
Guesthouse holiday rentals in San Leandro
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Top-rated Guesthouses in San Leandro
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for San Leandro guesthouses
Family-Friendly guesthouses

Simplistic Crocker Suite
Five stars all around. This was my wife and I's second time staying at Mai's place (the first time being one year ago on our honeymoon!). We love SF, and Mai's place is the perfect respite from the city while remaining relatively close to most areas of interest. Mai is so kind and accommodating, and her place surely does feel like home! We look forward to staying here again and again in the future.

Beautiful Garden Bungalow
Victoria’s little cottage was a comfortable and cozy hidden gem! In a great location with some incredibly cute and friendly dogs. We were in town looking for housing as it was a peaceful place to unwind after long days of house hunting! Thank you Victoria for your friendliness and hospitality. We look forward to being Oakland neighbors soon!

Traditional Japanese Tea House
Great comfy place. I would recommend bringing your own pillows

Cute, backyard Cottage w/ close access to all!
Cozy, quiet atmosphere in a great location! The studio cottage is just the right size for one person, and probably no more than two. The little yard area is beautifully manicured and provides a tranquil setting when you walk in and out of the studio cottage. I instantly felt right at home. Alzira was kind enough to demonstrate how to lock the side gate behind me - and this after I knocked on her front door for help! (I'm not tech-savvy AT ALL, as I had to explain.) Alzira is not only friendly in person, but her text message communication was also extremely prompt and polite. I would stay here again and 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!

Sunny studio near UCB
It was a great stay. They have a beautiful property and garden. Berkley is a great walking city. It was fun to explore. This was my 2nd time to Berkeley, and my wife and kid's first. She loved the city. Thanks for a great stay.

Secluded luxury cottage & hot tub
We had a wonderful stay at the cottage! The garden is full of flowers and eucalyptus trees, and the spa is peaceful and private. The space is bright, very clean, and has all the amenities you could need. The bed was super comfortable and the comforter nice and warm. We especially loved the owner’s artwork displayed throughout the cottage—it adds such a personal touch. The hosts were incredibly responsive and kind. Tilden Park is just 10 minutes away and perfect for nature walks. We really enjoyed our time here and would absolutely come back!

Tropical Garden Cottage +HOT TUB &POOL by Downtown
beautiful backyard with hot tub. very quiet area. highly recommended.
Guesthouses with a patio

La Casita - a quiet studio, Crocker Amazon area!
Had a wonderful time at Linda’s place. The room was clean and cozy. Linda gave great recommendations on local places and gave some useful knowledge on the city. Would definitely book again!

Cozy Private 1B1B Cottage near Japantown
The cottage was absolutely beautiful! Very accommodating and very clean and quiet. Arthur was the perfect host! Our only issue was the parking. We were in San Jose for a church conference that took place off of 1st Street near 237. We wouldn't get back to the cottage until after 10 p.m. so had to park a block or so away both nights. But, it won't stop us from returning. We will be back for next year's conference. Thanks again Arthur!

Private garden retreat
When we entered Mary Lee’s backyard where the unit is located, we were instantly pleased with how beautiful and well landscaped it is. The studio is well built, with attention to detail and the use of quality materials. The décor was also pleasant and well thought out. In addition, we were satisfied with the fact that they provide 100% cotton towels and linen for the bed. The kitchen was well stocked with stainless steel cookware and everything we needed. Mary Lee and her husband David were friendly and responsive to all our requests. We would be happy to stay at their place again.

Delightful Hideaway in San Carlos
This spot is very well located, quiet, clean with everything you need. Very comfortable bedding. Very pleasant shaded patio. Marilynn is very friendly and responsive. An example, broken coffee maker changed within the next hour. We had a very good stay in this accommodation. Thanks again!

Berkeley Bitty House - a little bit of home
Eugenia’s place and Eugenia and her husband are fantastic… One of the most comfortable organic cotton beds I’ve ever slept on, the most enchanting, beautiful property, and every appliance state of the art, efficient and intentional with the touch of love. Eugenia brought me teas, and various unconventional items I asked for. And the natural light and airflow were wonderful. And very healing and the most peaceful and healing neighborhood I’ve stayed at in the East Bay. For anyone looking for a healing retreat, Book this place as soon as possible

Palo Alto Cottage: Privacy, Comfort & Convenience
Host was super friendly and responsive. Highly recommend!

