Wine Country Villas - Vacation Rentals in San Mateo County
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Luxury Places to Stay in San Mateo County
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Top-Rated Vacation Rentals with a Pool in San Mateo County
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Pet-Friendly Vacation Rentals in San Mateo County
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Large Vacation Homes & Villas in San Mateo County
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Wheelchair Accessible Vacation Homes in San Mateo County
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San Mateo County Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in San Mateo County
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About San Mateo County Vacation Rentals
With more than 25 San Mateo County vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Winecountryvillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in San Mateo County.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Winecountryvillas San Mateo County, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in San Mateo County. Places to stay near San Mateo County are 2077.17 ft² on average, with prices averaging $1,202 a night.
Winecountryvillas makes it easy and safe to find and compare vacation rentals in San Mateo County with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in San Mateo County
| Type | Count |
|---|---|
| Villas | 22 |
| Vacation Homes | 2 |
| Hotels with Suites | 1 |
Use these Quick Filters to Find a Vacation Rental in San Mateo County
★ Pro Tip: Winecountryvillas makes it easy to compare the best listings on Winecountryvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Winecountryvillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in San Mateo County.
Weather in San Mateo County
View the weather forecast for San Mateo County before booking your San Mateo County Vacation Rentals to confirm your best time to go.
Top Attractions Around San Mateo County, CA
Winecountryvillas offers a large selection of top attractions around San Mateo County. Research things to do on your vacation before you visit San Mateo County.
Other Places to Stay Near San Mateo County, CA
Complexes around San Mateo County, CA
San Mateo County Vacation Rental Frequently Asked Questions
What are the top vacation rentals in San Mateo County?
There are a lot of options in San Mateo County. If you plan on staying in the San Mateo County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in San Mateo County:
- Luxury Mid-Century Modern Home w/XL Deck
- Exquisite Estately Villa
- Luxury 4BR4Ba Basketball Court, Hot Tub Spa, Foosball, Pool Table, Tesla Charger
- Exquisite Crescent Suite Walking Distance to Woodside Downtown
- Chic Home with Expansive Backyard- duplex back unit
- Exquisite luxury executive cottages
- Stunning California Resort + Infinity Pool
- 14+ million estate, 2.5 miles from Stanford
- Exquisite Camellia Suites with Pool and Western Hills View
- Serene Canyon Private Villa Pool HotTub Sauna Retreat STR Permit Number:14614552
How many vacation rentals have private pools in San Mateo County?
There are 43 vacation rentals with private pools near San Mateo County. Top-rated homes that have access to a swimming pool include:
Which vacation homes in San Mateo County are best for families?
If you are looking for a family-friendly vacation home in San Mateo County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in San Mateo County:
How many vacation rentals are available in San Mateo County?
Currently, the total number of properties listed in 2026 is over 25 in the San Mateo County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in San Mateo County.
