
Cottage holiday rentals in San Mateo
Find and book unique cottages on Airbnb
Top-rated cottage rentals in San Mateo
Guests agree: These cottages are highly rated for location, cleanliness and more.

Mini cottage near San Francisco & SF airport
Mini cottage w/ free parking. This tiny cottage (<200sf) is located in our beautiful backyard. It is close to everything. A 15 min drive to downtown San Francisco and SF airport. A 15 min walk to Westlake shopping center & BART station to San Francisco. The beautiful unit has a private entrance, one bedroom with a queen bed and a private bathroom. We provide Wi-fi, towels, instant coffee, tea, and snack. More amenities for you to use: TV, microwave, refrigerator, hair dryer & electric kettle.

Cozy Cottage near Stanford
A quiet cottage is behind the main house surrounded by the redwood trees. It has two bedrooms and one bathroom that accommodates up to 4 people. Newly remodeled kitchen is equipped with brand new gas stove/oven and microwave, and everything you need. Washing machine and dryer are on site. Great location close to restaurants, coffee shops, grocery stores and Caltrain station. 3 miles to Stanford University and Shopping Center. Close to all high tech companies. 20 min from SJC and 30 min from SFO.

Soak up the Serenity from a Swing Seat at Claremont Cottage
Linger over a coffee in the zen, vine-covered courtyard at this secluded cottage nestled in the back of a period property in Berkeley. Crisp white sheets, craftsman furniture, and painted wooden cladding make for a sophisticated yet rustic haven. The main room is cozy with a big skylight, comfortable queen bed, swivel chair, and desk and chair. There is a small kitchenette. Outside is a stone patio, a swinging bench that overlooks a koi pond, and a small outdoor table and chairs. ZCSTR2021-0842

Cozy Cottage near Stanford | Google | Meta | Tesla
Part of a beautiful newly custom built craftsman architectural style house with a private entrance. The suite is completely separated, with a secure smart-lock, nicely appointed with modern chic furnishings throughout in a sought-after neighborhood in Midtown Palo Alto - one of the best places to live in Silicon Valley. 3-5 minutes WALK to grocery store, pharmacy, coffee/tea shop, and restaurants. Within 1 or 2 miles, you can ride your BIKE or CAR to Stanford, Tesla, GOOG, Meta/FB and Amazon.

Ocean Front Beach Cottage with Hot Tub & Fireplace
Small cottage right on the beach. Very close to San Francisco - 20 min from the Golden Gate Bridge. Romantic getaway. Perfect for couples or as a quiet retreat for an individual. Wood-burning fireplaces in the living room and bedroom. Large deck and personal hot tub overlooking the ocean. Feel free to ask me any specific questions you may have and I'll make sure to get back to you promptly. Please consider signing up for travel insurance in case you have a change of plans or get sick.

Berkeley Hills Maybeck Cottage
Built in 1925, Maybecks' “Cubby” is your private, rustic, 750 sq ft, carriage house located less than a mile from Cal. Homey and basic - the deck is great for lunch, dinner, or just hanging out. It's an easy walk down to the gourmet ghetto, Thursday Markets, buses and BART. Carport provided, a car is recommended (hey it's located in the hills.) Not baby proofed, minimal fencing - sorry, no pets, babies or toddlers. Smoke free, no butts about it. Sorry, no loud music, or large gatherings.

Carmelita Creek House
The creek house is on a beautiful tree lined street, walking distance to downtown San Carlos. The house is a spacious one bedroom cottage with designer finishes and gorgeous vaulted ceilings. You will be surrounded by mature redwoods on the peaceful balcony and one with nature at the fire pit overlooking a year round creek. Amenities include a full sized kitchen, comfortable workspace, washer/dryer, fast WiFi, cable TV and a gas fireplace. We live in the main house on the property.

Manzanita Cottage in the Heart of Silicon Valley
*We respond to inquiries quickly! We use CDC cleaning guidelines. Our property is powered 100% by solar* The Manzanita Cottage is a perfect getaway for business or vacation travelers. The cottage is well appointed and has everything you need for an extended or short stay. This private & inviting cottage is big on amenities: stove, oven, microwave, coffee maker, dishwasher, washer & dryer, etc. We have two other units on our property: The Orchard tiny house and The Manzanita cottage.

Spacious Cottage w/Vaulted Ceiling
Come enjoy the peaceful seclusion of this backyard, 700sqft, cottage, in the heart of Silicon Valley. Unwind in your own private backyard nestled in the shade of fruit tree and other trees. Beautifully and fully furnished for your comfort. Conveniently located with easy commute to local high tech companies, Stanford University and train ride away to San Francisco. Pls check our other Airbnb unit < https://www.airbnb.com/rooms/36591781> if this cottage is not available.