SkyHigh Redwoods Retreat with Bay Views
My wife and I recently stayed at HiC and Jeff’s charming unit. The thoughtful details made our stay special, with an incredibly comfortable bed for a great night's sleep. All the amenities, local recommendations, and small touches ensured a relaxing getaway. The beautiful outdoor areas among the redwood trees provided a peaceful retreat to unwind. HiC was welcoming and attentive, making our stay exceptional. We would definitely return to this lovely unit and recommend it for anyone seeking a serene escape in nature!

Private and serene studio with full kitchen
We enjoyed our stay at Chris’s studio. The location is perfectly located to all the essentials but far enough off the beaten track to enjoy a peaceful and relaxing stay. We had everything necessary to enjoy home made meals and coffee in the morning. Loved the setting and her garden was gorgeous. Chris was extremely nice and we would highly recommend a stay here.
Guest house rentals with a washing machine and dryer

Gorgeous Guest House with a Farmhouse Flair
We had a great 2-night stay at this cozy house in the Bay Area. The place felt super homey and welcoming—like a real home away from home. One thoughtful touch we really appreciated was how the host set out everything we might need right at the door, which made settling in easy and stress-free. There were no issues during our stay, and everything was clean, comfortable, and exactly as described. I’d definitely recommend this place to anyone looking for a relaxing and well-prepared stay in the area!

Private Garden Studio, fast wifi near Bart
Loved my stay! It was the perfect home base while exploring the Bay Area. Felt super safe—especially as a woman traveling alone—to be behind the main house, a locked gate, and with my own personalized entrance code. The space had everything I needed for a comfortable stay. Would definitely recommend!

Cozy Alameda Garden Cottage
A hidden gem in Alameda!! We thoroughly enjoyed our stay in Mary’s place. It’s perfect - filled with lovely linens and a comfortable bed. Her kitchen is stocked with everything you’ll need if you wish to cook plus a snack basket with delicious goodies. There’s an air purifier in the bedroom, a heating pad, bathrobes, and a high end laundry off the kitchen. We’d love to stay again in this squeaky clean house if it’s available. Mary is so friendly and helpful… this is one of the best rentals in Alameda!

Unique tiny house w huge windows & deck, near lake
I absolutely loved staying here, and would recommend this space to anyone who wants a unique and quiet space to stay in a really lovely part of town. It is worth mentioning that this space comes with some well communicated restrictions on sound during certain hours so make sure to read the listing closely before booking.

Private Abodu Guesthouse in Downtown San Jose
Flora’s place was great for our recent visit to San Jose. The unit was lovely and well equipped with everything we needed. Floras was a wonderful host and provided clear instructions and assistance as needed. We would definitely stay there again.
Lulu's Place: a safe gated retreat min to Downtown
What a great spot!! Totally private and safe, but right by the best park in Oakland. Special bonus that there was kids books!

Private in-law unit cute and cozy
It was very clean and spacious, and we were able to relax completely. Highly recommended!

Tranquil and Charming 1-Bedroom Guest house w/bath
This place was a very cute and peaceful retreat from the daily grind. I only stayed one night but it was everything I needed and expected. Clean and with all the amenities, great stay and I’d stay here again!
Quick stats about guesthouse rentals in San Leandro
Total rentals
20 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
680 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Destinations to explore
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- Golden Gate Park
- Stanford University
- Oracle Park
- Twin Peaks
- Bolinas Beach
- Davenport Beach
- Montara State Beach
- Pescadero State Beach
- Muir Woods National Monument
- Rodeo Beach
- Mission Dolores Park
- China Beach, San Francisco
- Rockaway Beach
- Black Sands Beach
- Joaquin Miller Park
- Golden Gate Bridge
- Children’S Fairyland
- Drakes Beach
- Limantour Beach
- Pier 39
- SAP Center
- San Gregorio State Beach
- Six Flags Discovery Kingdom
- Big Basin Redwoods State Park