
Pet-friendly vacation rentals in Woodside
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Woodside

Total vacation rentals
Explore 30 vacation rentals in Woodside

Nightly prices starting at
Woodside vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

Verified guest reviews
Over 1,890 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Woodside vacation rentals include wi-fi access

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

4.8 Average rating
Woodside stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Woodside
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Soak up the Serenity on the Patio of a Charming Cottage
Light the fire pit and dress for dinner in the vine-covered garden at a peaceful retreat with a soothing waterfall. Zen beachy decor and coastal paintings set the scene indoors, with abundant natural light enhancing easy open-plan living. Pets are welcome with a small cleaning fee of a $50 (one time fee) and additional pets $25 (one time fee). The main room is 12'x17'. Closet is 6 1/2' long. Bathroom 4'x5 1/2' + shower 3'3" x 3'3". kitchen 4 1/2' x 8". Simple breakfast served. Your own private entrance, plenty of parking on the street, nice neighborhood. We are available if you have any questions or need information on the area. 2 night minimum please. The cottage is tucked away off the street in a quiet, safe neighborhood where residents walk their dogs in pleasant weather. Nearby downtown Redwood City is home to shops and groceries and freeways and public transportation are within easy reach. There is a bus that runs at the corner of our block, it would take you to downtown Redwood City or travel down the El Camino Real. There is a train depot downtown as well. Pets - 2 small dogs in the main house, 2 outdoor cats.
WalkabilityOutdoor spacesAccuracy

Apartment w hot tub / forest & ocean view
Slow living on the farm. Welcome to Coop d’État Farm Retreat on Kings Mountain—set among old-growth redwoods with ocean views, a fire pit & a private hot tub. The apartment sits on our working glamping property, where chickens roam, goats graze, dogs stand guard, and our cats supervise from afar. We’re a 10-minute walk to the Purisima Open Space trail network. This cozy apartment occupies the lower floor of our home & includes a private entrance and parking, access to a shared picnic & BBQ area.
Outdoor spacesPetsTV

Stairway to Heaven - 2 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 1 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.
WalkabilityOutdoor spacesAccuracy

Charming Studio
Small private studio with queen bed with Tempur-pedic mattress. It features an extra-large storage drawer for essentials. portable closet, fully stocked kitchen, & bathroom, backyard, porch, free parking and high speed internet. The studio is ideal for business travelers. It's centrally located between SF and Silicon Valley. easy access to highways 280 and 101. Public transportion is within walking distance as well as downtown San Carlos and RWC. FYI: The yard is shared and three dogs.
Outdoor spacesPetsIndoor spaces

Either Way Hideaway
Relax and enjoy riverside views in our tranquil Santa Cruz Mountains guesthouse. Cozy by our fire pits, take a dip in a private hot tub and enjoy the sounds of the river flow by. Hike Big Basin, Castle Rock and Henry Cowell State Parks. Close to historic downtown Boulder Creek and the Santa Cruz boardwalk, it’s the perfect base for exploring Santa Cruz county. Immerse yourself in of nature while staying connected and comfortable. Either way, you’ll enjoy your stay! SCC Permit #251382
PetsOutdoor spacesAmenities

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.
Outdoor spacesPetsSleep quality

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.
PetsWalkabilityAccess

Carmelita Creek House
The creek house is on a beautiful tree lined street, walking distance to downtown San Carlos. The house is a spacious one bedroom cottage with designer finishes and vaulted ceilings. You will be surrounded by mature redwoods and nature overlooking a year round creek. Amenities include a full sized kitchen, workspace, washer/dryer, fast WiFi, cable TV and a gas fireplace. Please note the cottage is located behind our main home and is accessed via several steps.
PetsOutdoor spacesDecor

Caboose in the redwoods just outside of Cupertino
This rustic caboose is just 10 minutes from Cupertino and downtown Saratoga, perfect for both business travelers, outdoor adventurers, and everything in between. There are lots of nearby hiking and biking trails, as well as other exciting outdoor activities. Being so close to Silicon Valley, yet feeling so far from it all is a truly unique experience unlike anywhere else. Pets generally ok. Check with hosts. Pets must not be left alone.
Outdoor spacesPetsCleanliness

