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.

0 of 0 items showing

1 of 3 pages

Guest favourite

Cabin in Los Gatos

4.9 out of 5 average rating, 399 reviews

The Coach House

The Coach House is located on our mountain top horse and lavender farm. We offer youth summer camps so are set up for fun outdoor adventures and activities. Have fun with our horses, goats, and chickens! You can take a 10 min walk over to Nonno's Restaurant for wine/pizza/BBQ and bacchi ball, or take an 8 min drive into Los Gatos, or 15 min to Santa Cruz for the beach and some of the best restaurants and spas around!. Good for couples, solo adventurers, business travelers, kids, & behaved dogs!

1–8 Oct

$141 SGD per night

Guest favourite

Guest house in Woodside

4.99 out of 5 average rating, 275 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.

22–29 Jul

$457 SGD per night

Guest favourite

Guest house in Half Moon Bay

4.82 out of 5 average rating, 425 reviews

Cabin with kitchen-walk to Beach & Trails-Firepit

Guest cottage in village of El Granada w/ocean view from property. 5-minute walk to Surfer’s beach & 2-minute drive to harbor. Go biking or take a stroll on the paved coastal bluff trail. Hiking in the hills behind the cottage in Quarry Park. Full kitchen with 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. 5-min drive to Main St.

17–24 Jun

$210 SGD per night

Guest favourite

Guest suite in Castro Valley

4.96 out of 5 average rating, 149 reviews

Parc Fermé- quiet, spacious, private, & tranquil

Quaint wooden car bridge over an oak tree lined creek welcomes you in. Mature landscaping outside & homey, comfortable accommodations inside. Centrally located to San Francisco, San Jose, The Napa Valley, Walnut Creek, Oakland, & Berkeley. A 15 minute walk or six minute drive to Bay Area Rapid Transit. Custom homes on the street were originally built for the doctors who founded Eden Hospital in the early 1950's and this property reportedly was once the home of the mayor of neighboring Hayward.

15–22 Oct

$129 SGD per night

Guest favourite

Cottage in Woodside

4.97 out of 5 average rating, 342 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!

3–10 Feb

$246 SGD per night

Guest favourite

Guest suite in Los Gatos

4.93 out of 5 average rating, 253 reviews

Remote Mountain Suite with Hot Tub

One-bedroom attached in-law suite with private entrance- relaxing den with large leather couch, flat screen tv (Roku/no cable) kitchenette w/hot plate and private bath. Supplied with bottle of wine and breakfast essentials. Mountain location 2.5 miles down a very narrow scenic ridge-top road on 6 beautiful acres of lush vegetation and towering redwood trees. Ideal for a couple or small family looking to explore the Santa Cruz county Mountains, Bay Area and coast without breaking the bank.

2–9 Oct

$160 SGD per night

Guest favourite

Guest suite in Daly City

4.98 out of 5 average rating, 283 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. Follow us on Insta: #cozyprivatesuite

1–8 Sep

$183 SGD per night

Guest favourite

Guest house in Oakland

4.98 out of 5 average rating, 429 reviews

Garden cottage in convenient Oakland location.

You’ll love my place because of the good location, convenience to public transport, the friendly neighborhood, the ambiance.. My place is good for couples, solo adventurers, business travelers, and families (with kids). Although there is just one bedroom, the couch folds down for extra sleeping space. Please be aware that the property is in a hilly area and that there are stairs to navigate which can be challenging if you have large luggage or mobility issues.

27 Mar – 3 Apr

$107 SGD per night

Guest favourite

Yurt in Watsonville

4.92 out of 5 average rating, 715 reviews

Mountain Top Yurt in the Redwoods

Peaceful, clean, spacious, beautifully decorated and quiet 24' Yurt completely surrounded by Redwoods on top of the Santa Cruz Mountains. Spend a couple days meditating, reading or writing the next chapter of your memoir. Walking distance to Mount Madonna Retreat Center (open now through reservation only). County Park hiking and horseback riding trails located within 3 miles. Ideal place for photography and mountain/road biking.

2–9 Nov

$171 SGD per night

Guest favourite

Guest house in La Honda

4.95 out of 5 average rating, 383 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.

26 Sep – 3 Oct

$158 SGD per night

Guest favourite

Guest house in Woodside

4.99 out of 5 average rating, 485 reviews

Guest House in the Woods

Our guest house is located close to La Honda and Woodside in the North Santa Cruz Mountains. Located in the Redwood forest and looks down onto a beautiful creek from a lovely deck. There are many open space hiking and biking trails within a short drive, and the beach. 5 miles from Alice's Resturant. San Francisco and Santa Cruz are easily accessible. The house has vaulted ceilings and a full kitchen, and laundry.

16–23 Mar

$281 SGD per night

Guest favourite

Guest house in Berkeley

4.93 out of 5 average rating, 109 reviews

Well designed, peaceful & sunny cottage - Berkeley

Come stay in a quiet, peaceful cottage in a sunny backyard on a great street in Berkeley. There's a large skylight and lots of light. The cottage has its own entrance accessed from the backyard, and is separate from the house. You can spend time relaxing on the outdoor furniture. We're about a mile from Berkeley Bowl, close to UCB, restaurants, shops. The cottage is very relaxing. People love staying here.

22–29 Jul

$187 SGD per night