
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.

Rustic Cabin in the Redwoods
Tucked among the redwood trees on top of King's Mountain, this 1 bedroom cabin offers both rustic charm and modern luxury. Property owners live onsite in the main house about 30 feet away from the cabin. Located just 20 minutes off HWY 280, this cabin is the perfect weekend retreat for those looking to get away from the bay area without actually leaving. Spend time relaxing in the pool, hiking or biking one of the nearby trails, or just reading a book while sitting among the redwood trees.

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

Andulore Cottage - Walk to Burlingame Dining/Shops
Welcome to Andulore Cottage! Remodeled home in great location in quiet neighborhood. Walk to Burlingame Avenue shops, restaurants and Caltrain Station! This 1944 WWII era cottage has been lovingly restored, updated and renovated while preserving historic detail and charm throughout. Interior decor of this home is styled mid-century transitional. There are three bedrooms, living room, dining room, kitchen, and spacious backyard with beautiful patio with brick BBQ and fireplace.

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

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.

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.

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.

Cottage on the Water -SUP,Kayaking,Canoeing
Private Club House Water Front. Free use of stand-up paddle board, kayak, and canoe. Private entrance with Smartlock and wifi. Modern studio with full bathroom. and the kitchenette area is fully furnished for light cooking. Conveniently located near grocery, Target, Trader Joes, and restaurants. 5 minutes from Downtown San Mateo, and 10 minutes from SF Airport. Looking to get away from the bay area without actually leaving, nice escape.
Popular amenities for San Mateo outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Walk to Beach - Remodeled Coastal Home Safe Town

Muir Beach's Haiku House with Dramatic Ocean Views

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

Coastal Retreat w/ Ocean Views

Peaceful 2-BR Bungalow w/Parking and Patio Deck

Charming Burlingame Beauty!

Upscale Modern House Near Mountain View Downtown

Stairway to Heaven - 2 bedroom
Apartment rentals with outdoor seating

Montara Ocean View Suite

Steps to Beach Ocean Retreat / Private Entrance 2

Charming 2BR Apartment near tech Giants & Stanford

Modern Oceanview 2-Bed Apartment Home

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)

Admire Commanding City Views from an Airy Abode with Parking
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





