Holiday rentals with a patio in Woodside

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Top-rated Holiday Accommodation with Outdoor Verandahs in Woodside

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Guest favourite

Guest suite in Fremont

4.92 out of 5 average rating, 113 reviews

Chic private suite w/separate living rm+bath+entry

Enjoy your stay in this newly remodeled suite, with updated furniture! Located in Fremont, CA and only 10 min away from the famous Coyote Hills Regional Park where you can enjoy beautiful weather all year round! Only 30 min away from major Bay Area airports, this suite is perfect for travelers looking for a retreat, but can't completely unplug from the digital world. With blazing internet and easy access to grocery stores and restaurants, you will be astonished at the convenient quality of life!

15–22 Jun

$210 NZD per night

Guest favourite

Farm stay in Los Gatos

4.94 out of 5 average rating, 199 reviews

NEW! May’s log cabin luxury studio farm stay.

Relax & recharge at this rural homestead in Los Gatos. Whether you’re here to reconnect with nature, hike the trails, camp under the stars, or explore the Bay Area, May’s Log Cabin Studio offers private luxury accommodation in a rustic mountain setting. With nature trails on-site and the Saratoga Gap down the road you won’t have to go far conveniently located between Silicon Valley & Santa Cruz. The property offers sweeping views of the Pacific Ocean, mountains and the the South Bay from 2800ft.

26 Oct – 2 Nov

$455 NZD per night

Guest favourite

Guesthouse in Boulder Creek

4.99 out of 5 average rating, 149 reviews

Digital Nomad Retreat

Imagine yourself in the REDWOOD FOREST and take a breath of mountain air. Only 25 miles from the Silicon Valley, 15 miles from the Santa Cruz Boardwalk, a cozy location tucked in the forest. Many are on the move and can work from anywhere, so why not a beautiful place of your own? A perfect getaway spot central to WINE TASTING, HIKING, BEACHES and even mountain exploration, right from the doorstep. Located only a mile and a half from downtown Boulder Creek, food and window shopping are easy.

4–11 Oct

$289 NZD per night

Guest favourite

Guesthouse in Menlo Park

4.95 out of 5 average rating, 158 reviews

Charming, modern, restorative, private studio

Quiet, modern, restorative studio with private entrance and private garden. Mature trees and three skylights makes it feel like you're staying in a tree house. Fiber optics and luxe amenities keep it 21st century. Centrally located to all locations, 20 minutes to SF and SJ Airports, only 30 minutes to Oakland. A quick bike ride to FB, Stanford, and all places high tech. Sip coffee as you work from your laptop in your private garden, then walk to some of the best taquerias in the Bay Area.

30 Nov – 7 Dec

$224 NZD per night

Guest favourite

Home in Moss Beach

4.91 out of 5 average rating, 114 reviews

Studio with Private Entrance / Patio / Hot Tub

Relax in this peaceful, private studio after a fun day at the beach or exploring our beautiful coast. 1/2 mile from beach & 7-minute drive to Half Moon Bay or Pacifica! Features include a private fenced patio with access to hot tub, new hybrid queen bed, 55" TV, ceiling fan, central heat/air, kitchenette and private bath/separate shower. The new loveseat is also a comfy sleeper - $50.00 for each additional guest, up to 2 with 4 guests max in unit. Note: EV Charger is $25.00 per use.

20–27 Apr

$264 NZD per night

Guest favourite

Guest suite in Belmont

4.95 out of 5 average rating, 102 reviews

Cozy private in-law suite, close to SFO, fast WiFi

Newly renovated, spacious in-law unit in the Belmont hills with a private entrance and Bay views. This adorable space is cozy and great for a weekend respite or remote work. SFO airport is just 15 mins away. Close by Stanford and San Carlos. Short drive to hiking trails and 30 mins away from the Pacific ocean. Easy access to San Francisco and San Jose, via freeway 101, 280, and 92. 🌞 Solar-powered through the day with battery 🔋 back-up at night. No outages and eco-friendly. 🌲

13–20 Oct

$203 NZD per night

Guest favourite

Guesthouse in Woodside

4.97 out of 5 average rating, 153 reviews

SkyHigh Redwoods Retreat with Bay Views

Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.

4–11 Jan

$367 NZD per night

Guest favourite

Guesthouse in Boulder Creek

4.96 out of 5 average rating, 113 reviews

Custom Tiny Home Retreat in the Redwoods

This retreat offers guests a unique experience of living in a well designed, minimalist space while having all one really needs. From the nautically-inspired curved ceiling w/ skylights to the custom redwood trim, this cozy retreat will inspire. Relax on the private deck with the fire pit, walk to the river or enjoy the local trails thru the towering redwoods. Santa Cruz beaches are just 35 min away, 25 min to Big Basin and Henry Cowell, and 35 min to fine dining in Saratoga.

14–21 Jul

$348 NZD per night

Guest favourite

Guesthouse in Oakland

4.92 out of 5 average rating, 254 reviews

Guesthouse Garden Retreat

Our 'sister guesthouses' consist of two small side-by-side cabins (you get both) located behind our home, nestled in a verdant hillside garden that our friends and family lovingly call ‘Little Tuscany’. Cabin 1 - living room with a well-stocked kitchenette, pull-out couch, table and chairs Cabin 2 - bedroom with a queen-size bed, full bathroom and a private deck Accessed by a private entrance, the cabins are luminous and efficient, designed to meet all your needs.

24–31 Jul

$216 NZD per night

Guest favourite

Guest suite in Fremont

4.96 out of 5 average rating, 225 reviews

Clean and comfy 2 bedroom private entry

Relax in this private guest suite with a private entry tucked away in a central, quiet neighborhood in Fremont. This guest suite contains 2 separated bed rooms, 1 living room, and 1 full bathroom. Perfect for parties looking for a quiet and safe stay. We offer complimentary snacks, and adjustable A/C, additional fan, and fast internet. For pets, we do charge an additional fee, however provide a towel, clean bed, and water and food bowl as an additional amenity!

12–19 Jan

$225 NZD per night

Guest favourite

Guest suite in East Palo Alto

4.91 out of 5 average rating, 127 reviews

Cozy studio own entry, patio, next to FB, Stanford

Beautiful private entrance , light-filled studio centrally located in the heart of Silicon Valley. Comes with private access to outdoor patio. Street parking available. Only 3 min to Menlo industry park. 5 min to FB Headquarters. 15 min to Stanford. Close to Tesla, Apple and Google etc. Next to Highway 101 and 84 Dumbarton Bridge. High speed Wifi and TV, convenient for restaurants and shopping. Security cameras installed around outdoors.

5–12 Nov

$177 NZD per night

Guest favourite

Condo in Redwood City

4.93 out of 5 average rating, 105 reviews

Cozy Entire 1-Bedroom Condo in Redwood City

Beautiful condo, offering peace, comfort and privacy for your travel needs. Great location for couples, families, solo & business travelers. Family friendly neighborhood, peaceful, clean and safe. Professionally maintained and cleaned. Close to boutiques, coffee, restaurants, parks, downtown redwood city & just a few minutes from Palo Alto. Easy access to San Francisco, San Jose and the Silicon Valley.

4–11 Sep

$346 NZD per night