Vacation rentals with a fireplace in Woodside

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Top-rated fireplace rentals in Woodside

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Top guest favorite
A cozy living area features a comfortable gray sofa and a light-colored coffee table on a plush shag rug. A modern electric fireplace is situated against a bright wall, while a television is positioned near stylish cabinetry. Natural light enters through high windows.
Guesthouse in Mt. Carmel
4.98 out of 5 average rating, 260 reviews

Beautiful and Private Modern Cottage Close to Silicon Valley

Brew French press coffee in the kitchenette and drink it in the dappled light of a quiet backyard patio. It's charming and airy inside this modern cottage. A bright sleeping loft overlooks a cozy living room, where a sofa and shag rug are arranged in front of a fireplace. This stand-alone structure offers privacy and serenity. Its stylish decor boasts clean lines and a colorful vibe. For extra guests, the sofa pulls out to a queen-sized bed. This is 750 square feet of newly renovated, high-ceilinged and airy space, including a living area, spa-like bathroom, electric fireplace, kitchenette, eating area, outdoor patio and spacious sleeping loft that overlooks the area below. There is a queen-sized pull-out couch in the living room, in addition to the queen bed in the loft, which is upstairs and includes a dressing area. New furnishings throughout. Guests can access the cottage through a separate entrance on the property, behind the main house. There will be a host in the area or in the main house to help you should anything arise during your stay. My two children sometimes play in the yard or basketball in the drive. There's a sweet and gentle dog, Penny, who lives on the premises - she might say hello and then leave you alone. The cottage is in the Mt. Carmel neighborhood, a peaceful setting in the flatlands of Redwood City. There are tree-lined streets, flowers, and friendly neighbors—perfect for walking, running, and biking. It's a half mile to bustling downtown Redwood City, walking distance to the nearest Caltrain stop and five miles to Palo Alto and other Silicon Valley companies. Easy access to Hwy 101 and 280, Stanford, San Francisco, and much of the Silicon Valley peninsula. The Caltrain is a 1/2 mile walk (or a few minutes drive) which takes you to San Francisco in as little as 35 minutes and San Jose in 30. We are 2 Caltrain stops from Palo Alto, 5 from Mountain View. Walk, bike or drive to downtown Redwood City, just .6 miles away. 30 minute drive to the top of Skyline Drive to get away from it all for a run, hike or drive through the wooded hills overlooking the Valley and the Pacific Ocean. Access the entire Bay Area from this central location - use it as a home base for day trips to Napa Valley, Sonoma, Monterey and Carmel. Kitchenette has an electronic coffee maker, french press, small convection oven/microwave, two burners, tea pot, sink and a mini-fridge. There is a European style clothes washer/dryer combo unit for small loads -- clothes may need to be hung/aired for a short time on a drying rack (provided) to become fully dry.

Guest favorite
A spacious bedroom features large windows dressed with sheer white curtains, allowing natural light to fill the space. A comfortable bed is accompanied by two elegant chairs positioned beside a small table. The warm wooden flooring complements the calming atmosphere.
Home in San Carlos
4.95 out of 5 average rating, 131 reviews

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 )

Guest favorite
An A-Frame cabin is surrounded by lush greenery, positioned on elevated ground. A stone pathway leads to the entrance, flanked by wooden railings. The cabin features large glass panels on its façade, allowing natural light to flood the interior. A deck with seating overlooks the nature surroundings.
Cabin in Felton
4.95 out of 5 average rating, 106 reviews

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

Top guest favorite
A rustic cabin is situated among tall redwood trees. A wooden deck extends towards a tranquil pool, which is surrounded by greenery and flower beds. The warm tones of the cabin's exterior complement the natural surroundings, enhancing the serene atmosphere.
Guesthouse in Woodside
4.99 out of 5 average rating, 343 reviews

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.

Guest favorite
The Airstream is partially visible among lush greenery, nestled on a cliff with sweeping views of Tunitas Beach and the Pacific Ocean. The coastline stretches along the sandy shore, framed by rolling hills under a clear blue sky.
Camper/RV in Half Moon Bay
4.99 out of 5 average rating, 269 reviews

Airstream Coastal Hideaway (Sunset)

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.

Guest favorite
An outdoor pool area features a long, picturesque pool bordered by vibrant greenery. Large green pool floats rest on the water, complemented by a shaded lounge area under a white umbrella. The space showcases brick pathways and stone details of the home’s exterior.
Home in Los Altos
4.93 out of 5 average rating, 399 reviews

Pool, Hot tub, Sauna I Your Silicon Valley Luxury

Upscale Los Altos Hills. Peaceful and spacious 1,500 sq. ft. retreat. Ideal for business travelers, couples, nature lovers. Adjacent to 3,988-acre Rancho San Antonio Preserve with direct trail access, wildlife, serenity. Inside: workspace with fiber-optic Wi-Fi, fireplace, sauna, pool table, fully equipped kitchen and plush queen bed with guest praised mattress. Outside: exclusive access to saline heated pool and hot tub, patio with BBQ. Minutes from Stanford, Palo Alto, and top tech campuses.

Top guest favorite
A modern RV is positioned amidst towering redwood trees, surrounded by a graveled area. Outdoor seating is provided with a table and chairs, along with a fire pit and grill nearby. Natural greenery enhances the serene forest atmosphere.
Camper/RV in La Honda
4.99 out of 5 average rating, 201 reviews

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.

Top guest favorite
A cozy living area features a gas fireplace, providing warmth. A television is mounted above, and natural light enters through two windows. A round red rug is positioned on the hardwood floor, with a light-colored sofa and a dark chair visible, creating an inviting space.
Cottage in Woodside
4.98 out of 5 average rating, 432 reviews

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!

Top guest favorite
A bright interior space features large windows allowing natural light to fill the area. Colorful cushions in various shades are arranged on the floor, complemented by wooden accents and an open ceiling design that highlights the natural surroundings.
Treehouse in Half Moon Bay
4.98 out of 5 average rating, 133 reviews

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.

Top guest favorite
Tall redwood trees rise from the forest floor, creating a serene canopy. A distant view of the bay is visible through the trees, with a blanket of clouds resting over the landscape. The sky is clear, contrasting with the lush greenery of the forest.
Guesthouse in Woodside
4.96 out of 5 average rating, 312 reviews

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.

Guest favorite
An outdoor deck features two green cushioned chairs and a wooden table at its center. A potted plant is placed on the table, complementing the natural setting. The entrance door, framed in black, leads into the guesthouse, surrounded by tall trees.
Guesthouse in Portola Valley
4.94 out of 5 average rating, 210 reviews

Woodsy Silicon Valley Cottage

Discover a laid-back side of Silicon Valley in a cozy, cedar-shake guesthouse surrounded by mature trees. Walking distance from a great network of destination hiking and biking trails. 15-30 minutes from Stanford, Sand Hill Road, and major tech companies. This 400 square foot space is on top of our garage and next to our home. There is no public transportation nearby and ride share services are available but not always reliable so you'll need a car.

Top guest favorite
A coastal cabin is situated on rugged cliffs overlooking the ocean. The structure features large windows, allowing for expansive views of the water. Lush greenery surrounds the home, highlighting its natural setting against a cloudy sky.
Home in Montara
5 out of 5 average rating, 111 reviews

Sea Wolf Bungalow

If you're looking for the most spectacular views on the San Mateo Coast, come to Sea Wolf Bungalow. Located just 20 minutes southwest of San Francisco and 7 miles north of Half Moon Bay, this historic cabin sits on its on own point with sweeping views of the Pacific. Enjoy whale watching, the beach, surfing, fishing, golf, hiking and the fabulous dining of the coastal area.

Popular amenities for Woodside fireplace rentals

When is the best time to visit Woodside?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR6,406 ZARR6,406 ZARR5,808 ZARR5,261 ZARR5,364 ZARR5,466 ZARR5,466 ZARR5,500 ZARR5,278 ZARR5,466 ZARR5,346 ZARR5,295 ZAR
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Quick stats about vacation rentals with a fireplace in Woodside

  • Total vacation rentals

    Explore 40 vacation rentals in Woodside

  • Nightly prices starting at

    Woodside vacation rentals start at R1,367 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 1,760 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Woodside vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Woodside rentals

  • 4.9 Average rating

    Woodside stays are highly rated by guests—averaging 4.9 out of 5!