House holiday rentals in Woodside

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Popular amenities for house rentals in Woodside

House rentals with a pool

Guest favourite
Home in Oakland
4.81 out of 5 average rating, 104 reviews

Summer-house/OASIS on quiet street in ROCKRIDGE!

MartinRating, 5 stars4 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.
Guest favourite
Home in Willow Glen
4.8 out of 5 average rating, 210 reviews

Beautiful Large 4BR Home with POOL

NatashaRating, 5 stars2 days ago
Immaculately maintained, spacious property. Very relaxing. Close to all the necessary shops. Well equipped for families.
Top guest favourite
Home in Mountain View
4.89 out of 5 average rating, 161 reviews

Little Poolside House near Downtown Mountain View!

KateRating, 5 stars2 weeks ago
Staying at this small house with pool was just what I needed. Enjoyed all aspects of my stay!
Guest favourite
Home in Menlo Park
4.89 out of 5 average rating, 55 reviews

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

MorganRating, 5 stars6 months ago
Sara and Nic were gracious and very responsive hosts. Their home is spacious, clean, comfortable, and suited our needs perfectly. The outdoor space also looked wonderful but we didn't use it much because our visit was during winter.
Guest favourite
Home in San Jose
4.86 out of 5 average rating, 125 reviews

Beautiful 3BD Home w/ Heated Pool and Fire Pit

BaharehRating, 5 stars15 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!
Top guest favourite
Home in Lafayette
4.97 out of 5 average rating, 355 reviews

Bay Area Refuge- Waterfall/Cave Spa, Amazing Views

PaulRating, 5 stars1 week ago
The Treehouse was a perfect getaway for a family of 8 adults and one child. Surroundings were beautiful. Nature was plentiful. The place had great amenities, kitchen well stocked, and the pool and hot tub one of a kind of !! We all had a great stay !!!
Superhost
Home in San Jose
4.81 out of 5 average rating, 324 reviews

Bay Area getaway w/ Pool + Heated Spa + EV charger

JessicaRating, 5 stars3 weeks ago
The house was awesome, having everything we needed, plus some nice extra touches like pool toys and snacks for a movie night. The only downside was that they had instructions to not turn the ac down past 72 and it was a very hot weekend, the house held onto a lot of heat and the bedrooms were very warm. The pool and spa were great, and we loved hanging out in the outdoor space.
Superhost
Home in Ben Lomond
4.96 out of 5 average rating, 113 reviews

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

MaiaRating, 5 stars1 week ago
We live down in Santa Cruz and wanted to treat ourselves to a poolside weekend in the mountains (and this place did not disappoint!!). Would certainly stay again and appreciate how communicative the hosts were. As we get into summer we should have known better and brought our citronella candles because the mosquitos were out with a vengeance and forced us inside- so we recommend prepping for bugs if you want to stay poolside for sunset.

Weekly house rentals

Superhost
Home in San Mateo
4.89 out of 5 average rating, 194 reviews

12-Min From SFO, Tastefully Designed, Work Station

MinzheRating, 5 stars2 weeks ago
Wonderful place and responsive host. Perfect for a short family trip to Bay Area!
Guest favourite
Home in Pescadero
4.91 out of 5 average rating, 178 reviews

Oceanfront Views - Steps to the Beach

TaraRating, 5 stars1 month ago
My team had a wonderful time at Stefan's place! The ocean views are magical and the house is very spacious. Incredible spot about an hour away from SF and Palo Alto. Stefan was very communicative and friendly. Check-in and check-out were simple. Very clear house rules. No complaints at all! We will definitely be back.
Guest favourite
Home in Woodside
4.92 out of 5 average rating, 26 reviews

NEW! Woodside Retreat: Gorgeous Views & Hot Tub

ErikRating, 5 stars2 weeks ago
Great spot with amazing views. We came for a wedding at mountain terrace and it was the perfect place to stay.
Guest favourite
Home in Pacifica
4.95 out of 5 average rating, 146 reviews

