
Holiday rentals with a fireplace in Hillsborough
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Top-rated rentals with a fireplace in Hillsborough
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Serene Oasis in the midst of Silicon Valley
Gaze out at the beautiful green canyon while having a morning coffee in bed. Head to the fully equipped kitchen to prepare breakfast and enjoy it outside on the balcony, surrounded by the sights and sounds of this stunning hilltop location. Close to 280. Centrally located in Silicon Valley for easy access to both San Jose and San Francisco. Deck/BBQ Lounge Area. Minimal. Enjoy life in the San Carlos hills. Drive about 5 minutes to lively San Carlos downtown for several restaurants and bars. Go hiking in Edgewood, Crestview, or Big Canyon. For a taste of big city life, adventure a bit further to San Francisco. Driving is the best option, I280 and 101 are easily accessible. Cal Train station down the hill - connects all the way from San Francisco to San Jose. Very spacious unit ( approximately 1200 sq.ft )

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

❤️ Delightful 1B/1B modern with a leisure garden
This recently upgraded unit features a master bedroom with a full bathroom and two closets, along with a spacious living area. Enjoy complete privacy with a separate fence and a sunny private garden. We provide complimentary coffee and tea, and there’s free street parking available 24/7. It’s within walking distance to the Roblox office and the San Mateo Event Center, and about 10 minutes from SFO. Please note, this is not an apartment or condo building. Self check-in o& Check out with code.

Rustic Cabin in the Redwoods
Tucked among the redwood trees on top of King's Mountain, this 1 bedroom cabin offers both rustic charm and modern luxury. Property owners live onsite in the main house about 30 feet away from the cabin. Located just 20 minutes off HWY 280, this cabin is the perfect weekend retreat for those looking to get away from the bay area without actually leaving. Spend time relaxing in the pool, hiking or biking one of the nearby trails, or just reading a book while sitting among the redwood trees.

Stairway to Heaven - 1 bedroom
PLEASE NOTE- we live in a 3 story home and this unit is on the lower level of our home. Also available in a 2 bedroom, this suite features a spacious living room with a fire place, flatscreen TV & a kitchenette with most everything you will need to feel at home. A nice large bedroom with a quality queen bed & linens, a large bathroom with a double sink, tub and shower. The private entrance leads to a patio with stunning views and quiet space. There is a second sunning patio do dine and rest.

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!

Paradise Treehouse & Heavenly Cabin
A soulful and energetic paradise. Beautiful, private, peaceful & wild surroundings complimented with modern luxuries and comfort. A stunning, unique, & unrivaled experience sure to impact you deeply. Soak in the outdoor tub while you plan your next adventure. Just minutes from the beach, amazing hiking, views and biking. Outfitted with organic latex mattresses, down comforters, top of the line appliances, smoking fast internet and a spectacular wifi sound system with world class acoustics.

Andulore Cottage - Walk to Burlingame Dining/Shops
Welcome to Andulore Cottage! Remodeled home in great location in quiet neighborhood. Walk to Burlingame Avenue shops, restaurants and Caltrain Station! This 1944 WWII era cottage has been lovingly restored, updated and renovated while preserving historic detail and charm throughout. Interior decor of this home is styled mid-century transitional. There are three bedrooms, living room, dining room, kitchen, and spacious backyard with beautiful patio with brick BBQ and fireplace.

Hot Tub Home in Pacifica Free Parking /Beach/SFO
🏡 Your Perfect Getaway Near San Francisco & SFO – Quiet, Convenient, and Comfortable! If you like to stay close to the city yet have a feel of being on a gateway, this is your place. Located in the quiet Park Pacifica, our home is 18miles from downtown San Francisco & 11miles from SFO. 6 mins drive to beaches, shops, and the iconic Highway 1 road trip route. Whether you're here to explore or relax, this is the ideal spot to unwind. Free parking is available right in front of the house.

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.

Oceanfront Home in Pacifica
Experience the ultimate coastal living with the Pacific Ocean as your backyard on Pedro Point—recently featured on the television series Staycation NorCal: A Golden Baycation. Boasting breathtaking, unobstructed ocean views, this stunning 3 BR 2-bath home offers a serene retreat. Walk to the surf and beach just steps from home. Enjoy sunsets from the deck, cozy nights by the gas fire pit, and catch the Golden Gate Bridge on a clear horizon.

Little Cottage on the Hill
Enjoy a peaceful stay at this charming, secluded detached garden cottage great for a stay-cation or as a work-from-home alternative. Due to the coronavirus, we are taking extra care to disinfect frequently touched surfaces between reservations. The cottage features a queen-sized bed, a fireplace, private bathroom and kitchenette. Perfect for both leisure and Business travelers.
Popular amenities for rentals with a fireplace in Hillsborough
House rentals with a fireplace

Lavish Modern Home 4BR near SFO/Palo Alto/Stanford

Sunlit 2B1B house w/ Deck & Garden on Belmont hill

Beach House ~180° Views, Hot Tub, Curated Interior

Downtown 3B/3b kids friendly home

Large luxury studio with private entry, fireplace

Two Creeks Treehouse

Fabulous Beach Get Away - Brand New Beach House

Super clean gated property (new construction)
Apartment rentals with a fireplace

Stanford Steps Away

Montara Ocean View Suite

Modern retreat in the tree tops

Modern, comfortable Apartment, in a great location

Artist Apartment with Views

A Midcentury's Night Dream- Oakland

The Cozy Casita 2

Modern Apartment & Stunning View
Villa rentals with a fireplace

Tranquil Waterfront Haven

Marin Poolside Villa

4 bedroom, 3 full bathroom beautiful house

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

Family Retreat near South Bay and Santa Cruz Beach

4 BR Luxury Home with Hot Tub near SF UC Berkeley

Clean and Classy Private Villa II Retreat 3BR/3BA

A Gem! Executive 4B2.5B 2019 SQFT House J-Town
When is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹19,804 | ₹16,041 | ₹20,790 | ₹16,399 | ₹19,804 | ₹19,804 | ₹17,833 | ₹19,804 | ₹17,833 | ₹16,937 | ₹10,305 | ₹10,037 |
| Avg. temp | 11°C | 12°C | 13°C | 14°C | 16°C | 17°C | 18°C | 18°C | 19°C | 17°C | 14°C | 11°C |
Quick stats about holiday rentals with a fireplace in Hillsborough

Total holiday rentals
Explore 30 holiday rentals in Hillsborough

Nightly prices starting at
Hillsborough holiday rentals start at ₹4,481 per night before taxes and fees

Verified guest reviews
Over 1,900 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Hillsborough holiday rentals include wifi access

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

4.8 Average rating
Hillsborough stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Santa Cruz Beach
- Capitola Beach
- Stanford University
- Golden Gate Park
- Baker Beach
- Rio Del Mar Beach
- Muir Woods National Monument
- Oracle Park
- Seacliff State Beach
- Golden Gate Bridge
- California’S Great America
- Twin Peaks
- SAP Center
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- Montara State Beach
- Pier 39
- Bolinas Beach
- Six Flags Discovery Kingdom
- Palace of Fine Arts'`
- Davenport Beach
- Pescadero State Beach
- Twin Lakes State Beach
- Winchester Mystery House




