House vacation rentals in Woodside

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Woodside house rentals

House rentals with a pool

Superhost
A cozy outdoor space is illuminated by string lights, creating a warm ambiance. A small round table sits in the center, surrounded by chairs. Nearby, a garden cottage and trees provide a natural backdrop, enhancing the serene atmosphere of the backyard.
Home in Oakland
4.81 out of 5 average rating, 103 reviews

Summer-house/OASIS on quiet street in ROCKRIDGE!

MartinRating, 5 stars2 weeks ago
Very homey and welcoming. Family enjoyed celebrating time together in all spaces of the house, especially the back patio where our young child made believe on the well-designed pirate ship. Friendly, kind host. We walked to adorable Rockridge and BART many times. Highly recommended.
Superhost
A large in-ground pool is set in a landscaped garden, surrounded by a mix of greenery and fencing for safety. The smooth pool surface reflects the blue sky, while a covered area with red seating is visible in the background.
Home in Willow Glen
4.8 out of 5 average rating, 207 reviews

Beautiful Large 4BR Home with POOL

MoniqueRating, 5 stars1 week ago
Gwen’s place was great!! Spacious with a very nice backyard with a pool. I wish we had more time to enjoy it!!
Top guest favorite
A spacious living area is equipped with a flat-screen TV mounted on the wall and an ornate cabinet. A comfortable grey chair and a glass coffee table are positioned on a soft carpet. Natural light is welcomed through a nearby window, enhancing the cozy atmosphere.
Home in Mountain View
4.89 out of 5 average rating, 160 reviews

Little Poolside House near Downtown Mountain View!

KateRating, 5 stars1 week ago
Staying at this small house with pool was just what I needed. Enjoyed all aspects of my stay!
Guest favorite
An inviting outdoor space features a saltwater pool surrounded by lush greenery and lounge seating. A covered area displays comfortable seating and decorative hats, with towels neatly arranged in baskets nearby. The bright sky enhances the serene atmosphere of the garden retreat.
Home in Menlo Park
4.89 out of 5 average rating, 54 reviews

Mission style, w. Pool, Hot tub, walk to downtown

SolinRating, 5 stars9 months ago
We stayed at Sara's while visiting family nearby, but her home felt like a vacation in itself. The backyard is magical - we spent a fair amount of time there, swimming, grilling/dining, reading/napping. The backyard (and its myriad diversions) even lured our tech-obsessed teenagers away from their devices for extended periods. Everything was well maintained, no detail overlooked. We also enjoyed the access to a peloton bike and workout equipment. The interior was clean, organized, stylish but comfortable. The sunroom and small courtyard off of the bedrooms were great for yoga or stealing a quiet moment with a cup of coffee or book. Sara was responsive and attentive. Instruction booklet was clear and helpful. The stay exceeded our expectations. We hope to be back.
Guest favorite
A sparkling, heated pool occupies the backyard, surrounded by lush greenery and palm trees. Brick edging outlines the pool, enhancing the outdoor space, while a privacy fence adds to the tranquil setting. Sunlight reflects off the water, creating an inviting atmosphere.
Home in San Jose
4.86 out of 5 average rating, 125 reviews

Beautiful 3BD Home w/ Heated Pool and Fire Pit

BaharehRating, 5 stars14 months ago
The house was great for our family stay. Lots of space, all on one level, and beautiful outdoor space. We travelled with our kids and they had a great time in the pool :) Note there is extra cost if you want the pool to be heated. Thanks for a great stay!
Guest favorite
A refreshing swimming pool is framed by lush greenery and bordered by a clean patio area. Two lounge chairs are positioned nearby, inviting relaxation. Sunlight reflects off the water, creating a calming atmosphere suitable for unwinding or enjoying time with family.
Home in Hayward
4.82 out of 5 average rating, 62 reviews

The Happy Hideaway - Pool, enjoyable backyard!

