
House vacation rentals in Woodside
Find and book unique houses on Airbnb
Quick stats about house rentals in Woodside

Total vacation rentals
Explore 40 vacation rentals in Woodside

Nightly prices starting at
Woodside vacation rentals start at $80 per night before taxes and fees

Verified guest reviews
Over 1,870 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Woodside vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Woodside rentals

4.9 Average rating
Woodside stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Woodside
Guests agree: these houses are highly rated for location, cleanliness, and more.

3 BR Home on Vineyard nr Palo Alto & Stanford
Professionally cleaned detached home nestled among an oak grove, waterfall & vineyard in the hills above Stanford (10 min), Palo Alto (20 min), Menlo Park (10-20 min), Mountain View (25 min) and San Francisco and San Jose. Perfect for families and groups; staycations, off-sites or startups visiting Silicon Valley . See resort-style amenities below. LATEST UPGRADES: better AC, faster internet & WiFi6 for lots of devices & bandwidth. Pickleball lines on tennis court; putting green w/ remote tees.
LocationFamilyQuiet

Palo Alto Modern Retreat
This 3 bed, 3 bath Modern craftsman in the very heart of Silicon Valley is an easy 5 minute walk to the shops, restaurants and offices that dot University Avenue in downtown Palo Alto. Arriving and departing CalTrain's Palo Alto University Avenue station is easily done with a 10 minute walk. You really don't need a car but the driveway easily handles 3 cars. Rest assured, you'll sleep in quiet comfort. ----- Note: This house has a no parties or events policy. No outdoor noise after 9:30 PM.
LocationFamilyBackyard

Stairway to Heaven - 2 bedroom
PLEASE NOTE, we live in a 3 story home and this unit is on the lower level of our home. Also available in a 1 bedroom, this suite features a spacious living room with a fire place, flatscreen TV & a kitchenette with most everything you will need to feel at home. A nice large bedroom with a quality queen bed & linens, a large bathroom with a double sink, tub and shower. The private entrance leads to a patio with stunning views and quiet space. There is a second sunning patio do dine and rest.
LocationFamilyAccess

Cozy & Fully Equipped Studio
Welcome to your perfect retreat! Our studio is fully equipped, modern, and super comfortable, offering all the amenities for an unforgettable stay. Whether you’re traveling for business or leisure, this space provides the ideal balance between comfort and convenience. 🛋 Cozy living area: Beautifully decorated with a comfortable sofa, TV 🍽 Fully equipped kitchen 🌿 Private patio: A perfect outdoor space to relax and enjoy fresh air. 🚗 Private parking with independent entrance self check in
LocationFamilyCheck-in

Walk to the Beach from this Ocean Front Home
Your beachfront escape awaits you. Come immerse yourself in the serenity of this Pacific Ocean retreat gracefully set in a secluded beach just 25 mins south of San Francisco. This 2 bed / 2 bath home features breathtaking ocean views and direct beach access just a few steps down. The hot tub overlooking the ocean, fire pits and a putting green complete this idyllic space. Comfortably sleeps 4 adults on 2 king beds and 2 high quality airbeds are provided for total sleeping for 6.
FamilyLocationComfort

The Perfectly Appointed Modern English Guest House
Relax and unwind in this newly constructed guest house. Completed in 2019 it offers all the amenities of a 5-star hotel suite with the privacy and ambiance of a quaint English Tudor home. Located just 2 blocks from charming downtown San Carlos in the “City of Good Living”. We are 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain).
ValueLocationWalkability

The Chandelier Studio
Newly remodeled with private bathroom, kitchenette, and entry. Located in one of the most desirable areas of Redwood City known as Woodside Plaza. This is a quiet and pleasant community with tree line streets. We offer a very comfortable and spacious studio, quality linens, YoutubeTV, Netflix, Amazon Prime, Roku, Wifi. Equipped with central AC and Heater. Comfortable queen bed. Minutes away from Stanford hospital Futon converts to extra bed, bedding available.
ValueFamilyCondition

Extraordinary Ocean Views from Modern Abode
Tranquility awaits in our ocean view home. Enjoy beautiful ocean and mountain views from the living room, deck, kitchen and primary bedroom of this new, modern home. The beach is a brief 2-block walk away. Watch the surf and hear the soothing ocean waves from the deck and from the interior. Hardwood floors throughout the home are warm and inviting, enhanced by the maple quilted or birdseye veneer walls. A modern gas fireplace adds that extra touch of coziness.
LocationValueGetting around

