
Guest house holiday rentals in Los Altos Hills
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Top-rated guest house rentals in Los Altos Hills
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Family-friendly guest house rentals

Charming Cozy Cottage in Eco-Garden Oasis
This beautiful Oakland Oasis was better than I imagined it would be! This place exceeded my expectations! Coming through the gate the first night, to a path of twinkling lights leading us to our adorable cabin took my breath away! It was the perfect location for peace and quiet right in the middle of Oakland. My only regret is that I didn’t spend more time on the property. We flew in from out of state to visit friends and spent a lot of time out and about. I definitely want to come back to spend more time hanging out in the backyard with the goats and chickens. My 13-year-old loved the backyard, the trampoline and the animals. The location was very walkable and within several blocks of many restaurants and shops. We rented a car and street parking was easily accessible. Reinhardt Redwood Regional Park was only an 8 minute drive away and we spent most mornings walking through the mountains enjoying the beautiful trees and views of San Francisco. Highly recommend this listing!

Charming Light-Filled Carriage House Apartment
This was perfect for us. Adorable apartment home with vintage charm. We had our own entrance and it felt private and protected. The house had all kinds noon extras like coffee, teas, and snacks as well as lots of games. It was close enough to walk to really good restaurants and all the fun but far enough away from the crowds, partiers, and noise of the boardwalk that we could rest peacefully. The whole house was clean, cozy, and comfortable. I would highly recommend.

Greenwood Guest House, a Peaceful Oasis
The lodging is in the back, in a garden and near the swimming pool and tennis court. The backdrop is beautiful, and the host and hostess were friendly and accommodating. There is privacy and the area offers much in terms of restaurants and shopping. The internet is broadband, so one can work in the lodging. Amy and Lou are wonderful people----worthy of friendship in any circumstance.

Little Cottage on the Hill
I have stayed at Radhia's place several times and keep coming back! Always consistent and comfortable. Will definitely stay again when I'm in the Bay Area.

Sunny Cottage + Hot Tub near UCSC
Erin and all other Co-Host’s were certainly kind and helpful. The place was beautiful and the decoration made it feel like home. Our stay was wonderful and we cannot wait to do it again!

Cottage near dwntwn Palo Alto, Stanford, Face-book
This was a perfect place to decompress during a busy work trip. The space is beautiful, and the attached gym is such a nice treat! Everything was exactly as described, clean and lovely. I would definitely stay again!

Modern 2Bed/1Bath suite in San Jose
Ray’s place is like a home away from home tor us and we appreciate especially his accommodating change that arose this trip - quiet house, convenient location, and everything we needed.

Charming cottage, walk to Caltrain
Kate’s place was great for our family of four while we visited San Francisco. The immediate area was clean and felt safe, and a variety of food and shops were within walkable distances. Access to the Caltrain was also close by. As for the house, it had everything our family needed but may be a bit tight for groups larger than 4, especially if they are all adults. Amenities were as listed and made the stay comfortable. Kate and Toni were responsive very quickly and helped us with everything we needed. Highly recommend!
Guest house rentals with a patio

Orchard Cottage in convenient countryside location
Super cute place! Our kids loved the ducks and horses across the street. They couldn’t wait to explore! The house is very well stocked- games, kids toys, cookware, laundry soap… everything you can think of! We had a really great time, and it’s such a unique place to get to stay!

Newly built stylish guesthouse
The host had a beautiful place and was quick to answer any questions we had. Would recommend to anyone staying in the San Jose area.

Delightful Hideaway in San Carlos
Cute Airbnb in a pretty neighborhood, not too far from freeways if you're going for work. Street parking is easy. Lots of privacy. Unit is located above the garage so no need to worry about hearing the folks who live there or them hearing you. Loved the deck overlooking the garden. Enjoyed that every day after long days of meetings. Marilynn responded so quickly and was really helpful. The trees and flowers in the neighborhood were beautiful. Would definitely stay here again.

