Holiday rentals with breakfast in San Mateo

Find and book unique Holiday Accommodation with Breakfast on Airbnb

Quick stats about holiday rentals with breakfast included in San Mateo

  • Total holiday rentals

    Explore 10 holiday rentals in San Mateo

  • Nightly prices starting at

    San Mateo holiday rentals start at $84 AUD per night before taxes and fees

  • Verified guest reviews

    Over 30 verified reviews to help you choose

  • Wi-Fi availability

    10 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 Accommodation with Breakfast in San Mateo

Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top Guest favourite
A rustic cabin is situated among tall redwood trees. A wooden deck extends towards a tranquil pool, which is surrounded by greenery and flower beds. The warm tones of the cabin's exterior complement the natural surroundings, enhancing the serene atmosphere.
Guesthouse in Woodside
4.99 out of 5 average rating, 360 reviews

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.

Top Guest favourite
A dining area features a round white table surrounded by four red chairs. A small vase with flowers sits in the center. Natural light enters from a nearby window, illuminating the bright space, while an artwork hangs on the wall, adding a touch of personality.
Guesthouse in East Palo Alto
4.98 out of 5 average rating, 284 reviews

Chic & Private Cottage on Mini Urban Farm

You'll feel right at home in this delightful, private house in a rustic setting—a former Airbnb Plus listing! Relax in Mid-Century furniture, luxurious bedding, a fully-stocked kitchen, private patio, and lush backyard. Ideal for families, friends, or business travelers. Convenient to Stanford University and Hospital, and all the tech companies. Enjoy fresh eggs from our chickens when in season, and your choice of breakfast items for your first morning. Private entrance and off-street parking.

Top Guest favourite
A welcoming living room features high ceilings and large windows allowing natural light to fill the space. A comfortable sofa with blue and yellow pillows faces a wooden coffee table, while decorative armchairs and a flat-screen TV complete the inviting atmosphere.
Home in Half Moon Bay
4.99 out of 5 average rating, 399 reviews

Half Moon Bay Coastal Home Walk Beach & Harbor SPA

Coastal Vacation House is a short 10 minute walk to Surfers Beach, Pillar Point Harbor & Sam's Chowder House! 15 miles/ 30 mins to San Francisco! Just a few blocks from the best restaurants, shops & Marina! Near ocean bluffs ( Mavericks) & Coastal Trail perfect for hiking, walking, bike riding. Short drive to downtown Half Moon Bay shops! Ideal for holidays & entertaining family on vacation! Fun for everyone including kids! The 2,100 sq ft home is cozy & roomy for a relaxing weekend in HMB!

Top Guest favourite
A cozy living area features a gas fireplace, providing warmth. A television is mounted above, and natural light enters through two windows. A round red rug is positioned on the hardwood floor, with a light-colored sofa and a dark chair visible, creating an inviting space.
Guesthouse in Woodside
4.98 out of 5 average rating, 469 reviews

Kings Mountain Studio Cabin

Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those who are inclined to have an active lifestyle, We are close to Purisima Creek, Huddart Park, and El Corte De Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space) 20 minutes away from Half Moon Bay with beautiful beaches and 30 min. from Stanford, Palo Alto. We are adjacent to The Mountain House Restaurant. Res recommended. Short drive to local breakfast place. NO PETS!

Guest favourite
A modern living space features an open layout with a cozy seating area, a coffee table, and a dining table for six. The kitchen includes stylish bar stools and updated appliances. Large sliding doors open to a furnished outdoor patio with views of surrounding greenery.
Home in Mill Valley
4.95 out of 5 average rating, 118 reviews

Mill Valley Gem: Modern cozy w/Patio/Tesla Charger

Located in an ideal location in Mill Valley providing guests “the best of both worlds” including, easy pedestrian access to downtown Mill Valley and immediate access to a gorgeous natural environment filled with redwood groves, creeks, waterfalls, and hiking trails. 20-25 min drive from the Golden Gate Bridge adjacent neighborhoods including the Marina, Pacific Heights, NOPA, and Richmond District. The home is also ideally situated to enjoy Mt. Tam State Park, Muir Woods, and Stinson Beach.

Superhost
A serene beach scene captures the golden sun setting over the calm ocean waters. Silhouettes of distant hills align with the horizon, while the sandy shoreline, marked by gentle waves, is framed by lush greenery in the foreground.
Guesthouse in Half Moon Bay
4.82 out of 5 average rating, 571 reviews

Cozy Cabin w/Firepit on the Coast-hear Ocean waves

Guesthouse in quiet neighborhood. Short walk to Surfer’s beach. Near harbor, restaurants & Spangler’s market. Bike ride or stroll the paved coastal bluff trail. Kayak in the harbor. Hiking in the hills behind the cottage in Quarry Park. Full kitchen. Attached covered deck. Cable TV & WIFI. Queen size memory foam bed. Sit around the outdoor firepit at night-see the stars & hear the ocean waves and seals. Brew pubs & live music in the Harbor. Shopping & Festivals on Main Street, 3 miles away.

