Holiday rentals with outdoor seating in San Mateo County

The Artists' Tree House

STVR permit #221203. This charming home is perched in the trees with views of the forest through the skylights. Close to the mountain town of Boulder Creek if you need groceries. We aim to give you the most comfortable stay and modern amenities. If you are a remote worker, we have a work space in each bedroom with a large monitor and desk. Dogs are welcome. Smoking outdoors is permitted. Located 35min to Santa Cruz, 1:30 to downtown SF and 45min to San Jose. Hot tub under the redwoods and relax!

San Mateo Getaway Private 2 Bedroom

Bright & spacious 2 bedroom apartment with beautiful backyard in San Mateo. In-law apartment with private entrance dedicated to hosting guests. Located in quiet residential neighborhood, but close to activities for families and singles. Amenities include wet bar area with toaster oven, coffee maker, mini fridge and microwave! Laundry available upon request. Easy access to San Francisco/San Jose via 280 & 101. Close to SFO, Cal train/BART and Downtown San Mateo. Lots of street parking.

Cabo San Pedro - penthouse - Stunning Ocean Views

Cabo San Pedro has been in my family since 1964, and in recent years has been a very cozy vacation home. As the highest house on Pedro Point, we are graced with stunningly gorgeous panoramic views (no iPhone required). Perfect for a couple’s weekend, a business trip, or a solo retreat! For those who can’t bear to leave this special place, a fully equipped kitchen lets you comfortably eat in. Other amenities include a flat screen TV in the sitting area, and my Grandma’ s heirloom dining table.

Charming, modern, restorative, private studio

Quiet, modern, restorative studio with private entrance and private garden. Mature trees and three skylights makes it feel like you're staying in a tree house. Fiber optics and luxe amenities keep it 21st century. Centrally located to all locations, 20 minutes to SF and SJ Airports, only 30 minutes to Oakland. A quick bike ride to FB, Stanford, and all places high tech. Sip coffee as you work from your laptop in your private garden, then walk to some of the best taquerias in the Bay Area.

*Airbnb PLUS* Mod Bungalow in Urban Farm Setting

Enjoy a private, high-quality designer experience on a rustic "urban farm". Make yourself at home amidst Mid-Century Modern furniture, a fully-stocked kitchen and luxurious bedding. Grill or hang out on a private patio. Families, friends, or business travelers will appreciate the proximity to downtown Palo Alto, Stanford, and tech companies. Safe and friendly neighborhood. We share fresh eggs from our chickens when in season. Private entrance and off-street parking for one car.

1 block away from beach, hot tub, 3 bed 3 bath

You'll have full access to our 3 bed, 3 bath house, newly built in 2012. It's a block away from the beach and golf course and 20 minutes to downtown San Francisco. It's stocked with top-of-the-line amenities, including a brand new hot tub, 75 inch 4k TV, luxury Casper mattresses, gourmet kitchen and Peloton. For remote work, we offer 200+ mbps internet and 2 separate workspaces. There are peekaboo ocean views and you'll fall asleep to the sweet smells and sounds of the ocean.

A true gem…comfortable and quiet. Walk to beach.

Open floor plan 3 bd, 2 bath, top of the line finishes throughout, sleeps 6 comfortably. Beautiful natural light glowing throughout house, warm plaster walls, and radiant heat floors. Short walk to beach, hiking and biking trails, restaurants, and family entertainment. This is a unique beauty for a relaxing getaway, special occasion, family vacation or business trip. Close to SFO airport, downtown SF and coastal adventures. Fast wifi

Beach Cottage Shelter Here

Cute 2 bedroom and 2 full bath cottage. Kitchen and bathrooms completely updated this year. Although built in 1951 has had multiple upgrades. Big back yard with pergola, large fire pit and BBQ. Smaller front yard with beautiful landscaping and comfortable seating - a great place to people watch, as we are close to the beach and fishing pier. Ready to live in with all the linen, towels, dishware. Driveway parking.

Charming 2BR Apartment near tech Giants & Stanford

Welcome to our Luxurious 2 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, two comfortable bedrooms, a pair of modern bathrooms, and a fully equipped kitchen with all the necessary appliances and cookware to prepare your favorite meals.