Charming 1930 Spanish Haven close to everything
Enjoy a stay in the charm of 1930 Spanish style home with all the modern conveniences and comfort of today. This home is both ideal for the family visiting the bay area as well as the professional trip to the bay area. Conveniently located steps away from original restaurants and about a mile from the train station or freeways. Guests have WiFi, a fully stocked kitchen, and based on season, fruit from 17 trees including apple, lemon, pear, orange and more.
FamilyValueHeating

Luxury Silicon Valley Wellness and Work Oasis
Ideal for business travelers, couples, and nature lovers, while staying in a quiet residential setting. Peaceful upscale exclusive use 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Fast fiber Wi-Fi, workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, saline pool. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.
FamilyValueBackyard

Entire Private Coastal Retreat - Spectacular Ocean
Guest will enjoy the privacy of being the only residence on the premises - Your own private coastal retreat with spectacular ocean front views. A fully stocked gourmet kitchen with chef’s appliances, ample cookware, basic spices and condiments, luxurious linens and bedding, beach towels, blankets, board games, Apple TV and Netflix, and toiletries for your stay.
FamilyLocationHospitality

Seaside Home Modern Retreat with Breathtaking
Discover coastal serenity in this modern 4BR, 3 bath retreat in Half Moon Bay's Miramar district. With clean interior, wood accents & an amazing 2nd-floor balcony, this home offers a serene escape. Enjoy the landscaped backyard, fully stocked kitchen & proximity to popular beaches and the Coastal Trail. Experience seaside charm in this unforgettable home
LocationFamilyAccuracy
Popular amenities for Woodside house rentals
House rentals with a pool

The Hacienda- Santa Cruz Mountain Ridgetop Retreat
ValueLocationBathroom

Views for Miles | Hot Tub | Gated Hilltop Home
FamilyLocationAccess

Luxury 4-Suite Carbon-Neutral Home With Pool
ValueFamilyHeating

Private Oasis with Pool and Fire Pit
ValueLocationSleep quality

Large Home in Palo Alto, 5 bedrooms, Pool
ValueLocationTV

Little Poolside House near Downtown. New AC!
ValueFamilyAmenities

Beautiful Large 4BR Home with POOL
LocationValuePool

Modern Rustic Home With Private Pool
FamilyValueComfort
Weekly house rentals

Poplar Beach Getaway: Family-Friendly, Near Beach!
ValueFamilyLayout

Tranquil private 2 BR home in Palo Alto/Stanford
FamilyLocationIndoor spaces

Seaside Art Gallery Loft Inspire Your Creativity
FamilyValueBathroom

Fully Remodeled Home AC-WiFi-Stanford-Go0gle
LocationValueWalkability

Eichler home w/ private backyard
LocationFamilyView

Sunlit 2B1B house w/ Deck & Garden on Belmont hill
FamilyLocationBathroom

Oceanfront w/ Direct Beach Access + New Hot Tub
FamilyValueLayout

Delightful Stay
LocationFamilyOutdoor spaces
Private house rentals

SFO 10 Min • Family 2BR + Patio Games • Baby-Ready
FamilyLocationAccess

Spectacular Coastal Half Moon Bay Home
ValueFamilyGetting around

SF Amazing View & SUNroom: Spacious Private 1 bdrm
LocationValueBathroom

NEW! Woodside Retreat: Gorgeous Views & Hot Tub
FamilyLocationCheck-in

Super Private Hidden Redwood City House and Garden
ValueFamilyParks

Stay Alpha Home • Luxury Modern Living
LocationFamilyNearby

*NEW*Serene Skyline Hideaway | Trails at Your Door
LocationAccuracyComfort

Respite in the Hills! 2 bedrooms & a livingroom!
FamilyValueCleanliness
When is the best time to visit Woodside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $322 | $321 | $287 | $296 | $285 | $403 | $361 | $343 | $309 | $321 | $308 | $322 |
| Avg. temp | 51°F | 53°F | 56°F | 58°F | 62°F | 66°F | 68°F | 68°F | 68°F | 64°F | 56°F | 51°F |
Destinations to explore
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- Stanford University
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Santa Cruz Beach
- Muir Woods National Monument
- Capitola Beach
- Moscone Center
- Golden Gate Bridge
- Oracle Park
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Mission Dolores Park
- Pier 39
- Chase Center
- Six Flags Discovery Kingdom
- University of California San Francisco
- California’S Great America
- Oakland Arena
- Palace of Fine Arts
- Seacliff State Beach
- Big Basin Redwoods State Park
- Family travel hub Tips and inspiration
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