
Cottage vacation rentals in San Mateo
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Quick stats about cottage rentals in San Mateo

Nightly prices starting at
San Mateo vacation rentals start at $153 CAD per night before taxes and fees

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Over 80 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!
Top-rated cottage rentals in San Mateo
Guests agree: these cottages are highly rated for location, cleanliness, and more.

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.

Large Cottage Near SF, Beach, Airport w/ Backyard
Beautiful, spacious, and quiet cottage 1-bedroom 1-bath, 860sqft, with a private garden, located in the prestigious Alameda Gold Coast neighborhood, safe, 7miles to OAK Airport, 5miles to Oakland Coliseum, 9miles to UC Berkeley, walk to the beach, easy transportation to San Francisco by ferry, bart, or bus. It is walking to coffee shops, restaurants, grocery stores. Next to Crown beach with spectacular view of San Francisco. Parties are not allowed. Top speed Internet. Pet allowed, $50 per stay.

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 | 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.

Bean Hollow West Cottage
This lovely 2 bedroom 2 bath cozy cottage is a great place to stay while exploring the beautiful coast of No. California. The cottage is tucked away in silence interrupted only by the faint sound of the distant ocean. It has a spectacular ocean view surrounded by a peaceful pond, incredible sunsets, lots of trees and wildlife. Sits 5 minutes from Bean Hollow Beach and many others minutes away between Half Moon Bay and Santa Cruz. This cottage is safe and private with beautiful outdoor living.

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.

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! 😊 Follow us @bluebirddaycottagemarin

The Beach Cottage- A Simple Sanctuary
You will be about 40 paces to the beach (4th house from the beach) and a lovely 5-minute walk to town. On its own separate lot, with a sweet little yard with lounge chairs, Bbq, and a firepit, The Cottage is fresh, immaculate, peaceful, cozy, comfortable, romantic, and tranquil. Please know that without exception we do not accommodate children, pets, or stays over 12 days. IF YOU ARE GOING TO REQUEST A BOOKING AND SOMEONE WILL BE JOINING YOU PLEASE GIVE THEIR FIRST NAME.

Brand new house in Mountain View
2026 FIFA WORLD CUP: This 2BR cottage (700+ sq ft) offers the ultimate stay near Levi's Stadium for USA Knockout match on July 1 🏡 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

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.

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 vaulted ceilings. You will be surrounded by mature redwoods and nature overlooking a year round creek. Amenities include a full sized kitchen, workspace, washer/dryer, fast WiFi, cable TV and a gas fireplace. Please note the cottage is located behind our main home and is accessed via several steps.

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)

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

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

The Double Dipsea Cottage

Luxe Beach View Bungalow
Pet-friendly cottage rentals
Casa Venida by the Beach, Light & Stylish Cottage

Rose Garden Cottage UC Berkeley & SF with Parking

Privacy, Sunshine & Redwood Trees!

Soak up the Serenity from a Swing Seat at Claremont Cottage

Sunny Private Escape | Gated, Peaceful & Safe

Earthy Artisan Cottage w/AC, Pet Yard & 1-Car Spot

Cute furnished Cottage with washer/dryer/ kitchen.

Bright & Charming Cottage in Cool Gilman District
Private cottage rentals

Walk to Cal, BART, Dining—Parking&Private Garden!

Hand Crafted Cottage

Private Cottage in Oakland Hills - Redwood Forest

Cozy Cottage, Private Entrance

Trixie's Studio Garden Cottage

🌿 Serene Sunset Cottage 🌿 – San Francisco Bay View

Manzanita Cottage in the Heart of Silicon Valley

Berkeley Hills Maybeck Cottage
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- Stanford University
- Santa Cruz Beach
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Muir Woods National Monument
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- Golden Gate Bridge
- Moscone Center
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- SAP Center
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