
Cottage holiday rentals in San Mateo
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Top-rated cottage rentals in San Mateo
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Magical Modern Cottage with Garden
Find true escape surrounded by nature at this lovely modern cottage. Once featured in Dwell magazine, this home charms with its clever use of space, custom furniture and finishes, unique and tasteful decor, and outdoor patio and garden. Entire private cottage and shared side and backyard with patio seating. We are happy to suggest hikes, restaurants and other activities. We've compiled an extensive list of our favorite spots, both right in the neighborhood and also farther afield. The property is located in Rockridge, and also quite close to Temescal. Both have lots of great shopping, restaurants, coffee shops, and amenities. We are very pleasant 10-15 minute walk from the Rockridge BART station. BART provides easy access to SF (about 20 min) and other parts of the Bay Area. Parking on our street is free and usually plentiful. Street sweeping is on the second and fourth Monday/Tuesday of each month (check signs to be sure). The bedroom of the cottage is located up a short flight of stairs, so it isn't ideal for anyone with compromised mobility. The bathroom shower is fully functional but some particularly large/tall people may find it a little tight.

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.

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

Cozy Cottage near Stanford | GOOG | 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.

Rose Garden Cottage UC Berkeley & SF with Parking
Villa Banyan is a beautiful space to immerse into nature & beauty; a retreat for a romantic getaway or family excursion, a sweet home away from home. Built in 1916, it's a private cottage renovated with luxurious amenities w/ original charm. Centrally located, it’s near food/shopping/movie while being tucked in a quiet, cute & safe neighborhood surrounded with trees. 15-20 mins to SF 10 mins to Oakland or UC Berkeley WIFI + Work Space/Office Washer/Dryer private parking Private Rose Garden

Kings Mountain Studio Cabin
Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those who are inclined to have an active lifestyle, We are close to Purisima Creek, Huddart Park, and El Corte De Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space) 20 minutes away from Half Moon Bay with beautiful beaches and 30 min. from Stanford, Palo Alto. We are adjacent to The Mountain House Restaurant. Res recommended. Short drive to local breakfast place. NO PETS!

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.

Beautiful Downtown Mill Valley Cottage
Excited to reintroduce our charming cottage to the Airbnb community after several months of our family’s use. Absolutely charming Downtown Mill Valley Cottage. Beautifully remodeled with the highest attention to detail and just a short 5-minute stroll to town. The open floor plan has great indoor-outdoor flow, perfect for enjoying the lovely patio and gardens. Perfectly situated to enjoy charming Mill Valley, Mt. Tam, Muir Woods, and Stinson Beach, as well as easy access to San Francisco.

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.
Popular amenities for San Mateo cottage rentals
Cottage rentals with a hot tub

The Double Dipsea Cottage

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

Luxe Beach View Bungalow

Wild West Village- Hot Tub & HUGE View FAST Wi-Fi
Pet-friendly cottage rentals

Enchanted Romantic Garden Cottage

Cute furnished Cottage with washer/dryer/ kitchen.

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

Ocean View Cottage

A Private Retreat in Nature - Bluebird Day Cottage

Unique Zen Sanctuary Retreat in Oakland Hills

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

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

Bright & Beautiful Cottage

Beach Cottage Shelter Here

🌿 Serene Sunset Cottage 🌿 – San Francisco Bay View

Molly's Cottage, Downtown Walnut Creek

Hand Crafted Cottage

Detached Rear Yard Garden Cottage

Manzanita Cottage in the Heart of Silicon Valley
Quick stats about cottage rentals in San Mateo

Nightly prices starting at
San Mateo holiday rentals start at $206 NZD per night before taxes and fees

Verified guest reviews
Over 40 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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