Pet-friendly holiday rentals in Woodside

Beach Airstream (Bliss) - New Listing

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.

Apartment w hot tub / forest & ocean view

Slow living at this farm (Coop d'état Farm) retreat on Kings Mountain. Set in old-growth forest with ocean views, a fire pit and a hot tub, the apartment sits on a working campsite (Kings Mountain Fancy Camp) with chickens, goats, dogs, and cats. A 10-minute walk from the Purisima Open Space trail network. It has a bedroom a living room, a bathroom and an office space. It occupies the lower floor of our home and has a private entrance and parking. With access to a shared picnic area / bbq.

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.

Huge Suite w/ own bathroom, patio, dining, office

Forget your worries in this spacious & serene space. Large Private Suite w/ office zone, dining table, private patio w/ furniture, indoor & outdoor showers & dining, large walk-in closet. Super fast & reliable wifi. Vaulted ceilings, skylights, ceiling fans, & beautiful artwork. The suite located at back of a spacious home shared w/ 2 other suites. Walkable distance to large shopping center. Centrally located close to Stanford U & Hospital, Tech Companies & Freeways to entire Bay Area

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.

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.

A beautiful Tree house -your own retreat

This charming 2 bedrooms is nestled among the trees in beautiful Woodside, California. This town is 30 minutes from San Francisco and right behind Stanford University. Our tree house is a private, peaceful, modern and very comfortable detached guest house. The house has a fully equip kitchen, BBQ and very peaceful settings where you can enjoy nature hikes and be surrounded by peaceful trees and yet just minutes away from town.

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.