Where should I stay in San Mateo?

Make yourself at home in San Mateo by choosing from our most frequently booked neighborhoods. We have over 650 vacation rentals in Vintage Park, over 650 vacation rentals in San Mateo Woods, and over 530 vacation rentals in Hillsdale.

Are there vacation rentals with a dedicated workspace in San Mateo?

Yes! Work meets play with ease at over 290 vacation rentals in San Mateo featuring dedicated workspaces. Stay connected and productive in your home away from home.

How much does it cost to stay in guesthouse rentals in San Mateo?

Experience the best of San Mateo with our guesthouse rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Are there pet-friendly vacation rentals in San Mateo?

Four-legged friends are welcome in San Mateo. Choose from more than 130 vacation rentals for guests traveling with pets.

Are there San Mateo house rentals on Airbnb with pools?

Yes! Dive into the perfect getaway at one of over 20 house rentals with pools in San Mateo, available on Airbnb. Make a splash and soak up the sun in style!

Do apartment rentals in San Mateo have self check-in?

Absolutely! We offer over 30 apartment rentals with self check-in in San Mateo. Enjoy a tailored experience with all the comforts you desire.

Do apartment rentals in San Mateo have a bbq area?

Absolutely! We offer over 20 apartment rentals with a bbq area in San Mateo. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in San Mateo have a gym?

Absolutely! We offer over 20 house rentals with a gym in San Mateo. Enjoy a tailored experience with all the comforts you desire.

Are there family-friendly apartment rentals in San Mateo?

San Mateo has more than 30 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

What are the most popular amenities for Apartment Rentals in San Mateo?

Enhance your stay in our Apartment Rentals with the most popular amenities: over 60 homes with a gym, over 20 homes with a bbq area, over 30 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

San Mateo vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in San Mateo

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A modern interior features a wall-mounted fireplace surrounded by a textured stone facade, creating a statement element. The open space leads to an adjacent room with large windows offering views of the outside landscape, enhancing the overall light and airiness.

Guest suite in Tiburon

4.97 out of 5 average rating, 184 reviews

Award-winning ocean view luxury master suite.

Teaberry is a private entry 1,100 sq ft master suite addition to a mid-century modern house on a 2 acre wooded lot overlooking the northern San Francisco Bay in Tiburon, CA. Featured in Dwell (Sept 2018) with a spa-like bathroom winning design awards in Architectural Record, Interior Design Magazine, Architect Magazine (Jan ‘19). With stunning ocean views from every room, the private addition includes a bridge/hall, decks, bedroom and bathroom consisting of jacuzzi tub and large walk-in shower.

Top guest favorite

A modern living area features a sectional sofa complemented by a glass coffee table. Large sliding doors provide natural light and a view of the outdoor space. A sleek fireplace adds warmth to the room, with a stylish area rug enhancing the comfortable setting.

Home in Half Moon Bay

5 out of 5 average rating, 112 reviews

Fabulous Beach Get Away - Brand New Beach House

Amazing Newly Built Beach House. Wake-up in this beautiful beach house in a tranquil neighborhood just a short stroll to the beach, walking trails, and restaurants. This beautifully decorated, two story home is perfect for your next beach get away! This house is fully equipped with TV, fireplace, new cozy beds, outdoor fire pit and BBQ, and much more. Enjoy this town which features horseback riding, fishing, boating, surfing, quaint downtown with shops, wine tasting, restaurants and much more.

Guest favorite

A charming entrance features a light blue door and two white Adirondack chairs positioned beside potted plants and greenery. The stone path leads to a cozy patio area surrounded by lush tropical foliage.

Home in Stinson Beach

4.93 out of 5 average rating, 411 reviews

Bright and Cozy Beach Cottage

Adorable private cottage. Bright and comfortable beautifully appointed. 2 bdrm, 1 bath full kit, Lovely private garden where you can relax and enjoy after a fun day at the beach. Let the waves rock you to sleep. Our Stinson Beach Seaside Village is a special beautiful place with close proximity to some of the best hiking trails. The Dipsea and the Matt Davis Trail are steps away. Enjoy our beautiful natural surroundings, beach and gorgeous coastline. The perfect place for a memorable getaway!

Top guest favorite

Condo in Marina Gardens

5 out of 5 average rating, 106 reviews

Most Desired Vacation Spot in San Francisco.

