Vacation rentals with outdoor seating in San Mateo

Guesthouse in Redwood City

A charming cottage entrance is framed by natural wood shingles and surrounded by lush greenery. A small porch is adorned with a wicker chair and colorful cushion, inviting guests to enjoy the serene outdoor space. Sunlight filters through the trees, illuminating the pathway.

4.93 out of 5 average rating, 351 reviews

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.

4.84 out of 5 average rating, 285 reviews

A bright living area features a round table with a floral centerpiece and two cushioned chairs. The backdrop displays an open kitchen with cabinetry, leading to a warmly painted bedroom door. A small plant and modern decor enhance the welcoming atmosphere, illuminated by natural light.

Home in San Mateo

❤️ Delightful 1B/1B modern with a leisure garden

This recently upgraded unit features a master bedroom with a full bathroom and two closets, along with a spacious living area. Enjoy complete privacy with a separate fence and a sunny private garden. We provide complimentary coffee and tea, and there’s free street parking available 24/7. It’s within walking distance to the Roblox office and the San Mateo Event Center, and about 10 minutes from SFO. Please note, this is not an apartment or condo building. Self check-in o& Check out with code.

4.94 out of 5 average rating, 857 reviews

A warm and inviting bedroom features a spacious bed with soft peach-colored bedding. A decorative pillow with a friendly message is placed at the head of the bed. A small nightstand with a lamp and a vase of yellow flowers adds a cheerful touch to the space.

Cottage in Daly City

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

4.92 out of 5 average rating, 350 reviews

A cozy living area showcases a gray sectional sofa and two accent chairs. A light-colored coffee table is centered on a patterned rug. A television sits on a console, with large sliding glass doors providing natural light and views of the backyard garden.

Guest suite in San Mateo

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.

Guesthouse in Edgewood Park

A modern kitchen is highlighted by a spacious granite countertop island with four wooden stools. Natural light pours in through a large window overlooking the garden, illuminating stainless steel appliances and cabinetry. Plants add a touch of greenery to the inviting space.

4.99 out of 5 average rating, 114 reviews

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.

4.98 out of 5 average rating, 245 reviews

The exterior of the cottage features a stone-accented porch with a wooden chair, framed by lush greenery and flowering plants. A pathway of stones leads from the well-kept lawn to the entry, where large double doors invite guests inside.

Cottage in San Carlos

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 gorgeous vaulted ceilings. You will be surrounded by mature redwoods on the peaceful balcony and one with nature at the fire pit overlooking a year round creek. Amenities include a full sized kitchen, comfortable workspace, washer/dryer, fast WiFi, cable TV and a gas fireplace. We live in the main house on the property.

4.95 out of 5 average rating, 158 reviews

A spacious sleeping area features a queen-sized bed with a neutral-toned blanket, accompanied by bedside lights. A desk with a chair is positioned near a window, allowing natural light to brighten the room. A lounge chair and wall-mounted TV are visible in the corner.

Guest suite in Belmont

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. 🌲

4.78 out of 5 average rating, 102 reviews

The studio features vaulted wooden ceilings and a spacious layout. A king bed is positioned near a large window, providing natural light. A smart TV is placed on a stand, while a kitchenette can be seen in the background, equipped with modern appliances.

Guest suite in San Mateo

246C - Large Studio w/ Kitchenette, Laundry & Deck

This is a spacious, modern, and newly remodeled studio unit in our beautiful home located in the center of Hillsdale. This studio features a king bed, smart TV, private bathroom, large kitchenette and wet bar, in-unit laundry, and a spacious SHARED deck with the main unit. It is 2 blocks from San Mateo Medical Center, and only a mile away from Hillsdale Shopping Center & Traders Joe's. There are many restaurants & shops nearby. This studio is accessed from the backyard deck

Guest suite in Emerald Hills

A well-appointed bedroom features a spacious bed with decorative pillows, flanked by bedside tables and lamps. French doors open to a peaceful backyard with views of greenery. A study table and a cozy rug add to the inviting atmosphere.

4.93 out of 5 average rating, 206 reviews

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.

4.93 out of 5 average rating, 299 reviews

Home in Foster City

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.

Place to stay in San Mateo

A scenic outdoor area is visible, featuring a trampoline alongside a grassy space. A deck extends toward the water, where a blue kayak and a boat with a cover are stationed. A shaded seating area is located nearby, with a view of the serene lake.

4.91 out of 5 average rating, 116 reviews

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.

4.95 out of 5 average rating, 139 reviews

A vibrant yellow dining table set for eight is positioned in a spacious open-plan area, surrounded by natural light from large glass doors. A soft, textured light fixture hangs overhead, complementing the modern aesthetic. The backdrop features a landscaped outdoor space visible through the glass.

Home in San Mateo

Cozy 3BR stay w/ fireplace & fire pit

Welcome to your calm Bay Area retreat - a cozy spot for fireside evenings, easy indoor-outdoor living & Super Bowl weekend stays! - Sleeps 6 | 3 bedrooms | 3 beds | 2 baths - Enclosed atrium w/ custom mural - Wood-burning fireplace & backyard fire pit - Kitchen & dining area plus dedicated workspace - Private backyard - fully fenced - Air conditioning, heating & in-unit laundry

Popular amenities for San Mateo outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.9 out of 5 average rating, 136 reviews

The stylish entrance of the home is framed by a well-maintained garden featuring vibrant flowers and mature greenery. A welcoming porch, with a central front door flanked by sidelights, is complemented by a concrete walkway leading to the inviting entrance.

Home in East Palo Alto

Remodeled Modern Home in Convenient Location

4.83 out of 5 average rating, 224 reviews

A bright living space features a red sofa and a wooden coffee table, complemented by a stylish side table with a lamp. A black futon is positioned nearby. Shelving displays various decorative objects, while large windows allow natural light to illuminate the room.

Home in Redwood City

Heart of Silicon Valley Studio/Cottage

4.96 out of 5 average rating, 173 reviews

A dining area features a round table surrounded by four light-colored chairs, positioned near large windows offering panoramic ocean views. Natural light floods the space, highlighting the minimalist decor and the neutral color palette.

Home in Pacifica

Coastal Retreat w/ Ocean Views

4.99 out of 5 average rating, 118 reviews

A coastal cabin is situated on rugged cliffs overlooking the ocean. The structure features large windows, allowing for expansive views of the water. Lush greenery surrounds the home, highlighting its natural setting against a cloudy sky.

Home in Montara

Sea Wolf Bungalow

4.93 out of 5 average rating, 165 reviews

A spacious room features large windows offering natural light and access to a deck. A cozy bed is complemented by a couch, green bookshelf filled with books, and a simple dining table. Stylish art and decor pieces are arranged along the walls.

Home in Outer Sunset

Bright Slice of the Sunset Private Flat with Deck

4.92 out of 5 average rating, 173 reviews

The modern exterior of the house features a combination of wood and light-colored siding. A covered porch is highlighted by vertical lighting, while large windows provide views of the surrounding landscape. A manicured lawn and driveway contribute to the welcoming entryway.

Home in Mountain View

Upscale Modern House Near Mountain View Downtown

Home in Pedro Point-Shelter Cove

A sweeping coastal view captures gentle waves lapping against the shore, with rolling hills and rugged cliffs glowing in warm sunset tones. The scene is framed by a railing, allowing unobstructed sightlines of the expansive horizon and nearby coastline.

4.85 out of 5 average rating, 325 reviews

Cabo San Pedro - penthouse - Stunning Ocean Views

4.95 out of 5 average rating, 117 reviews

A modern kitchen features high-end stainless steel appliances and a spacious island with slick bar stool seating. The well-lit area is complemented by contemporary pendant lights. Double french doors open to a backyard, enhancing the connection between indoor and outdoor living.

Home in Castro Valley

The Blue Door Retreat

Apartment rentals with outdoor seating

4.95 out of 5 average rating, 164 reviews

A resort-style pool surrounded by lounge chairs is visible, with modern apartment buildings framing the scene. The area is bright and airy, showcasing a leisure space ideal for relaxation, with neatly landscaped greenery along the pool's edge.

Apartment in Menlo Park

Charming 2BR Apartment near tech Giants & Stanford

Apartment in Inner Richmond

A modern kitchen space features light-colored cabinetry and a white countertop. A wooden cabinet stands against the wall, and a large window offers a view of the backyard garden. The floor is composed of warm-toned wood, enhancing the room's inviting atmosphere.

4.98 out of 5 average rating, 433 reviews

Beautiful Private Garden Apt. Nr. Golden Gate Park

Apartment in Presidio Heights

A spacious common area features a large, comfortable sectional sofa and a coffee table centered on a decorative rug. A tall bookshelf with a ladder creates an inviting focal point, while large windows allow natural light to brighten the room and provide views of the greenery outside.

