Holiday rentals with breakfast in San Mateo

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Top-rated Holiday Accommodation with Breakfast in San Mateo

Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

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Top Guest favourite
A rustic cabin is situated among tall redwood trees. A wooden deck extends towards a tranquil pool, which is surrounded by greenery and flower beds. The warm tones of the cabin's exterior complement the natural surroundings, enhancing the serene atmosphere.
Guesthouse in Woodside
4.99 out of 5 average rating, 343 reviews

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.

Top Guest favourite
An open plan living area features a large, sectional sofa adorned with decorative pillows, set against a rich red accent wall. Natural light enters through sliding glass doors that lead to the private entrance. A wooden table and chairs are visible in the adjacent kitchenette.
Guest suite in Community Center
4.99 out of 5 average rating, 155 reviews

⭐Spacious and quiet, near downtown PA and Stanford

In a quiet area of town, our house is a short 15 minute walk to downtown Palo Alto and 1 mile from Stanford University. This spacious, well-appointed and renovated basement unit is bright with 10' high ceilings, large windows and its own entrance and patio. A/C. The bedrooms have king and queen beds, and the living room has a 65” TV, large sectional sofa and a desk area. The kitchenette has a large refrigerator, DW, Nespresso, cooktop and microwave. Great for families and business travelers.

Top Guest favourite
A welcoming living room features high ceilings and large windows allowing natural light to fill the space. A comfortable sofa with blue and yellow pillows faces a wooden coffee table, while decorative armchairs and a flat-screen TV complete the inviting atmosphere.
Home in Half Moon Bay
4.99 out of 5 average rating, 378 reviews

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!

Top Guest favourite
A cozy living area features a gas fireplace, providing warmth. A television is mounted above, and natural light enters through two windows. A round red rug is positioned on the hardwood floor, with a light-colored sofa and a dark chair visible, creating an inviting space.
Cottage in Woodside
4.98 out of 5 average rating, 430 reviews

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!

Superhost
The entrance is marked by red steps leading up to a wooden door, framed by lush greenery and bamboo. A colorful mat inscribed with 'HELLO' welcomes guests at the threshold, contributing to the inviting atmosphere of the cottage.
Guesthouse in Miramar
4.82 out of 5 average rating, 532 reviews

Cabin with Firepit near Beaches, Harbor & Trails

Beach cottage in village of El Granada w/ocean view from property. Walk to Surfer’s beach, 2-minute drive to harbor. Bike or stroll on 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. Boat harbor nearby with seafood restaurants, brew pubs & live music. 3 miles drive to Main St.

Guest favourite
The living area is defined by a cozy couch with decorative pillows, positioned across from a wall-mounted TV. Natural light filters through a skylight and window, illuminating the room adorned with soft curtains. A small coffee table rests on a neutral area rug, contributing to a relaxed atmosphere.
Home in Millsmont
4.97 out of 5 average rating, 215 reviews

The not so tiny, tiny house (with private laundry)

This tiny house is a 525 sqft home sitting offset from our main home. It has everything from a fully stocked kitchen to a laundry room inside this cozy home. Pots/pans, dishes and even a crock pot and waffle maker stock the kitchen. You will have a private fenced in front area with a seating area and artificial grass. We have built this home to welcome you as our friends and keep you comfortable. The home is located in a dog friendly neighborhood. * we do decorate for major US holidays

Top Guest favourite
A dining area features a round white table surrounded by four red chairs. A small vase with flowers sits in the center. Natural light enters from a nearby window, illuminating the bright space, while an artwork hangs on the wall, adding a touch of personality.
Guesthouse in Palo Alto
4.98 out of 5 average rating, 271 reviews

Chic & Private Mod Cottage on Urban Farm

Make yourself at home in a private and chic cottage on a unique and rustic urban farm. Enjoy Mid-Century Modern furniture, a fully stocked kitchen and private patio with grill. Perfect for families, friends, or business travelers. Convenient to downtown Palo Alto, Stanford, and tech companies. Safe and friendly neighborhood. We share fresh, organic eggs from our chickens when in season, and offer breakfast items for your first morning. Private entrance and off-street parking for one car.

Superhost
The exterior of a multi-level home features a blend of large windows and a distinctive round window. The light-colored facade is complemented by lush greenery and flowering plants in the foreground. A spacious front deck is visible, enhancing the inviting appearance of the property.
Home in Burlingame
4.96 out of 5 average rating, 173 reviews

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.

Guest favourite
The exterior showcases a detached studio, accentuated by string lights that frame the entrance. Sliding glass doors lead to the interior, revealing glimpses of a cozy living space and a modern kitchenette. A wooden deck with outdoor seating complements the inviting atmosphere.
Guesthouse in Glenview
4.92 out of 5 average rating, 308 reviews

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.

Guest favourite
A cozy living area features a comfortable sectional sofa with decorative pillows, beside a compact dining table set for four. A modern washing machine is conveniently positioned, with a wall-mounted fire extinguisher visible. Light filters in through the window, illuminating the warm-toned decor.
Guest suite in Millbrae
4.77 out of 5 average rating, 191 reviews

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.

Top Guest favourite
The bedroom features a spacious bed adorned with crisp white linens. A cozy armchair sits beside a bedside table with a lamp. Sheer curtains frame a window, allowing soft light to enter. A chandelier is suspended above, adding an elegant touch.
Guest suite in Serramonte
4.98 out of 5 average rating, 382 reviews

A Cozy Private Suite at the Foot of San Francisco

15 minutes by car from SF airport, our place is available for you to enjoy. The suite sits in a quiet neighborhood so you can have a restful sleep at night and yet be 20 minutes by car to downtown San Francisco when you're ready to explore. A no-contact check-in includes a private entrance that will take you to your suite stocked with basic amenities. We'll stay out of your way when you're here, but be a message away when you need us. STR PERMIT #: STR-8-25-16890

Top Guest favourite
The interior of the cabin features a single bed dressed in a blue and white plaid coverlet alongside two soft pillows. A kitchenette area with wooden cabinets and a small fridge is visible, complemented by a round mirror and decorative wall art of a forest scene.
Guesthouse in La Honda
4.95 out of 5 average rating, 458 reviews

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

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 $77 AUD per night before taxes and fees

  • Verified guest reviews

    Over 640 verified reviews to help you choose

  • Wi-Fi availability

    20 of San Mateo holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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