Cottage holiday rentals in San Mateo

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Top-rated cottage rentals in San Mateo

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Guest favourite
A private garden space features a white wicker seating arrangement, providing a comfortable area for relaxation. Colorful flags from various countries are strung overhead, adding a festive touch. Surrounding greenery enhances the tranquil ambiance, inviting guests to enjoy the outdoors.
Cottage in Alameda
4.9 out of 5 average rating, 408 reviews

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.

Guest favourite
A cozy seating area features a deep green couch adorned with vibrant cushions, complemented by two wooden side tables. A piece of artwork depicting blue-toned trees is displayed above the couch. Soft natural light filters through a nearby window, adding warmth to the space.
Cottage in Palo Alto
4.85 out of 5 average rating, 103 reviews

Cozy Cottage near Stanford

A quiet cottage is behind the main house surrounded by the redwood trees. It has two bedrooms and one bathroom that accommodates up to 4 people. Newly remodeled kitchen is equipped with brand new gas stove/oven and microwave, and everything you need. Washing machine and dryer are on site. Great location close to restaurants, coffee shops, grocery stores and Caltrain station. 3 miles to Stanford University and Shopping Center. Close to all high tech companies. 20 min from SJC and 30 min from SFO.

Top Guest favourite
Cottage in Berkeley
4.82 out of 5 average rating, 431 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

Top Guest favourite
A tranquil pond is featured, with a fountain creating playful water spray that catches glimmers of sunlight. Surrounding greenery and trees are visible, while the ocean horizon is faintly seen in the distance, blending with the soft hues of a sunset.
Cottage in Pescadero
4.97 out of 5 average rating, 122 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 favourite
A spacious living area is filled with natural light, featuring large glass windows that provide views of the ocean waves and coastline. Comfortable seating options, including a lounge chair and a wooden dining table, are positioned to take advantage of the scenery.
Cottage in Muir Beach
4.93 out of 5 average rating, 418 reviews

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.

Top Guest favourite
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
4.91 out of 5 average rating, 536 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
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
4.98 out of 5 average rating, 250 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 favourite
The exterior of The Cottage is shown, featuring a welcoming wooden porch with a bench and potted plants. A sleek glass door invites guests inside, while colorful feeders hang above, adding charm. Sunlight bathes the area, showcasing the surrounding greenery.
Cottage in Stinson Beach
5 out of 5 average rating, 503 reviews

The Beach Cottage- A Simple Sanctuary

You will be about 40 paces to the beach (4th house from the beach) and a lovely 5-minute walk to town. On its own separate lot, with a sweet little yard with lounge chairs, Bbq, and a firepit, The Cottage is fresh, immaculate, peaceful, cozy, comfortable, romantic, and tranquil. Please know that without exception we do not accommodate children, pets, or stays over 12 days. IF YOU ARE GOING TO REQUEST A BOOKING AND SOMEONE WILL BE JOINING YOU PLEASE GIVE THEIR FIRST NAME.

Top Guest favourite
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
4.97 out of 5 average rating, 182 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.

Guest favourite
An open-concept living area is showcased, featuring modern cabinetry and stainless steel appliances in the kitchen. A light-colored sofa faces a wall-mounted television, with a small dining area equipped with bar stools. Natural light fills the space through multiple windows.
Cottage in Mountain View
4.92 out of 5 average rating, 195 reviews

Brand new house in Mountain View

⚽ 2026 WORLD CUP: This 2BR cottage (700+ sq ft) offers the ultimate stay near Levi’s Stadium for the FIFA World Cup! 🏡 Prime Location • 5m to DT Mountain View & El Camino Hospital • Easy access to 101, 85 & 237 • Walk to Ranch 99, Starbucks & Cuesta Park ✨ Modern Comforts • High ceilings & open layout • Stainless steel appliances • In-unit washer/dryer • Smart lock, Nest & video doorbell 🔒 Private & Peaceful • Private entrance • Ideal for business or leisure

Guest favourite
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
4.88 out of 5 average rating, 196 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 favourite
A spacious living area features a large, dark sectional sofa with patterned accent pillows. A natural wood coffee table stands in front of the sofa. Sunlight filters through glass doors, highlighting the tiled floor and a fireplace with decorative tiles.
Cottage in Stinson Beach
4.92 out of 5 average rating, 395 reviews

Casa Venida by the Beach, Light & Stylish Cottage

Our cottage is a haven of tranquility just a few steps from family-friendly Stinson Beach and a 5-minute walk to town. Surrounded by private decks and a fenced yard (hammock, chaise lounges, hot-water outdoor shower, outdoor dining area and a gas BBQ), there are relaxing spots all over the property to chill with a book or hang out with family. Well-behaved dogs allowed! Please be aware of this in case you have allergies.

Popular amenities for San Mateo cottage rentals

Quick stats about cottage rentals in San Mateo

  • Nightly prices starting at

    San Mateo holiday rentals start at $207 NZD per night before taxes and fees

  • Verified guest reviews

    Over 60 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi 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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