Cottage holiday rentals in San Mateo

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Top-rated cottage rentals in San Mateo

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Guest favourite

Cottage in North Oakland

4.91 out of 5 average rating, 447 reviews

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.

Top Guest favourite

Cottage in El Cerrito

4.96 out of 5 average rating, 265 reviews

🌿 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 - 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. Close to Berkeley 15 - 20 min drive San Francisco 30 - 50 min drive Napa / Wine Country 45 - 50 min drive Writers / Meditation retreat - peaceful, quiet, surrounded by nature Private driveway.

Guest favourite

Cottage in Daly City

4.94 out of 5 average rating, 807 reviews

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.

Guest favourite

Cottage in Palo Alto

4.84 out of 5 average rating, 126 reviews

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.

Guest favourite

Cottage in North Oakland

4.91 out of 5 average rating, 188 reviews

Cottage with Garden Jacuzzi & Trees - Villa Banyan

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. 20 jet outdoor JACUZZI 15-20 mins to SF 10 mins to Oakland or Berkeley WIFI + Work Space/Office Washer/Dryer private parking

Top Guest favourite

Cottage in Woodside

4.98 out of 5 average rating, 413 reviews

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!

Top Guest favourite

Cottage in Berkeley Hills

4.91 out of 5 average rating, 520 reviews

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.

Top Guest favourite

Cottage in San Carlos

4.97 out of 5 average rating, 235 reviews

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.

Guest favourite

Cottage in Santa Clara

4.94 out of 5 average rating, 195 reviews

Manzanita Cottage in the Heart of Silicon Valley

*We respond to inquiries quickly! We use CDC cleaning guidelines. Smoking is not permitted on the premises* The Manzanita Cottage is a perfect getaway for business or vacation travelers. The cottage is well appointed and has everything you need for an extended or short stay. This private & inviting cottage is big on amenities: stove, oven, microwave, coffee maker, dishwasher, washer & dryer, etc. We have two other units on our property: The Orchard tiny house and The Manzanita cottage.

Top Guest favourite

Cottage in Mountain View

4.96 out of 5 average rating, 169 reviews

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.

Top Guest favourite

Cottage in Noe Valley

4.98 out of 5 average rating, 227 reviews

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 ***Due to COVID 19, we are taking extra precaution and following Airbnb's new cleaning guidelines. Please contact us if you have any additional concerns***

Guest favourite

Cottage in Palo Alto

4.89 out of 5 average rating, 185 reviews

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.