
Pet-friendly vacation rentals in Woodside
Find and book unique pet-friendly homes on Airbnb
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.

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.

Upscale Modern House Near Mountain View Downtown
Our modern 3B2B house is located just minutes away from downtown Mountain View, G00gle, Faceb00k, Apple, Stanford University, NASA, Caltrain station and many others! It's newly fully renovated and offers high-end interior, premium appliances (Viking, Monogram.....) & quality beddings, etc. We are new hosts who've been working for high tech companies for years and are still learning about hosting. Any of your suggestions and special accommodation needs would be more than welcome and appreciated.

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.

Studio- Steps from Stanford & Close to Everything!
Steps from Stanford, just a block away, this convenient studio is perfect for executives, students or solo travelers. In the heart of Silicon Valley, near major companies (Apple, Google, Meta) and Sandhill Road, it’s a 5-min walk to California Ave, 15 min to Caltrain, and 20 min to downtown Palo Alto. Fully furnished with a queen bed + one single, high-speed WiFi, washer/dryer, and a well-equipped kitchen. Self-Check-in. Please note: the unit is in the basement, looking forward to hosting you!

Stay Nestled in Ancient Redwoods in Silicon Valley
Welcome to our 6-acre home, High Ground, & have our kid and pet friendly carriage house to yourself! The large studio apt with separate entrance has stunning views of ancient redwood trees + the Bay/Mount Diablo. Immediate hiking trails, wildlife, minutes to: Alice's restaurant (5), Michelin-rated Village Pub (15) highway 280 (15) Palo Alto/Menlo Park/Half Moon Bay/Ocean (30), SFO (35) San Francisco (45). Perfect for a northern CA retreat, business in the Valley or sight-seeing in San Fran.

Palo Alto Cottage: Privacy, Comfort & Convenience
Plenty of privacy, comfort, and easy access to all things Palo Alto. Walk or bike to cafes, restaurants, groceries, parks, the library, and more or cozy up in our spacious, light-filled in-law studio w/ private patio. Separate entry and w/ easy street parking in Midtown that's also conveniently close to California Ave, Downtown Palo Alto, Stanford Campus, Medical Foundation, PAMF, The Foothills, Meta HQ, Amazon, Shoreline, & Headquarters for all other major Silicon Valley companies.

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.

Canyon Oak House: Private, tranquil with trees
Looking for a serene getaway in San Carlos/mid peninsula? Tranquil, professionally cleaned retreat with lots of breathing space perched among the trees in Devonshire Canyon, San Carlos, CA. Enjoy evening sun on the large deck, wake up to the birds in the trees or a family of deer in the garden. Conveniently close to downtown San Carlos but feels like you're in the country. FAST WIFI. CLOSE TO 280 AND 101. We will consider pets (additional cleaning fee applies).

Luxury Guesthouse in the heart of Silicon Valley
BEST Airbnb: Style, Comfort, Location. Airbnb fees and TOT taxes are paid by host, not guest. 1 bedroom, gorgeous bathroom, full kitchen, coffee machine, well-stocked pantry, dining set, comfy sofa & ottoman. Luxury shower: rain, cascade or handheld. Mirror with backlight. Nest heater. Hardwood floors. Portable Dyson aircon. Private entry. Automatic entry lights on walkway, wisteria trellis. Dedicated parking. Organic vegetable and fruit garden. Patio.

Spacious & Luxurious 1 BR w/Pool & Free Parking
Welcome to our Luxurious 1 bedroom located in Menlo Park! Our unit is situated in the luxurious Anton Menlo Apartments, which boasts a range of amenities for our guests to enjoy during their stay. Our unit features a spacious and fully furnished living area, comfortable Queen size bed, with a large modern bathroom, and a fully equipped kitchen with all the necessary appliances and cookware to prepare your favorite meals.

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.
Popular amenities for Woodside pet-friendly home rentals
Pet-friendly house rentals

Comfortable Whole Home on two house lot

Executive Class Stay in Tech Hub 3b2B Near SJC

3B/2.5B + Office/1 block to SCU /Sunny Patio / BBQ

4B/2.5B / Office Space / Open Plan / Huge Backyard

West Menlo Park Luxurious Executive Home 4050sqft

Brighton Beach Cottage, One Bedroom plus Loft

Garden Retreat steps from Haight St

Convenient 1BR Home Near SJ Airport & Santa Clara
Pet-friendly home rentals with a pool

Luxury Living in Menlo Park!

Beautiful Large 4BR Home with POOL

Charming 1 bedroom, 1 bath, 2 Story Condo.

Menlo Park 2bd @ Sandhill near Stanford - Pool, Gym

By The Bay Retreat

Casita Luna- Pool house 19 mins to Stanford

Guesthouse in woodside -

Willow Place
Private, pet-friendly home rentals

Beautiful Guesthouse in Woodside, 1 Bedroom + Loft

Miramar Penthouse Coastal Elegance in the Heart of

Serene & Charming Home in Atherton border

Redwood Treehouse Retreat

Stafford Place

San Mateo Prime Location 1 Bedroom Suite

Peaceful Menlo Park House: Two bedrooms + Sunroom

Sleek Townhouse Sleeps 9 | Garage + Fast Internet
When is the best time to visit Woodside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $388 CAD | $351 CAD | $389 CAD | $404 CAD | $408 CAD | $467 CAD | $438 CAD | $405 CAD | $404 CAD | $357 CAD | $364 CAD | $404 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 that are pet-friendly in Woodside

Total vacation rentals
Explore 40 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 2,020 verified reviews to help you choose

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

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Woodside vacation rentals include wifi 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!
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