
Holiday rentals with outdoor seating in San Mateo
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Quick stats about holiday rentals with outdoor seating in San Mateo

Total holiday rentals
Explore 110 holiday rentals in San Mateo

Nightly prices starting at
San Mateo holiday rentals start at $58 AUD per night before taxes and fees

Verified guest reviews
Over 5,670 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
110 of San Mateo holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Mateo rentals

4.9 Average rating
San Mateo stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated Holiday Houses with Outdoor Seating in San Mateo
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Beautiful and Private Modern Cottage Close to Silicon Valley
Brew French press coffee in the kitchenette and drink it in the dappled light of a quiet backyard patio. It's charming and airy inside this modern cottage. A bright sleeping loft overlooks a cozy living room, where a sofa and shag rug are arranged in front of a fireplace. This stand-alone structure offers privacy and serenity. Its stylish decor boasts clean lines and a colorful vibe. For extra guests, the sofa pulls out to a queen-sized bed. This is 750 square feet of newly renovated, high-ceilinged and airy space, including a living area, spa-like bathroom, electric fireplace, kitchenette, eating area, outdoor patio and spacious sleeping loft that overlooks the area below. There is a queen-sized pull-out couch in the living room, in addition to the queen bed in the loft, which is upstairs and includes a dressing area. New furnishings throughout. Guests can access the cottage through a separate entrance on the property, behind the main house. There will be a host in the area or in the main house to help you should anything arise during your stay. My two children sometimes play in the yard or basketball in the drive. There's a sweet and gentle dog, Penny, who lives on the premises - she might say hello and then leave you alone. The cottage is in the Mt. Carmel neighborhood, a peaceful setting in the flatlands of Redwood City. There are tree-lined streets, flowers, and friendly neighbors—perfect for walking, running, and biking. It's a half mile to bustling downtown Redwood City, walking distance to the nearest Caltrain stop and five miles to Palo Alto and other Silicon Valley companies. Easy access to Hwy 101 and 280, Stanford, San Francisco, and much of the Silicon Valley peninsula. The Caltrain is a 1/2 mile walk (or a few minutes drive) which takes you to San Francisco in as little as 35 minutes and San Jose in 30. We are 2 Caltrain stops from Palo Alto, 5 from Mountain View. Walk, bike or drive to downtown Redwood City, just .6 miles away. 30 minute drive to the top of Skyline Drive to get away from it all for a run, hike or drive through the wooded hills overlooking the Valley and the Pacific Ocean. Access the entire Bay Area from this central location - use it as a home base for day trips to Napa Valley, Sonoma, Monterey and Carmel. Kitchenette has an electronic coffee maker, french press, small convection oven/microwave, two burners, tea pot, sink and a mini-fridge. There is a European style clothes washer/dryer combo unit for small loads -- clothes may need to be hung/aired for a short time on a drying rack (provided) to become fully dry.

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.

Cozy & Fully Equipped Studio
Welcome to your perfect retreat! Our studio is fully equipped, modern, and super comfortable, offering all the amenities for an unforgettable stay. Whether you’re traveling for business or leisure, this space provides the ideal balance between comfort and convenience. 🛋 Cozy living area: Beautifully decorated with a comfortable sofa, TV 🍽 Fully equipped kitchen 🌿 Private patio: A perfect outdoor space to relax and enjoy fresh air. 🚗 Private parking with independent entrance self check in

Kings Mountain Studio Cabin
Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those inclined toward an active lifestyle, we are close to Purisima Creek, Huddart Park, and the El Corte de Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space)Note 20 minutes from Half Moon Bay with beautiful beaches and 30 min from Stanford in Palo Alto. We are adjacent to The Mountain House Restaurant. (note) The bed is a Murphy bed in the living area. NO PETS!

Eichler home w/ fire pit & private backyard
Step into a beautifully preserved 1956 Eichler home in San Mateo's Highlands - where mid-century design, a serene atrium, and a fire pit backyard come together for the perfect Bay Area stay. - Sleeps 6 | 3 bedrooms | 3 beds | 2 baths - Private backyard w/ fire pit, BBQ & 8-person outdoor dining - Wood-burning fireplace & enclosed atrium w/ custom mural - Dedicated private office w/ door - 20 mins to SF | 15 mins to SFO | near Caltrain - In-unit washer & dryer | AC | streaming TV

SFO 10 min, Stylish Suite, Walk to Grocery
Ten minutes to SFO, a short walk to Caltrain, and one block from cafés and restaurants— this private San Mateo suite is the ideal Bay Area base for business travelers, airport transits and couples exploring the peninsula. Settle into a comfortable queen bed with room-darkening shades, pull up a dedicated workspace with 789 Mbps WiFi, and unwind with Netflix, HBO Max, Disney+, Hulu, or Amazon Prime on the smart TV. Everything is taken care of so you can focus on why you're here.

