
Cottage holiday rentals in Woodside
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Top-rated cottage rentals in Woodside
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Popular amenities for Woodside cottage rentals
Cottage rentals with a hot tub

The Double Dipsea Cottage
We loved staying at the Dipsea Cottage. It’s a beautiful, calming, and comfortable space. We really enjoyed being able to walk to the beach, restaurants, playground, and shops. We look forward to coming back here again!

G & M #2 Livermore Wine/ E-Bike Getaway (pets ok)
This was our second stay here. Our daughter's family lives in the neighborhood and this is the perfect location for us to stay while visiting. It is quiet, comfortable and just what we need. The yard is very cute and we love to look at the animals with our grandchildren. We lucked out and saw the planets aligned from the driveway on the 25th, as it is dark enough to view the stars without city lights. Don and Lori are great hosts- there are treats and fresh eggs in the fridge, and everything we needed was right there. We will be back.

Central Coast; Meadow, Hot Tub, Polite Pets Welcom
A recent stay at Robert’s home in Ben Lomond was exceptional. The property felt like home from the pictures on the wall to the books in the bookcase. The fully equipped kitchen, comfortable beds and toiletries was like walking into our personal family vacation home with everything clean and organized. Upon our arrival, we contacted the owner to let them know we arrived. We enjoyed a welcoming orientation of the property. The location was ideal with convenient access to stores and restaurants. We could not have selected a better place to enjoy quality family time and celebrate a graduation from UC Santa Cruz. This was a super stay and gets our highest recommendation.

Wild West Village- Hot Tub & HUGE View FAST Wi-Fi
Mara is a great host, charming and thorough.........a great combination for us! Her detailed instructions and "hands-off" thereafter approach was perfect for us. The unit was just the right size for us and had everything we needed for our week plus stay. We hope to visit and stay again in the future as the location is perfect for us.
Pet-friendly cottage rentals

Large Cottage Near SF, Beach, Airport w/ Backyard
Clean, quiet location. Lots of extra towels! Kitchen was spacious. Listing says it can sleep up to six, but I would definitely say it was comfortable for 2 adults and 2 kids and probably would be ok for a maximum of 5 people.

Mosswood Cottage | Private | Off-Street Parking
Riza and Miguelwere very responsive. The cottage was very clean and comfortable with a full kitchen and deck. It is within walking distance to Sprouts, Burlap Coffee and a great bar. I will definitely reserve it, the next time I am in town. A great stay.

Ocean View Cottage
Stayed for the first time in Pescadero with the family. Steve's place was perfect - great location, well equipped, lots of space. Loved the views and accessibility to it all. Thanks, Steve, for sharing your wonderful place with us.

Charming Big "Studio" Room with Bay & Garden Views
This room offers more space than many studios I've rented. One window offers a view of the bay, and with the variety of furniture you'll find many spots to comfortably read a book. The bed is magnificent. Possible downsides: no TV, the shower is shared, and there may be squirrels running on the roof above you. None of this bothered me, and even if it did, Claire's hospitality more than made up for it. I would happily stay here again.

Event Party Gathering Farm House Mountain Views
We had a wonderful time at the ranch—the location was beautiful, and the unit was spacious. There was hot water and strong WiFi. Dogs on the property were friendly and adorable. However, the cleanliness of the unit could use some improvement. It would benefit from a professional deep cleaning to really match the quality of the overall experience. Despite this, we still enjoyed our stay and would consider returning.

A Private Retreat in Nature - Bluebird Day Cottage
This sweet little artist cottage was just perfect. Mindy has put a lot of effort and energy in making sure there are so many things available for her guests: Kitchen Staples, along with different kinds of coffee and coffee makers. There were fresh eggs and beautiful chocolates, and so much more which made our stay extra special. The cottage is surrounded by a small yard and lovely trees. There is a dedicated parking spot, which was so nice. Very quiet, clean, and the furnishings are just beautiful. Will definitely book again. Thank you for being an exceptional host!

California Cottage < 4 Mi to Redwood Hiking Trails
This was the perfect little place for our family of 4! The house had everything we needed and had beautiful surroundings. Our daughters loved the porch swing out front. We saw hummingbirds right outside the kitchen window where the feeder was hanging. We cooked all of our meals in the well equipped kitchen. The organic coffee was very appreciated! Wish the queen bed mattress was a little firmer (was lumpy & soft- not great for those with bad backs) but overall very happy with our stay!

Private 1 bedroom garden cottage near Lake Merritt
Great location, very walkable to the main area on Grand Ave and Lake Merritt. It’s a small space but had everything I needed as a solo traveler. Jintang has great communication and responds almost immediately to any questions. Everything from booking to check out was extremely easy and straightforward. Great place to stay, would definitely recommend booking with Jintang.
Private cottage rentals

Oakland. Super Location 2bdrm. Parking, Walk 2BART
It was an easy and comfortable place to settle into. Great bed, easy to use thermostat, lots of drawers and closet space. It has two nice decks to sit outside but we didn't use them much because the weather was pretty cold. I guess the weather is the only thing we can complain about! We enjoyed coffee and delicious pastries at the little cafe around the corner. And we had a short walk to see our son and grandchildren. A great place for us and we'd like to stay there again.
Brand new house in Silicon Valley
The home was beautiful, clean, and just as described. The stay was great and felt like I was home. My son enjoyed the yard and the area, he loved the views of the trees. Overall great stay

Bright & Beautiful Cottage
I literally couldn’t have asked for more. They were so responsive and helpful with anything we may need. I stayed here for a month for surgery and didn’t want to leave when the month was over. The tiny house was clean and exactly what I wanted and needed for my recovery. Close to everything I needed and wanted to get to. All the light and fresh air you can ask for. Recommendations for food and stores. Visits from their amazing dog!! I wouldn’t change a thing! What an amazing host, family, city, and tiny home. I will definitely be back.

Trixie's Studio Garden Cottage
This is our 2nd time staying at this magical cottage. Tina is an excellent host who is available to answer any questions her guests might have. Not only is the interior of this Air B&B inviting, the cottage is also well equipped for a comfortable stay. The garden that surrounds the cottage is lovely and inviting. This trip I saw a humming bird taking a bath in one of the garden’s fountains. There is always plenty of street parking in Tina’s beautiful and quiet neighborhood. We highly recommend this special cottage and will look forward to staying there on our next visit to Oakland.

Beach Cottage Shelter Here
The house was clean and comfortable in an impossible-to-beat location. Plenty of nearby options for food, shopping, and endless oceanside hikes. The kitchen was well stocked for all of your cooking needs. A few basics were missed such as a delay in check in, due to key code not shared, and mysteriously few bottles of hand soap, but nothing we couldn’t work around. We would stay here again!

Private Garden Cottage behind lovely Victorian
Stayed here for a weekend trip and it was perfect! The place was very cute and parking was easy. Check in/out was easy and Eddie was very clear with instructions.

Private Cottage near beach, park, public transport
This is a great place to stay in the bay! This reminds me of how are bnb was before it became really corporate. Her space was really charming and there were a lot of extras like food and blankets.

Hand Crafted Cottage
Another great stay in this amazing cottage in Noe Valley! This is the place to truly relax and have time for yourself in between your busy SF travels! You are in the best neighborhood that is within walking distance to all Noe Valley and the Mission have to offer! Sebastian and his family have made an amazing space! This is the second of many more stays for me! Thank you!
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- Santa Cruz Beach
- Capitola Beach
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- Golden Gate Park
- Stanford University
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