Cozy 2 Bedroom Home, Dog Friendly, w/Private Yard

SuryaRating, 5 stars1 week ago
We had a very good time at Mel's place. The place was as per the listing. It's very close to the beach trails and also close to SF and SFO. Mel was very helpful, always replying back in minutes and answering our queries. Recommend her place for anyone looking to spend a nice peaceful weekend.
Guest favourite
Home in Half Moon Bay
4.92 out of 5 average rating, 118 reviews

2 bedrooms house with sauna

EnderRating, 5 stars2 months ago
Peter's Airbnb was even more beautiful in person than on the listing! It has a very relaxing, cozy, and calming atmosphere with beautiful decorations. There are trails to walk around on the property that have beautiful views and beautiful plants. I had this Airbnb for a work-trip for only 3 nights, but wished I could've stayed much longer!
Guest favourite
Home in Palo Alto
4.9 out of 5 average rating, 134 reviews

Tranquil private 2 BR home in Palo Alto/Stanford

KellyRating, 5 stars1 week ago
We had such a lovely stay here while celebrating our son’s graduation from Stanford. The home was clean, quiet, and very comfortable. It was just what we needed after busy days on campus. The location is fantastic and very close to Stanford, which made everything so easy. The little touches made it feel special. There were beautiful flowers in the yard and we saw a cute little bunny hopping around every day. It was such a peaceful and happy place to come back to. The house had everything we needed and made our time extra memorable. We would definitely stay here again.
Guest favourite
Home in Fremont
4.94 out of 5 average rating, 142 reviews

Entire quest suite w/separate living room 1stfloor

AutumnRating, 5 stars1 week ago
I had such a lovely stay. The neighborhood was really nice and the home was exactly like the pictures. Everything was clean and ready to go for my stay. The bed was very comfortable and I slept well my whole trip. I would definitely stay here again in the future.
Top guest favourite
Home in Montara
4.97 out of 5 average rating, 341 reviews

A private beachy pad in Montara

ChrisRating, 5 stars6 days ago
We had a great stay in Rachael’s studio and wholeheartedly recommend it to anyone looking for a cozy and private place to unwind and recharge those batteries. The listing was easy to find and check in was a breeze. The apartment itself is bright, nicely appointed and located in a beautiful residential area not far from Montara State Beach. Though we didn’t meet Rachael in person, communication with her was easy and she was always available for questions etc. We would definitely stay here again!

Private house rentals

Guest favourite
Home in Menlo Park
4.95 out of 5 average rating, 37 reviews

Immaculate Home near Stanford w/ Beautiful Garden

JenRating, 5 stars2 weeks ago
We truly felt at home in this beautiful residence. The beds are very comfortable. The outdoor space was so nice to enjoy early morning coffee and meals, a perfect mix of sun and shade. The neighborhood is quiet and peaceful at night. Thank you for opening your home to us.
Superhost
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.
Superhost
Home in San Carlos
4.79 out of 5 average rating, 120 reviews

Canyon Oak House: Private, tranquil with trees

LeydaRating, 5 stars3 weeks 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 favourite
Home in Redwood City
4.95 out of 5 average rating, 42 reviews

Serene & Charming Home in Atherton border

Anthony MichaelRating, 5 stars1 week 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 favourite
Home in Redwood City
4.97 out of 5 average rating, 30 reviews

Super Private Hidden Redwood City House and Garden

DavidRating, 5 stars2 weeks 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
Guest favourite
Home in Loma Mar
4.97 out of 5 average rating, 33 reviews

Redwood Treehouse Retreat

MelissaRating, 5 stars3 weeks 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 favourite
Home in Redwood City
5 out of 5 average rating, 25 reviews

Lantern Upper House

LiRating, 5 stars1 week ago
Very quiet and great location. Easy access to major destinations in Silicon Valley. Extremely walkable to a Whole food Store and a lot of nice restaurants. Very friendly, responsive and quiet hosts! I give a Five Stars without any reservation.
Superhost
Home in San Mateo
4.94 out of 5 average rating, 16 reviews

San Mateo Happy Haven Home w Patio/Projector

MarkRating, 5 stars2 weeks ago
Beautifully remodeled home. The kids loved the back yard and the neighbourhood was quiet yet safe. We loved that the kitchen had a proper gas stove and all the necessary amenities to cook a meal for a family.

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

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  4. San Mateo County
  5. Woodside
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