
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.

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

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

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.

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 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.

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.

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.

"Just A Minit" Bolinas Artist Cottage
Escape to a real-life fairytale in our handmade Hobbit House! This cozy redwood cottage is perfect for a romantic getaway for 2, or a small family. Features a Japanese hot tub, wood stove, and a unique tree branch staircase. Nestled in a nature reserve, yet just 200 steps from Bolinas Beach and town. A truly magical retreat on the California coast.

Hand Crafted Cottage
Nestled at the top of a hill above Noe Valley, our cottage features an open environment with plenty of natural light, and all custom made furniture including a lovely kitchenette, bathroom, and garden, all within easy access to public transportation. Registration Number2021 - 005037STR
Popular amenities for cottage rentals in San Mateo
Cottage rentals with a hot tub

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

Central Coast; Meadow, Hot Tub, Polite Pets Welcom

Romantic Beach Cottage with Hot Tub

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

Vintage Studio Downtown Concord

Rose Garden Cottage UC Berkeley & SF with Parking

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

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

Sunny Private Escape | Gated, Peaceful & Safe

Bolinas Surf Cottage steps from town and beach

Lazycamp Tiny House
Private cottage rentals

Enchanting cottage in charming Bolinas

Private Cottage in Oakland Hills - Redwood Forest

Cozy Cottage, Private Entrance

Molly's Cottage, Downtown Walnut Creek

Creekside cabin in Redwoods w/modern interior

Berkeley Hills Maybeck Cottage

Cottage in beautiful Woodacre, Marin

Spacious Cottage w/Vaulted Ceiling
Quick stats about cottage rentals in San Mateo

Nightly prices starting at
San Mateo holiday rentals start at €103 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!
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- Stanford University
- Golden Gate Park
- Santa Cruz Beach
- Muir Woods National Monument
- Capitola Beach
- Oracle Park
- Moscone Center
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Mission Dolores Park
- Six Flags Discovery Kingdom
- Pier 39
- Seacliff State Beach
- California’S Great America
- Chase Center
- University of California San Francisco
- Palace of Fine Arts
- Montara Beach
- Rodeo Beach





