House holiday rentals in Woodside

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Top-rated house rentals in Woodside

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Guest favourite

Home in San Carlos

4.96 out of 5 average rating, 124 reviews

Serene Oasis in the midst of Silicon Valley

Gaze out at the beautiful green canyon while having a morning coffee in bed. Head to the fully equipped kitchen to prepare breakfast and enjoy it outside on the balcony, surrounded by the sights and sounds of this stunning hilltop location. Close to 280. Centrally located in Silicon Valley for easy access to both San Jose and San Francisco. Deck/BBQ Lounge Area. Minimal. Enjoy life in the San Carlos hills. Drive about 5 minutes to lively San Carlos downtown for several restaurants and bars. Go hiking in Edgewood, Crestview, or Big Canyon. For a taste of big city life, adventure a bit further to San Francisco. Driving is the best option, I280 and 101 are easily accessible. Cal Train station down the hill - connects all the way from San Francisco to San Jose. Very spacious unit ( approximately 1200 sq.ft )

Top Guest favourite

Home in Portola Valley

4.94 out of 5 average rating, 163 reviews

3 BR Home on Vineyard nr Palo Alto & Stanford

Professionally cleaned detached home nestled among an oak grove, waterfall & vineyard in the hills above Stanford (10 min), Palo Alto (20 min), Menlo Park (10-20 min), Mountain View (25 min) and San Francisco and San Jose. Perfect for families and groups; staycations, off-sites or startups visiting Silicon Valley . See resort-style amenities below. LATEST UPGRADES: better AC, faster internet & WiFi6 for lots of devices & bandwidth. Pickleball lines on tennis court; putting green w/ remote tees.

Guest favourite

Home in Redwood City

4.93 out of 5 average rating, 146 reviews

🌞Sunny house with♨️hot tub near🌲Stanford

- Sunny, private backyard with an outdoor table and a hot tub - Easy self check-in and check-out - Dedicated off street parking on the driveway and in the garage - Walking distance to Selby's, a Michelin star restaurant - Fast wifi and desks in each bedroom - Modern, professionally designed interior with central heat and air conditioning - 8 min drive to Stanford University - Easy access to HW 101, El Camino and within mins to Menlo Park and Downtown Redwood City, Caltrain, Costco, Whole Foods.

Guest favourite

Home in Los Altos

4.93 out of 5 average rating, 382 reviews

Pool, Hot tub, Sauna I Your Silicon Valley Luxury

Upscale Los Altos Hills. Peaceful and spacious 1,500 sq. ft. retreat. Ideal for business travelers, couples, nature lovers. Adjacent to 3,988-acre Rancho San Antonio Preserve with direct trail access, wildlife, serenity. Inside: workspace with fiber-optic Wi-Fi, fireplace, sauna, pool table, fully equipped kitchen and plush queen bed with guest praised mattress. Outside: exclusive access to saline heated pool and hot tub, patio with BBQ. Minutes from Stanford, Palo Alto, and top tech campuses.

Superhost

Home in Redwood City

4.81 out of 5 average rating, 158 reviews

MJ@3B1B SFH/Redwood City/Atherton/Bay Area | 40

Lovely Tudor style home with 1090 sqft. New designer paint and floor for the whole house. Fully upgraded kitchen.3 spacious bedrooms with full natural lights. Fully updated modern design bathroom, all new counter/ tub/shower door. Conveniently located in a transition area of Redwood City, one block away from Atherton. Easy access to HW 101, El Camino and 5th Avenue, and within Minutes to Downtown Menlo Park and Downtown Redwood City, Caltrain, Costco, Target, Whole Foods.

Guest favourite

Home in Belmont

4.93 out of 5 average rating, 375 reviews

Hidden French Gem for Fam/Biz~near Caltrain,SFO

Highly welcome respectful travelers to step through the 750ft super quiet European-style private studio with secluded bay view. Curl up in front of the 4K TV for movie nights at this stylish, soundproofed nest with a luxury mattress, washer and dryer! — welcome infant & kids. — Read everything to avoid surprises. — 5 min walks to park, Caltrain/restaurants; 10~13 min drive to SFO/Stanford; 20-25 min SF. — No pets, no smoking/vaping, no party! — book for 3 if need single bed

Guest favourite

Home in San Carlos

4.95 out of 5 average rating, 266 reviews

The Perfectly Appointed Modern English Guest House

Relax and unwind in this newly constructed guest house. Completed in 2019 it offers all the amenities of a 5-star hotel suite with the privacy and ambiance of a quaint English Tudor home. Located just 2 blocks from charming downtown San Carlos in the “City of Good Living”. We are 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain).

Guest favourite

Home in Redwood City

4.91 out of 5 average rating, 232 reviews

The Chandelier Studio

Newly remodeled with private bathroom, kitchenette, and entry. Located in one of the most desirable areas of Redwood City known as Woodside Plaza. This is a quiet and pleasant community with tree line streets. We offer a very comfortable and spacious studio, quality linens, YoutubeTV, Netflix, Amazon Prime, Roku, Wifi. Equipped with central AC and Heater. Comfortable queen bed. Minutes away from Stanford hospital Futon converts to extra bed, bedding available.

Guest favourite

Home in Half Moon Bay

4.96 out of 5 average rating, 134 reviews

Beach Cottage Near Coastal Trail & Ritz

This adorable coastal house features a 5 minute walk to the ocean and borders wide open spaces with luscious views to the south. It is a two, bed two bath house with a den that sleeps five people. If you want to get away from it all, watch the falcons play in the sky, the humming buzz around our bottle brush tree flowers and listen to the waves crash just beyond the bluffs -- this is your spot. Your pup will enjoy a fully fenced in yard. Rarely available.

Top Guest favourite

Home in Montara

4.97 out of 5 average rating, 353 reviews

A private beachy pad in Montara

Welcome to Chez Sage! Your own private apartment get-away, with a private deck and ocean views, is just 30 minutes south of San Francisco. The entrance to your private apartment leads you up the stairs to a deck with an ocean peek. Enter your home away from home and relax in the window seat to gaze at Montara Mountain or eat breakfast on the island with peeks of the ocean. Once you're settled, it's just a short stroll to watch the sunset from the beach.

Guest favourite

Home in San Mateo

4.95 out of 5 average rating, 129 reviews

Mid-century home w/ fire pit & BBQ

Welcome to your stylish Bay Area retreat - a mid-century Eichler home designed for comfort, connection, & relaxation. Perfect for families, friends, or remote work stays: - Sleeps 6 | 3 bedrooms | 3 beds | 2 baths - Private fenced backyard w/ fire pit, BBQ & 8-person dining - Enclosed atrium w/ mural & maple tree - Open-concept living w/ fireplace & modern kitchen - Dedicated office w/ fast Wi-Fi

Superhost

Home in San Carlos

4.8 out of 5 average rating, 125 reviews

Canyon Oak House: Private, tranquil with trees

Looking for a serene getaway in San Carlos/mid peninsula? Tranquil, professionally cleaned retreat with lots of breathing space perched among the trees in Devonshire Canyon, San Carlos, CA. Enjoy evening sun on the large deck, wake up to the birds in the trees or a family of deer in the garden. FAST WIFI. CLOSE TO 280 AND 101. We will consider pets (additional cleaning fee applies).