Guesthouse vacation rentals in San Leandro

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in San Leandro

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A cozy kitchenette area features a table with two chairs, accompanied by a plant on the windowsill. Natural light fills the space through a large window, with a view of greenery outside. Shelves display kitchen essentials and appliances, adding to the functional atmosphere.
Guesthouse in Oakland
4.98 out of 5 average rating, 206 reviews

Serene foothills Garden Suite, private parking +EV

Have the entire Bay Area at your fingertips... & right outside your window! This private studio tucked into the Oakland Foothills is the perfect base for adventures. A 9min drive & you can be on the train into San Francisco. Coliseum & redwoods are minutes away, as are many other attractions*. You’ll be welcomed home to a comfy Cal King bed & a serene garden view. Enjoy coffee/tea as you settle in at the table, & our high speed wifi has you covered. Have an EV? Charge Level 2 overnight (J1772)!

Top guest favorite
A spacious studio is showcased with a large bed and a serene wall mural of trees. Natural light fills the room through sliding glass doors, which lead to the outside garden. A comfortable chair and side table create a cozy seating area.
Guesthouse in Alameda
4.92 out of 5 average rating, 134 reviews

Detached Cozy Studio w/ private patio garden & BBQ

Newly renovated 100 yr old backyard studio in the heart of the Alameda island. Private fenced garden with bbq. 7 mins from Oakland Int. Airport. 20 mins to SF city by ferry. Convenient location to UC Berkeley. Close to BART, beach, parks, local markets and restaurants in walking distance. • Fully-equipped, self contained studio, with cooking basics, microwave, airfrier/oven, induction cooktop, coffee machine, electric water boiler, BBQ, patio. Private entrance. No share ventilation.

Top guest favorite
A sleek black bathtub is positioned against a textured, neutral wall. A modern floor-mounted faucet stands beside it. Lush green plants are placed nearby, enhancing the natural feel of the space. A single rose hangs above, adding a subtle touch of color.
Guesthouse in Oakland
4.99 out of 5 average rating, 195 reviews

Heauxtel (hōˈtel) Serenity

This Airbnb is a cultural experience, and it might not be for you. That’s ok. A meaningful specific can’t possibly please everyone. Racism, sexism, homophobia, etc have no place here. We are a predominantly Spanish-speaking community. You can purchase fresh Tamales, Pupusas, etc from our street vendors. We are next to an elementary school on a semi-busy street. You may hear roosters in the morning. You will see litter on the ground. You may hear loud trucks driving past. Password: #oaklandvibes

Superhost
The exterior of a two-story home is surrounded by lush greenery, with a driveway leading to a detached garage. Soft lighting from lanterns illuminates the path. Flower boxes adorn the windows, adding a touch of color to the calm, inviting facade.
Guesthouse in Oakland
4.91 out of 5 average rating, 551 reviews

Redwood Sanctuary Oakland Hills

Redwood Sanctuary is located in the idyllic Oakland Hills with beautiful vistas, hikes, and parks within a short drive. The home is situated on half an acre of land in the middle of redwood, eucalyptus, and oak trees secluded away from other homes. Montclair village is an 8 minute drive, providing lots of great food and shops. Minutes from Highway 13 and 580. It is a 1 bedroom studio with a queen bed and a pull out sofa bed. It can comfortably accommodate up to 3. We'd love to host your stay!

Top guest favorite
A shaded patio area features a circular glass table surrounded by four black metal chairs. A large tree provides cover, and greenery lines the brick pathway. In the background, a meadow and a fence with distant hills are visible.
Guesthouse in Castro Valley
4.99 out of 5 average rating, 134 reviews

Private and serene studio with full kitchen

Lovely studio is light and bright with a vaulted ceiling and sky light, and the property is in a country setting. It is close to hiking trails, Redwood Canyon Golf Course, Lake Chabot, shopping and restaurants, Bart, and easy access to the freeway. The outside view is a meadow, hiking trail, and rolling hills. The studio has a full kitchen so if you decide to cook, we have all the tools you’d need for you to prepare a meal. We’d love to host you for stays of two days up to 28 days at a time.

Top guest favorite
Guesthouse in Alameda
4.94 out of 5 average rating, 268 reviews

Cute, backyard Cottage w/ close access to all!