Boho beach bungalow- walk to Poplar Beach
Very cozy and private. I brought my family of four and we had a lovely time. The only tricky part is figure out how to lock the door, but if that’s the worst of it, then I’d say it was pretty amazing. It’s about a 15 minute walk to the beach along nature paths and side streets. Definitely worth it!

Palo Alto Cottage: Privacy, Comfort & Convenience
Thanks for the stay! The bed was very comfortable, and the space was private and quiet. The room is quite large and nicely divided into the sleeping area, sitting area, and eating area. And parking on the street was aplenty.

Charming, modern, restorative, private studio
Just as promised, clean and comfortable. thanks

Guesthouse in Monte Sereno
This is my 3rd or 4th time staying at Pedram's place and every time is perfect. Pedram is super easy to communicate with and responsive. The place is exactly what I want and has excellent appliances and layout.

Silicon Valley Oasis
We felt right at home in this cozy Air bnb. The garden areas surrounding the property are beautiful. We had everything we needed and more in the kitchen where we made breakfast every morning. Lots of cookware and cabinet full of spices. Super clean. Bed was comfortable. Walking distance to downtown San Carlos was about 23 minutes. The host checked in regularly with us online and we appreciated the attention. Was sad to leave when our time was up. We hope to return as we have family in the area.
Guest house rentals with a washing machine and dryer

Evergreen Valley Hillside retreat
We thoroughly enjoyed our stay! The space was clean, comfortable, and exactly as described. It had everything we needed for a relaxing and enjoyable visit. Christina and her family were extremely kind and helpful, check-in was seamless and communication was easy. We’d happily stay here again and would definitely recommend it to others! Thank you for having us!

The Hen House Haven
What a find! Right where we needed to be and the place was equipped with all the goods. Stove and oven to make dinner, washer and dryer in case you need it! Thanks for hosting

TheStudio in Willow Glen (San Jose) CA-95125
My grandpa and grandma stayed here and they said this was the best bead and breakfast they have experienced in their life. huge thanks to Silvia for being responsive and making my grandparents feel at home!

Private Entry Adorable 1 bed 1 bath
Highly recommend. Central to the Bay Area and major freeways. Clean and quiet. Easy access and private parking. Everything was perfect. This is my second time staying and will be staying again! Thank you!!

Cozy 1-Bedroom duplex in Seabright
This is such a gem! This little duplex was so cute and perfect for our stay in Santa Cruz. The pictures don’t do it justice! Kathleen was a fantastic host. She was great with communication and checked in with us throughout our stay. The location is unbeatable, 20 minute walk to the boardwalk, 10 minute walk to the beach and 1 minute walk to Verve coffee! I highly recommend Kathleen’s spot to anyone!

Modern Cottage in Santa Cruz
Mary’s cottage was a peaceful and comfortable oasis for us in our travels. The cottage is modern and spotless, and the bed very comfortable. We really appreciated having a washer and dryer and the use of a full kitchen. The downtown area is only a few minutes away by car.

2Bd/1Ba NEW Guest House in S San Jose (w/ Parking)
Our stay was excellent. The place was very clean and well-maintained. Communication with the host was quick, and they were always available for any questions or recommendations. I would definitely recommend this place to other travelers and would stay here again in the future.

Tranquil and Charming 1-Bedroom Guest house w/bath
Very nice to find a affordable place to stay With my schnauzer Winston. He is a low impact dog (doesn't shed, well behaved), but most charge more regardless. The local area has lots of places open late, which turned out a boon for me as I work as a stage manager and get home after 10p. Many thanks Margret and David!
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- Santa Cruz Beach
- Capitola Beach
- Rio Del Mar Beach
- Seacliff State Beach
- Golden Gate Park
- Stanford University
- Twin Peaks
- Oracle Park
- Washington Square
- Davenport Beach
- Montara State Beach
- Bolinas Beach
- Twin Lakes State Beach
- Pescadero State Beach
- Rodeo Beach
- Capitola State Beach
- New Brighton State Beach
- Bonny Doon Beach
- Rockaway Beach
- China Beach, San Francisco
- Black Sands Beach
- Sumner Beach
- Joaquin Miller Park
- Children’S Fairyland