Wine Country Villas - Vacation Rentals in Redwood City

Exquisite luxury executive cottages From US $923
         

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10.0 (3 Reviews)
Villa
  • Air Conditioner
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  • Pet Friendly
Exquisite Estately Villa From US $875
         

10.0 (7 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Exquisite Estately Villa From US $337
         

9.7 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Gorgeous Retreat 5 Acres Paradise From US $2,329
         

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New
Villa
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  • Pet Friendly
Stunning California Resort + Infinity Pool From US $4,200
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Redwood City

Over 383+ Luxury Places to Stay in or Near Redwood City
Exquisite luxury executive 3-suite cottage From US $1,140
         

10.0 (12 Reviews)
House
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  • Pool
Exquisite luxury executive 2-suite cottage From US $948
         

9.8 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Redwood City

Over 109+ Top-Rated Vacation Rentals with a Pool in or Near Redwood City
Stonewood Private Luxury Guest House From US $392
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Estately Plausibility of Simplicity From US $562
         

10.0 (13 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
🌻 Fantastic Guest House From US $594
         

9.6 (5 Reviews)
House
  • Air Conditioner
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  • Pool
Strikingly elegant, exquisite & estately Villa! From US $364
         

9.4 (3 Reviews)
Apartment
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  • Pool
Courtyard by Marriott Redwood City From US $152
         

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8.8 (1007 Reviews)
Hotel
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  • Pool
Good Nite Inn - Redwood City From US $102
         

8.6 (1760 Reviews)
Hotel
  • Air Conditioner
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  • Pool
Grand Bay Hotel San Francisco From US $138
         

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8.4 (1004 Reviews)
Hotel
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  • Pool
Good Nite Inn Redwood City - San Francisco Airport From US $117
         

8.3 (1685 Reviews)
Hotel
  • Air Conditioner
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  • Pet Friendly

Pet-Friendly Vacation Rentals in Redwood City

Over 208+ Pet-Friendly Vacation Rentals in or Near Redwood City
906 Brand new townhome sleeps 10 From US $473
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
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  • Pet Friendly
Marbella Lane Duplex Redwood City From US $331
         

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7.2 (15 Reviews)
House
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  • Pet Friendly
1 Bedroom Home with Home Office From US $214
         

9.2 (15 Reviews)
Apartment
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  • Pet Friendly
1 Bedroom Home with Home Office From US $218
         

9.0 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Redwood City

Over 18+ Large Vacation Homes & Villas in or Near Redwood City
HI Point Montara Lighthouse From US $149
         

9.0 (79 Reviews)
House
  • Parking
  • Designated Smoking Area
  • View
Marbella Lane - 3BR House | DTWN RWC | Parking From US $829
         

7.4 (26 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
@ Marbella Lane - 5BR House | DTWN RWC | Parking From US $730
         

7.2 (14 Reviews)
House
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  • Parking
  • Pet Friendly
BRAND NEW! 4B/2B Spacious Home in Redwood City From US $692
         

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House
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Wheelchair Accessible Vacation Homes in Redwood City

Over 114+ Wheelchair Accessible Vacation Homes in or Near Redwood City
@ Marbella Lane - Vibrant 4BR RWC Ldry + P From US $377
         

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7.8 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Redwood City Vacation Rentals and Airbnb Places to Stay Under $200

Over 127+ Redwood City Vacation Rentals and Airbnb Places to Stay Under $200
Beautiful Studio From US $130
         

9.3 (7 Reviews)
Apartment
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  • Security/Safety
Atherton Park Inn & Suites From US $167
         

9.0 (1010 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Luxury Spacious Studio in Woodside Plaza From US $155
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Redwood City Escape with Big-Screen TV! From US $162
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Comfortable Studio in a Woodside Plaza From US $165
         

9.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Fabulous 1b1b with AC in Redwood City From US $198
         

New
House
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  • Pet Friendly
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Instantly Bookable Vacation Homes in Redwood City

Over 217+ Instantly Bookable Vacation Homes in or Near Redwood City
3 bed 2 bath home in heart of Silicon Valley From US $399
         

214B - Cozy Studio with AC & Kitchen near Stanford From US $209
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
@ Marbella Lane - Vibrant 4BR RWC | Ldry + P From US $648
         

8.8 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

About Redwood City Vacation Rentals

With more than 8 Redwood City 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 Redwood City.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Winecountryvillas Redwood City, 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 Redwood City. Places to stay near Redwood City are 2244.17 ft² on average, with prices averaging US $1,399 a night.

Winecountryvillas makes it easy and safe to find and compare vacation rentals in Redwood City 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 Redwood City

Type Count
Villas 7
Vacation Homes 1

Use these Quick Filters to Find a Vacation Rental in Redwood City

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 Redwood City.

Weather in Redwood City

View the weather forecast for Redwood City before booking your Redwood City Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Redwood City Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Redwood City?

There are a lot of options in Redwood City. If you plan on staying in the Redwood City area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Redwood City:

How many vacation rentals are available in Redwood City?

Currently, the total number of properties listed in 2026 is over 8 in the Redwood City area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Redwood City.