
Holiday rentals with a fireplace in Cupertino
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Top-rated rentals with a fireplace in Cupertino
Guests agree: these rentals 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.

Santa Cruz A-Frame
This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

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

Coastal Airstream (Sunrise) - new listing
On 9 private acres overlooking the stunning Beach and Ocean from a breathtaking cliff top view. Stunning sunsets. Famous surf views with large windows. Fully loaded with all the amenities to make your glamping experience perfect. Fire pit, outside BBQ, outside griddle, Heat, A/C and fully stocked kitchen. Full bathroom with shower. Within 10 mins of Half Moon Bay shopping. Beach access short walk or drive. If this one is booked, there are three other equally similar Airstreams on the property.

Kings Mountain Studio Cabin
Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those who are inclined to have an active lifestyle, We are close to Purisima Creek, Huddart Park, and El Corte De Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space) 20 minutes away from Half Moon Bay with beautiful beaches and 30 min. from Stanford, Palo Alto. We are adjacent to The Mountain House Restaurant. Res recommended. Short drive to local breakfast place. NO PETS!

Stylish standalone guesthouse near Santana Rowing
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 pull out 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.

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.

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.

New Modern Craftsman Guest House with Bay Windows
Close to all the action downtown San Jose has to offer, our renovated suite was designed with beauty and comfort in mind. You'll have a private entrance and a front porch all to yourself. This modern/luxurious home features a large living room/dining/kitchen/work area combo, dramatic bay windows, a textured stone wall fireplace, modern amenities, a cozy bedroom, specially commissioned artwork, laundry, and spa-like bathroom - a home away from home.

Entire stylish townhome-Los Gatos, great location
You will be close to everything Silicon Valley has to offer. This home is equipped with everything to make your experience feel like your home away from home. From here, you are only a short walk or drive to Vasona Park, downtown Los Gatos, amazing restaurants/wineries, endless hiking trails, and easy access to anywhere you would like to go in the Bay Area.
Popular amenities for rentals with a fireplace in Cupertino
House rentals with a fireplace

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

Bright & Bliss 4B2B| Breezy Backyard Getaway

3Br/2BaCentralDowntownSanJose-StunningCraftsmanSAP

Comfortable & Quiet 2bd/2ba

Palo Alto Modern Retreat

Executive Home Winchester Orchard

BRAND NEW construction home waiting for you

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

Luxury Living in Menlo Park!

Charming furnished studio

Luxe Apartment Downtown San Jose w/ Gym, Pool

Large downtown Palo Alto Apartment

King bed Silicon Valley haven w/ pool and parking!

One Bedroom Studio Apartment

Downtown San Jose Studio near Whole Foods Market

Downtown San Jose, Modern 4B/3B, free parking
Villa rentals with a fireplace

Big Beauty with Private Spa Bathtub Master Bedroom

elegant two-story home in a resort-style community

5# Private Bedroom with two beds shared bathroom

4 #Newly Remodeled cozy Bedroom Shared Bathroom

Large Estate. Nature. Luxury. Views. Art Sanctuary

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

Family Retreat near South Bay and Santa Cruz Beach

10 Executive 4B2.5B 2019 SQFT House | Japan Town
When is the best time to visit Cupertino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $225 SGD | $220 SGD | $204 SGD | $204 SGD | $217 SGD | $245 SGD | $220 SGD | $198 SGD | $198 SGD | $213 SGD | $215 SGD | $220 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 |
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 $64 SGD per night before taxes and fees

Verified guest reviews
Over 1,550 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
70 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
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- Rentals with a fireplace Santa Clara County
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- Rentals with a fireplace United States
- Moscone Center
- Stanford University
- Golden Gate Park
- Santa Cruz Beach
- Monterey Bay Aquarium
- Oracle Park
- Muir Woods National Monument
- Capitola Beach
- Golden Gate Bridge
- Rio Del Mar Beach
- SAP Center
- Santa Cruz Beach Boardwalk
- Mission Dolores Park
- Pier 39
- Seacliff State Beach
- Henry Cowell Redwoods State Park
- Twin Peaks
- University of California-Berkeley
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach
- Levi's Stadium
- Winchester Mystery House
- California’S Great America