Welcome to San Francisco, one of the most beautiful and diverse cities in the world! I would love to host you in my modern and clean home right in the middle of one of the most coveted neighborhoods in the city, the Marina District. You will only be a few steps to the Marina waterfront, beach, and Crissy Field. If you look toward your left, you can’t miss the iconic Golden Gate Bridge. You can stroll to Chestnut Street and Union Street where you will find restaurants and trendy store fronts.

Top guest favorite

Two loungers are positioned on a wooden deck, offering views of rolling hills and a soft pink sky at sunset. Tall trees frame the scene, enhancing the natural setting and providing a serene backdrop.

Guesthouse in Oakland

4.97 out of 5 average rating, 237 reviews

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!

Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated 82F May 1st-Oct. 31st. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

Top guest favorite

A gently sloping wooden walkway is framed by lush greenery, leading to the covered porch of the guesthouse. Soft lighting illuminates the path, enhancing the inviting appearance of the home, which is situated amid mature trees and landscaped gardens.

Guesthouse in Walnut Creek

5 out of 5 average rating, 291 reviews

Oak Knoll Hideaway

If you're searching for one of the premier Airbnbs in Walnut Creek, your search ends here! From the moment you arrive, you'll notice the attention to detail and exceptional value of this 2-bedroom, 1-bathroom home. It comes fully equipped for a first class experience. What truly sets this guesthouse apart is the wrap-around covered porch, featuring three ceiling fans, accent lighting, a gas BBQ, a fire table, a dining table adorned with a chandelier, as well as rocking and Adirondack chairs.

Superhost

An outdoor seating area features a fire pit with a glass centerpiece, casting a warm glow. Comfortable cushions add to the inviting atmosphere. The distant ocean can be seen as the sun sets, creating a serene backdrop against the skyline.

Apartment in San Francisco

4.88 out of 5 average rating, 367 reviews

Beautiful 1 bdrm Apt with Ocean Views and Hot Tub

Super safe neighborhood in San Francisco. It is residential and quiet. Gate to get in. Beautifully remodeled inlaw suite with private keypad entrance, one block from famous tile steps and blocks to dining options and Golden Gate Park. Bedroom has stunning ocean views. Unit is equipped with streaming enabled TVs, microwave/convection oven, electric stove, nest heat, towel warmers, washer/dryer, writing desk and chair, and more! Hot tub and fire pit! * “Not suitable for parties/events”

Guest favorite

A view into the loft studio is presented, showcasing a cozy living space. The staircase leads to the upper loft area, while a spacious bed is positioned in the lower section, complemented by warm wood floors and soft natural light filtering through the windows.

Tiny home in Half Moon Bay

4.85 out of 5 average rating, 650 reviews

Small Beach Cottage Near the Coastal Trail

This is the perfect place for a getaway near the beach. Tiny House provides you and your dog comfort and privacy in a quiet neighborhood close to the dog friendly Poplar Beach. We provide the basics to prepare small meals in our kitchenette. You have close access to miles of coastal trails, great shopping and dining in downtown (1 mile away). Ritz Carlton is just 2 miles South of us. The Harbor also has great options for dining. Many trails for hiking and biking very close by.

Guest favorite

A verdant garden is displayed, featuring a pathway lined with stepping stones leading to the two cabins. Lush plants and vibrant flowers surround the space, complemented by raised garden beds filled with herbs and vegetables. The cabins, with large windows, are visible in the background.

Guesthouse in Oakland

4.91 out of 5 average rating, 335 reviews

Guesthouse Garden Retreat

Our 'sister guesthouses' consist of two small side-by-side cabins (you get both) located behind our home, nestled in a verdant hillside garden that our friends and family lovingly call ‘Little Tuscany’. Cabin 1 - living room with a well-stocked kitchenette, pull-out couch, table and chairs Cabin 2 - bedroom with a queen-size bed, full bathroom and a private deck Accessed by a private entrance, the cabins are luminous and efficient, designed to meet all your needs.

Top guest favorite

A coastal building is visible, featuring large windows that offer views of the surrounding landscape. Wooden fencing enhances the property’s boundary, while a sandy path leads towards the entrance. Lush greenery and mountains rise in the background under a soft, cloudy sky.

Apartment in Stinson Beach

4.96 out of 5 average rating, 273 reviews

Oceanfront at La Paz in Stinson Beach

Feel at home on the beach...Fantastic views of sand, surf & mountains. 1 BR apt located upstairs in 3 unit building. Max 2 guests. Fully furnished w/full kitchen, patio BBQ, WiFi, Smart TV, queen bed w/heated mattress pads. 1 dog welcome..$75 fee-charged separately once booking is confirmed & accepted by the host. (no cats please). Cleaning fee, AirBnb Service Fee & hotel occupancy tax charged at the time of booking. No occupancy tax: 30+ days stays.

