
Holiday rentals with a fireplace in Cupertino
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Top-rated Accommodation with Fireplace in Cupertino
Guests agree: these holiday homes with a fireplace are highly rated for location, cleanliness and more.

Stylish, Light-filled Cottage
Eat breakfast on the secluded patio garden at a cozy studio in charming San Jose. Indulge in a relaxing soak in the all-white bathroom, unwind with a book in an antique chair under the sash window, or snuggle up in the carved wooden bed by the fire. The cottage has been fully remodeled. Relax in a brand new king bed and enjoy the all new full bath. Roku TV, AC/Heat and an electric fireplace to relax with. Fully equipped kitchenette and dining area. Private yard to enjoy and relax. Detached cottage, with private, well lit entry. A coded deadbolt lock allows safe entry into cottage. Enjoy a private patio that is also available for guests. We will be giving our guests privacy, but are available by phone or text if you have questions. Willow Glen is the South Bay’s hottest area within San Jose and the Silicon Valley. Downtown is two blocks away, with popular restaurants, banks, antique shops, beauty salons, and coffee houses all close by. Plenty of safe and well lit street parking available. A city bus stop is very close, with freeways, light rail, and Cal train a mile away. Willow Glen is a quaint neighborhood of San Jose, with its charming old homes, and vibrant downtown businesses. Many popular restaurants, banks, antique shops, beauty salons, and coffee houses, just to name a few...all just a short drive or walk away!

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.

Private Guest-House in the Redwoods
Our custom built guesthouse was completed in 2016. It is situated on 5 redwood-covered acres, 10 minutes south of Los Gatos and 20 minutes from Santa Cruz. We have easy access to hiking and biking trails, world-class wine-tasting, microbreweries, shops, amazing dining, and more! There is something for everyone in our area! We are surrounded by a 35 acre tree farm, so it's very private, yet close to the silicon valley! Our property has a standby generator so we are not affected by power outages.

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

40 Acre Redwood Forest With Private Trails
We are the descendants of an old San Mateo County pioneer family. We have been passed down and live on a 40 acre redwood forest, backed by 1000 acres of parkland. We would like to share our forest with you. Take a walk and learn of the history behind La Honda's Woodwardia Lodge built in 1913. Walk on private 150 year old logging trails at this historic getaway. Enjoy the natural beauty of the surrounding Redwood forest. Cozy up in a 40' New 2024 RV. All proceeds go to restoring WJS Log Cabin.

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.

Stylish standalone guesthouse near Santana Row
Enjoy a stylish experience at this centrally-located guest house in West SJ. Modern finishes and well maintained backyard with gas fireplace for your enjoyment. Queen day bed with twin trundle underneath to sleep up to 3 people. 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 quiet neighborhood. Minutes from SJ Airport, downtown SJ and Campbell, high tech companies and world class eateries.

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.

Beautiful large private studio w/ garden view
Beautiful, large & bright newly-renovated 1Br/1Bath with own separate front entrance. Super convenient on a quiet residential street close to restaurants, supermarkets, and in the heart of Silicon Valley with easy access to tech companies, Universities/colleges and SJ Airport. Furnished with High-end furniture, quality linens and a fireplace. Kitchenette has sink, cabinets, kettle, microwave, fridge and toaster oven. Bath has heating rack for towels and vanity mirror.

Silicon Valley Work Retreat | Wellness Oasis
PLEASE CONTACT US FOR SUN–THU DISCOUNTS (2+ NIGHTS). Peaceful upscale 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve with private trail access. Ideal for business travelers, couples, and nature lovers. Fast fiber Wi-Fi, dedicated workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, heated saline pool May–Oct. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

San Jose studio with laundry
This elegant, cozy studio is built with private entrance. It features with a solid wood queen-size bed, private bathroom, TV, private washer/dryer, private patio and reserved driveway parking for our guest. This studio is close to San Jose airport, Downtown, Levi’s Stadium, SJSU, Stanford, Valley Fair and Silicon Valley offices. It is also close to major freeways, 101, 680 and 880, very convenient for working in Silicon Valley and perfect for a relaxing getaway!

Newly Built, Luxury Living
Located just four blocks from the famous “San Jose’s local treasure” downtown Willow Glen, you are surrounded by historic homes, unique architecture, tree-lined streets, and a thriving community. We want you to have a stress-free experience, so there is no check-out to-do list. Just enjoy your stay and leave 👍 You are in the front main home. No parking on the driveway, but there’s plenty of free street parking right in front of the house.
Popular amenities for Cupertino Accommodation with Fireplace
Holiday House Rentals with a fireplace

Luxury Getaway 4 BR Near Santana Row - 5 Min Walk

Modern 3-Bedroom Home Near Apple HQ & Santana Row

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

VB Haus 3BR| Central | FastWifi | AC | KingBed

3Br/2BaCentralDowntownSanJose-StunningCraftsmanSAP

"Home Away from Home, 2" in Santa Clara

Home 2 | 4BD/2BA Santa Clara Home Near Apple Park

Modern 3Bd/2Ba near Shopping & Big Tech
Apartment rentals with a fireplace

Stanford Steps Away

Charming furnished studio

Luxe Apartment Downtown San Jose w/ Gym, Pool

Private Peninsula Perch & Views!

King bed Silicon Valley haven w/ pool and parking!

One Bedroom Studio Apartment

Quaint condo | Gated complex | Walk 2 Shops, Train

Cupertino Luxury Condo 2B+2B near Downtown
Villas with a fireplace

Sweet and soft room A

Big Beauty with Private Spa Bathtub Master Bedroom

4 Newly Remodeled Private Bedroom Shared Bathroom

Large Estate. Nature. Luxury. Views. Art Sanctuary

Warm 2BR/1BA house Silicon W/D parkin near SJ town

Los Gatos Villa: hot tub, sauna, pool, and huge yard

Family Retreat near South Bay and Santa Cruz Beach

A sunny room full bed heat pump/AC
When is the best time to visit Cupertino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $265 AUD | $259 AUD | $241 AUD | $241 AUD | $256 AUD | $289 AUD | $259 AUD | $233 AUD | $233 AUD | $256 AUD | $226 AUD | $289 AUD |
| 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 holiday rentals with a fireplace in Cupertino

Total holiday rentals
Explore 70 holiday rentals in Cupertino

Nightly prices starting at
Cupertino holiday rentals start at $60 AUD per night before taxes and fees

Verified guest reviews
Over 1,430 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Cupertino holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Cupertino rentals

4.8 Average rating
Cupertino stays are highly rated by guests—averaging 4.8 out of 5!
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