
Holiday rentals with outdoor seating in San Mateo
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
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.

Soak up the Serenity on the Patio of a Charming Cottage
Light the fire pit and dress for dinner in the vine-covered garden at a peaceful retreat with a soothing waterfall. Zen beachy decor and coastal paintings set the scene indoors, with abundant natural light enhancing easy open-plan living. Pets are welcome with a small cleaning fee of a $50 (one time fee) and additional pets $25 (one time fee). The main room is 12'x17'. Closet is 6 1/2' long. Bathroom 4'x5 1/2' + shower 3'3" x 3'3". kitchen 4 1/2' x 8". Simple breakfast served. Your own private entrance, plenty of parking on the street, nice neighborhood. We are available if you have any questions or need information on the area. 2 night minimum please. The cottage is tucked away off the street in a quiet, safe neighborhood where residents walk their dogs in pleasant weather. Nearby downtown Redwood City is home to shops and groceries and freeways and public transportation are within easy reach. There is a bus that runs at the corner of our block, it would take you to downtown Redwood City or travel down the El Camino Real. There is a train depot downtown as well. Pets - 2 small dogs in the main house, 2 outdoor cats.

10-Min SFO *A/C* Modern Comfort 2BR Family Retreat
Welcome to our beautifully remodeled 2-bedroom home, just minutes from Downtown San Mateo! Whether you’re a couple, a family, or a business traveler, this is the perfect spot for you. Enjoy a fully equipped kitchen, comfortable living space, and kids-friendly amenities. Explore San Mateo's vibrant neighborhoods or take a short drive to San Francisco. We've thought of everything to make your stay comfortable, including fast WiFi and plush bedding. Book now and experience the best of the Bay Area!

Mini cottage near San Francisco & SF airport
Mini cottage w/ free parking. This tiny cottage (<200sf) is located in our beautiful backyard. It is close to everything. A 15 min drive to downtown San Francisco and SF airport. A 15 min walk to Westlake shopping center & BART station to San Francisco. The beautiful unit has a private entrance, one bedroom with a queen bed and a private bathroom. We provide Wi-fi, towels, instant coffee, tea, and snack. More amenities for you to use: TV, microwave, refrigerator, hair dryer & electric kettle

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.

Private Cottage near Redwood City and San Carlos Downtowns
Quiet, private two-level garden cottage ideal for business travelers and visiting family. Gig+ high-speed Wi-Fi, workspace, central AC & heat, king-size bed, private entry (24/7), 50” 4K TV, fully equipped kitchen with granite countertops, and guest-exclusive washer and dryer. Bedroom, living area, kitchen, bathroom, and dining / work space. Shared garden with BBQ, teak table and hot tub. Walkable to transit, downtown areas, and a popular breakfast café. Some train and light traffic noise.

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. 🌲

Elegant retreat in Redwood City
NOW with new AC & Heating! Gorgeous one bedroom apartment with en-suite bathroom, a spacious walk-in closet, ample light, and stunning views. Private fully equipped kitchen and sitting area allow for very comfortable living. Bedroom and sitting area/kitchen are separated by a door to allow for 2 separate work spaces. Washer/dryer and many other amenities available. This is part of a ~4000 sq ft luxury single family home with a completely separate and private entrance.

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.

Style & Comfort-Private Suite near UCSF and GGPark
Designed for comfort and efficiency, this stylish one-of-a-kind private suite has its own bath, kitchenette and garden deck. Located on the lower level of a two-level home, the suite has its own interior entrance - no shared spaces beyond the home's entry. It's on a quiet street with free parking. Shopping, restaurants, UCSF Parnassus, Golden Gate Park, and Transit are nearby.

Calm 3BR retreat w/ enclosed atrium
Welcome to a calm Bay Area retreat perfect for cozy evenings & easy indoor-outdoor living! - Sleeps 6 | 3 bedrooms | 3 beds | 2 baths - Wood-burning fireplace & fenced backyard w/ fire pit - Enclosed atrium w/ custom mural - Kitchen, dining area & dedicated workspace - Single-level layout w/ private entrance - Free parking, Wi-Fi & in-unit laundry
Popular amenities for San Mateo outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Andulore Cottage - Walk to Burlingame Dining/Shops

Remodeled Modern Home in Convenient Location

Heart of Silicon Valley Studio/Cottage

Coastal Retreat w/ Ocean Views

Sea Wolf Bungalow

Bright Slice of the Sunset Private Flat with Deck

Upscale Modern House Near Mountain View Downtown

Two Creeks Treehouse
Apartment rentals with outdoor seating

Eclectic Luxury room

Beautiful Private Garden Apt. Nr. Golden Gate Park

Exceptional, Large 1-Bedroom SF Garden Suite

Private & clean STUDIO 580/680 Tri-Valley

Relaxed Apartment with a Patio in The Castro

Secret Garden Cottage

Steps to Beach Ocean Retreat / Private Entrance 4

Newly Updated Guest Suite w/ Sweeping Ocean Views
Condo rentals with outdoor seating

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

Spacious top 1bd/1ba w/ pvt deck (no cleaning fee)

Modern two bedroom, two bathroom Mill Valley Condo

Pacific Heights Home Garden Near Fillmore & Union

Sunny 2b/1b with great Bay views!!!

Cozy condo in the heart of Alameda

Clean, Private and Safe San Francisco Apartment

La Casa de Alpaca
When is the best time to visit San Mateo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $229 NZD | $234 NZD | $237 NZD | $236 NZD | $252 NZD | $252 NZD | $273 NZD | $252 NZD | $252 NZD | $236 NZD | $244 NZD | $232 NZD |
| 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 |
Quick stats about holiday rentals with outdoor seating in San Mateo

Total holiday rentals
Explore 130 holiday rentals in San Mateo

Nightly prices starting at
San Mateo holiday rentals start at $67 NZD per night before taxes and fees

Verified guest reviews
Over 6,000 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
100 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across San Mateo rentals

4.9 Average rating
San Mateo stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Moscone Center
- Levi's Stadium
- Santa Cruz Beach
- Stanford University
- Golden Gate Park
- Capitola Beach
- Muir Woods National Monument
- Baker Beach
- Oracle Park
- Rio Del Mar Beach
- Golden Gate Bridge
- Las Palmas Park
- Seacliff State Beach
- Twin Peaks
- SAP Center
- Mission Dolores Park
- Santa Cruz Beach Boardwalk
- Henry Cowell Redwoods State Park
- Pier 39
- Montara Beach
- University of California-Berkeley
- Six Flags Discovery Kingdom
- Palace of Fine Arts
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