Top guest favorite

A covered balcony features two light blue chairs with striped cushions, overlooking the neighborhood. The wooden railing offers a sense of openness, while the surrounding area includes a glimpse of greenery and residential rooftops. Natural light brightens the space.

Home in Pacifica

4.96 out of 5 average rating, 227 reviews

Brighton Beach Cottage, One Bedroom plus Loft

Just a short stroll from Sharp Park beach and hiking trails our large private spacious 1 bedroom plus loft is perfect for your next beach and hiking getaway. Centrally located in the desirable Sharp Park neighborhood of Pacifica, you can get to San Francisco, Half Moon Bay, hiking trails, golf, and beaches quickly and easily. A few minutes drive to Linda Mar beach, one of the best surf spots in Northern California. The cottage is a single-family home.

Guest favorite

Villa in San Rafael

4.92 out of 5 average rating, 253 reviews

Tranquil Waterfront Haven

Explore profound relaxation or supercharged team building relaxation at this 4 bedroom haven with an authentic Finnish sauna with canal views, jacuzzi consciousness, paddle board, a kayak, and replete comfy zones to lazily exchange conversation. The tranquility of the canal will replace all Debbie downer thoughts with a symphony of luminous relaxation, bound to bedazzle wary minds and hearts. Guests will have the full first floor of the house.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for San Mateo vacation rentals

Laptop-friendly workspace

Stay near San Mateo's top sights

Whole Foods Market158 locals recommend

Hillsdale Shopping Center150 locals recommend

Safeway148 locals recommend

Blue Line Pizza84 locals recommend

Century 12 San Mateo68 locals recommend

Draeger's Market66 locals recommend

Other great vacation rentals in San Mateo

Top guest favorite

A wooden deck is shaded by a pergola adorned with lush wisteria, offering a scenic view of the surrounding landscape. A rectangular table and several chairs provide seating for outdoor dining. Green trees frame the horizon, creating a peaceful outdoor retreat.

Home in Oakland

4.99 out of 5 average rating, 122 reviews

Beautiful Home. Gorgeous Views. Five Bedrooms.

Guest favorite

A modern bathroom features a glass-enclosed shower with a sleek showerhead and contemporary fixtures. The walls are adorned with textured tile, and a vanity with a mirror is seen in the background. Soft lighting from multiple sconces enhances the clean aesthetic.

Apartment in South San Francisco

4.92 out of 5 average rating, 37 reviews

Sparkling Clean Newly Remodeled 1BR near SF/SFO+EV

Guest favorite

An open kitchen and dining area feature a large kitchen island with modern appliances and dark cabinetry. A dining table with white tablecloths is surrounded by various chairs, while a small desk with a monitor is positioned near a window, allowing natural light to fill the space.

Home in Campbell

5 out of 5 average rating, 25 reviews

3 bdrm 2bath bright renovated private deck

Superhost

The interior features warm wood paneling and an open layout. A lofted sleeping area is visible above, while a small desk and seating area are positioned beside the window. Stairs lead up to the loft, with natural light entering through the front door and window.

Tiny home in Mill Valley

4.94 out of 5 average rating, 236 reviews

Base Camp Muir Woods

Guest favorite

Home in Livermore

4.89 out of 5 average rating, 252 reviews

Secluded retreat/Remote office/Livermore Ranch.

Superhost

Home in Castro Valley

5 out of 5 average rating, 3 reviews

2BR House with Canyon & Hillside Views

Guest favorite

The image showcases a panoramic view of a residential neighborhood with a clear ocean view in the background. Several houses with varied architectural styles are visible, surrounded by greenery and open spaces. The blue sky is dotted with a few clouds, enhancing the serene coastal atmosphere.

Home in Half Moon Bay

4.97 out of 5 average rating, 149 reviews

Entire house：Steps to beach and ample space

Guest favorite

A panoramic view of the San Francisco neighborhood is showcased, with rolling hills and homes visible in the distance. The foreground features tall trees and an elevated street, while a glimpse of the bay and distant hills can be seen under a clear blue sky.

