Guesthouse vacation rentals in San Leandro

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Popular amenities for San Leandro guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Oakland
4.95 out of 5 average rating, 209 reviews

Charming Cozy Cottage in Eco-Garden Oasis

AdrienneRating, 5 stars2 months ago
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!
Superhost
A full moon illuminates the night sky over the bay, casting a soft glow on the water below. The view captures the city lights and distant mountains, along with the silhouette of a bridge spanning the bay, creating a serene nighttime landscape.
Guesthouse in San Rafael
4.84 out of 5 average rating, 164 reviews

Farm in the city & sweeping bayview

JesseRating, 5 stars5 days ago
I had a magic few days at Lori and Mike's. I drive a VW passat and I found the drive up the mountain to be non-challenging and even very fun by the end. The hosts are cool and easy to get along with. A+ doggo. Hot tub was great. Pool was fun. I usually stay in SF when I'm in the Bay Area. This was much more lovely and relaxing, with SF close enough that going in for dinner or a show felt like it wasn't a big deal. 100% would recommend this place. I brought my cat and had my lady friend with me for a night. Everyone loved it.
Top guest favorite
A serene outdoor area is shown with a colorful striped lounge chair beside a small table. Potted plants add greenery, while sunlight filters through the trees, casting playful shadows on the ground. The entrance is marked by large glass doors, leading inside.
Guesthouse in Lower Haight
4.98 out of 5 average rating, 342 reviews

Charming Cottage in Haight-Ashbury Garden

WendyRating, 5 stars1 week ago
Our stay in Rosa's ADU could not have worked out better. Our kids live right up the block and it is a great location for so many things. We loved exploring Golden Gate Park and there were plenty of shops and restaurants within walking distance. Rosa was an excellent communicator and was attentive to our needs. She changed out our towels during the trip and restocked kleenex. Rosa and her husband are San Fran natives and supplied very interesting San Fran history and guide books in the unit as well. We will definitely be back!
Top guest favorite
The exterior of a detached guesthouse is showcased, featuring rustic brick walls and large glass doors that invite natural light. A few potted plants are placed near the entrance, which includes a small set of steps leading up to the door.
Guesthouse in Kensington
4.99 out of 5 average rating, 335 reviews

Stand-alone cottage in garden setting, parking.

AnnaRating, 5 stars1 week ago
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.
Top guest favorite
A kitchenette is featured with white countertops and wooden cabinets. A coffee maker, toaster, and microwave are visible alongside a sink, while a poster of the Rolling Stones decorates the wall. Natural light enters through a window fitted with a floral curtain, showcasing greenery outside.
Guesthouse in Hillsborough
4.95 out of 5 average rating, 908 reviews

Little Cottage on the Hill

IanRating, 5 stars1 week ago
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.
Guest favorite
The exterior of the guest house features a modern gray facade with the number '440' displayed prominently. A green succulent plant in a white pot adds a touch of greenery beside a paved patio area, leading towards a wooden fence and lush landscaping in the background.
Guesthouse in Menlo Park
4.97 out of 5 average rating, 150 reviews

Cottage near dwntwn Palo Alto, Stanford, Face-book

LanieRating, 5 stars4 months ago
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!
Top guest favorite
The exterior of the house is shown with a pink surfboard leaning against the wall. Bright green foliage frames the image, contrasting against the house's neutral-colored walls and multiple windows that allow natural light to enter.
Guesthouse in Concord
4.96 out of 5 average rating, 166 reviews

Backyard Beach House (BBH)

EvelynRating, 5 stars1 month ago
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.
Guest favorite
Guesthouse in Walnut Creek
4.91 out of 5 average rating, 569 reviews

Tropical Garden Cottage +HOT TUB &POOL by Downtown

KadiRating, 5 stars1 month ago
I rented Polina’s place for my daughter and toddler grandson during their visit to the area because my husband and I did not have room for them to stay with us. It was an excellent choice - a lovely well maintained unit on the grounds of Polina and her family’s home in the hills above Walnut Creek. Very peaceful area, yet close to downtown and transportation options. Polina was so kind and helpful, the unit has everything one would need for a short stay in the area. Highly recommended and a good value for the area.