A Private Retreat in Nature - Bluebird Day Cottage
A place to escape and unwind. A base to discover and explore beautiful Marin County with its incredible hiking trails, bike paths, beaches, and easy access to the majestic John Muir old growth redwood forest. Just a 10 minute drive to the iconic Golden Gate Bridge and San Francisco. Minie will be your attentive host during your stay. We hope you have a wonderful time and love the cottage as if it is your own. Welcome to Bluebird Day Cottage! Home sweet home! 😊

Brand new house in Mountain View
⚽ 2026 WORLD CUP: This 2BR cottage (700+ sq ft) offers the ultimate stay near Levi’s Stadium for the FIFA World Cup! 🏡 Prime Location • 5m to DT Mountain View & El Camino Hospital • Easy access to 101, 85 & 237 • Walk to Ranch 99, Starbucks & Cuesta Park ✨ Modern Comforts • High ceilings & open layout • Stainless steel appliances • In-unit washer/dryer • Smart lock, Nest & video doorbell 🔒 Private & Peaceful • Private entrance • Ideal for business or leisure

Impeccable downtown Palo Alto pied a terre
Spanish revival studio in Downtown Palo Alto North with 3 minute walk to all the restaurants and businesses in downtown Palo Alto. Situated among namesake giant redwoods and other trees in a beautiful residential area, it is quiet yet exudes the energetic vibe Palo Alto and the Silicon Valley area are best known for. Stay home and enjoy al fresco dining in your private backyard and then a few drinks at any one of the many bars.
Popular amenities for San Mateo cottage rentals
Cottage rentals with a hot tub

G & M #2 Livermore Wine/ E-Bike Getaway (pets ok)

Romantic Beach Cottage with Hot Tub

"Just A Minit" Bolinas Artist Cottage

Wild West Village- Hot Tub & HUGE View FAST Wi-Fi

The Double Dipsea Cottage

Brand-new 3b3b home near Palo Alto, next to 84

Luxe Beach View Bungalow

2bdr Cottage nr UC Brkly & LBL. Min 14 night.
Pet-friendly cottage rentals

Traveler-Professionals-Pet Friendly-WiFi

Rose Garden Cottage UC Berkeley & SF with Parking

Your Most Romantic and Peaceful Getaway

Cute furnished Cottage with washer/dryer/ kitchen.

Large Cottage Near SF, Beach, Airport w/ Backyard

Cute & Colourful Oceanside Cottage w Garden
Casa Venida by the Beach, Light & Stylish Cottage

Sunny Private Escape | Gated, Peaceful & Safe
Private cottage rentals

Oakland. Super Location 2bdrm. Parking, Walk 2BART

Enchanting cottage in charming Bolinas

Trixie's Studio Garden Cottage

Beach Cottage Shelter Here

🌿 Serene Sunset Cottage 🌿 – San Francisco Bay View

Molly's Cottage, Downtown Walnut Creek

Creekside Bliss #1 - The Santa Cruz

Detached Rear Yard Garden Cottage
Quick stats about cottage rentals in San Mateo

Nightly prices starting at
San Mateo holiday rentals start at $168 AUD per night before taxes and fees

Verified guest reviews
Over 60 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Mateo rentals

5 Average rating
San Mateo stays are highly rated by guests—averaging 5 out of 5!
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Santa Barbara Holiday rentals
- San Joaquin River Holiday rentals
- Wine Country Holiday rentals
- Rentals with a hot tub San Mateo
- Rentals with breakfast San Mateo
- Rentals with a fire pit San Mateo
- Guesthouse rentals San Mateo
- Townhouse rentals San Mateo
- Rentals with an EV charger San Mateo
- Rentals with a patio San Mateo
- Cabin rentals San Mateo
- Private suite rentals San Mateo
- Fitness-friendly rentals San Mateo
- Rentals with outdoor seating San Mateo
- Family-friendly rentals San Mateo
- Condo rentals San Mateo
- House rentals San Mateo
- Rentals with a washing machine and dryer San Mateo
- Rentals with pools San Mateo
- Pet-friendly rentals San Mateo
- Rentals with a fireplace San Mateo
- Apartment rentals San Mateo
- Cottage rentals California
- Cottage rentals United States
- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Muir Woods National Monument
- Oracle Park
- Capitola Beach
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
- Rio Del Mar Beach
- SAP Center
- Pier 39
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Seacliff State Beach
- Twin Peaks
- Six Flags Discovery Kingdom
- Rodeo Beach
- Palace of Fine Arts
- Bolinas Beach
- Levi's Stadium
- Montara Beach
- Winchester Mystery House