Bicycle Shack @ La Honda Pottery
My place is close to miles of hiking and biking trails in county parks and openspace, great views, the beach and not far from the Peninsula, S.F. and Santa Cruz. You’ll love my place because of the location, the people, the ambiance, the outdoors space and that it is a self contained small cabin with a tiny deck.. My place is good for couples, solo adventurers, and furry friends (pets). Perfect for hikers and bikers.
Outdoor spacesWalkabilityParks

Entire Private Coastal Retreat - Spectacular Ocean
Guest will enjoy the privacy of being the only residence on the premises - Your own private coastal retreat with spectacular ocean front views. A fully stocked gourmet kitchen with chef’s appliances, ample cookware, basic spices and condiments, luxurious linens and bedding, beach towels, blankets, board games, Apple TV and Netflix, and toiletries for your stay.
PetsOutdoor spacesLong stay

Stunning California Coast Airstream (New Listing)
One of a kind Airstream overlooking a stunning beach, Pacific Ocean and California Coastline, perched high on a cliff to create an unforgettable magical experience of a lifetime. If you can’t find availability for the date you are interested, check out our second newer unit here https://www.airbnb.com/h/luxurycaliforniacoastairstream
PetsOutdoor spacesWifi
Popular amenities for Woodside pet-friendly home rentals
Pet-friendly house rentals

West Menlo Park Luxurious Executive Home 4050sqft
PetsWalkabilityHeating

★EV+★Hillside SFO View★Home Theater★Pool Table
Outdoor spacesWalkabilityFamily

Half Moon Bay Coastal Home Walk Beach & Harbor SPA
WalkabilityOutdoor spacesView

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

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

Peaceful Menlo Park House: Two bedrooms + Sunroom
PetsWalkabilityValue

Relaxing Getaway with Breathtaking Ocean Views
PetsWalkabilityAccess

Oceanfront Oasis, Sunsets & Crashing Waves
PetsWalkabilityNearby
Pet-friendly home rentals with a pool

Luxury 2BR Apt near Tech Companies and Stanford
PetsWalkabilitySleep quality

Stay Alpha Home • Modern Redwood Retreat with Pool
Outdoor spacesPetsCleanliness

Relaxing 3‑Room with yard Pool • Near Santana Row
Outdoor spacesQuietAccuracy

Silicon Valley Executive home in Santa Clara
WalkabilityCheck-inAccess

Cactus House & Suite: 4 bedroom 3 bathroom
PetsWalkabilityHeating

Guesthouse in woodside -
PetsOutdoor spacesCleanliness

Fully Furnished 1 Bedroom 1 Bathroom by Stanford
PetsWalkabilityAccuracy

Your spacious home in Silicon Valley (2bd/2ba)
PetsWalkabilityBackyard
Private, pet-friendly home rentals

Lakefront Redwood Retreat 15 Minutes from Stanford
PetsOutdoor spacesIndoor spaces

Quiet wine country cottage sleeps 4 - Pet Friendly
PetsWalkabilityDecor

Guesthouse in Serene Neighborhood
PetsOutdoor spacesSleep quality

Cozy Entire 1-Bedroom Condo in Redwood City
PetsWalkabilityView

Private cottage in a garden
WalkabilityPetsAmenities

Step back in time on this beautiful classic yacht
Outdoor spacesWalkabilityBreakfast

Ocean View Cottage
PetsOutdoor spacesSolo travel

1 Bedroom downtown - Great for Business & Family
WalkabilityOutdoor spacesParks
When is the best time to visit Woodside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 995 | ﺩ.ﺇ 1,113 | ﺩ.ﺇ 1,047 | ﺩ.ﺇ 1,083 | ﺩ.ﺇ 1,161 | ﺩ.ﺇ 1,256 | ﺩ.ﺇ 1,175 | ﺩ.ﺇ 1,087 | ﺩ.ﺇ 1,083 | ﺩ.ﺇ 959 | ﺩ.ﺇ 977 | ﺩ.ﺇ 1,083 |
| 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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- Stanford University
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Santa Cruz Beach
- Muir Woods National Monument
- Capitola Beach
- Moscone Center
- Golden Gate Bridge
- Oracle Park
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Mission Dolores Park
- Pier 39
- Chase Center
- Six Flags Discovery Kingdom
- University of California San Francisco
- California’S Great America
- Oakland Arena
- Palace of Fine Arts
- Seacliff State Beach
- Big Basin Redwoods State Park