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.

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. Easy access to San Francisco/San Jose via 280 & 101. Close to SFO, Cal train/BART and Downtown San Mateo. Lots of street parking.

Delightful Hideaway in San Carlos
Fully equipped executive studio in the heart of Silicon Valley. This studio is ideal for accommodating executives, visiting doctors and nurses and other professions that might require long term stays. Visitors will enjoy the warm family-friendly environment and delightful garden setting. It is also well-suited for those on vacation who delight in visiting the nearby cities, as well as those who have families close by and want to have their own private spot.

Relaxing Backyard Retreat -Spacious + Bright Home
Escape, relax, and recharge at our beautiful 3-bedroom, 2-bath retreat in San Mateo, perfectly designed for families, friends, and remote workers seeking comfort and convenience. Featuring a modern open-concept layout, this spacious home is ideal for gathering, entertaining, or unwinding in style. Step outside to your private backyard oasis with lush greenery, a cozy patio, and glowing string lights,the perfect spot to enjoy peaceful Bay Area evenings.

Lagoon Living Offsite + Family Retreat!
► Wake up to water views in the heart of Silicon Valley ► Centrally located: ✈ SFO: 10 mins. SF: 25 mins. Palo Alto, Mountain View, Cupertino & San Jose: 25 mins ► Maid services during stay ► Enjoy sunny weather in our one-of-a-kind backyard w/ deck, sauna, BBQ, garden, casita (office + extra bedroom), dock & SUPs ► Set up for relaxing, cooking & grilling, with sauna and pizza oven ► Blazing fast internet (360mbps) throughout the property + backyard

Lagoonfront Retreat: 3BR House Near SFO
Our stunning Airbnb listing offers both convenience and relaxation. 5min to multiple supermarkets and 15mins to SFO. Enjoy breathtaking views of the lagoon, modern decor, a fully-equipped kitchen, two comfortable living areas, and three cozy bedrooms with high-quality linens. We provide high-speed Wi-Fi, working desks, and heating for your comfort. We look forward to hosting you and helping you make the most of your stay in this beautiful area.
Popular amenities for San Mateo outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Andulore Cottage - Walk to Burlingame Dining/Shops

Heart of Silicon Valley Studio/Cottage

★EV+★Hillside SFO View★Home Theater★Pool Table

Coastal Retreat w/ Ocean Views

Peaceful 2-BR Bungalow w/Parking and Patio Deck

Modern Vintage Garden Bungalow

Cozy 2 Bedroom Home, Dog Friendly, w/Private Yard

Stairway to Heaven - 2 bedroom
Apartment rentals with outdoor seating

Steps to Beach Ocean Retreat / Private Entrance 2

Modern Oceanview 2-Bed Apartment Home

Charming two bedroom apartment

SF & Bay views, deck w/hot tub, luxurious studio

Floating condo 'C' on Sausalito's Richardson Bay

Apt w/ hot tub 7 minutes from beach (2 guests)

Newly Updated Guest Suite w/ Sweeping Ocean Views

Studio Apartment with Kitchenette Alcove
Condo rentals with outdoor seating

Game room, 20 min to SF, hot tub, beach 1 block

Cozy Entire 1-Bedroom Condo in Redwood City

Cozy & Bright Japanese Inspired Modern Home

Sunset Beach Retreat

Private Modern Retreat - Patio, Fire Pit, Hot Tub+

Elegant Garden Suite Steps to Lafayette Park

Cabo San Pedro - 1 bed - Stunning Ocean Views

Clean, Private and Safe San Francisco Apartment
When is the best time to visit San Mateo?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $216 AUD | $267 AUD | $251 AUD | $202 AUD | $216 AUD | $216 AUD | $234 AUD | $216 AUD | $216 AUD | $228 AUD | $252 AUD | $239 AUD |
| Avg. temp | 11°C | 12°C | 13°C | 14°C | 16°C | 17°C | 18°C | 18°C | 19°C | 17°C | 14°C | 11°C |
Destinations to explore
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- Rentals with a fireplace San Mateo
- Rentals with a hot tub San Mateo
- Rentals with a fire pit San Mateo
- Rentals with outdoor seating San Mateo County
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- Rentals with outdoor seating United States
- Stanford University
- Golden Gate Park
- Santa Cruz Beach
- Muir Woods National Monument
- Capitola Beach
- Santa Cruz Beach Boardwalk
- Golden Gate Bridge
- Oracle Park
- Moscone Center
- University of California-Berkeley
- SAP Center
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Mission Dolores Park
- Levi's Stadium
- Pier 39
- Six Flags Discovery Kingdom
- Chase Center
- University of California San Francisco
- Seacliff State Beach
- California’S Great America
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach





