Cottage vacation rentals in San Mateo

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Top-rated cottage rentals in San Mateo

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Guest favorite

A light-filled living area features large wooden doors that open to the outdoors, enhancing the connection with nature. A grey sectional sofa is positioned near a textured area rug, and a minimalist wooden console holds decorative items and plants, adding subtle warmth to the space.

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 favorite

A welcoming living area features two comfortable sofas adorned with yellow accent pillows. Natural light fills the space through large windows, showcasing green plants outside. A glass coffee table sits at the center, contributing to the modern aesthetic with a touch of warmth from wooden accents.

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 favorite

A warm and inviting bedroom features a spacious bed with soft peach-colored bedding. A decorative pillow with a friendly message is placed at the head of the bed. A small nightstand with a lamp and a vase of yellow flowers adds a cheerful touch to the space.

Cottage in Daly City

4.94 out of 5 average rating, 808 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 favorite

A private entrance is presented with a paved pathway leading to the entrance door, flanked by wooden fencing and plantings. Bright yellow chairs are positioned on one side, inviting relaxation in the garden setting, while greenery adds a touch of nature.

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 favorite

A serene garden path is lined with soft stone pavers, surrounded by vibrant greenery and illuminated by warm fairy lights. A swinging egg chair hangs from a tree, providing a cozy spot to relax among scattered pink petals on the ground.

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 favorite

A cozy living area features a gas fireplace, providing warmth. A television is mounted above, and natural light enters through two windows. A round red rug is positioned on the hardwood floor, with a light-colored sofa and a dark chair visible, creating an inviting space.

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 favorite

A rustic cabin is surrounded by lush greenery, featuring a stone pathway leading to a sunlit patio with seating. An umbrella provides shade over a dining area, while a lounge chair invites relaxation. Tall trees frame the scene, enhancing the serene outdoor setting.

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 favorite

The exterior of the cottage features a stone-accented porch with a wooden chair, framed by lush greenery and flowering plants. A pathway of stones leads from the well-kept lawn to the entry, where large double doors invite guests inside.

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.

Top guest favorite

A welcoming front view of a single-story cottage is presented, featuring a central entrance with a decorative door. Potted flowers in vibrant colors are arranged along the walkway, complemented by a paved driveway. Lush greenery surrounds the property, creating a serene setting.

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 favorite

An open living space features a wooden cabinet, a light-colored sofa, and a round coffee table on a circular rug. Sunlight streams in through multiple clerestory windows, illuminating the natural wood ceiling and warm hardwood floor.

Cottage in Noe Valley

4.98 out of 5 average rating, 228 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 favorite

A spacious studio area is depicted, featuring a floral-patterned bedspread on a large bed. A dark leather sofa is positioned beside a desk with office equipment. Mirrored walls and soft lighting create an open atmosphere, complemented by a wall-mounted television and artwork above the bed.

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.

Top guest favorite

A treehouse is nestled in the branches of a large tree, with a cozy cottage visible in the background. A small outdoor dining table and chairs are set near a swing, all surrounded by lush greenery.

Cottage in Bolinas

4.97 out of 5 average rating, 225 reviews

Enchanting cottage in charming Bolinas

The Casita is a charming one bedroom cottage in the highly desirable coastal community of Bolinas. With all new appliances and fixtures, this bright sunny spot on half acre garden will keep you enchanted your entire stay. The rental is perfect for a couple or small family, with a separate bedroom and cozy pull out sofa. With a darling treehouse outside your window and plenty of peace and quiet, you will never want to leave.