
Holiday rentals in San Mateo County
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Top-rated holiday rentals in San Mateo County
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SF Amazing View & SUNroom: Spacious Private 1 bdrm
š Welcome to our spacious, clean, private getaway studio on Southern Hill in Daly City. Escape the hustle and bustle of the city. Enjoy a stunning view of day/night in clear days āļø - Easy street parking - Great Summit Loop Trail at San Bruno Mountain (6-minš) - Cow Palace Arena (8-minš) - H Mart grocery mall (10-minš) - 9.2 miles to SFO (17-minš) - 6.7 miles to Civic Centerļ¼>30-minš w/ traffic or 20-minš w/o traffic) - 11 miles to Fisherman's Wharf(>35-minš w/ traffic or 23-minš w/o traffic)

Upscale Modern House Near Mountain View Downtown
Our modern 3B2B house is located just minutes away from downtown Mountain View, G00gle, Faceb00k, Apple, Stanford University, NASA, Caltrain station and many others! It's newly fully renovated and offers high-end interior, premium appliances (Viking, Monogram.....) & quality beddings, etc. We are new hosts who've been working for high tech companies for years and are still learning about hosting. Any of your suggestions and special accommodation needs would be more than welcome and appreciated.

Silicon Valley Work Retreat | Wellness Oasis
Upscale Los Altos Hills. Peaceful, spacious 1,500 sq. ft. ideal for business travelers and couples, nature lovers. Adjacent to 3,988-acre Rancho San Antonio Preserve with trail access. Dedicated workspace with fiber-optic Wi-Fi, fireplace, sauna, pool table, fully equipped kitchen, plush queen bed guests rave about. Year-round hot tub and patio with BBQ, heated saline pool from MayāOctober and open but unheated in cooler months. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses.

Beach Airstream (Bliss) - New Listing
On 9 private acres overlooking the stunning Beach and Ocean from a breathtaking cliff top view. Stunning sunsets. Famous surf views with large windows. Fully loaded with all the amenities to make your glamping experience perfect. Fire pit, outside BBQ, outside griddle, Heat, A/C and fully stocked kitchen. Full bathroom with shower. Within 10 mins of Half Moon Bay shopping. Beach access short walk or drive. If this one is booked, there are three other equally similar Airstreams on the property.

Rustic Cabin in the Redwoods
Tucked among the redwood trees on top of King's Mountain, this 1 bedroom cabin offers both rustic charm and modern luxury. Property owners live onsite in the main house about 30 feet away from the cabin. Located just 20 minutes off HWY 280, this cabin is the perfect weekend retreat for those looking to get away from the bay area without actually leaving. Spend time relaxing in the pool, hiking or biking one of the nearby trails, or just reading a book while sitting among the redwood trees.

Private Garden Cottage
Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay āwith easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.

40 Acre Redwood Forest With Private Trails
We are the descendants of an old San Mateo County pioneer family. We have been passed down and live on a 40 acre redwood forest, backed by 1000 acres of parkland. We would like to share our forest with you. Take a walk and learn of the history behind La Honda's Woodwardia Lodge built in 1913. Walk on private 150 year old logging trails at this historic getaway. Enjoy the natural beauty of the surrounding Redwood forest. Cozy up in a 40' New 2024 RV. All proceeds go to restoring WJS Log Cabin.

Paradise Treehouse & Heavenly Cabin
A soulful and energetic paradise. Beautiful, private, peaceful & wild surroundings complimented with modern luxuries and comfort. A stunning, unique, & unrivaled experience sure to impact you deeply. Soak in the outdoor tub while you plan your next adventure. Just minutes from the beach, amazing hiking, views and biking. Outfitted with organic latex mattresses, down comforters, top of the line appliances, smoking fast internet and a spectacular wifi sound system with world class acoustics.

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 Aliceās 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.

Cozy, modern 1-bedroom with backyard ocean view!
Fall in love with this modern & sunny, 1 bedroom, 1 bath apartment with walk-in shower, refrigerator, TV, coffee/tea, & fast internet. First-floor unit (430 sq ft) with private entrance has views of nature & access to a peaceful backyardāsteps from an awe-inspiring view of the Pacific Ocean. This one-of-a-kind, tranquil getaway offers the best of the Bay Area at your fingertips! Walk to hiking trails, drive 5-min. to the beach, & 20-min. to San Francisco or SFO airport.

Elegant retreat in Redwood City
NOW with new AC & Heating! Gorgeous one bedroom apartment with en-suite bathroom, a spacious walk-in closet, ample light, and stunning views. Private fully equipped kitchen and sitting area allow for very comfortable living. Bedroom and sitting area/kitchen are separated by a door to allow for 2 separate work spaces. Washer/dryer and many other amenities available. This is part of a ~4000 sq ft luxury single family home with a completely separate and private entrance.

Stylish 3BR home w/ BBQ & outdoor dining
Welcome to your mid-century Bay Area retreat - perfect for families, professionals & design lovers alike! Enjoy stylish comfort, peaceful surroundings & easy access to SF & SFO: - Sleeps 6 | 3 bedrooms | 3 beds | 2 baths - Private backyard w/ fire pit, BBQ & dining area - Wood-burning fireplace & enclosed atrium - Full kitchen & private office w/ fast Wi-Fi - Washer/dryer, free parking & streaming TV apps - Single-level home in tranquil Highlands neighborhood
Popular amenities for San Mateo County holiday rentals
Other great holiday rentals in San Mateo County

Walk to Stanford Brand New Home 2Bed w/Patio

Yurt On Top - Swim, Hike, Glamp

Miramar Penthouse Coastal Elegance in the Heart of

Seaside Home Modern Retreat with Breathtaking

Dazzling Modern Home Near DT Palo Alto & Stanford

Opening Discount - Renovated 3b1.5b San Mateo hill

New! Luxe Glamping Cabin Near Big Basin State Park

Coastside Sweetspot: redwoods+ocean! 1bdr, 1bath
Destinations to explore
- Rentals with an EV chargerĀ San Mateo County
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- Santa Cruz Beach
- Capitola Beach
- Stanford University
- Golden Gate Park
- Baker Beach
- Rio Del Mar Beach
- Muir Woods National Monument
- Oracle Park
- Seacliff State Beach
- Golden Gate Bridge
- CaliforniaāS Great America
- Twin Peaks
- SAP Center
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- Montara State Beach
- Pier 39
- Bolinas Beach
- Six Flags Discovery Kingdom
- Palace of Fine Arts'`
- Davenport Beach
- Pescadero State Beach
- Twin Lakes State Beach
- Winchester Mystery House
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