
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 40 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.

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.

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 needing fast internet! ALL the Comforts & Gourmet Kitchen! Comfortable Olympic Queen Bed with mattress toppers (6-inch wider than Queen). Fully stocked gourmet kitchen, full-size appliances; small ones too! 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!

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.

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!

Chic & Private Cottage on Mini Urban Farm
Feel right at home in this stylish and private Mid-Century cottage, situated in a rustic, farm-like setting. Relax amidst Mod furniture, luxurious bedding, a fully-stocked kitchen, private patio with grill, and lush yard. Perfect for families, friends, or business travelers. Convenient to Stanford University and Hospital, and tech companies. Enjoy fresh eggs from our hens when in season, and your choice of breakfast items for your first morning. Private entrance and off-street parking.

House on the hill
Tucked beneath The House on the Hill in Bernal Heights, this private downstairs guest space offers a cozy San Francisco stay with charm, comfort, and easy city access. Set within a classic Victorian hillside home, guests enjoy a private entrance through the side garden gate, comfortable furnishings, and a peaceful atmosphere. Minutes from cafés, parks, transit, the Mission District, and downtown, it’s the perfect neighborhood retreat with a true local feel.

Sunny Home & Gem Garden by G.G. Park-Pet Friendly!
Your perfect San Francisco getaway awaits just steps from Golden Gate Park! Located in a quiet neighborhood near UCSF and just blocks from Irving & Noriega, with great restaurants, cafés, grocery stores and local shops nearby. Perfect for solo travelers, couples, friends, families, kids and pets. FREE parking included! This home is my primary residence. I live on-site in the upstairs portion of the same dwelling and may be present during your stay.

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

Luxurious garden oasis in the heart of SF
Experience a classic Victorian cottage, recently updated with high-end, modern amenities. This spacious garden oasis in central Noe Valley also boasts spectacular downtown views. Shopping/restaurants are just a few minutes walk away; public transport is even closer. The private deck off the dining room is nestled in the redwoods; there's off-street parking and optic fiber internet. Your entrance and living space are at street level.

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
Holiday House Rentals with breakfast

Corporate housing in great area

Mill Valley Tree House

Cozy modern stay | Private parking

Serene & Charming Home in Atherton border

Garden Home in Sunny Noe Valley Near The Castro

Cozy Sunny Garden Getaway!

Beach House on the Patio

Quiet Garden In-law with parking, walk to Bart
Apartment rentals with breakfast

Perfect Vacation Apt for Palo Alto and Menlo Park

Park Place North | Inner Richmond
Stunning 1882 Victorian Home in Fabulous Hayes Valley

Stunning Ocean Mountain View Near SF/SFO/Beaches

Ruby's beautiful, private, garden apt.

Townhouse Studio #1

Globally Exotic Spiced Apartment

gigi's bed and breakfast
Bed and breakfast rentals with breakfast

Heart of the Elmwood District! Private Room!

Suite A - Azure Anticipation

Scenic San Francisco, Free Parking, Breakfast

Light Filled 1 BR Apartment in Heart of Temescal

Naglee Park , Downtown San Jose, Blue room

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

Magical San Francisco/Garden/Views/Outdoor Tub

Beautiful room in San Francisco
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- Stanford University
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Santa Cruz Beach
- Muir Woods National Monument
- Capitola Beach
- Moscone Center
- Golden Gate Bridge
- Oracle Park
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Mission Dolores Park
- Pier 39
- Chase Center
- Six Flags Discovery Kingdom
- University of California San Francisco
- California’S Great America
- Oakland Arena
- Palace of Fine Arts
- Seacliff State Beach
- Big Basin Redwoods State Park





