
House vacation rentals in Woodside
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Top-rated house rentals in Woodside
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Popular amenities for Woodside house rentals
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!
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.

Beautiful Large 4BR Home with POOL
Gwen’s place was great!! Spacious with a very nice backyard with a pool. I wish we had more time to enjoy it!!

Little Poolside House near Downtown Mountain View!
Staying at this small house with pool was just what I needed. Enjoyed all aspects of my stay!

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

Beautiful 3BD Home w/ Heated Pool and Fire Pit
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!

The Happy Hideaway - Pool, enjoyable backyard!
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.

Retreat Oasis Pool/Hot Tub/Billiards/Game SF Bay
Highly recommend staying here! Amazing host and amazing property. We hope to come back again.

The Hacienda- Santa Cruz Mountain Ridgetop Retreat
Serene is the perfect word to describe this property. It was refreshing and quiet. We would love to come back
Weekly house rentals

Serene & Charming Home in Atherton border
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.

West Menlo Park Luxurious Executive Home
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.

Redwood Treehouse Retreat
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.

Muir Beach's Haiku House with Dramatic Ocean Views
What an incredible home! Beautiful location and close to great hiking trails. Kathleen was a great host!

NEW! Woodside Retreat: Gorgeous Views & Hot Tub
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.

Papillon ~ Renovated Home in Downtown San Carlos
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!

San Mateo Happy Haven Home w Patio/Projector
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!!!!

Peaceful Menlo Park House: Two bedrooms + Sunroom
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

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

Super Private Hidden Redwood City House and Garden
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

Canyon Oak House: Private, tranquil with trees
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.

Bay Area home-24 Mi to San Fran!
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!

Lantern Upper House
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.

Home in Atherton, Menlo Park
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!

Stunning Modern Home with Amazing Views of Valley
My goodness this was a beautiful place. You can stop looking now! Anton was also a great and responsive host.

Sunlit 2B1B - Deck, Garden & View on Belmont hills
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
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- Santa Cruz Beach
- Capitola Beach
- Rio Del Mar Beach
- Golden Gate Park
- Stanford University
- Seacliff State Beach
- Oracle Park
- Twin Peaks
- Davenport Beach
- Bolinas Beach
- Montara State Beach
- Twin Lakes State Beach
- Pescadero State Beach
- Capitola State Beach
- New Brighton State Beach
- Rodeo Beach
- Muir Woods National Monument
- China Beach, San Francisco
- Mission Dolores Park
- Rockaway Beach
- Bonny Doon Beach
- Black Sands Beach
- Sumner Beach
- Children’S Fairyland