
Cottage vacation 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.

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.

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.

Cozy Cottage near Stanford | Google | 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.

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.

Brand new house in Mountain View
⚽ 2026 WORLD CUP: Free Levi’s Stadium Transit! Stay in this new 2BR cottage (700+ sq ft). We offer free transit to all FIFA World Cup matches! 🏡 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

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.

Manzanita Cottage in the Heart of Silicon Valley
*We respond to inquiries quickly! We use CDC cleaning guidelines. Our property is powered 100% by solar* 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.

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. 7-28 days firm. For two guests, choose "2" when booking.

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.

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).

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.

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***
Popular amenities for Woodside cottage rentals
Cottage rentals with a hot tub

G & M #2 Livermore Wine/ E-Bike Getaway (pets ok)

Brand-new 3-story home near Palo Alto, next to 84

Central Coast; Meadow, Hot Tub, Polite Pets Welcom

Wild West Village- Hot Tub & HUGE View FAST Wi-Fi
Pet-friendly cottage rentals

Rose Garden Cottage UC Berkeley & SF with Parking

Enchanted Romantic Garden Cottage

Cute furnished Cottage with washer/dryer/ kitchen.

Beachside 3-bedroom Cottage

Unique Zen Sanctuary Retreat in Oakland Hills

Silicon Valley rustic cottage

Sunny Private Escape | Gated, Peaceful & Safe

California Cottage < 4 Mi to Redwood Hiking Trails
Private cottage rentals

Tiny House w Country Charm, Nature & Mtn Views. 5*

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

Bright & Beautiful Cottage

Trixie's Studio Garden Cottage

Beach Cottage Shelter Here

Mini cottage near San Francisco & SF airport

Just Built 2BR/1BA Detached Home

Detached Rear Yard Garden Cottage
Quick stats about cottage rentals in Woodside

Nightly prices starting at
Woodside vacation rentals start at G$33,472Â GYD per night before taxes and fees

Verified guest reviews
Over 220 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!
Destinations to explore
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- Guesthouse rentals Woodside
- Cottage rentals California
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- Moscone Center
- Stanford University
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- Muir Woods National Monument
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- Golden Gate Bridge
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