Vacation rentals with a patio in San Mateo County

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Top-rated patio rentals in San Mateo County

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Guest favorite

Home in Pacifica

4.99 out of 5 average rating, 239 reviews

Oceanfront Boho Retreat - Pacific Sunset Views 🌅🌊🐳

Remodeled oceanfront home with sweeping Pacific views and whale watching! Ultra clean and comfortable. The perfect cozy boho getaway for couples, families and travelers. 3 bed, 1 bath. • Self check-in • Directly in front of the ocean with beach access steps away • Wonderful restaurants just two blocks away • Professionally sanitized • Renovated with smart tech • Fire pit with Adirondack loungers in the front, large fire pit with chairs on the back deck • Foosball/Pool/Air hockey • Free Parking

Nov 23 – 30

R11,089 ZAR per night

Guest favorite

Guesthouse in Boulder Creek

4.99 out of 5 average rating, 149 reviews

Digital Nomad Retreat

Imagine yourself in the REDWOOD FOREST and take a breath of mountain air. Only 25 miles from the Silicon Valley, 15 miles from the Santa Cruz Boardwalk, a cozy location tucked in the forest. Many are on the move and can work from anywhere, so why not a beautiful place of your own? A perfect getaway spot central to WINE TASTING, HIKING, BEACHES and even mountain exploration, right from the doorstep. Located only a mile and a half from downtown Boulder Creek, food and window shopping are easy.

Aug 25 – Sep 1

R2,775 ZAR per night

Guest favorite

Farm stay in Los Gatos

4.9 out of 5 average rating, 238 reviews

NEW! Yurt above it all: Swim, Hike & Glamp On-Site

Relax and recharge at this yurt inspired bell tent in Los Gatos. Whether you’re here to reconnect with nature, hike the trails, camp under the stars, or explore the Bay Area, ‘Yurt Above it All’ has everything for a worry-free stay! With nature trails on-site and the Saratoga Gap down the road, you won’t have to go far, For fun drive into the city. Come home and admire the amazing views from your secluded glamp-site with sweeping views of San Francisco Bay and Silicon Valley 2,800 feet below.

Oct 30 – Nov 6

R3,459 ZAR per night

Guest favorite

Guesthouse in Menlo Park

4.95 out of 5 average rating, 159 reviews

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.

Sep 6 – 13

R2,236 ZAR per night

Guest favorite

Home in Moss Beach

4.91 out of 5 average rating, 115 reviews

Studio with Private Entrance / Patio / Hot Tub

Relax in this peaceful, private studio after a fun day at the beach or exploring our beautiful coast. 1/2 mile from beach & 7-minute drive to Half Moon Bay or Pacifica! Features include a private fenced patio with access to hot tub, new hybrid queen bed, 55" TV, ceiling fan, central heat/air, kitchenette and private bath/separate shower. The new loveseat is also a comfy sleeper - $50.00 for each additional guest, up to 2 with 4 guests max in unit. Note: EV Charger is $25.00 per use.

Apr 26 – May 3

R3,222 ZAR per night

Guest favorite

Guest suite in Belmont

4.95 out of 5 average rating, 103 reviews

Cozy private in-law suite, close to SFO, fast WiFi

Newly renovated, spacious in-law unit in the Belmont hills with a private entrance and Bay views. This adorable space is cozy and great for a weekend respite or remote work. SFO airport is just 15 mins away. Close by Stanford and San Carlos. Short drive to hiking trails and 30 mins away from the Pacific ocean. Easy access to San Francisco and San Jose, via freeway 101, 280, and 92. 🌞 Solar-powered through the day with battery 🔋 back-up at night. No outages and eco-friendly. 🌲

Jun 1 – 8

R2,346 ZAR per night

Guest favorite

Camper/RV in Half Moon Bay

4.96 out of 5 average rating, 46 reviews

Airstream Beach View (Dream) - New Listing

On 9 private acres overlooking the stunning Beach and Pacific ocean from a breathtaking cliff top view. Stunning sunrises and sunset greet you in this fully equipped new 2023 Airstream. Fully loaded with all the amenities to make your glamping experience perfect. Fire pit, outside BBQ, outside griddle, A/C and fully stocked kitchen. Comes will full bathroom with shower. Truly a rare experience and located within 10 mins of Half Moon Bay shopping. Beach access short walk or drive.

Dec 17 – 24

R6,330 ZAR per night

Guest favorite

Guest suite in Half Moon Bay

4.94 out of 5 average rating, 179 reviews

New! Oceanview Penthouse, 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.

Nov 15 – 22

R3,918 ZAR per night

Guest favorite

Guesthouse in Woodside

4.97 out of 5 average rating, 156 reviews

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.

Nov 7 – 14

R3,543 ZAR per night

Guest favorite

Guesthouse in Boulder Creek

4.96 out of 5 average rating, 114 reviews

Custom Tiny Home Retreat in the Redwoods

This retreat offers guests a unique experience of living in a well designed, minimalist space while having all one really needs. From the nautically-inspired curved ceiling w/ skylights to the custom redwood trim, this cozy retreat will inspire. Relax on the private deck with the fire pit, walk to the river or enjoy the local trails thru the towering redwoods. Santa Cruz beaches are just 35 min away, 25 min to Big Basin and Henry Cowell, and 35 min to fine dining in Saratoga.

Jul 19 – 26

R3,138 ZAR per night

Guest favorite

Guest suite in East Palo Alto

4.91 out of 5 average rating, 127 reviews

Cozy studio own entry, patio, next to FB, Stanford

Beautiful private entrance , light-filled studio centrally located in the heart of Silicon Valley. Comes with private access to outdoor patio. Street parking available. Only 3 min to Menlo industry park. 5 min to FB Headquarters. 15 min to Stanford. Close to Tesla, Apple and Google etc. Next to Highway 101 and 84 Dumbarton Bridge. High speed Wifi and TV, convenient for restaurants and shopping. Security cameras installed around outdoors.

Sep 19 – 26

R1,989 ZAR per night

Guest favorite

Condo in Redwood City

4.93 out of 5 average rating, 105 reviews

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.

Oct 10 – 17

R3,257 ZAR per night