guest favourite
Home in Mountain View
4.89 out of 5 average rating, 160 reviews

Little Poolside House near Downtown Mountain View!

KateRating, 5 stars2 weeks ago
Staying at this small house with pool was just what I needed. Enjoyed all aspects of my stay!
Guest favourite
Home in Campbell
4.95 out of 5 average rating, 81 reviews

Luxury 4-Suite Carbon-Neutral Home With Pool

GustavoRating, 5 stars2 weeks ago
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 .
Guest favourite
Home in San Jose
4.86 out of 5 average rating, 125 reviews

Beautiful 3BD Home w/ Heated Pool and Fire Pit

BaharehRating, 5 stars15 months ago
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!
Top Guest favourite
Home in Portola Valley
4.93 out of 5 average rating, 155 reviews

3 BR Home on Vineyard nr Palo Alto & Stanford

GrahamRating, 5 stars1 week ago
A lovely property to relax in and enjoy. Just what we needed after doing all the sightseeing in the first part of the holiday
Guest favourite
Home in Evergreen
5 out of 5 average rating, 26 reviews

Casa Feliz | Pool | Dry Sauna | Family Fun

UnnatiRating, 5 stars2 weeks ago
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
Superhost
Home in Ben Lomond
4.96 out of 5 average rating, 112 reviews

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

MaiaRating, 5 stars5 days ago
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

Guest favourite
Home in San Jose
5 out of 5 average rating, 29 reviews

New Cosy Guesthouse +Private Entrance, Own Parking

ChrisRating, 5 stars1 week ago
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!!
Top Guest favourite
Home in Cupertino
5 out of 5 average rating, 61 reviews

⭐Luxurious Stunning Resort House Silicon Valley⭐

TommyRating, 5 stars2 months ago
Great stay in a central location with very little traffic. Close to restaurants and shopping. 10/10
Guest favourite
Home in San Jose
5 out of 5 average rating, 39 reviews

Modern smart home *RARE* :AppleHQ, SantanaRow !

佐承Rating, 5 stars3 weeks ago
Very happy with the facilities and services of the house, very convenient access space for our short business trip.
Guest favourite
Home in Santa Clara
4.94 out of 5 average rating, 16 reviews

Clean & Cozy House | Santa Clara

RojanaRating, 5 stars2 months ago
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.
Guest favourite
Home in Berryessa
5 out of 5 average rating, 6 reviews

Stunning Modern Home with Amazing Views of Valley

BelindaRating, 5 stars4 days ago
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!
Superhost
Home in Sunnyvale
5 out of 5 average rating, 6 reviews

Modern Farmhouse | Sunnyvale

KirkRating, 5 stars1 month ago
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!
Guest favourite
Home in Santa Clara
4.96 out of 5 average rating, 56 reviews

Huge Stylish Studio 1 block to SCU | 65in TV | WD

HubertRating, 5 stars4 months ago
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.
Top Guest favourite
Home in Willow Glen
5 out of 5 average rating, 20 reviews

The Oasis in San Jose

JRating, 5 starstoday
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

Top Guest favourite
Home in Mountain View
4.97 out of 5 average rating, 99 reviews

Little Yosemite

YusufRating, 5 stars1 week ago
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!
Superhost
Home in San Jose
4.83 out of 5 average rating, 48 reviews

Luxury Getaway 4 BR Near Santana Row - 5 Min Walk

DynellyRating, 5 stars2 months ago
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.
Top Guest favourite
Home in Campbell
5 out of 5 average rating, 59 reviews

Beautiful 3Br/2Ba garden house in South Bay Area

IgorRating, 5 stars2 weeks ago
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)
Top Guest favourite
Home in Santa Clara
4.99 out of 5 average rating, 71 reviews

An Oasis in Silicon Valley 3 BR/2 Full BA

BruceRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Willow Glen
4.88 out of 5 average rating, 74 reviews

Cozy 2BR/2BA Sleep 6 AC+Parking+Wifi+Pet

AdriannaRating, 5 stars1 month ago
Overall, we enjoyed our stay! The place was nice, clean, and cozy. It is located in a calm, peaceful neighborhood. Would definitely recommend!
Guest favourite
Home in San Jose
5 out of 5 average rating, 32 reviews

The Patio Paradise

RebeccahRating, 5 stars3 weeks ago
Exceeded expectations! A great stay for the area! Good communication, very clean, central location!
Top Guest favourite
Home in Sunnyvale
4.98 out of 5 average rating, 51 reviews

Bay Area Luxury Stay: Prime 3BR/3.5BA Home

VanessaRating, 5 stars5 days ago
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 :)
Guest favourite
Home in Milpitas
5 out of 5 average rating, 14 reviews

Cozy Modern Home

FaithRating, 5 stars2 weeks ago
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

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