Cottage vacation rentals in San Mateo

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Top-rated cottage rentals in San Mateo

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Top 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, 812 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 modern kitchen is equipped with light wood cabinetry and solid gray countertops. A large window allows natural light to fill the space, complemented by a vase of sunflowers. The kitchen features a gas stove, refrigerator, and a dishwasher for convenience.

Cottage in North Oakland

4.95 out of 5 average rating, 118 reviews

Modern Garden Guesthouse, Step-Free

New build, all one level, no steps to entrance from street. Private quiet dedicated guesthouse. Plentiful, free street parking w/in one block. Keyless entry. 450 sq ft but feels larger. Queen bed, large closet, full kitchen, large bathroom, private patio. Free W/D. 2-55" TVs with digital antennae +Roku. Kitchen table doubles as desk. No cleaning fee. Our family plays in shared yard late afternoon with 2 friendly dogs. 7-30 days firm per business license. For two guests, choose "2" when booking.

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, 127 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.

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, 415 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, 521 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.

Guest favorite

A spacious living area features wooden walls and high ceilings, creating a warm environment. Natural light streams through large windows, illuminating a cozy seating arrangement. A television is mounted on a wooden shelf, while a dining table and chairs provide additional seating options.

Cottage in Inner Richmond

4.94 out of 5 average rating, 157 reviews

Beautiful Place next to Park Presidio & GG Park

Beautiful guest suite in our home next to Park Presidio with high ceiling and calm, transitional decor. Fully appointed with fine appliances and furniture. Full bathroom with tons of hot water. Ready with full appliances: microwave, fridge, coffee machine and roaster. 55 inch TV and a beautiful garden area will compete for your attention. Fast Wi-fi connection and heating. Located in one of the best areas of San Francisco, next to amazing local restaurants and many tourist attractions.

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, 238 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 living area features a light-colored sofa with red and white cushions. A wooden coffee table with decorative items anchors the space, while vibrant flowers in a vase add a touch of color. A dining area is visible, accompanied by a side chair.

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 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, 170 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.

Superhost

A living room features a white fireplace with wood logs visible inside. Large windows are adorned with soft gray curtains, allowing natural light to illuminate the space. A round mirror hangs above the fireplace, complemented by decorative wall sconces. A green plant adds a touch of nature.

Cottage in North Oakland

4.93 out of 5 average rating, 174 reviews

Romantic Retreat in Garden & Trees - Villa Willow

Villa Willow is nestled in trees and serenity in a safe residential neighborhood. Built in 1916, it was renovated with high end amenities while keeping original details. A romantic getaway, family reunion, an escape from busy city scene. Fiber Optic wifi Office Room for Work & Conference GYM + yoga room Outdoor Jacuzzi & Tea house in Spa Private deck w/ lounge Outdoor seating Gorgeous Gardens 10 -20 mins to SF Washer/Dryer in unit 1 private parking

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, 230 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***

Top 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, 186 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.