Guest favourite
The exterior of a multi-level home features a blend of large windows and a distinctive round window. The light-colored facade is complemented by lush greenery and flowering plants in the foreground. A spacious front deck is visible, enhancing the inviting appearance of the property.
Home in Burlingame
4.96 out of 5 average rating, 181 reviews

SFO Panoramic Views 4BR/3BA near SF-Silicon Valley

Located in the SF Bay Area Peninsula with 180-degree panoramic views of the Bay Area, 3,012 square feet, 4 bedrooms and 3 full bathrooms. Located on the upper level is the kitchen, dining room, TV room, and spacious living room. Lower level has four bedrooms. Must be able to climb stairs. Refinished hardwood floors and carpet in the bedrooms. Backyard extends into multiple decks, including BBQ grill and hot tub. Located between San Francisco and Silicon Valley. Very close to SFO.

Top Guest favourite
The interior of the yurt showcases a circular ceiling adorned with colorful beams and a decorative chandelier. Traditional artwork is displayed on the walls, complemented by wooden lattice accents. A vibrant red appliance is positioned in the corner, harmonizing with the natural tones of the cowhide wall.
Yurt in Richmond
4.96 out of 5 average rating, 473 reviews

Exotic getaway in Sobrante hills

This is Mongolian traditional yurt when we married 40 years ago, our parents built it for us. It is located in our backyard about 90 feet from the street on the deck under pine trees. Path to the yurt has 12 steps and 15 degree up on some part of the deck. We have beautifully decorated, half around, eclectic full bathroom outside the yurt just 2 steps away. Yurt has low front door and low beds and seats. No tv, no wifi. It is out of your comfort zone! No human contact, self check in.

Top Guest favourite
A brick pathway leads towards the tiny home, lined with soft garden lighting and surrounded by lush greenery. A sign with 'Catalina' hangs prominently, while fairy lights twinkle above, creating an inviting evening atmosphere.
Tiny home in Santa Clara
4.95 out of 5 average rating, 102 reviews

Catalina Tiny House in the heart of Silicon Valley

*We respond to inquiries quickly! We use CDC cleaning guidelines. Absolutely no cleaning fees! And our property is powered 100% by solar. Welcome to Catalina tiny home built by California Tiny Homes as seen on HGTV Tiny House Nation. This tiny home is small but big on style and comfort. Perfect for business or vacation, this tiny home has everything you need for a short or extended stay. We have two other units on our property: The Orchard tiny house and The Manzanita cottage.

Guest favourite
A cozy living area features a comfortable sectional sofa with decorative pillows, beside a compact dining table set for four. A modern washing machine is conveniently positioned, with a wall-mounted fire extinguisher visible. Light filters in through the window, illuminating the warm-toned decor.
Guest suite in Millbrae
4.79 out of 5 average rating, 206 reviews

Comfortable 1 Bedroom In-Law near SFO/BART

Comfortable, brand new 1 bedroom 1 bathroom in-law perfect for couples and solo travelers. Includes a full kitchen and living room in addition to other amenities. Located in a quiet neighborhood. Accessible through a private entrance at the side of the house. Street and private parking available. Close to SFO, 101, and 280 freeways, 10 min walk from BART and Caltrain, and 15 min walk from Millbrae downtown where convenience stores, markets and restaurants are all located.

Top Guest favourite
Apartment in Alameda
4.84 out of 5 average rating, 496 reviews

Secret Garden Cottage

This magical garden retreat is a short hop to San Francisco. Three sun filled rooms in a 19th century train station are set above fruit trees and mini meadows with a Japanese style soaking tub for one or two. Step out to the beach, park, nature preserve, restaurants, shops and coffee houses. All within .02 miles. Take the bus or boat to downtown San Francisco (15-25 minutes) Charming on site hosts. Safe walkable neighborhood. Art filled and almost Ikea free.

Top Guest favourite
The interior of the cabin features a single bed dressed in a blue and white plaid coverlet alongside two soft pillows. A kitchenette area with wooden cabinets and a small fridge is visible, complemented by a round mirror and decorative wall art of a forest scene.
Guesthouse in La Honda
4.95 out of 5 average rating, 480 reviews

Bicycle Shack @ La Honda Pottery

My place is close to miles of hiking and biking trails in county parks and openspace, great views, the beach and not far from the Peninsula, S.F. and Santa Cruz. You’ll love my place because of the location, the people, the ambiance, the outdoors space and that it is a self contained small cabin with a tiny deck.. My place is good for couples, solo adventurers, and furry friends (pets). Perfect for hikers and bikers.

Popular amenities for San Mateo Holiday Accommodation with Breakfast

Destinations to explore