Holiday rentals with breakfast in San Mateo

Find and book unique Holiday Accommodation with Breakfast on Airbnb

Top-rated Holiday Accommodation with Breakfast in San Mateo

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

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Top Guest favourite
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 Palo Alto
4.98 out of 5 average rating, 286 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, 400 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!

Guest favourite
An outdoor patio offers comfortable seating with a blue couch and a coffee table, surrounded by a decorative rug. Large glass sliding doors provide access to the interior space, bathed in natural light, with greenery visible in the background.
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.

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, 471 reviews

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!

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, 182 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
An open plan living area features a large, sectional sofa adorned with decorative pillows, set against a rich red accent wall. Natural light enters through sliding glass doors that lead to the private entrance. A wooden table and chairs are visible in the adjacent kitchenette.
Guest suite in Community Center
4.99 out of 5 average rating, 168 reviews

Spacious 2BR/1BA Guest Suite near Downtown PA

Clean, spacious, 2-bedroom 1BA suite in Palo Alto, a 15-min walk to downtown and about 1 mile from Stanford. Guests love the peaceful, walkable neighborhood, thoughtful touches, and responsive communications throughout their stay. This is a private basement in-law unit with its own entrance and patio, 10' ceilings, large windows, fast Wi-Fi, & workspace—ideal for business travel, campus visits, or stadium events. Easy access to Caltrain for direct transit to Levi's Stadium.

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, 207 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
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
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.

Guest favourite
A serene backyard patio is surrounded by lush greenery and vibrant plants. Comfortable seating is offered on a modern outdoor sofa, complemented by decorative cushions. A stylish side table and a variety of potted plants enhance the inviting outdoor space.
Guest suite in Mission Terrace
4.9 out of 5 average rating, 195 reviews

Peaceful garden space in nice neighborhood in SF

Tucked away on a peaceful San Francisco street, this modern home offers a calm retreat from the city’s buzz. Start your morning with coffee on the serene back deck, shaded by our beautiful, fruit-laden grapefruit trees. When you’re ready to explore, you’re just steps from multiple fast, reliable bus lines, BART, and a city bike rental station, making it effortless to get anywhere in the Bay Area. A quiet escape with unbeatable convenience.

Superhost
A bright living room features large windows allowing natural light, framed with sheer white curtains. The space includes a comfortable white sofa, a round coffee table, and decorative accents like a geometric art piece and sunflowers placed on the table.
Guesthouse in West Oakland
4.94 out of 5 average rating, 122 reviews

Charming Victorian Retreat | Minutes to SF

Welcome to your Victorian retreat in the heart of West Oakland! 4 BD - 2 BT - 1 off-street parking, uniquely blend of historic charm and modern comfort, has everything you need for a home base for your vacation or work trip. Located in the West Oakland neighborhood, just few short blocks from BART station & nearby freeways access offer quick and easy commute options to San Francisco and downtown Oakland, greater East Bay and South Bay

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, 481 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

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 $102 NZD 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!

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