
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.

4B/2.5B / Office Space / Open Plan / Huge Backyard
5 min drive (20 walk) to SCU / 10 min drive to Levi's Stadium / 15 min to Downtown San Jose + San José International Airport ✈ ☞ 4 Bedrooms, one of them is an office/bdr combo with a bed for a child or not very tall adult ☞ Huge Backyard w/ patio + BBQ + dining, great for children and pets ☞ Memory foam mattresses, 3 smart TVs ☞ Master suite w/ king + bathroom + smart TV ☞ Fully equipped + stocked kitchen ☞ Walking score 80 ☞ Free Parking in the driveway (2 cars), plenty free street parking

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.

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.

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!

TheStudio in Willow Glen (San Jose) CA-95125
Vacationers, Extended Family, Work Travelers with Fast Internet! ALL the Comforts & Gourmet Kitchen!! Optional 2nd bed set-up fee collected after booking. I'll message options. Fully stocked gourmet kitchen, full-size appliances; small ones too! Full bathroom: large walk-in shower with 2 shower head fixtures! Bidet & every amenity. Patio, water fountain, Adirondack chairs, bistro table, outdoor shower-enjoy privately. Appointed to provide maximum functionality and relaxation!

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!

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.

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.

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.
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.

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.

Mill Valley Tree House
This is a lovely home to stay in for those looking to explore the Bay Area. It is a quintessential Mill Valley house near Mt.Tamalpais, Stinson Beach, and San Francisco. It is a short walk to the village where there are shops, restaurants and theaters. Hiking trails are nearby. The house is located on a hillside and there are quite a few stairs . There is a studio apartment downstairs where I sometimes stay there with my poodle, Gigi.
Popular amenities for San Mateo Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

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Modern, Chic, Views, Snacks.
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Heart of the Elmwood District! Private Room!

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Million $ View Master Suite, larger than 800sf!

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Naglee Park , Downtown San Jose, Blue room

Eastern Touches in Fez Room. en suite. New. Views

"Sky Room" Private En Suite & Seven Item 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 $86 NZD per night before taxes and fees

Verified guest reviews
Over 630 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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- Moscone Center
- Stanford University
- Golden Gate Park
- Santa Cruz Beach
- Oracle Park
- Muir Woods National Monument
- Capitola Beach
- Golden Gate Bridge
- Rio Del Mar Beach
- SAP Center
- Santa Cruz Beach Boardwalk
- Mission Dolores Park
- Pier 39
- Seacliff State Beach
- Henry Cowell Redwoods State Park
- Twin Peaks
- University of California-Berkeley
- Six Flags Discovery Kingdom
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach
- Levi's Stadium
- Winchester Mystery House
- Bolinas Beach




