
Guest house holiday rentals in San Francisco Peninsula
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Top-rated guest house rentals in San Francisco Peninsula
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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!

Farm in the city & sweeping bayview
Needed a place for a few days… and fell in LOVE with this hidden gem!!! Amazing hosts- Lori& Mike are the best! They are friendly , helpful and inviting- while simultaneously giving privacy and space. Not to mention all of the amazing work they are doing in and for the community- check out their bio!! The accommodations were beautiful, peaceful and intentional. And CLEAN!! Every space well curated. Home felt like a hug- and was filled with treasures! Looking forward to a return trip!! Thank you Mike& Lori!!

Stand-alone cottage in garden setting, parking.
Very friendly and proactive host. Praceful and quiet location. Several pieces of lovely fruit were provided, as well as flavored sparkling water, milk, and granola/muesli, which was really convenient. Showerhead can be adjusted for angle and whether you want a straighter stream straight down, or a wider spray. I appreciated that there was a screen on the window so it was easy to get fresh air when I wanted while keeping bugs out. I suggest trying to time your arrival the first day during daylight hours, as that will make it easier to see the signs, especially when Google Maps is off by a few yards in terms of where it tells you to turn.

Greenwood Guest House, a Peaceful Oasis
Amy's place was wonderful - one of the few places we've ever stayed that was even better in person than in pictures. It was clean, spacious, and very comfortable for the 2 of us. The outdoor space was amazing, plenty of quiet spaces to lounge in the sun and walk around. The area was great as well, quiet but close to downtown, and Amy was a thoughtful and responsive host, we really appreciated her thoughtfulness. The one thing to note is that the Wi-fi could be unreliable - we both worked from the Airbnb, and made it work for the week, but something to note for future visitors. We'd definitely recommend this place and plan to come back next time we visit. Thank you Amy!

Little Cottage on the Hill
This was an EXCELLENT Airbnb. Great value, beautiful property, plenty of privacy, exceptionally good instructions form the hosts. I can not recommend highly enough. Great place to recharge.

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!

Backyard Beach House (BBH)
We enjoyed our stay at Barbara's charming Backyard Beach House for the third time, and felt at home there. We find it restful to stay in this quiet neighborhood. It's always nice to communicate with Barbara and Ken, as they are readily available if we have questions or requests. We consider this house a gem of a find. Thank you again Barbara and Ken for contributing to our lovely vacation.

Modern 2Bed/1Bath suite in San Jose
This is our second time staying at Ray's. Ray is a great host and always responsive to my requests. He has made upgrades to his home since our last visit. All of which were appreciated. We'll be back, Ray
Guest house rentals with a patio

Newly built stylish guesthouse
Yao’s place was the perfect spot for me to crash during some work travel.

Private garden retreat
I enjoyed my stay at Mary Lee and David’s place. It was perfectly located for my purposes, affording easy access to both the East Bay and Marin. The place is well appointed and clean, the entry through the backyard pretty, and the neighborhood charming. They were great hosts - available, but not hovering, their communication clear and timely.

Garden Cottage w/ Hot Tub • 3 mi. to SJC
I stay here whenever I'm in town absolutely my fav. Host is amazing and love her house! Thanks, Taylor!!

Jacuzzi Tub and Private Garden. Minutes from SF!
David is a great landlord. He was extremely fast to answer all questions. He was super helpful too!

1-bedroom guesthouse w/ full kitchen near DTSJ/SAP
Stayed here before. Easy and simple place, very clean, very peaceful, no issues at all. Hosts are nice and responsive. Will certainly stay again.

The Creole Cottage
This is our fourth stay at Creole Place. Both Susan and her husband Gerald are very accommodating, kind, and responsive in every way without ever interfering in any way. The quiet location is easily accessed plus it is a quick walk to Safeway, CVS, and shops and restaurants at Red Hill Shopping Center. Our grandson has stayed with us and loves visiting. There is a beautiful very large screen TV with multiple kid friendly programs. A park with a ball diamond and playground, and a nice hill for exploration are both close by. Nice restaurants close by, but I really also enjoy cooking in the lovely kitchen. We celebrated Christmas** here with our family, and have made reservations to return to Creole Cottage in late April. **We were not able to find Christmas wrapping paper (last minute gifts) and the stores were SOLD OUT. I ran into Susan and mentioned going back to get bags when I really wanted/needed paper. She was there in 5 minutes with her wrapping paper.♥️

Entire guesthouse Santa Clara smart lock entrance.
Fabulous! Darling little studio ADU. Sparking clean and beautifully appointed. Loved staying here and will again.

Digital Nomad Retreat
Very cute place in a quiet neighborhood with beautiful surroundings. I especially appreciated the well-equipped kitchen. Robert is a very communicative and kind host and made us feel welcomed.
Guest house rentals with a washing machine and dryer

Evergreen Valley Hillside retreat
Christina’s place was perfect. Everything was as described in the listing. The views of San Jose were amazing. This is a very good location with security, inside a gated compound. We totally loved our stay here and will recommend Christina’s place to friends. We will definitely be back. Thank you Christina and Chris for hosting us!

The Hen House Haven
Our stay at Kyle’s was lovely and easy! It was a perfect home base for our adventures in the nearby state parks. The chickens are very cute, but if you’re a light sleeper looking for quiet, you may hear them in the morning. The eggs are amazing and such a wonderful addition to a comfortable stay. We had everything we needed and then some! Would definitely stay again during a trip to the Santa Cruz area.

Adorable renovated guest cottage near downtown
First off I want to publicly say Thank Betsey for everything!! Great location, easy freeway access. Very close to downtown for restaurants and entertainment. For extended stays it is the best!!

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!

Easy commute Private guest suite
Helen's place is roomy with a well-equipped kitchen and a nice bathroom. The dishwasher and washer/dryer provided added convenience. The location is just off busy Woodside Road with a Safeway market about 5 minutes away on foot.

Private Entry Adorable 1 bed 1 bath
Great host, very quick to respond the place was wonderful and I enjoyed my stay there and will be definitely looking forward to staying here in the future as well five stars highly recommended!

Tranquil and Charming 1-Bedroom Guest house w/bath
David and Margaret were wonderful people! They stayed on top of communication and they were very kind. We only stayed for a night but their backyard is beautiful, the room and interior had everything you needed and it was private. For the area, the room, and the scenery- definitely a great place to stay. They also had a nice fan and wall AC which was so nice with the warmer weather kicking in during the day.

Convenient 3 bedroom guest house near SFO, highway
We chose this stay to host guests over the holidays and it had everything we could’ve needed. The kitchen was functional for cooking breakfast and the rooms were very private and had their own bathrooms. Xing Tian was very helpful when we needed an extra gate key, and when we had any questions. We’ll definitely be coming back!
Destinations to explore
- San Jose Holiday rentals
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- Golden Gate Park
- Stanford University
- Washington Square
- Oracle Park
- Capitola State Beach
- Sumner Beach
- Children’S Fairyland
- Joaquin Miller Park
- Corcoran Beach
- Muir Woods National Monument
- Mission Dolores Park
- Golden Gate Bridge
- El Granada Beach
- Surfers Beach
- The Forest of Nisene Marks State Park
- Glen Canyon Park
- Big Basin Redwoods State Park
- SAP Center
- Six Flags Discovery Kingdom
- Oakland Zoo
- Henry Cowell Redwoods State Park
- Painted Ladies
- California’S Great America
- Winchester Mystery House
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