
Pet-friendly holiday rentals in Cupertino
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Cupertino

Total holiday rentals
Explore 100 holiday rentals in Cupertino

Nightly prices starting at
Cupertino holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 1,130 verified reviews to help you choose

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

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
100 of Cupertino holiday rentals include wifi access

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

4.7 Average rating
Cupertino stays receive an average rating of 4.7 out of 5 from guests
Top-rated pet-friendly home rentals in Cupertino
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Upscale Modern House Near Mountain View Downtown
Our modern 3B2B house is located just minutes away from downtown Mountain View, G00gle, Faceb00k, Apple, Stanford University, NASA, Caltrain station and many others! It's newly fully renovated and offers high-end interior, premium appliances (Viking, Monogram.....) & quality beddings, etc. We are new hosts who've been working for high tech companies for years and are still learning about hosting. Any of your suggestions and special accommodation needs would be more than welcome and appreciated.

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.

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

🌟Cheerful 2B2B in prime location 🌲Redwood Pl Apt 3
This newly renovated luxury 2b/2b apartment welcomes you to a safe and convenient community in the heart of Silicon Valley, with private, clean & spacious rooms, garden-like backyard, individual AC, 1000Mbps WiFi, gourmet kitchen, in-unit washer/dryer, smart TV with free access to Disney+ & Hulu & ESPN. Shops, supermarkets, restaurants, public transportation are all within walking distance. 5 mins to highway 101 or 280😃 Close to Tech companies like G0ogle, Apple, Amazon, LinkedIn etc.🥳

Either Way Hideaway
Relax and enjoy riverside views in our tranquil Santa Cruz Mountains guesthouse. Cozy by our fire pits, take a dip in a private hot tub and enjoy the sounds of the river flow by. Hike Big Basin, Castle Rock and Henry Cowell State Parks. Close to historic downtown Boulder Creek and the Santa Cruz boardwalk, it’s the perfect base for exploring Santa Cruz county. Immerse yourself in of nature while staying connected and comfortable. Either way, you’ll enjoy your stay! SCC Permit #251382

Guesthouse with kitchen,bath and laundry
Private guesthouse/ in-law unit in Cupertino, walking distance from major tech companies with Private entry Convenient access to new restaurants and nightlife. Short commute to freeway and airport. High speed independent internet /Ethernet connection. Comcast streamingTV box, also uverse tv. Airconditioning vent in the bedroom. Wall heater. Portable fans and heater . It includes kitchen, dinette and full bath. It has shared laundry and shared backyard. Nice, quiet neighborhood.

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.

Tranquil Garden Retreat • Poolside Serenity
💼 Great for Solo Travelers - Peaceful garden stay with access to a large saltwater lap pool. – Near major tech companies – Easy access to 85, 280, 101, and 237 – Walk or ride to Caltrain, buses, Starbucks, gyms, groceries, and restaurants – Private entrance with self check-in/out – Safe & quiet neighborhood with free 24/7 parking – High-speed WiFi & workspace for working remotely – Kitchenette, Nespresso, microwave & essentials – Spa-style bath with rain shower & aromatherapy

Convenient 1BR Home Near SJ Airport & Santa Clara
Clean, charming, private home close to Santa Clara University with easy access to the entire Silicon Valley. One exit from San Jose Airport! Get comfortable and spread out when you travel. This clean, centrally located home will allow you easy access to all the sights with all the conveniences of home. Reviews consistently describe a restful home with clean, comfortable furnishings, and an unusual attention to your individual needs that takes the experience to another level.

SkyHigh Redwoods Retreat with Bay Views
Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.

M&J@Gorgeous remodeled 3B2B SFH/Bay Area | 2944
Gorgeous remodeled and furnished 3BR/2BA house which located in the heart of Silicon Valley and just minutes from downtown San Jose. Good landscaped garden makes you relax. * Equipped kitchen. * Fast WIFI, WFH friendly. * New & comfortable 3 queen beds which can sleep up to 6 people. * Central Heater / AC. * 65" smart TV (NO cable). * Safe and friendly neighborhood. * Easy access to expressways, 880, 280 & 101. * Many shops and excellent restaurants are within minutes.

Caboose in the redwoods just outside of Cupertino
This rustic caboose is just 10 minutes from Cupertino and downtown Saratoga, perfect for both business travelers, outdoor adventurers, and everything in between. There are lots of nearby hiking and biking trails, as well as other exciting outdoor activities. Being so close to Silicon Valley, yet feeling so far from it all is a truly unique experience unlike anywhere else. Pets generally ok. Check with hosts. Pets must not be left alone.
Popular amenities for Cupertino pet-friendly home rentals
Pet-friendly house rentals

Gorgeous 3-bedroom home, quiet, close to shopping!

Modern Cozy House | near Santa Clara | Mini Golf

Molly’s house

Cozy House Near Mountain View Downtown

Modern Tech-Hub Home · Chef's Kitchen · EV · Patio

Near Levi’s|3Bd2Ba|Quiet | Yard|PetsOK|Garage|Crib

Private Spanish Casita near SJSU-2B/1B & Backyard

Comfortable Whole Home on two house lot
Pet-friendly home rentals with a pool

Silicon Valley Executive home in Santa Clara

Los Gatos Mountain Retreat | Heated Pool & BBQ

Kaiser| Great America| Free parking |Multizone A/C

Relaxed Home-Style Stay in Heart of Silicon Valley

Relaxing 3‑Room with yard Pool • Near Santana Row

Modern 1B1B condo + quiet patio | Downtown Mt View

Luxurious Poolside Chalet in Los Gatos

Brand-new 3b3b home near Palo Alto, next to 84
Private, pet-friendly home rentals

Fully Equipped Guest Suite

Family Favorite: Mickey Dream Loft & TREE house

Ask Long Stay discount /AC/Washer/Dryer/EV/ Apple

Best location in Silicon Valley for work and Play

Entire Lovely Apartment (1B/1B, Unit#2) 720 Sq.ft

Premium Silicon Valley living / Fast WiFi+Parking

Modern retreat near Santana Row

Spacious 3B2b SanJose Home Near Silicon Valley Hub
When is the best time to visit Cupertino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $244 SGD | $244 SGD | $248 SGD | $267 SGD | $304 SGD | $336 SGD | $219 SGD | $239 SGD | $203 SGD | $236 SGD | $235 SGD | $242 SGD |
| 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 |
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- Stanford University
- Monterey Bay Aquarium
- Santa Cruz Beach
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Muir Woods National Monument
- Capitola Beach
- Golden Gate Bridge
- Moscone Center
- Oracle Park
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