JoseRating, 5 stars2 weeks ago
We loved the place, it had everything needed for a comfortable stay. Mei was very attentive and quick to respond to any question we had. I highly recommend it.
Guest favorite
A private pool and hot tub area is showcased, featuring clean, clear water. Surrounding fencing and a patio area provide safety and space for relaxation. The gentle curve of the pool and stone details create a harmonious outdoor setting, complemented by a distant view of sky and trees.
Home in Santa Clara
5 out of 5 average rating, 8 reviews

Retreat Oasis Pool/Hot Tub/Billiards/Game SF Bay

JeanaRating, 5 stars1 week ago
Highly recommend staying here! Amazing host and amazing property. We hope to come back again.
Superhost
A scenic pool area is framed by tall pine trees, with a vibrant sunset reflecting in the calm water. The landscape features gentle hills in the background, enhancing the serene environment.
Home in Ben Lomond
4.95 out of 5 average rating, 111 reviews

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

Nowe N JowanRating, 5 stars3 months ago
Serene is the perfect word to describe this property. It was refreshing and quiet. We would love to come back

Weekly house rentals

Top guest favorite
The exterior of a single-family home is presented, featuring a well-manicured front yard with shrubbery and stone accents. A front path leads to the entrance, framed by large windows that illuminate the living space. A garage with multiple doors is visible on the right.
Home in Redwood City
4.98 out of 5 average rating, 40 reviews

Serene & Charming Home in Atherton border

Anthony MichaelRating, 5 stars1 day ago
This place was awesome, we did know the area and it was perfect regarding location to friends and events we needed to be at. Yes we did research to find such a place, and this was it...given the location and area the fee was extremely favorable given the location of the home.
Guest favorite
The exterior view of the two-story house showcases a stucco façade with a tiled roof and a balcony overhanging the entrance. The two-car garage features double doors, while tall trees and a manicured lawn frame the property, enhancing its curb appeal.
Home in West Menlo Park
4.88 out of 5 average rating, 232 reviews

West Menlo Park Luxurious Executive Home

Maria TheresaRating, 5 stars5 days ago
The home is in a great location close to Stanford, and there are several restaurants within walking distance. The home also has a tremendous amount of space and very comfortable. Our family was very happy with the house.
Guest favorite
A cozy reading nook is positioned beside a large window offering views of the redwood forest. A small chair with colorful upholstery is complemented by a round side table. Rechargeable electric fireplace sits nearby, and natural light filters in through the partially draped curtains.
Home in Loma Mar
4.97 out of 5 average rating, 33 reviews

Redwood Treehouse Retreat

MelissaRating, 5 stars1 week ago
We loved our stay! The location was ideal for us, just a few minutes from a beautiful redwoods park and a short drive to the coast. This part of California is tucked away from the busy crowds of the Bay Area and feels remote. The Loma Mar outpost offers basic provisions and a restaurant a few minutes from the house, and Pescadero has a strip of shops and restaurants about ten minutes away. The house is lovely and comfortable, very peaceful.
Guest favorite
A wooden deck surrounded by natural greenery offers stunning ocean views, with sunlight reflecting off the water. The coastal cliffs are visible in the distance, framed by a partly cloudy sky. The inviting space features wooden railings and a tranquil atmosphere.
Home in Muir Beach
4.96 out of 5 average rating, 284 reviews

Muir Beach's Haiku House with Dramatic Ocean Views

ScottRating, 5 stars1 week ago
What an incredible home! Beautiful location and close to great hiking trails. Kathleen was a great host!
Guest favorite
A bright living room features large windows offering views of the surrounding trees. A comfortable beige sofa is positioned alongside two vibrant blue chairs. A flat-screen TV is mounted on the wall, and a modern wood heater stands adjacent to a minimalist shelving unit.
Home in Woodside
4.92 out of 5 average rating, 24 reviews

