Vacation rentals with breakfast in Cupertino

4B/2.5B / Office Space / Open Plan / Huge Backyard

5 min drive (20 walk) to SCU / 10 min drive to Levi's Stadium / 15 min to Downtown San Jose + San José International Airport ✈ ☞ 4 Bedrooms, one of them is an office/bdr combo with a bed for a child or not very tall adult ☞ Huge Backyard w/ patio + BBQ + dining, great for children and pets ☞ Memory foam mattresses, 3 smart TVs ☞ Master suite w/ king + bathroom + smart TV ☞ Fully equipped + stocked kitchen ☞ Walking score 80 ☞ Free Parking in the driveway (2 cars), plenty free street parking

Location · Family · Access

A Modern, Cozy & Private Suite in the Heart of SJ

Come in out of the cold, rain, or heat for relaxation. Close to many attractions and colleges. 9 mins Downtown SJ, SAP, Civic Center, 11 mins to Levi’s, 4 mins to Japantown. Lively Japantown is known for its mom & pops ramen, poki, mochi, shaved ice, sushi, and souvenir shops. Our rental has its own private entrance, full dimmable lighting, heating & cooling, living rm w/ entertainment system, projector, dining area, breakfast nook, bedroom, and bathroom that converts into a steam room.

Family · Value · Air conditioning

San Jose, Downtown, Cozy Craftsman Duplex

You will enjoy your own private living space. Duplex. Our place is a beautifully restored Craftsman home, spacious, clean, and wonderfully appointed for a very comfortable stay. I’m available on the premises next door if you need anything. Near the end of a leafy, quiet street close to downtown San Jose. We are close to San Jose Airport, Convection Center, Train/Bus station, highways 280, 101, and 87. NOTE: We are compliant with COVID-19 cleaning guidelines to keep our quest and ourselves safe.

Location · Value · Cleanliness

Serene & Charming Home in Atherton border

Nestled in the border between Atherton & Redwood City CA, this exquisite property boasts privacy, tranquility, and natural beauty. With its serene surroundings, this house offers a truly idyllic retreat. The home offers a living room with large windows overseeing the front yard, a formal dining room with custom cork accent wall and French doors to the front porch. Three bedrooms, one ensuite and two serviced by a hall bath, complete the first floor, there is a recreation room above the garage.

Family · Location · Kitchen

TheStudio in Willow Glen (San Jose) CA-95125

Vacationers, extended family, work travelers needing fast internet! ALL the Comforts & Gourmet Kitchen! Comfortable Olympic Queen Bed with mattress toppers (6-inch wider than Queen). Fully stocked gourmet kitchen, full-size appliances; small ones too! Bathroom: large walk-in shower with 2 shower head fixtures! Bidet & every amenity. Patio, water fountain, Adirondack chairs, bistro table, outdoor shower-enjoy privately. Appointed to provide maximum functionality and relaxation!

Family · Location · Amenities

Newly renovated! Comfortable home to recharge 🛏

Perfect stay for a group of six for the big game! There are three bedrooms, each with their own privately attached bathroom. To make your stay the best possible experience we promise: 1. Cleanliness! Freshly laundered white sheets and a sparkling bathroom 2. A comfortable bed. Enjoy your sleep in either a Casper or Purple queen mattress in soft microfiber sheets 3. Fast WiFi 4. A shower that flows with hot water and good pressure 5. Basic essentials like towels, shampoo, body wash provided.

Family · Value · Long stay

Furnished Studio | Workdesk | WiFi + Parking

Newly renovated designer studio in the heart of Sunnyvale — fully furnished & move-in ready for professionals staying 31+ nights. Featuring high-end appliances, stocked kitchen, dedicated workspace, ultra-fast WiFi, streaming services & free parking. Quiet, secure & professionally managed. Ideal for tech professionals, relocating employees, travel nurses, corporate contractors & interns! 3 min to downtown Sunnyvale 11 min to Apple Park 12 min to Googleplex 15 min to San Jose Mineta Airport

Value · Location · Nearby

Chic & Private Cottage on Mini Urban Farm

Feel right at home in this stylish and private Mid-Century cottage, situated in a rustic, farm-like setting. Relax amidst Mod furniture, luxurious bedding, a fully-stocked kitchen, private patio with grill, and lush yard. Perfect for families, friends, or business travelers. Convenient to Stanford University and Hospital, and tech companies. Enjoy fresh eggs from our hens when in season, and your choice of breakfast items for your first morning. Private entrance and off-street parking.

Location · Family · Amenities

Entire guest unit in Portola Valley near Stanford

Tucked into the foothills of Portola Valley, this guest unit offers a rare blend of comfort, and natural beauty. Surrounded by majestic oak trees and rolling hills, the setting feels like a quiet retreat—yet you’re just minutes from Palo Alto, Stanford, and the best of the Bay Area. It's got 1 bedroom, a large living room, kitchenette, desk, and full bath. Whether visiting for business, academia, or a getaway, this thoughtfully designed space provides a calm, welcoming home base.

Location · Comfort · Cleanliness

Catalina Tiny House in the heart of Silicon Valley

*We respond to inquiries quickly! We use CDC cleaning guidelines. Absolutely no cleaning fees! And our property is powered 100% by solar. Welcome to Catalina tiny home built by California Tiny Homes as seen on HGTV Tiny House Nation. This tiny home is small but big on style and comfort. Perfect for business or vacation, this tiny home has everything you need for a short or extended stay. We have two other units on our property: The Orchard tiny house and The Manzanita cottage.

Value · Location · Heating

Warm and Cozy Two-Story Loft Overlooking Santana Row

Welcome! We have worked hard to create a beautiful, relaxing atmosphere for the business traveler who has been traveling/working all day or for families who are visiting and want a comfortable “home base”. Our beautiful, clean and comfortable 2 story loft overlooks the main “Row” with popular restaurants and shops or you can take an easy walk across the street to Valleyfair Mall. Our 2 bedroom 1.5 bathroom is equipped with everything you need for a comfortable stay!

Location · Family · Amenities

Bicycle Shack @ La Honda Pottery

My place is close to miles of hiking and biking trails in county parks and openspace, great views, the beach and not far from the Peninsula, S.F. and Santa Cruz. You’ll love my place because of the location, the people, the ambiance, the outdoors space and that it is a self contained small cabin with a tiny deck.. My place is good for couples, solo adventurers, and furry friends (pets). Perfect for hikers and bikers.

Family · Location · Condition