
Vacation rentals with a patio in Woodside
Find and book unique accommodations with an outdoor patio on Airbnb
Top-rated accommodations with an outdoor patio in Woodside
Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

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.

King Suite Cabin | Santa Cruz Mountains
Experience the majesty of the Santa Cruz Mountains. Starting with a relaxing king bed suite and clawfoot tub, this unique and tranquil mountain retreat is nestled among the redwoods only a short drive from Santa Cruz. Find yourself cozy by a fireplace, relaxing under a gazebo, or doing yoga overlooking the redwoods. Location is a hikers paradise as it backs up to lower Castle Rock and Big Basin National Park and many of the best hiking trails in the Santa Cruz Mountains. Kid and pet friendly.

Cozy & Fully Equipped Studio
Welcome to your perfect retreat! Our studio is fully equipped, modern, and super comfortable, offering all the amenities for an unforgettable stay. Whether you’re traveling for business or leisure, this space provides the ideal balance between comfort and convenience. 🛋 Cozy living area: Beautifully decorated with a comfortable sofa, TV 🍽 Fully equipped kitchen 🌿 Private patio: A perfect outdoor space to relax and enjoy fresh air. 🚗 Private parking with independent entrance self check in

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.

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.

Silicon Valley Oasis
Experience elegance and comfort in our spacious, 500 sq ft studio cottage, located in the heart of Silicon Valley. Newly built in a classic Craftsman style, it features wooden casement windows, a private garden with Adirondack chairs, and a fully-equipped kitchen with an Italian range. Enjoy a plush queen-sized bed, a cozy sectional for cinema-like experiences on a 65" TV with in-ceiling speakers, and lightning-fast Wi-Fi. Perfect for a luxurious and memorable stay.

Delightful Hideaway in San Carlos
Fully equipped executive studio in the heart of Silicon Valley. This studio is ideal for accommodating executives, visiting doctors and nurses and other professions that might require long term stays. Visitors will enjoy the warm family-friendly environment and delightful garden setting. It is also well-suited for those on vacation who delight in visiting the nearby cities, as well as those who have families close by and want to have their own private spot.

Beachfront California Coast Airstream_Luxury (NEW)
This spectacular location comes fully equipped with the 'top of the line' 28 foot' Airstream, (Big Sur & Tommy Bahama class limited edition) with horizontal flip rear tail door for seamless indoor/outdoor living. Overlooking a stunning beach, perched high on a cliff this one of a kind experience boasts breathtaking views of the California coastline and Pacific Ocean to create an unforgettable magical experience of a lifetime.

Delightful Stay
The whole group will enjoy easy access to everything from this centrally located home. This home has been remodeled and has everything you need from washer/dryer needs to high speed internet with home office area. Located within walking distance to the vibrant downtown of Redwood City, this home will leave you delighted. Please note: the property sits near the train tracks, most guests don’t mind.

Cozy Cottage Escape in the Heart of Palo Alto
Perfectly located spacious designer home in the heart of Palo Alto. We are 2-5 blocks from major investors, Stanford, Cal Train, Whole Foods, restaurants, and downtown University Ave. Enjoy space to relax/eat/work inside and outdoors in our garden! Rest well on a full size bed with a private bath! Please note, the backyard is shared with other airBnB guests staying in the main house.

Edge of the Redwoods, cozy cabin retreat
Come enjoy the redwoods at this cozy, cabin retreat on a flower farm in La Honda! We are located 30 minutes from 280. 5 minutes from the famous Alice’s Restaurant - great food, great music, great company. 6 minutes from the neighborhood bar, Apple Jack’s - bbq and live music! 15 minutes from world class surfing, beaches, and hiking. Come relax and unwind at The Edge of the Redwoods!
Popular amenities for Woodside accommodations with an outdoor patio
Apartment rentals with a patio

Stylish 1bed/1bath apartment in prime location

The Pacific - KING bed, large 1 bd, walk to shops

Garden apartment with Bay View

Exceptional, Large 1-Bedroom SF Garden Suite

2B2B Quiet Apt Facing Courtyard 307 LC

Lake Merritt Oasis

2 Bedroom Coastal Apartment in Outer Sunset

Smiles await! SanFrancisco Pet-Friendly Apt w Yard
House rentals with an outdoor patio

Oceanfront Boho Retreat - Pacific Sunset Views 🌅🌊🐳

Executive Class Stay in Tech Hub 3b2B Near SJC

Super Private Hidden Redwood City House and Garden

NEW! Luxury Modern 4BR In Heart of Silicon Valley

Stay Alpha Home • Luxury Modern Living

Cozy 2 Bedroom Home, Dog Friendly, w/Private Yard

Oceanview Retreat, Steps to Beach|Pier|Golf Course

Ocean Beach Lux Retreat Back from Remodel
Condo rentals with a patio

Twenty minutes to SF, one block to beach, fire pit

Feel at Home-Stylish & Stocked

Home Away From Home!

1BR/1BA Near Santana Row | Work-Friendly + Parking

Cozy condo in the heart of Alameda

Large two-bedroom two bath condo in Palo Alto

Charming 2 bedroom 2 story condo - No smoking

Casa de M&M 1BR near Santana Row
When is the best time to visit Woodside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $275 CAD | $275 CAD | $344 CAD | $344 CAD | $385 CAD | $385 CAD | $410 CAD | $376 CAD | $350 CAD | $367 CAD | $344 CAD | $344 CAD |
| 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 vacation rentals with a patio in Woodside

Total vacation rentals
Explore 80 vacation rentals in Woodside

Nightly prices starting at
Woodside vacation rentals start at $110 CAD per night before taxes and fees

Verified guest reviews
Over 4,530 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
80 of Woodside vacation rentals include wifi 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!
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- Rentals with a fireplace Woodside
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- Rentals with a patio San Mateo County
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- Rentals with a patio United States
- 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