Guest house rentals with a patio

Superhost
Guesthouse in Orinda
4.82 out of 5 average rating, 11 reviews

Tranquil Hilltop Zen Retreats Breathtaking - Views

MeridethRating, 5 stars2 months ago
Rifat’s home was as advertised and she is a lovely host! Perfect set up for being productive, creative or just relaxing. Enjoyed coffee on the expansive patio in the morning and wine in the evening. A great spot to think and enjoy the scenery. Also plenty of great hikes nearby. Check out the local farmers market on Sundays. A fantastic stay!
Top guest favorite
A private outdoor patio features two white lounge chairs and a table with four black metal chairs, all arranged among lush greenery and colorful plants. A large green umbrella provides shade, creating a serene space for relaxation or dining.
Guesthouse in Point Richmond
4.98 out of 5 average rating, 113 reviews

Private garden retreat

JamalRating, 5 stars2 weeks ago
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.
Top guest favorite
A spacious deck features two wooden directors' chairs positioned around a small circular table. Lush greenery lines the perimeter, creating a natural backdrop. A sunshade is partially visible, offering protection from the sunlight.
Guesthouse in San Carlos
4.99 out of 5 average rating, 100 reviews

Delightful Hideaway in San Carlos

ThomasRating, 5 stars1 week ago
Marilynn has been great and very responsive when we have stayed there. The place is well-stocked and maintained, and San Carlos is a friendly town with good restaurants and boutique shopping.
Guest favorite
A cozy living area features a comfortable sofa adorned with decorative pillows. A circular area rug anchors the space, while a statement wall mural presents earthy tones and botanical elements. A small dining table with stools and a television unit enhance the room's functionality.
Guesthouse in Half Moon Bay
4.93 out of 5 average rating, 168 reviews

Boho beach bungalow- walk to Poplar Beach

MariahRating, 5 stars1 week ago
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!
Superhost
A serene garden setting is presented, featuring a wooden seating arrangement surrounded by lush greenery and vibrant flowers. A pathway leads through the gravel, while a multi-level structure is partially visible in the background, blending harmoniously with the natural surroundings.
Guesthouse in Sausalito
4.87 out of 5 average rating, 123 reviews

Sausalito Garden Stay

CynthiaRating, 5 stars2 weeks ago
This place was so beautiful, the pictures didn’t do it justice. Perfect location close enough to restaurants, and lil shops!! Just away enough out of the city, but not to far out. Would definitely recommend to anyone wanting a nice cozy easy place to get to. Also my wife’s 50th birthday and I asked him to do something special for her birthday and he put out a birthday banner and a bottle of champagne!!
Top guest favorite
A private patio space features a glass-top table surrounded by four white metal chairs with pink cushions. Lush greenery and well-maintained hedges provide a serene backdrop, while a bright red door leads into the cottage, enhancing the inviting outdoor setting.
Guesthouse in San Carlos
4.99 out of 5 average rating, 137 reviews

Silicon Valley Oasis

StephanieRating, 5 stars4 days ago
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.
Top guest favorite
A serene outdoor space is framed by open glass doors, revealing two wooden chairs positioned around a small table. A bottle of wine and glasses sit atop the table, inviting relaxation in a garden setting. A garden path and landscaping can be seen in the background.
Guesthouse in Tamalpais Valley
4.98 out of 5 average rating, 208 reviews

Mill Valley Garden View Guest House, Free Parking

MarianaRating, 5 stars1 month ago
This is an absolute hidden gem. It quickly became apparent why Carolyn is a super host. Not only is the property absolute perfection but Carolyn made it a point to go out of her way to welcome us, accommodate us, and go above and beyond customer service wise. This property radiates harmonious zen like energy from the community library, to its amenities and all its extra additives, to the garden. It’s graced with every bit of detail for guests to enjoy. I’ve loved traveling and have mostly been a hotel snob, until now. In short, Carolyn has carefully crafted a beautiful get away and decided to share it with the world. We will certainly be back when in town.
Top guest favorite
Guesthouse in San Anselmo
4.97 out of 5 average rating, 102 reviews

The Creole Cottage

SuzanneRating, 5 stars3 months ago
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.♥️

Guest house rentals with a washer and dryer

Guest favorite
The exterior of the home showcases a welcoming entrance with a covered porch and a set of wooden stairs leading to the front door. Vibrant flowers in various colors line the path and the yard, surrounded by a wooden fence and green foliage.
Guesthouse in Redwood City
4.96 out of 5 average rating, 24 reviews

Easy commute Private guest suite

ArthurRating, 5 stars2 months ago
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.
Guest favorite
A spacious living room is featured, highlighting a cozy sectional sofa adorned with orange pillows. Warm lighting accentuates the grey walls, while a patterned rug adds color to the floor. A wall-mounted television and electric fireplace enhance the room's focal points.
Guesthouse in Oakland
4.95 out of 5 average rating, 21 reviews

Adorable and spacious 2 bedroom guest house.

