
Cottage holiday rentals in San Mateo
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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.

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.

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.

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.

Your Most Romantic and Peaceful Getaway
Tucked away on the border of Orinda and El Sobrante, our fully remodeled romantic cottage features a kitchen, deck, and private parking. This space is perfect for romantic getaway, with many hiking paths and restaurant nearby. With one bedroom and one bath, this cottage provides freshly remodeled atmosphere of romance, warmth, comfort, and home. This cottage is nestled in the back corner of our property, with ample privacy and a designated driveway. It is a perfect home away from home.

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.

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

Trixie's Studio Garden Cottage
We have a lovely private garden cottage available in a quiet Oakland neighborhood, very close to Lake Merritt. Shopping, restaurants, and cafe's are a 10 minute walk away. Cozy furnished, sound proofed studio with blackout windows, thermal heated flooring, small kitchen, bath & living area. Free high speed internet, security & housekeeping service. Ample street parking and very close to public transportation.
Popular amenities for cottage rentals in San Mateo
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

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

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

Cute furnished Cottage with washer/dryer/ kitchen.
Casa Venida by the Beach, Light & Stylish Cottage

Bright & Charming Cottage in Cool Gilman District

Walk to BART Pet Friendly Cottage w/ 3 Queen Beds!

Sunny Private Escape | Gated, Peaceful & Safe

Bolinas Surf Cottage steps from town and beach
Private cottage rentals

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

Bright & Beautiful Cottage

Enchanting cottage in charming Bolinas

Beach Cottage Shelter Here

Cozy Cottage, Private Entrance

🌿 Serene Sunset Cottage 🌿 – San Francisco Bay View

Molly's Cottage, Downtown Walnut Creek

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

Nightly prices starting at
San Mateo holiday rentals start at £90 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
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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Oracle Park
- Muir Woods National Monument
- Capitola Beach
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
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- Montara Beach
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- Winchester Mystery House