Home in Noe Valley

4.91 out of 5 average rating, 170 reviews

Noe Valley entire guest suite overlooking downtown

Show all

Quick stats about vacation rentals in San Mateo

Total rentals
570 properties
Total number of reviews
18K reviews
Family-friendly rentals
190 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
100 properties have a pool
Rentals with dedicated workspaces
290 properties have a dedicated workspace

Your guide to San Mateo

All About San Mateo

Nestled between the hilly metropolis of San Francisco and urban San Jose, with the sweeping sands of Half Moon Bay to the west, the city of San Mateo boasts easy access to cultural hotspots, natural beauty, and a world-class food scene.

People are drawn here to admire nearly 45,000 artworks at the Cantor Arts Center at Stanford University, hike among the dramatic scenery at either end of Purisima Creek, and savor hard-to-beat ramen and crab nigiri at one of San Mateo’s established cluster of Japanese restaurants. There’s also public art to enjoy all around town, with vivid murals on numerous buildings, including the 1963 mosaic mural on South El Camino Real.

Less than half an hour west of San Mateo, Half Moon Bay boasts Surfers’ Beach for beginners and Mavericks for seasoned pros who want to take on wild waves. The same distance north, you can taqueria-hop in San Francisco’s Mission District and ride the city’s famous cable cars.

The best time to stay in a vacation rental in San Mateo

San Mateo is known for its mild, damp winters and dry summers. A lot of activities are outdoors, from kayaking in the bay to hiking and biking, so the summer and fall seasons are the best times to book San Mateo vacation rentals. Temperatures are at their most comfortable from April through October, and the changing colors of the leaves bring a range of pumpkin beers from the region’s breweries.

Layers are important in the colder months, as drizzle and searing sunshine are both possibilities in different parts of the Bay Area at any one time. You can see gray whales at Pacifica between February and April.

Top things to do in San Mateo

Japanese Tea Garden

The Japanese Tea Garden is one of the main attractions in Central Park, San Mateo’s main community park. The garden covers over 16 acres of manicured lawns, including a pagoda tower, a koi pond, and a teahouse for a quiet afternoon among delicate cherry blossoms. This serene site was designed by the landscape architect who worked on the Tokyo Imperial Palace.

Coyote Point

Less than 20 minutes from downtown by bike or road, Coyote Point is a popular spot for activities like windsurfing and sailing. If you’re cycling, the San Francisco Bay Trail crosses the park, so you can extend your ride north all the way to San Francisco or south to Palo Alto. At the water’s edge, you’ll find a marina and a beach, backing onto an 18-hole golf course.

Filoli Historic House & Garden

A 15-minute drive from San Mateo, this Georgian Revival house and its pristine landscaped gardens span over 650 acres. Wander around the terraces for commanding views of the Santa Cruz Mountains and cross Fault Creek Bridge to step over the famous San Andreas Fault. A spring visit will be rewarded with fragrant cherry and apple blossom.

Frequently Asked Questions

Where should I stay in San Mateo?
Make yourself at home in San Mateo by choosing from our most frequently booked neighborhoods. We have over 650 vacation rentals in Vintage Park, over 650 vacation rentals in San Mateo Woods, and over 530 vacation rentals in Hillsdale.
Are there vacation rentals with a dedicated workspace in San Mateo?
Yes! Work meets play with ease at over 290 vacation rentals in San Mateo featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in guesthouse rentals in San Mateo?
Experience the best of San Mateo with our guesthouse rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in San Mateo?
Four-legged friends are welcome in San Mateo. Choose from more than 130 vacation rentals for guests traveling with pets.
Are there San Mateo house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 house rentals with pools in San Mateo, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in San Mateo have self check-in?
Absolutely! We offer over 30 apartment rentals with self check-in in San Mateo. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in San Mateo have a bbq area?
Absolutely! We offer over 20 apartment rentals with a bbq area in San Mateo. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in San Mateo have a gym?
Absolutely! We offer over 20 house rentals with a gym in San Mateo. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in San Mateo?
San Mateo has more than 30 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in San Mateo?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 60 homes with a gym, over 20 homes with a bbq area, over 30 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

San Mateo vacation rentals

Top-rated vacation rentals in San Mateo

Vacation rentals for every style

Popular amenities for San Mateo vacation rentals

Stay near San Mateo's top sights

Other great vacation rentals in San Mateo

Quick stats about vacation rentals in San Mateo

Total rentals

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with a pool

Rentals with dedicated workspaces

Your guide to San Mateo

All About San Mateo

The best time to stay in a vacation rental in San Mateo

Top things to do in San Mateo

Japanese Tea Garden

Coyote Point

Filoli Historic House & Garden

Frequently Asked Questions

Destinations to explore