NEW! Woodside Retreat: Gorgeous Views & Hot Tub

RotemRating, 5 stars1 week ago
Had a wonderful celebratory stay at this magnificent home with it’s breathtaking views, wonderful hot tub, specious and comfortable design and well equipped kitchen - it all made our stay perfect and memorable. Thank you.
Guest favorite
A spacious living area features hardwood floors and elegant decor. A plush sofa is paired with a decorative armchair. Mirrors along one wall reflect light, and plants add a touch of greenery. Soft natural light filters through sheer window treatments.
Home in San Carlos
4.98 out of 5 average rating, 123 reviews

Papillon ~ Renovated Home in Downtown San Carlos

SheelahRating, 5 stars2 weeks ago
Pirooz and Fara have created a beautiful and relaxing space with comfortable beds and sheets. Having previously stayed at an AirBnB that was attached to an owner’s home, we loved the privacy of this apartment and never heard a peep from the salon or any guests in the downstairs residence. Pirooz and Fara were friendly and communicative hosts who reached out to see if we had any questions or additional needs. The nearby apartment complex did have residents who were very noisy late at night (after 10PM), but that was no fault of our hosts. Pirooz and Fara’s place is very spacious and we were happy to have the convenience of a parking spot. There is a beautiful deck and large table where we would love to have spent time if we had a longer stay. As we were in town for our son’s graduation and coming and going a lot, but would love to stay again and enjoy a rooftop morning coffee or late afternoon glass of wine. Thank you Pirooz and Fara, for a delightful stay!
Superhost
An open-plan living area showcases a modern design with a large wall-mounted television above a fireplace. Comfortable seating arrangements include a cozy orange armchair and a plush white sofa. A dining table with stylish chairs is visible in the background, complemented by decorative shelves.
Home in San Mateo
4.93 out of 5 average rating, 14 reviews

San Mateo Happy Haven Home w Patio/Projector

YolandaRating, 5 stars2 weeks ago
Beautiful place to stay at it was cozy peaceful, nice backyard for grandson and fury babies to play, very clean and host/cohost were quick at responding and ensure our needs were met. Highly recommend this place!!!!
Top guest favorite
A spacious living room features a large L-shaped couch paired with a set of coffee tables. A soft area rug covers the hardwood floor, and natural light fills the room through wooden blinds. A small workspace with a desk and chair is visible in one corner.
Home in Menlo Park
5 out of 5 average rating, 33 reviews

Peaceful Menlo Park House: Two bedrooms + Sunroom

JenniferRating, 5 stars1 week ago
This is my second stay with Jessica and Florian. This two bedroom house with a sunroom and fenced in yard is my favorite place to stay in the area. It is clean and nicely decorated. The linens are very nice and they have taken care to make sure the beds are comfortable. I really appreciate that they welcome dogs. The kitchen is great and easy to cook in. Thank you for having us!

Private house rentals

Superhost
A comfortable living room features a light-colored sofa with decorative pillows. A round coffee table is centered on a soft area rug. A wall-mounted television is positioned across from the seating, with shelves displaying various items and a large floral artwork enhances the wall.
Home in Redwood City
5 out of 5 average rating, 3 reviews

M&J cozy/sweet home/Redwood City|209

PeggyRating, 5 stars1 month ago
The location was perfect for our needs and the tree lined beautiful street was a nice bonus. I liked this home. Outside yard was well kept and pristine. Driveway held two cards. Spotlessly kept and comfortable tasteful furniture. Good beds. Very straightforward useful layout.
Guest favorite
A welcoming entrance is framed by lush greenery, featuring a handcrafted wooden door with a cross motif. Colorful Spanish tiles adorn the steps leading to the door, surrounded by vibrant tropical plants, creating a serene and inviting atmosphere.
Home in Redwood City
4.97 out of 5 average rating, 29 reviews