KarlaRating, 5 stars3 months ago
First let me start by saying the pictures posted are exactly as the place! It’s street parking but felt safe as a residential neighborhood with plenty of parking. Kananu was very respectful & responsive within minutes if not seconds! Kananu’s place has everything you need to feel right at home. The host gave nice recommendations for what’s in the area for dining, fun activities for all ages & shopping. We had a small issue with the water heater making nose and she was able to get the issue resolved quickly without interfering with our stay. I would definitely recommend Kananu’s place to anyone traveling to the area and definitely will be back for another stay! Her place definitely makes you feel like you’re in your own home.
Guest favorite
A spacious backyard is visible, featuring a manicured lawn with artificial turf and paved stepping stones arranged in a grid pattern. Several potted plants are placed near the building, with two decorative lamps standing amidst the greenery. The area is well-lit and inviting.
Guesthouse in Sunnyvale
4.89 out of 5 average rating, 258 reviews

Tranquil and Charming 1-Bedroom Guest house w/bath

CatRating, 5 stars1 week ago
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.
Top guest favorite
A private outdoor seating area features two chairs and a small table, framed by lush greenery. The entrance to the cottage is visible, highlighted by warm light filtering through the trees, creating a serene garden setting.
Guesthouse in Mill Valley
4.99 out of 5 average rating, 97 reviews

The Bathhouse: Boho Modern + Hot Tub + Water View

SharonRating, 5 stars4 days ago
The place was delightful - v relaxing and cozy. We enjoyed the hot tub after hiking and biking. Everything was easy and just as described. Suzanne was v nice and helpful. Oh, and excellent coffee, an unexpected touch! Highly recommend.
Guest favorite
The spacious living room features a large, dark blue sectional sofa with plush cushions, complemented by a wooden coffee table. A decorative area rug in neutral tones lies beneath, while large windows allow natural light to fill the space. A dining table for four and a modern electric wall fireplace add warmth.
Guesthouse in San Rafael
4.91 out of 5 average rating, 100 reviews

Mission Casita, Walking Distance to DT San Rafael

AnnieRating, 5 stars1 month ago
We stayed at Matthew's place for 2 weeks and had a great stay. We highly recommend it to anyone visiting Marin! The location is incredibly convenient—right off the highway in central Marin—making it easy to explore the area. The house felt spacious for our family of 4 and everyone had enough room to work & relax. The kitchen was fully stocked and both the bedrooms & bathrooms were clean and comfortable. It's a well-maintained home so we had no complaints. Matthew and Tim were always available if we had questions and we highly recommend their house to anyone!
Guest favorite
A contemporary kitchen area features warm wood cabinetry and sleek stainless steel appliances. A spacious countertop provides seating for two. Washing machine and dryer units are conveniently located beside the kitchen, contributing to the functional layout.
Guesthouse in South San Francisco
4.86 out of 5 average rating, 136 reviews

Convenient 3 bedroom guest house near SFO, highway

JuliaRating, 5 stars3 months ago
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!
Top guest favorite
A gently sloping wooden walkway is framed by lush greenery, leading to the covered porch of the guesthouse. Soft lighting illuminates the path, enhancing the inviting appearance of the home, which is situated amid mature trees and landscaped gardens.
Guesthouse in Walnut Creek
5 out of 5 average rating, 292 reviews

Oak Knoll Hideaway

BrendonRating, 5 stars2 weeks ago
Quite possibly the best put together Airbnb we've ever stayed in. The hosts were amazing and the personal touches classy, helpful and charming.
Top guest favorite
The exterior of a modern ADU showcases a well-maintained white facade with large windows allowing natural light. A set of wooden steps leads to the entrance, surrounded by a gravel pathway. Landscaping features a small tree and a spacious yard area.
Guesthouse in Sunnyvale
4.95 out of 5 average rating, 41 reviews

1b Guesthouse with s’mores!

StanleyRating, 5 stars2 months ago
Loved the amenities. Had everything you needed!

Quick stats about guesthouse rentals in San Leandro

  • Total rentals

    20 properties

  • Nightly prices starting at

    $30 before taxes and fees

  • Total number of reviews

    680 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore