Stay 30 - Vacation Rentals in Woodside

3 bed 2 bath home in heart of Silicon Valley From US $380
         

Exquisite luxury executive cottages From US $923
         

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10.0 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Rosewood Sand Hill From US $1,017
         

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9.4 (274 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Luxury Mid-Century Modern Home w/XL Deck From US $1,004
         

Luxury Spacious Studio in Woodside Plaza From US $187
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
214B - Cozy Studio with AC & Kitchen near Stanford From US $193
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety

Luxury Places to Stay in Woodside

Over 63+ Luxury Places to Stay in or Near Woodside
Exquisite luxury executive 3-suite cottage From US $1,034
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Exquisite luxury executive 2-suite cottage From US $941
         

9.8 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
W. Menlo Luxurious executive mansion over 4000sqft From US $871
         

9.6 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Exquisite Estately Villa From US $814
         

10.0 (7 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Woodside

Over 12+ Top-Rated Vacation Rentals with a Pool in or Near Woodside
Estately Plausibility of Simplicity From US $500
         

10.0 (13 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Stonewood Private Luxury Guest House From US $388
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Exquisite Estately Villa From US $337
         

9.7 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
🌻 Fantastic Guest House From US $598
         

9.6 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Strikingly elegant, exquisite & estately Villa! From US $358
         

9.4 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Woodside

Over 14+ Pet-Friendly Vacation Rentals in or Near Woodside
Elegant and Inviting Home in RWC From US $395
         

8.8 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Gorgeous Estate Private Retreat 5 Acres Paradise From US $2,043
         

See More Pet-Friendly Vacation Rentals in Woodside on PetFriendly.io

Large Vacation Homes & Villas in Woodside

Over 4+ Large Vacation Homes & Villas in or Near Woodside
BRAND NEW! 4B/2B Spacious Home in Redwood City From US $692
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Stunning California Resort + Infinity Pool From US $3,906
         

Charming Private Villa From US $5,076
         

New
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Woodside Varoom and Airbnb Places to Stay Under $200

Over 9+ Woodside Varoom and Airbnb Places to Stay Under $200
Comfortable Studio in a Woodside Plaza From US $164
         

9.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Beautiful Studio From US $130
         

9.3 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
214A - Cozy Studio with AC & Kitchen near Stanford From US $187
         

8.6 (4 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Private Quiet Studio Retreat From US $120
         

Instantly Bookable Vacation Homes in Woodside

Over 12+ Instantly Bookable Vacation Homes in or Near Woodside
222 - New, Stylish Quiet 2B1B w/Yard near Stanford From US $334
         

About Woodside Vacation Rentals

With more than 72 Woodside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Stay30 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 Woodside.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Stay30 Woodside, 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 Woodside. Places to stay near Woodside are 1023.24 ft² on average, with prices averaging $684 a night.

Stay30 makes it easy and safe to find and compare vacation rentals in Woodside 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 Woodside

Type Count
Vacation Homes 42
Holiday Apartments 18
Villas 7
Cottages 3
Cabin Rentals 1
Hotels with Suites 1

Use these Quick Filters to Find a Vacation Rental in Woodside

Pro Tip: Stay30 makes it easy to compare the best listings on Stay30 homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stay30 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 Woodside.

Weather in Woodside

View the weather forecast for Woodside before booking your Woodside 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