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, 437 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.

Guest favorite

An inviting entryway features wooden siding with a small blue window and a light fixture. A welcome mat lies at the door, leading into the cozy interior. A bench sits near the entrance, complemented by green vines framing the space.

Cottage in Berkeley

4.81 out of 5 average rating, 410 reviews

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

Guest favorite

The exterior of the Fox Theater in Oakland is showcased, featuring an ornate architectural design with a prominent marquee. Towering palm trees are visible in the foreground, alongside the bustling street corner. The theater's vibrant signage is illuminated, contributing to the lively atmosphere of the area.

Cottage in Temescal

4.96 out of 5 average rating, 149 reviews

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

This charming updated cottage is located between Piedmont Avenue and Temescal districts two of Oakland's most convenient and vibrant neighborhoods. The cottage is within walking distance of shopping, parks, restaurants & transportation BART (Subway) MacArthur Station is only 4 blocks away. Take BART straight from Oakland or San Francisco airport. Off-street parking for 3 cars or RV. Fantastic office space. This is a great place to call home when visiting the Oakland/San Francisco Bay Area.

Guest favorite

Cottage in Pescadero

4.96 out of 5 average rating, 108 reviews

Bean Hollow West Cottage

This lovely 2 bedroom 2 bath cozy cottage is a great place to stay while exploring the beautiful coast of No. California. The cottage is tucked away in silence interrupted only by the faint sound of the distant ocean. It has a spectacular ocean view surrounded by a peaceful pond, incredible sunsets, lots of trees and wildlife. Sits 5 minutes from Bean Hollow Beach and many others minutes away between Half Moon Bay and Santa Cruz. This cottage is safe and private with beautiful outdoor living.

Guest favorite

A lighthouse stands prominently on a rocky coastline, surrounded by deep blue ocean waters. The structure features a red-topped lantern room and a white base, with a green door amidst the soft hues of the coastal landscape.

Cottage in Olema

4.93 out of 5 average rating, 102 reviews

Pt Reyes, Sunflower Cottage, cal king bed, private

1/2 mi to the Point Reyes Nat'l Seashore Park entrance. Peaceful farm setting with gardens and sculpture. Spacious, private, quiet, bright cottage w/ fenced yard & BBQ, views of hills & horses, wood burning stove, full kitchen, new cal king bed. Separate beds if desired (daybed). Great spot for a romantic getaway or for a couple friends. Walk to restaurants (Due West next door), be on hiking trails in minutes (Pt Reyes Natl Seashore is 100 sq.miles) or just relax and unwind at your cottage.

Top guest favorite

A patio area features a round table surrounded by four chairs, shaded by a large umbrella. The entrance door, framed by a window, is set against a dark exterior wall, with a clean concrete pathway providing access.

Cottage in El Sobrante

5 out of 5 average rating, 102 reviews

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.

Top guest favorite

A cozy bedroom features a spacious bed with neutral striped bedding, complemented by a modern fireplace beneath a flat-screen TV. Natural light filters through the windows, while warm wood paneling adorns the ceiling, creating a soothing environment.

Cottage in Mill Valley

4.96 out of 5 average rating, 114 reviews

New Beautiful Cottage | Downtown Mill Valley

Excited to reintroduce our charming cottage to the Airbnb community after several months of our family’s use. The absolutely charming cottage, nestled in bucolic Mill Valley, is equal parts secluded and convenient, walking distance to shops and restaurants, hiking and mountain biking trails, and the Dipsea Steps. One of a pair of cottages perfectly situated to enjoy charming Mill Valley, Mt. Tam, Muir Woods, and Stinson Beach, as well as easy access to San Francisco and the Wine Country.

Top guest favorite

A charming cabin is nestled among towering redwoods. The exterior features warm red siding and a welcoming porch area with two outdoor chairs. Soft lighting hangs above, illuminating the entrance and creating a cozy, inviting atmosphere in the serene forest setting.

Cottage in Lagunitas-Forest Knolls

4.97 out of 5 average rating, 189 reviews

Creekside cabin in Redwoods w/modern interior

Serene West Marin retreat, we lovingly call, L’il Zuma. Sits in a majestic redwood grove in the heart of San Geronimo valley. Cross a foot bridge over a gentle, seasonal creek to find a charming home with a custom, modern interior. Open floor plan with skylights, a full bedroom & sleeping loft & access to decks bringing the outdoors in. Unwind in your magical, private retreat. Minutes from Fairfax & easy access to West Marin's best parks, biking, hiking trails & beaches. Life is good!

Top guest favorite

A charming garden area features a mix of lush greenery and decorative plants, with a cobblestone path leading to a black cottage. The cottage is adorned with vibrant green doors and surrounded by mature trees, offering a tranquil outdoor setting.

Cottage in Walnut Creek

4.99 out of 5 average rating, 123 reviews

Water Tower Cottage - the place to stay!

Relax & enjoy the high end comforts of this very private, boutique style cottage & charming garden setting tucked away on a quiet lane located just minutes from vibrant downtown Walnut Creek. Water Tower Cottage is brand new luxury from finishes, to wine fridge, to linens. Inside sitting area, work desk and kitchenette. Perfect for weekend getaways, business travelers, family visits, & extended stays. Be sure to allot a little time to take in the tranquil garden setting.

Guest favorite

The entrance features a wooden door surrounded by vibrant greenery and colorful flowers. Potted plants are positioned alongside the pathway, enhancing the inviting atmosphere. The structure showcases a blend of wood accents and natural elements within a garden setting.

Cottage in San Francisco

4.91 out of 5 average rating, 780 reviews

Private Garden Cottage behind lovely Victorian

Enjoy a victorian garden getaway with your own secluded private bedroom with integrated bathroom in a Garden Victorian in Glen Park. Relax or sit outside at the patio table and admire the garden. Bedroom is completely private and faces the back yard with private entrance. 5 blocks from the Glen Park BART Station. Street parking is easy in the neighborhood, you can park all day long. Street cleaning is every other week and on different sides of the street.

Top guest favorite

A cozy cabin exterior is set among tall trees, featuring a stone patio with two Adirondack chairs. The structure has large windows that invite natural light, while the surrounding landscape includes rocks and pine needles, creating a natural and serene environment.

Cottage in Boulder Creek

4.97 out of 5 average rating, 107 reviews

Creekside Bliss #1 - The Santa Cruz

Santa Cruz County Vacation Rental Permit# 191283. Newly remolded beachy creek side cottage, bright and airy, fully equipped kitchen. Located in the Santa Cruz mountains 1/2 mile from downtown Boulder Creek on a secluded property. Close to many event and wedding venues. Fifteen minute drive to Big Basin State Park, 30 minutes to Santa Cruz and Beach Boardwalk, close to many wineries and lots of hiking trails. Twenty minutes from Roaring Camp Railroad.

Top guest favorite

A stone pathway leads from a vibrant red door through a landscaped area. A mature tree stands beside the path, surrounded by various potted plants and stones. Lush greenery is visible in the background, creating a peaceful outdoor environment.

Cottage in Noe Valley

4.98 out of 5 average rating, 219 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***