5 out of 5 average rating, 120 reviews

Exceptional, Large 1-Bedroom SF Garden Suite

4.99 out of 5 average rating, 179 reviews

A kitchenette with light wood cabinetry and granite countertops is shown, featuring a dishwasher and various small appliances. A dining area with a vase of fresh flowers is visible, along with a spacious sleeping area beyond, containing a comfortable bed and a wall-mounted TV.

Apartment in San Ramon

Private & clean STUDIO 580/680 Tri-Valley

4.94 out of 5 average rating, 411 reviews

A well-lit studio room features a dining area with a glass table surrounded by two woven chairs. Beyond, a spacious sleeping area is visible, with two twin beds dressed in blue and white linens. The sliding glass doors provide access to an outdoor deck.

Apartment in Mill Valley

Charming Studio in Redwood Canyon

4.95 out of 5 average rating, 262 reviews

A cozy living room features a light-colored sectional sofa and a glass coffee table atop a textured area rug. A large flat-screen TV is mounted on the wall, while tall windows allow natural light and showcase greenery from the outdoor space.

Apartment in Castro

Beautiful Cottage, hot tub, in great neighborhood

Apartment in Half Moon Bay

A modern kitchen features stainless steel appliances and warm wood cabinetry. Natural light floods the space through skylights and large windows, with views of outdoor greenery. An eat-in dining table with built-in bench seating is complemented by bright blue chairs, creating a cheerful atmosphere.

4.98 out of 5 average rating, 725 reviews

Modern apt steps to beach, trails & downtown HMB

4.84 out of 5 average rating, 494 reviews

A vibrant yellow wooden gate features a circular cutout, framing a view of lush greenery beyond. A fruit tree is visible through the opening, enhancing the connection to the surrounding garden.

Apartment in Alameda

Secret Garden Cottage

Condo rentals with outdoor seating

4.97 out of 5 average rating, 229 reviews

Aerial view of the coastal neighborhood shows a two-story condo amid beach houses, highlighting the ocean in the background. The grey building features a distinct entryway with several closely parked cars, surrounded by greenery and well-maintained pathways, suggesting a relaxed coastal environment.

Condo in Pacifica

Twenty minutes to SF, one block to beach, fire pit

4.96 out of 5 average rating, 100 reviews

The living room features a neutral-colored sofa and a blue futon, complemented by vibrant patterned rug. A wooden coffee table sits at the center, with a decorative plant and an orchid. Walls are adorned with framed artwork, and natural light filters through the window treatments.

Condo in Duboce Triangle

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

4.99 out of 5 average rating, 139 reviews

A light-filled living space features an open floor plan with a cozy seating area, including a white armchair and dark gray sofa. A decorative area rug covers the hardwood floor, while a dining table is visible near a modern kitchen with sleek appliances. Natural light streams through large windows.

Condo in Mill Valley

Modern two bedroom, two bathroom Mill Valley Condo

4.98 out of 5 average rating, 290 reviews

A private garden area features modern seating arrangements, including a long sectional and armchairs surrounding a fire pit. Lush greenery and flowering plants add color to the space, while a wooden fence provides privacy. The sky above is bright with scattered clouds.

Condo in Pacific Heights

Pacific Heights Home Garden Near Fillmore & Union

4.96 out of 5 average rating, 196 reviews

The image captures a scenic view from a small balcony. The bay is visible in the distance, with Alcatraz Island positioned on the water. Surrounding rooftops and greenery frame the view, while a clear blue sky enhances the overall brightness of the scene.

Condo in North Beach

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

4.98 out of 5 average rating, 171 reviews

A modern kitchen features stainless steel appliances, including a large refrigerator and a five-burner gas stove. White cabinetry and light wood counters provide a bright atmosphere. Ample workspace is available, along with under-cabinet lighting that highlights the tiled backsplash.

Condo in Alameda

Cozy condo in the heart of Alameda

4.94 out of 5 average rating, 322 reviews

The Golden Gate Bridge is prominently displayed against a soft sunset sky, with gentle waves lapping on the shore in the foreground. The surrounding hills offer a muted backdrop, creating a serene atmosphere in this coastal setting.

Condo in Cow Hollow

Clean, Private and Safe San Francisco Apartment