Entire home

Luxury Hills Estate on 5 Acres - Great Views of Ridge Winery-Near Apple & 280/85

Photo gallery for Luxury Hills Estate on 5 Acres - Great Views of Ridge Winery-Near Apple & 280/85

A modern office space with a curved glass table, black leather seating, and a large window providing a view of greenery.
A wooden exterior with a stone pathway leading to a door.
A bedroom with a bed, bedside tables, a window, and a door.
A covered outdoor deck with wooden furniture, a table, and a bench, overlooking a hilly landscape.
A modern office space with a large desk, chairs, a hanging light fixture, and a view of greenery outside.

Reviews

New listing
5 bedrooms4+ bathroomsSleeps 10

Popular amenities

  • Patio
  • Kitchenette
  • Air conditioning
  • Internet
  • Washer
  • Onsite parking available

Explore the area

View in a map
Cupertino, CA
  • Place, Ridge Vineyards
    ‪19 min walk‬
  • Place, Mountain Winery
    ‪27 min drive‬
  • Place, Stanford University
    ‪33 min drive‬
  • Airport, San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.)
    ‪34 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Guest Bedroom 5

1 Queen Bed

Guest Bedroom 3

1 Queen Bed

Guest Bedroom Suite

1 Queen Bed

Kids Bedroom Suite

2 Twin Beds

Master Bedroom Suite

1 Queen Bed

4 bathrooms, 1 half bathroom

Bathroom 1/2 Bath

Soap · Towels provided · Toilet · Shampoo · Hair dryer

Bathroom Guest Bedroom Suite

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Guest Bathroom 3 (Jack/Jill)

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Kids Bathroom Suite

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Master Bathroom

Soap · Towels provided · Toilet · Shower only · Jetted bathtub · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette

About this property

Luxury Hills Estate on 5 Acres - Great Views of Ridge Winery-Near Apple & 280/85

Luxury 5BR, 4.5BA on five private acres in the peaceful Cupertino Hills with stunning views or Ridge Winery. Minutes from Apple Park & HW 280/85 Intersection. This spacious retreat includes a dedicated very large office, Fast Internet, bright living areas, and a quiet, weekend-style atmosphere. Ideal for families, professionals, and longer stays with easy access to Palo Alto, Stanford, Los Altos, Cupertino, and highways 280/85—Perfect for extended visits and relocation or seasonal travel. Cozy getaway awaits in Cupertino at this peaceful estate. With five bedrooms featuring four queen beds and one bedroom with two twin beds. Around 4000 SF of Decks/Patios in multiple levels. The home offers a pleasant blend of comfort and convenience, making it easy to feel right at home. Whether you’re gathering with family or friends, this estate provides a peaceful retreat to recharge. We think our place will help you experience everything Bay Area has to offer.
Our prices include all fees. No hidden fees.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Exterior
Exquisite Palo Alto Home with Lovely English Gardens
Old Palo Alto
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
10.0 out of 10, Exceptional, (60 reviews)
Exquisite Palo Alto Home with Lovely English Gardens

House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
default

Children

Children allowed: ages 3-17
We are on 5 Acres without fence
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Load the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
Failure to complete these may result in a negative review from the host.
No smoking/vaping, No Parties/Events, No Drugs, No Noise/Disturbances. Quiet neighborhood. We have an additional renter on lower floor and cottage.
Your cell phone should be in wifi for good reception. No parking on street. Please park on the right side of driveway and not in front of the house.

Important information

You need to know

Property # 5467787
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Cupertino

Cupertino is home to this vacation home. Santana Row Shopping Center and Westfield Valley Fair Shopping Mall are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Silicon Valley. Looking to enjoy an event or a game? See what's going on at Levi's Stadium or SAP Center at San Jose.
View more Vacation Homes in CupertinoOpens in a new window
Map
Cupertino, CA

What's nearby

  • Ridge Vineyards - 19 min walk - 1.7 km
  • Winchester Mystery House - 26 min drive - 21.4 km
  • Mountain Winery - 27 min drive - 13.9 km
  • Levi's Stadium - 32 min drive - 27.5 km
  • Stanford University - 33 min drive - 30.3 km

Getting around

  • San Antonio Station - 28 min drive
  • Norman Y. Mineta San Jose Intl. Airport (SJC) - 44 min drive

Restaurants

  • ‪Mountain Winery - ‬28 min drive
  • ‪Peet's Coffee - ‬19 min drive
  • ‪Starbucks - ‬18 min drive
  • ‪Panda Express - ‬20 min drive
  • ‪Ike's Love & Sandwiches - ‬20 min drive

Frequently asked questions

Is Luxury Hills Estate on 5 Acres - Great Views of Ridge Winery-Near Apple & 280/85 pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Luxury Hills Estate on 5 Acres - Great Views of Ridge Winery-Near Apple & 280/85?

As of Oct 18, 2026, prices found for a 1-night stay for 2 adults at Luxury Hills Estate on 5 Acres - Great Views of Ridge Winery-Near Apple & 280/85 on Nov 2, 2026 start from $956, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Luxury Hills Estate on 5 Acres - Great Views of Ridge Winery-Near Apple & 280/85?

Check-in begins at 3:00 PM.

What time is check-out at Luxury Hills Estate on 5 Acres - Great Views of Ridge Winery-Near Apple & 280/85?

Check-out is at 11:00 AM.

Where is Luxury Hills Estate on 5 Acres - Great Views of Ridge Winery-Near Apple & 280/85 located?

Situated in Cupertino, this vacation home is 1.2 mi (2 km) from Ridge Vineyards and within 6 mi (10 km) of Labyrinth 1 and McClellan Ranch Park. Blackberry Farm Golf Course and West Coast Farmers Market are also within 9 mi (15 km).

About the host

Your host

Host profile image
We live in the Bay Area and abroad for many years.

Why they chose this property

Our house has great views of the vineyards. We have many interconnected sandtsone patios on the hillside, that are nice for informal bay area style parties. The neighbors are long time residents. We are on a curvy road but no traffic. It is like a weekend home but near 280/85.

What makes this property unique

We have an ideal place for a long stay. You can work from home on a large office or run your new startups. We have a lower level (1550 sf, 3bed+2bath) also that can be rented together ideal for relocation.
Tell us how we can improve our siteShare feedback