
Holiday rentals with breakfast in San Mateo
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals with breakfast in San Mateo
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

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.

Entire Floor Artistic Victorian—SF Bernal Village
Climb a ladder to hidden loft space at an offbeat oasis with bamboo floors, wooden cross beams, comfy sleeping nooks, a towering Burning Man collage and a library card catalog full of quirky, funny objects. Be inspired by art in this modernized Victorian a block from shops, bars and food. NYTimes, "it has the ambiance of a village, with small shops that sends out a message of communal warmth and inclusion." #1 neighborhood in USA by Redfin. I live in back apartment, but I'm not here 12/19-1/12.

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!

Cozy in-law suite: walk to the beach!
Welcome to the Beach Suite! Cozy up in this private in-law unit on the border of Sea Cliff and Richmond. 10 minute walk to China Beach and Lands End hike. 15 minute walk to Golden Gate Park! All the amenities you need for a relaxing escape from the hectic parts of the city. Great restaurants nearby and public transportation less than a block away. Dogs are welcomed! Please note: We know everyone loves an early check-in but please do not plan for this when booking your travel. Check-in is @ 4

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.

Chic & Private Mod Cottage on Urban Farm
Feel right at home in this delightful private house on our rustic urban farm (an Airbnb Plus listing when that program was active). Enjoy Mid-Century furniture, a fully stocked kitchen, and private patio. Perfect for families, friends, or business travelers. Convenient to downtown Palo Alto, Stanford, and tech companies. Enjoy fresh, organic eggs from our chickens when in season, and your choice of breakfast items for your first morning. Private entrance and off-street parking for one car.

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.

Private, Detached, Urban Creekside Studio.
This unique, well equipped, 1 Bed cute little studio (that we love) is detached and fenced off from our main house. It has a separate entrance through a side gate and it's own private rear deck, with a seating and dining area... that overlooks Sausal Creek and Dimond Park. The tall willow that grows along the creek gives the deck the perfect amount of privacy and with the tranquil sound of the creek flowing (not during dry season) you would almost forget you are in an urban city.

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.
Popular amenities for rentals with breakfast in San Mateo
House rentals with breakfast

Corporate housing in great area

Mill Valley Tree House

Cozy modern stay | Private parking

Garden Home in Sunny Noe Valley Near The Castro

Cozy Sunny Garden Getaway!

Brand New Apt. w/ Parking Blocks from Downtown- A

Luxury SoMa Home & Secret Garden; mins Moscone/SFO

Sunny Mill Valley Custom Home Near SF & Wine Cntry
Apartment rentals with breakfast

Park Place North | Inner Richmond

SoMa 9 Residences Room 8 Shared Bath

Stunning Ocean Mountain View Near SF/SFO/Beaches

Ruby's beautiful, private, garden apt.

Beautiful Nob Hill Apartment with Perfect Location

Townhouse Studio #1

Family-Friendly Flat In San Francisco, CA. USA

Globally Exotic Spiced Apartment
Bed and breakfast rentals with breakfast

Heart of the Elmwood District! Private Room!

Suite C - Cyan, Cerulean, or Mint?

Private garden bedroom near SFO, BART & CalTrans

Scenic San Francisco, Free Parking, Breakfast

Light Filled 1 BR Apartment in Heart of Temescal

Naglee Park , Downtown San Jose, Blue room

Mission Bedroom w/ Private bath
Eastern Touches in Fez Room. en suite. New. Views
Quick stats about holiday rentals with breakfast included in San Mateo

Total holiday rentals
Explore 20 holiday rentals in San Mateo

Nightly prices starting at
San Mateo holiday rentals start at € 43 per night before taxes and fees

Verified guest reviews
Over 640 verified reviews to help you choose

Wifi availability
20 of San Mateo holiday rentals include wifi 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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