
Vacation rentals with breakfast in San Mateo
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Top-rated breakfast rentals in San Mateo
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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!

Chic & Private Cottage on Mini Urban Farm
Feel right at home in this delightful and private house in a rustic farm-like setting—a former Airbnb Plus listing. Relax in Mid-Century furniture, a fully-stocked kitchen, private patio and lush backyard. Ideal for families, friends, or business travelers. Convenient to Stanford University and Hospital, 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.

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.

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.

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.

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 breakfast rentals
House rentals with breakfast

Refined Victorian Home in Prime City Location

Corporate housing in great area

Cozy modern stay | Private parking

Cozy Sunny Garden Getaway!

Beach House on the Patio

Quiet Garden In-law with parking, walk to Bart

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

Luxury SoMa Home & Secret Garden; mins Moscone/SFO
Apartment rentals with breakfast

Perfect Vacation Apt for Palo Alto and Menlo Park

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

Globally Exotic Spiced Apartment

Modern, Chic, Views, Snacks.
Bed and breakfast rentals with breakfast

Heart of the Elmwood District! Private Room!

Suite C - Cyan, Cerulean, or Mint?

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

Beautiful room in San Francisco

"Sky Room" Private En Suite & Seven Item Breakfast
Quick stats about vacation rentals with breakfast included in San Mateo

Total vacation rentals
Explore 10 vacation rentals in San Mateo

Nightly prices starting at
San Mateo vacation rentals start at G$10,463 GYD per night before taxes and fees

Verified guest reviews
Over 630 verified reviews to help you choose

Wi-Fi availability
10 of San Mateo vacation 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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