
House holiday rentals in Cupertino
Find and book unique houses on Airbnb
Top-rated house rentals in Cupertino
Guests agree: these houses are highly rated for location, cleanliness and more.

Executive Class Stay in Tech Hub 3b2B Near SJC
Unwind in style in Silicon Valley's heart. Our backyard offers a peaceful retreat, complete with fruit-bearing trees and ambient lighting. Modern comforts await indoors, from brand-new furnishings, high speed internet, an executive office and a large dining. Your culinary adventures are supported by a well-stocked kitchen and our complimentary treats. With ADT protection and generous parking, convenience is a given. All set in a serene neighborhood, minutes away from tech hubs and entertainment.

Comfortable, Modern, Bright w/Patio
A completely separate private guest suite in a beautiful house, furnished with love and all the amenities you'd need. Also, super walkable & safe location, fast wifi, comfy beds, friendly experienced hosts ready to help you with whatever you need. Look forward to soaking in the sun on the patio, and enjoying the park across the street. It's a 10min walk to the great bars & restaurants downtown SV, or to the Caltrain station for a hassle-free trip to SF or SJ. We love living here and so will you!

Modern House near Apple Park
Welcome to your perfect home away from home! This modern, clean, and peaceful 2-bedroom, 1-bathroom unit features cozy queen-size beds, ideal for a restful stay. Located in an upscale neighborhood, it’s just a 5-minute drive to Apple HQ and shopping centers and a 7-minute walk to supermarkets and a variety of international restaurants. The spacious unit includes a stylish family room, a modern kitchen, and a contemporary bathroom, designed for your comfort and enjoyment.(San Jose/Cupertino area)

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

Airy Open Concept Modern Home: 3br/2bath + Office
Newly renovated home with a 1 Master Bedroom Suite, 2 Bedrooms and an Office (1,500 SF). The house features an open concept Kitchen/Dining/Living room with a sliding door to a large deck. The house has been completely decluttered to give you an airy and a peaceful stay. Located just 15 minutes from SJC airport and a short drive to most key destinations in the South Bay Area. Ideal for families or business travelers looking for a home away from home with all the amenities and complete privacy.

Beautiful home in prime Mt View
Beautiful home is turn-key and tastefully updated with all the modern amenities. Nice open concept perfect for entertaining. Home features 2 bedrooms and an open room located off the family room. Kitchen features custom cabinetry, gorgeous marble countertops, top notch appliances. Home is conveniently located near major shopping, food and entertaining. Located within minutes to Google, LinkedIn, Apple to name a few. Easy access to highways 101, 85, and 237. Fifteen min. drive to Levi Stadium.

Contemporary open floor plan home near Santana Row
Centrally-located single family home in West San Jose. Well maintained shared backyard with gas fireplace for your enjoyment. About a 10 minute walk to Santana Row and Valley Fair Mall. Enjoy the booming night life at Santana Row and come back to sleep in a quite neighborhood, so you get the best of both worlds. Minutes from SJ Airport, downtown SJ and Campbell, numerous high tech companies and world class eateries. **NO LARGE GATHERINGS, EVENTS or PARTIES** **NO SMOKING ON PROPERTY**

Luxury Silicon Valley Wellness and Work Oasis
Ideal for guests attending matches at Levi’s Stadium, business travelers, couples, and nature lovers, while staying in a quiet residential setting. Peaceful upscale exclusive use 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Fast fiber Wi-Fi, workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, saline pool. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

The most desirable & beautiful guesthouse
Centrally located modern guesthouse in Santa Clara. About 10 min drive to Apple Park, Nvidia HQ, Lawrence Caltrain Station, 49ers Levis stadium, Santa Clara Convention Center, Valley Fair Mall/Santana Row, SAP Center/Downtown SJ, SJ Mineta Airport. Your suite will have its own big gourmet Kitchen, specious full bathroom, queen bed with spacious walk in closet, Wi-Fi, TV, desk, and backyard with an outdoor seating area. There is also a shared washer and dryer in the back of the house.

Bright Luxury 4B3B House/family/business nr Apple!
Beautiful renovated 4B3B SFH. Cozy house with transitional design, Great location and safe neighborhood, Quick access to De Anza Blvd, Highway 85, and I-280, Walkable to restaurants and groceries. Easy Self check-in with Smart locks, 3 Queen size beds, 1 twin size bed & 1 storage bed, Comfortable home for up to 8 guests and 4 cars, 65 Inches Roku LED TV, High-speed Wifi, Large Master bedroom w/ private entrance in the backyard, Security Smart House, Sunny and relax backyard.

Newly rebuilt ultra clean designer home
Newly renovated ultra clean designer home in duplex minutes from Apple campus. Highly walkable, the entire home has been recently rebuilt from the studs with new top of the line designer furnishings, kitchen essentials, appliances, and toiletries. Disney+, Hulu, Cable TV, and Nespresso coffee included during stay with ultra-fast internet up to 500mbps. 5 min to Whole Foods 12 min to Apple Park 20 min to Stanford

2BR House + Patio + Office near Apple and Main St.
Spacious 2BR + private office in a quiet, walkable neighborhood. 600+ Mbps fiber Wi-Fi, two private parking spots, and a fully stocked kitchen. Just a 3-minute walk to 6 restaurants, 7-minute walk to Cupertino Main Street, and 2-minute drive to Hwy 280 and Lawrence Expressway. Includes two queen beds, smart TVs with streaming, and a backyard garden patio. Perfect for remote work or a comfortable Bay Area stay.
Popular amenities for house rentals in Cupertino
House rentals with a pool

Beautiful Large 4BR Home with POOL

Large Home in Palo Alto, 5 bedrooms, Pool

Little Poolside House near Downtown Mountain View!

Luxury 4-Suite Carbon-Neutral Home With Pool

3 BR Home on Vineyard nr Palo Alto & Stanford

Private Oasis with Pool and Fire Pit

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

$1.8M Luxe MeiCasa | 5min Levi | EV | Massage Beds
Weekly house rentals

SWEET HOME | 3 bedroom w/ fully fenced backyard

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

New Fashionable & Cozy Home | Downtown Mt View

⭐Luxurious Stunning Resort House Silicon Valley⭐

Quiet Cozy 3B/3BA in a Prime Location in Cupertino

Charming Home nearby Airport/San Jose Downtown/SAP

M&J@Gorgeous remodeled 3B2B SFH/Bay Area | 2944

Boutique 2BR/2BA | Private Garden | Silicon Valley
Private house rentals

JANE'S HOME (PR) | Bright 3b2b Walkable +AC

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

SWEET HOME | 3B2B with Plum Avocado Lemon tree

Super Private Hidden Redwood City House and Garden

Cupertino Private Entry Master Suite - Long Stays

BRAND NEW construction home waiting for you

Modern 3Bd/2Ba near Big Tech & Shopping

3 bed Home-Large backyard +firepit in Santa Clara!
When is the best time to visit Cupertino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €70 | €74 | €74 | €75 | €78 | €78 | €77 | €71 | €70 | €76 | €76 | €77 |
| Avg. temp | 10°C | 12°C | 13°C | 15°C | 17°C | 19°C | 20°C | 20°C | 20°C | 18°C | 13°C | 10°C |
Quick stats about house rentals in Cupertino

Total holiday rentals
Explore 220 holiday rentals in Cupertino

Nightly prices starting at
Cupertino holiday rentals start at €26 per night before taxes and fees

Verified guest reviews
Over 5,860 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
220 of Cupertino holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cupertino rentals

4.8 Average rating
Cupertino stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- San Francisco Holiday rentals
- San Jose Holiday rentals
- Mammoth Lakes Holiday rentals
- Santa Barbara Holiday rentals
- South Lake Tahoe Holiday rentals
- Sacramento Holiday rentals
- Oakland Holiday rentals
- Reno Holiday rentals
- Oakhurst Holiday rentals
- Fresno Holiday rentals
- Carmel-by-the-Sea Holiday rentals
- Monterey Holiday rentals
- Pet-friendly rentals Cupertino
- Rentals with a patio Cupertino
- Rentals with a firepit Cupertino
- Rentals with outdoor seating Cupertino
- Flat rentals Cupertino
- Rentals with an EV charger Cupertino
- Private suite rentals Cupertino
- Rentals with a hot tub Cupertino
- Townhouse rentals Cupertino
- Rentals with pools Cupertino
- Family-friendly rentals Cupertino
- Rentals with a washing machine and dryer Cupertino
- Rentals with breakfast Cupertino
- Fitness-friendly rentals Cupertino
- Rentals with a fireplace Cupertino
- House rentals Santa Clara County
- House rentals California
- House rentals United States
- Stanford University
- Monterey Bay Aquarium
- Golden Gate Park
- Santa Cruz Beach
- Muir Woods National Monument
- Capitola Beach
- Oracle Park
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
- Moscone Center
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Mission Dolores Park
- Pier 39
- Seacliff State Beach
- Chase Center
- California’S Great America
- University of California San Francisco
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach





