Vacation rentals with a fireplace in Woodside

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Top-rated accommodations with a fireplace in Woodside

Guests agree: these accommodations with a fireplace are highly rated for location, cleanliness, and more.

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Guest favourite

Cabin in Los Gatos

4.99 out of 5 average rating, 791 reviews

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.

Feb. 3 – 10

$252 CAD per night

Guest favourite

Guesthouse in Woodside

4.99 out of 5 average rating, 275 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.

Sep. 26 – Oct. 3

$469 CAD per night

Guest favourite

Guest suite in Boulder Creek

4.98 out of 5 average rating, 433 reviews

Enjoy Private Redwoods from Your Bed or the Deck

Come and visit our own private slice of the REDWOOD FOREST with over 40 trees and large deck to enjoy them. Wake up to fresh mountain air, a view of nature and coffee. After a day of WINE tasting, HIKING, BEACHES, or exploration, bring a bottle back and sprawl in comfort reflecting, chatting, or sipping on the deck. The perfect little getaway spot. Treat yourself to some nature with us. A winter fireplace, easy walking and parking makes this scene. 1.5 miles to downtown Boulder Creek and fun!

Oct. 3 – 10

$238 CAD per night

Guest favourite

Cottage in Woodside

4.97 out of 5 average rating, 342 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!

Feb. 5 – 12

$278 CAD per night

Guest favourite

Camper/RV in La Honda

4.99 out of 5 average rating, 113 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.

Oct. 24 – 31

$211 CAD per night

Guest favourite

Bungalow in Palo Alto

4.97 out of 5 average rating, 158 reviews

Luxurious Retreat on Extra-Large Lot near Stanford

Meditate in the lush, zen-like garden, or immerse in the steamy hot tub after a long day's meeting. This serene hideaway offers exceptional attention to detail throughout. Its proximity to the downtown business district makes it an excellent choice for guests traveling to Stanford and other Palo Alto startups. Tastefully remodeled and decorated, and nestled in a quiet residential neighborhood, safe and secure. The house faces San Francisquito Creek (no neighbor across the street).

May 6 – 13

$1,471 CAD per night

Guest favourite

Camper/RV in Half Moon Bay

4.98 out of 5 average rating, 205 reviews

Airstream Coastal Hideaway (Sunset)

On 9 private acres overlooking the stunning Beach and Pacific ocean from a breathtaking cliff top view. Stunning sunrises and sunset greet you in this fully equipped new 2023 Airstream. Fully loaded with all the amenities to make your glamping experience perfect. Fire pit, outside BBQ, outside griddle, A/C and fully stocked kitchen. Comes will full bathroom with shower. Truly a rare experience and located within 10 mins of Half Moon Bay shopping. Beach access short walk or drive.

Dec. 19 – 26

$488 CAD per night

Guest favourite

Home in Palo Alto

5.0 out of 5 average rating, 100 reviews

EXQUISITE PALO ALTO HOME | LOVELY ENGLISH GARDENS

Lovely home located in sought-after Old Palo Alto and the birthplace of Silicon Valley. Perfectly located: 1.5 miles from Downtown Palo Alto, 1.8 miles to Stanford University, a 10 minute drive to Sandhill Road. Easy access to companies who launched and expanded Silicon Valley. Great restaurants. Nearby park with pool. Walk to Children's Museum and Zoo, Libraries, Arts Center, Gamble Gardens. Perfect for up to 6 guests. Well-appointed home with stunning gardens on quiet street.

Nov. 29 – Dec. 6

$1,724 CAD per night

Guest favourite

Guesthouse in Woodside

4.97 out of 5 average rating, 156 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.

Dec. 1 – 8

$299 CAD per night

Guest favourite

Guesthouse in Portola Valley

4.94 out of 5 average rating, 170 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.

Jul. 10 – 17

$245 CAD per night

Guest favourite

Home in Redwood City

4.97 out of 5 average rating, 290 reviews

Private suite

Our home offers a private getaway perfect for business or a place to relax outside the city. Enjoy your private deck, complete with jacuzzi, and enter our large, sunny suite. Features Cal-King bed, on suite bath with heated tile flooring and bluetooth shower speaker. On site kitchenette includes mini bar, microwave, toaster oven, coffee maker & fridge/freezer. High speed WIFI connection and desk for workspace. Smart TV with blu ray, DVD, and cable.

Jun. 27 – Jul. 4

$242 CAD per night

Guest favourite

Yurt in Watsonville

4.92 out of 5 average rating, 715 reviews

Mountain Top Yurt in the Redwoods

Peaceful, clean, spacious, beautifully decorated and quiet 24' Yurt completely surrounded by Redwoods on top of the Santa Cruz Mountains. Spend a couple days meditating, reading or writing the next chapter of your memoir. Walking distance to Mount Madonna Retreat Center (open now through reservation only). County Park hiking and horseback riding trails located within 3 miles. Ideal place for photography and mountain/road biking.

Mar. 14 – 21

$202 CAD per night