Super Private Hidden Redwood City House and Garden

DavidRating, 5 stars4 days ago
A hidden gem with warmth and character, close to everything and very private at the same time. The patio and gardens under the giant redwood is filled with fig trees, tropical ferns, orchids and banana trees. Beautiful tile and stone work decorates the paths , columns and interior spaces of this charming California Bungalow. The stuccoed interior has tall ceilings and massive beams. Big barbecue and well stocked and organized kitchen
Superhost
A spacious deck is showcased, featuring a vibrant red umbrella providing shade over a circular table. A hammock with colorful stripes is visible, gently swaying in the sunlight. Surrounding greenery creates a serene backdrop, enhancing the outdoor relaxation spaces.
Home in San Carlos
4.79 out of 5 average rating, 119 reviews

Canyon Oak House: Private, tranquil with trees

LeydaRating, 5 stars1 week ago
Our stay at Petra's house was truly delightful. She was a gracious and responsive host, and her clean, cozy home, nestled in a beautiful San Carlos neighborhood, provided everything we could have wished for.
Top guest favorite
An open living space is accentuated by a sweeping staircase, leading to the upper floor. Two modern armchairs with plush accents are positioned next to a wooden coffee table. Large windows allow ample natural light, illuminating the elegant dining area in the background.
Home in San Mateo
5 out of 5 average rating, 17 reviews

Bay Area home-24 Mi to San Fran!

NainaRating, 5 stars4 months ago
My family had a wonderful stay in Kelly’s home. It is beautifully appointed, spacious, with lots of character, and had everything we needed for a group stay. It was also absolutely spotless and we felt right at home. Kelly was so warm in her communication. We highly recommend this for a group visit — it is very hard to find something with three full bathrooms, and this home had lots of space for us to all relax!! Thank you, Kelly!
Guest favorite
The exterior view of the contemporary upper-level unit is captured at dusk, showcasing illuminated windows that hint at a warm and inviting atmosphere inside. The landscaped yard features trees, and parked cars are visible on the street, framed by the neighborhood's serene ambiance.
Home in Redwood City
5 out of 5 average rating, 24 reviews

Lantern Upper House

BarrettRating, 5 stars2 weeks ago
The place did the job - a short work-related trip so all I needed was something simple with a good bed and functioning TV. Everything worked well and it was a nice touch having coffee beans, a grinder, and a pour over. It was mostly very quiet - a touch of train noise in the distance but you'll barely notice it.
Guest favorite
A spacious living area is illuminated by natural light through large windows. The room features a wooden beam ceiling, a neutral area rug, and a brick fireplace. Comfortable seating is arranged around a wooden coffee table, creating an inviting space for relaxation.
Home in Atherton
4.91 out of 5 average rating, 11 reviews

Home in Atherton, Menlo Park

ChelseaRating, 5 stars3 months ago
Feng’s home was lovely and very spacious! We had a group of 8 guests staying and it could accommodate a larger group very well! Thank you for a lovely accommodation, Feng!
Guest favorite
A modern home is positioned on a hillside, showcasing a spacious outdoor deck and well-maintained landscaping. The structure and patio area are bathed in soft golden light from the sunset, highlighting the surrounding greenery and distant views of the Bay Area.
Home in Berryessa
5 out of 5 average rating, 5 reviews

Stunning Modern Home with Amazing Views of Valley

AndresRating, 5 stars3 months ago
My goodness this was a beautiful place. You can stop looking now! Anton was also a great and responsive host.
Guest favorite
The living area features a leather sofa paired with a patterned rug and a glass coffee table. A dining area is visible in the background, illuminated by natural light from large windows. Soft decorative elements, including a fluffy pouf and indoor plants, enhance the welcoming ambiance.
Home in Belmont
4.96 out of 5 average rating, 52 reviews

Sunlit 2B1B - Deck, Garden & View on Belmont hills

Kie TaeRating, 5 stars5 days ago
The second time staying in this cozy and peaceful place, this time for our extended family visiting Belmont. My 4 year old nephew and his family really enjoyed the stay. Not only the inside (which stayed cool even though it was early summer), but also the sunny backyard was really great. Lacey was responsive for any questions they had. Thank you for hosting us again!

Quick stats about house rentals in Woodside

  • Total rentals

    50 properties

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. San Mateo County
  5. Woodside
  6. House rentals