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Cottage holiday rentals in Woodside

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Top-rated cottage rentals in Woodside

Guests agree: these cottages are highly rated for location, cleanliness and more.

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Guest favourite
The cozy main room features a big skylight allowing natural light to fill the space. A comfortable queen bed is complemented by a swivel chair and a desk with an additional chair. An open doorway leads to the bathroom and kitchenette area.
Cottage in Berkeley
4.82 out of 5 average rating, 419 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 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
4.93 out of 5 average rating, 843 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
4.85 out of 5 average rating, 135 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 favourite
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, 434 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
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, 241 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
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, 201 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
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, 176 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
A warm wooden interior features a spacious bed adorned with a patterned comforter. A desk with a chair is situated near large windows, providing natural light. A small table and a comfortable chair complement the cozy setting.
Cottage in North Los Altos
4.88 out of 5 average rating, 220 reviews

Cozy Cottage, Private Entrance

Recently built cottage with private entrance, queen bed, desk and 500 Mb/s Wifi. The private bathroom and private kitchenette are four feet from the cottage entrance. The cottage is stand-alone, and the kitchenette and bathroom have been sealed from the rest of the main house for safety. The space will be guaranteed to be unoccupied for 3 days before your checkin and thoroughly disinfected. Bedding includes a new Sealy Posturepedic box springs and mattress (firm).

Top guest favourite
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
4.98 out of 5 average rating, 125 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.

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 Downtown North
4.88 out of 5 average rating, 191 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
The exterior of a cheerful yellow cottage is framed by lush greenery and trees. A stone pathway leads to the entrance, which features a large clock on the wall and a decorative chair in the foreground, inviting a serene outdoor atmosphere.
Cottage in Cleveland Heights
5 out of 5 average rating, 233 reviews

Trixie's Studio Garden Cottage

We have a lovely private garden cottage available in a quiet Oakland neighborhood, very close to Lake Merritt. Shopping, restaurants, and cafe's are a 10 minute walk away. Cozy furnished, sound proofed studio with blackout windows, thermal heated flooring, small kitchen, bath & living area. Free high speed internet, security & housekeeping service. Ample street parking and very close to public transportation.

Top guest favourite
A light-filled living space features a soft white couch adorned with decorative throw pillows. A glass vase holds fresh white roses, positioned on a wooden coffee table. Natural light pours in through large windows, offering a view of a tree outside.
Cottage in Los Gatos
4.95 out of 5 average rating, 164 reviews

Cozy Cottage in Los Gatos, California

This charming one bedroom one bath detached home features a full-size kitchen with granite counter tops, central air, and high speed internet (30Mbps down/5 Mbps up expected). There are no pets allowed (due to documented allergy) and smoking is prohibited. We enjoy convenient access to both I-85 and 17.

Popular amenities for cottage rentals in Woodside

Quick stats about cottage rentals in Woodside

  • Nightly prices starting at

    Woodside holiday rentals start at € 138 per night before taxes and fees

  • Verified guest reviews

    Over 200 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woodside rentals

  • 4.9 Average rating

    Woodside stays are highly rated by guests – averaging 4.9 out of 5!