
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 $86 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.

A Modern, Cozy & Private Suite in the Heart of SJ
Come in out of the cold, rain, or heat for relaxation. Close to many attractions and colleges. 9 mins Downtown SJ, SAP, Civic Center, 11 mins to Levi’s, 4 mins to Japantown. Lively Japantown is known for its mom & pops ramen, poki, mochi, shaved ice, sushi, and souvenir shops. Our rental has its own private entrance, full dimmable lighting, heating & cooling, living rm w/ entertainment system, projector, dining area, breakfast nook, bedroom, and bathroom that converts into a steam room.

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!

Own Floor of Grand Marina Waterfront Home
Private, modern, 1-bedroom in-law suite on the ground level of our grand 3-story home. Spectacular location across from the SF Bay. Features own entrance, front & back gardens, home theater, fireplace & tons of amenities. Paradise for walkers, runners, bikers! Walking distance to most major attractions, restaurants, groceries and shops. Good only for a couple or an individual. Please see all pictures for layout and learn more in Description and House Rules. We look forward to welcoming you!

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.

Wine Country Craftsman Cottage
Restored Craftsman Cottage, walking distance to historic downtown Livermore. Downtown features excellent restaurants, theaters, antique stores. Short drive to Livermore wine country. Perfect for romantic getaways, wine tasting trips, antiquing, bike trails, hiking, weddings. Sleeps 2-4. Private backyard with patio, BBQ , organic garden . Charming vintage décor. Fully equipped kitchen. One bedroom with queen size bed, 2nd bedroom with queen size bed. Hardwood floors throughout.

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.

Chic & Private Cottage on Mini Urban Farm
Feel right at home in this stylish, private cottage in a rustic, farm-like setting—previously Airbnb Plus! 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/Hospital, and all the 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.

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!

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.

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.

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.
Popular amenities for San Mateo Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Refined Victorian Home in Prime City Location

Mill Valley Tree House

4B/2.5B / Office Space / Open Plan / Huge Backyard

Serene & Charming Home in Atherton border

Garden Home in Sunny Noe Valley Near The Castro

Luxurious garden oasis in the heart of SF

Quiet Garden In-law with parking, walk to Bart

The not so tiny, tiny house (with private laundry)
Apartment rentals with breakfast

Park Place North | Inner Richmond

Stunning Ocean Mountain View Near SF/SFO/Beaches
Stunning 1882 Victorian Home in Fabulous Hayes Valley

SoMa 9 Residences Room 8 Shared Bath

Ruby's beautiful, private, garden apt.

Beautiful Nob Hill Apartment with Perfect Location

Townhouse Studio #1

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

Heart of the Elmwood District! Private Room!

Suite A - Azure Anticipation

Million $ View Master Suite, larger than 800sf!

Scenic San Francisco, Free Parking, Breakfast

Light Filled 1 BR Apartment in Heart of Temescal

Naglee Park , Downtown San Jose, Blue room

"Sky Room" Private En Suite & Seven Item Breakfast

Guest Room & Private Bath w/ Castro & City Views
Destinations to explore
- San Francisco Holiday rentals
- San Jose Holiday rentals
- Mammoth Lakes Holiday rentals
- Santa Barbara Holiday rentals
- South Lake Tahoe Holiday rentals
- Oakland Holiday rentals
- Sacramento Holiday rentals
- Reno Holiday rentals
- Fresno Holiday rentals
- Monterey Holiday rentals
- Santa Cruz Holiday rentals
- Three Rivers Holiday rentals
- Fitness-friendly rentals San Mateo
- Private suite rentals San Mateo
- Rentals with a patio San Mateo
- Apartment rentals San Mateo
- Townhouse rentals San Mateo
- Rentals with pools San Mateo
- Cabin rentals San Mateo
- Condo rentals San Mateo
- Family-friendly rentals San Mateo
- Cottage rentals San Mateo
- Rentals with an EV charger San Mateo
- Pet-friendly rentals San Mateo
- Guesthouse rentals San Mateo
- House rentals San Mateo
- Rentals with a washing machine and dryer San Mateo
- Rentals with a fireplace San Mateo
- Rentals with a hot tub San Mateo
- Rentals with outdoor seating San Mateo
- Rentals with a fire pit San Mateo
- Rentals with breakfast San Mateo County
- Rentals with breakfast California
- Rentals with breakfast United States
- Stanford University
- Golden Gate Park
- Santa Cruz Beach
- Muir Woods National Monument
- Capitola Beach
- Oracle Park
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
- Moscone Center
- Levi's Stadium
- University of California-Berkeley
- SAP Center
- Henry Cowell Redwoods State Park
- Mission Dolores Park
- Rio Del Mar Beach
- Pier 39
- Six Flags Discovery Kingdom
- Chase Center
- Seacliff State Beach
- University of California San Francisco
- California’S Great America
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach





