
Vacation rentals with a fireplace in Woodside
Find and book unique fireplace rentals on Airbnb
Quick stats about vacation rentals with a fireplace in Woodside

Total vacation rentals
Explore 50 vacation rentals in Woodside

Nightly prices starting at
Woodside vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 1,930 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
30 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!
Top-rated fireplace rentals in Woodside
Guests agree: these fireplace rentals are highly rated for location, cleanliness, and more.

West Menlo Park Luxurious Executive Home 4050sqft
Step into this beautiful marble and hardwood floor two story 4050 sqft 5bedroom 4 bath executive large house and immediately the open concept welcomes you. The living room features large beautiful fireplace that's the focal point of one wall. The room's wood floors flow in the dining and huge gourmet kitchen area where you can enjoy a sit-down meal at the nook table or a quick snack at the bar-height, center island. The updated kitchen boasts modern lighting fixtures & floor-to-ceiling cabinets.

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

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.

Fabulous Beach Get Away - Brand New Beach House
Amazing Newly Built Beach House. Wake-up in this beautiful beach house in a tranquil neighborhood just a short stroll to the beach, walking trails, and restaurants. This beautifully decorated, two story home is perfect for your next beach get away! This house is fully equipped with TV, fireplace, new cozy beds, outdoor fire pit and BBQ, and much more. Enjoy this town which features horseback riding, fishing, boating, surfing, quaint downtown with shops, wine tasting, restaurants and much more.

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.

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.

Luxury Silicon Valley Wellness and Work Oasis
Ideal for guests attending matches at Levi’s Stadium, business travelers, couples, and nature lovers, while staying in a quiet residential setting. Peaceful upscale exclusive use 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Fast fiber Wi-Fi, workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, saline pool. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

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).

Oceanview Penthouse, Stylish, Walking to Beach
A perfect romantic getaways to this stylish indoor/outdoor Penthouse! We are 10 mins walk to beaches and 15 mins walk to award winning restaurants. There are a lot of fun activities: spending your days on the beach, exploring the hiking, biking, golfing, surfing, kayaking, paddle boarding or just simply kick back relax in this quiet and picturesque property with a panoramic ocean view, enjoying the sunset and the beautiful garden. We are 30 mins to SF or 60 mins to Santa Cruz.

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.

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.
Popular amenities for Woodside fireplace rentals
House rentals with a fireplace

Executive Class Stay in Tech Hub 3b2B Near SJC

TreeTops OceanView Retreat_HotTub_Month/LongTermOk

5 min walk to Beach, Sleeps 11, perfect for family

Mid-Peninsula Gem | Peloton + Hot Tub Escape

Tranquil Coastal Retreat - Walk to the Beach!

Relaxing Getaway with Breathtaking Ocean Views

Lovely Craftsman Bungalow

Spacious Luxury 3BR Home | Modern comfort.
Apartment rentals with a fireplace

Montara Ocean View Suite

Stanford Steps Away

2 BR Alameda Loft, Across Bay from SF (LISTING #2)

Grand and Cozy 1920's SF Studio
Stunning 1882 Victorian Home in Fabulous Hayes Valley
Spacious + Luxurious 3BR/2BA Near Golden Gate Park

Artist Apartment with Views

Urban retreat + Garage, minutes to UCSF MB & more
Villa rentals with a fireplace

22480 - Cozy Studio w/ Tranquil Backyard near BART

Big Beauty with Private Spa Bathtub Master Bedroom

elegant two-story home in a resort-style community

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

A sunny room full bed heat pump/AC

Los Gatos Exclusive Spanish Villa for one
When is the best time to visit Woodside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,175 | ﺩ.ﺇ1,208 | ﺩ.ﺇ1,138 | ﺩ.ﺇ1,131 | ﺩ.ﺇ1,153 | ﺩ.ﺇ1,175 | ﺩ.ﺇ1,175 | ﺩ.ﺇ1,183 | ﺩ.ﺇ1,135 | ﺩ.ﺇ1,135 | ﺩ.ﺇ1,138 | ﺩ.ﺇ1,175 |
| 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 |
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- Rentals with a patio Woodside
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- Family-friendly rentals Woodside
- Rentals with pools Woodside
- Rentals with outdoor seating Woodside
- Pet-friendly rentals Woodside
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- Rentals with a hot tub Woodside
- Rentals with a fireplace San Mateo County
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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Oracle Park
- Muir Woods National Monument
- Capitola Beach
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
- Rio Del Mar Beach
- SAP Center
- Pier 39
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Seacliff State Beach
- Twin Peaks
- Six Flags Discovery Kingdom
- Palace of Fine Arts
- Rodeo Beach
- Bolinas Beach
- Montara Beach
- Levi's Stadium
- Winchester Mystery House





