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

Nightly prices starting at
San Mateo holiday rentals start at $141 SGD 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.

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.
ValueLocationBack garden

🌿 Serene Sunset Cottage 🌿 – San Francisco Bay View
‘The earth laughs in flowers!’ ~ R.W. Emerson Live among the wild flowers, butterflies and birdsongs! 🦋🦋🦋 Secluded, sunny, peaceful and private - Serene Sunset Cottage is the perfect sanctuary, nestled in El Cerrito Natural Reserve with amazing views of Golden Gate Bridge, golden hills and San Francisco Bay Berkeley 10 - 20 min drive San Francisco 30 - 50 min drive Napa / Wine Country 45 - 50 min Writers / Art / Meditation retreat - peaceful, quiet, surrounded by nature Private driveway!
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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
ValueFamilyLong stay

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.
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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.
ValueFamilyCondition

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.
FamilyLocationOutdoor spaces

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.
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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.
LocationFamilyOutdoor spaces

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
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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.
ValueLocationView

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.
FamilyLocationWifi

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! 😊
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Popular amenities for cottage rentals in San Mateo
Cottage rentals with a hot tub

The Double Dipsea Cottage
FamilyLocationSleep quality

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

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

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

Privacy, Sunshine & Redwood Trees!
FamilyLocationCondition

Rose Garden Cottage UC Berkeley & SF with Parking
LocationFamilyOutdoor spaces

Soak up the Serenity from a Swing Seat at Claremont Cottage
LocationValueNearby

Sunny Private Escape | Gated, Peaceful & Safe
LocationFamilyCheckout

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

Cute furnished Cottage with washer/dryer/ kitchen.
LocationValueCondition

Beachside 3-bedroom Cottage
FamilyLocationHiking
Private cottage rentals

Impeccable downtown Palo Alto pied a terre
LocationFamilyCheckout

Private Cottage in Oakland Hills - Redwood Forest
FamilyLocationAccuracy

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

Cozy Cottage near Stanford
LocationValueWalkability

Manzanita Cottage in the Heart of Silicon Valley
ValueFamilyDecor

Trixie's Studio Garden Cottage
LocationValueCleanliness

Beach Cottage Shelter Here
LocationValueQuiet

Detached Rear Yard Garden Cottage
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Destinations to explore
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- Cottage rentals California
- Cottage rentals United States
- Stanford University
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Santa Cruz Beach
- Muir Woods National Monument
- Capitola Beach
- Moscone Center
- Golden Gate Bridge
- Oracle Park
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Mission Dolores Park
- Pier 39
- Chase Center
- Six Flags Discovery Kingdom
- University of California San Francisco
- California’S Great America
- Oakland Arena
- Palace of Fine Arts
- Seacliff State Beach
- Big Basin Redwoods State Park





