Pet-friendly holiday rentals in Woodside

Find and book unique pet-friendly homes on Airbnb

Quick stats about holiday rentals that are pet-friendly in Woodside

Total holiday rentals
Explore 30 holiday rentals in Woodside
Nightly prices starting at
Woodside holiday rentals start at £60 per night before taxes and fees
Verified guest reviews
Over 1,890 verified reviews to help you choose
Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 of Woodside holiday 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!

Top-rated pet-friendly home rentals in Woodside

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Guest house in Redwood City

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.

WalkabilityPetsAir conditioning

4.93 out of 5 average rating, 368 reviews

Top guest favourite

A secluded outdoor area features a hot tub surrounded by lush greenery. A shaded patio sits nearby with white lounge chairs, while a portion of the building is visible in the background, incorporating large windows and a deck area adorned with outdoor furnishings.

Farm stay in Woodside

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.

PetsWalkabilityCheckout

4.97 out of 5 average rating, 155 reviews

Superhost

The exterior of a single-family home is presented, featuring a well-manicured front yard with shrubbery and stone accents. A front path leads to the entrance, framed by large windows that illuminate the living space. A garage with multiple doors is visible on the right.

Home in Redwood City

Serene & Charming Home in Atherton border

Nestled in the border between Atherton & Redwood City CA, this exquisite property boasts privacy, tranquility, and natural beauty. With its serene surroundings, this house offers a truly idyllic retreat. The home offers a living room with large windows overseeing the front yard, a formal dining room with custom cork accent wall and French doors to the front porch. Three bedrooms, one ensuite and two serviced by a hall bath, complete the first floor, there is a recreation room above the garage.

PetsWalkabilityGrill

4.84 out of 5 average rating, 100 reviews

Top guest favourite

A shaded porch area features stone flooring and is bordered by lush greenery. Two outdoor chairs and a small table are positioned on the left side, providing a serene spot for relaxation. The entrance to the studio is visible through large glass doors.

Guest house in Redwood City

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.

WalkabilityPetsIndoor spaces

4.95 out of 5 average rating, 224 reviews

Top guest favourite

The primary bedroom features a spacious bed dressed in soft green linens, complemented by wooden art on the wall. Two bedside lamps provide ambient lighting. An adjoining bathroom is visible through an open door, showcasing modern fixtures and a clean design.

Home in Palo Alto

Modern Private 2BR/2BA | Near Stanford | Quiet

Modern, quiet, detached 2BR/2BA guest house in Palo Alto. 🏡 Enjoy a private entrance, ~1,000 sq ft, guest-loved beds with 100% cotton bedding, a full kitchen, in-unit laundry, central A/C, strong shower pressure, fast Wi-Fi, and a workspace with a standing desk, ergonomic chair & monitor. 🏥 Minutes from Stanford University & Stanford Hospital. 💼 Close to Google, Meta & other Silicon Valley companies. 🌳 Quiet neighborhood near restaurants, Whole Foods, Trader Joe’s & shopping.

Outdoor spacesPetsNearby

4.98 out of 5 average rating, 101 reviews

Guest favourite

The living area features a leather sofa paired with a patterned rug and a glass coffee table. A dining area is visible in the background, illuminated by natural light from large windows. Soft decorative elements, including a fluffy pouf and indoor plants, enhance the welcoming ambiance.

Home in Belmont

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

Escape to this peaceful retreat with new furniture, beautiful garden and nice views over Belmont hill! Luxury like your own home: - Leather sofa & Smart TV - Complete cookware and dining essentials - Big deck with a dining set - Large Private Backyard for relaxation Convenience: - Surrounded by various attractions - San Francisco and San Jose are both half-an-hour away - Easy access to Caltrain, US 101, I-280, and SR 92 - 15-minute drive from San Francisco International Airport

PetsWalkabilityBreakfast

4.95 out of 5 average rating, 110 reviews

Top guest favourite

A cozy outdoor seating area features two rattan chairs positioned on a deck. A small table rests between them, with a scenic ocean view visible in the background. Sunrise colors illuminate the sky, and a vibrant pink flamingo adds a playful touch to the greenery.

Guest suite in Half Moon Bay

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 spacesWalkabilityCleanliness

4.96 out of 5 average rating, 424 reviews

Top guest favourite

Tall redwood trees rise from the forest floor, creating a serene canopy. A distant view of the bay is visible through the trees, with a blanket of clouds resting over the landscape. The sky is clear, contrasting with the lush greenery of the forest.

Guest house in Woodside

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.

Outdoor spacesWalkabilityAccess

4.97 out of 5 average rating, 386 reviews

Guest favourite

The spacious living room features large glass doors leading to a scenic view outside. A comfortable couch with decorative pillows is situated near a kitchenette equipped with a full-size refrigerator and coffee maker. A striking wall mural of zebras enhances the unique decor.

Guest suite in Woodside

Central Woodside suite near restaurants with view

Spacious and peaceful one-bedroom suite in central Woodside. A nice walk to Roberts Market & famous restaurants -Buck’s, Village Bakery, & Village Pub. Steps away from hiking trails. 25 mins to SFO, 35 mins to San Francisco. Quick 10-min drive to Menlo Park, Palo Alto, and Stanford. 20–30 mins to Mountain View, Cupertino, San Jose. This unit is on the entire 1st floor of a two-story home with its own entrance. 30-day minimum stay - 45% discount for 30 days or more.

WalkabilityOutdoor spacesBreakfast

4.8 out of 5 average rating, 258 reviews

Top guest favourite

The exterior of the cottage features a stone-accented porch with a wooden chair, framed by lush greenery and flowering plants. A pathway of stones leads from the well-kept lawn to the entry, where large double doors invite guests inside.

Cottage in San Carlos

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.

Outdoor spacesPetsCheck-in

4.98 out of 5 average rating, 263 reviews

Top guest favourite

The interior of the cabin features a single bed dressed in a blue and white plaid coverlet alongside two soft pillows. A kitchenette area with wooden cabinets and a small fridge is visible, complemented by a round mirror and decorative wall art of a forest scene.

Guest house in La Honda

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.

PetsWalkabilityNearby

4.96 out of 5 average rating, 499 reviews

Guest favourite

A spacious bedroom features a large bed with textured bedding, complemented by decorative pillows. Two bedside tables with lamps provide illumination. Soft light enters through the windows, enhancing the neutral color palette of the walls and furnishings.

Apartment in Redwood City

Cozy Entire 1-Bedroom Condo in Redwood City

Beautiful condo, offering peace, comfort and privacy for your travel needs. Great location for couples, families, solo & business travelers. Family friendly neighborhood, peaceful, clean and safe. Professionally maintained and cleaned. Close to boutiques, coffee, restaurants, parks, downtown redwood city & just a few minutes from Palo Alto. Easy access to San Francisco, San Jose and the Silicon Valley.

PetsWalkabilityAir conditioning

4.95 out of 5 average rating, 177 reviews