Great space for a lovely trip to the Bay Area! Located in a very safe & quiet neighborhood of Alameda. The cottage has a private bathroom with shower (no tub), a kitchenette with microwave, and the most comfortable queen bed. Close to Oakland Coliseum, BART, SF, Oakland Airport, and ferry to SF. Great access to Bay Farm Trail and just a short walk to restaurants and shopping. ** Please note that the bed is against the wall, so if you are a group of two, one person will be against the wall.

Superhost
Wide glass doors open to a private balcony, offering views of lush greenery and hillside. The natural light floods the space, enhancing the connection between the indoors and the natural surroundings. A simple mat is visible on the floor, welcoming guests.
Guesthouse in Oakland
4.84 out of 5 average rating, 350 reviews

Beautiful Modern ADU Apt With Private Entrance

Beautiful modern space, peaceful & has beautiful views of the trees and hillside. You’ll love my place because of the large king size bed, large open spaces & private balcony. My place is perfect for everyone whether on vacation or business. You will have your own private entrance to the first fl. of the apartment, full bathroom, private balcony, large open kitchen & large living room, w/ NO shared spaces. Oakland Airport (10 min) & BART are few miles away w/ freeway access close by.

Top guest favorite
A patio area is surrounded by tall redwood trees, featuring a grill and outdoor seating arrangement. Colorful plants and flowers enhance the natural setting, while a fenced yard creates a sense of privacy. The cabin’s exterior is visible, with a decorative wall accent.
Guesthouse in Woodside
4.98 out of 5 average rating, 475 reviews

Kings Mountain Studio Cabin

Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those inclined toward an active lifestyle, we are close to Purisima Creek, Huddart Park, and the El Corte de Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space)Note 20 minutes from Half Moon Bay with beautiful beaches and 30 min from Stanford in Palo Alto. We are adjacent to The Mountain House Restaurant. (note) The bed is a Murphy bed in the living area. NO PETS!

Guest favorite
A private garden space is enclosed by wooden fencing, featuring various plants and greenery. Steps lead down to a lower level, where a darker area includes more foliage. Soft lighting illuminates sections of the garden, enhancing the tranquil atmosphere.
Guesthouse in Oakland
4.8 out of 5 average rating, 1,034 reviews

The Purple Door, Private Sanctuary, Epic View

Private guesthouse located in the Oakland Hills with stunning views of the bay. We recognize the importance of privacy, this guesthouse will allow you to have everything you need all while never having to be bothered. The sunset views can be taken in from your bed or the deck. There is a bus stop about 150 yards away if you need, the airport is about a 7 minute ride away, rail (BART) is about 5 minutes and the house is near a freeway for quick access to everywhere in the Bay Area.

Guest favorite
Guesthouse in Oakland
4.92 out of 5 average rating, 403 reviews

Guesthouse Garden Retreat

Our 'sister guesthouses' consist of two small side-by-side cabins (you get both) located behind our home, nestled in a verdant hillside garden that our friends and family lovingly call ‘Little Tuscany’. Cabin 1 - living room with a well-stocked kitchenette, pull-out couch, table and chairs Cabin 2 - bedroom with a queen-size bed, full bathroom and a private deck Accessed by a private entrance, the cabins are luminous and efficient, designed to meet all your needs.

Guest favorite
Guesthouse in San Lorenzo
4.89 out of 5 average rating, 177 reviews

16017-Private 2BR Guest Unit near HWY, BART & Mall

This is a detached 2-bedroom 1-bath guest unit with full kitchen and laundry at the back of my house. It has a private entrance which is accessed from our driveway and backyard. It is conveniently located near freeway 580, 880 and 238, and Bay Fair Bart Station. It's also close to Costco, Walmart, Target and many restaurants and shops, as well as everything you need. It is 13-min drive to Oakland Airport, 16 mins to Coliseum, 30 mins to Downtown SF

Top guest favorite
A wooden staircase leads up from a lush garden, surrounded by various greenery and bright flowers. A koi pond is visible beneath the staircase, with vibrant orange trees providing a pop of color. Sunlight illuminates the scene, creating a serene outdoor ambiance.
Guesthouse in San Leandro
4.92 out of 5 average rating, 159 reviews

Charming Backyard Guest House with Koi Pond

Charming and cozy, this cottage has beautiful back yard with koi pond and bridge is ideal for both weekend getaways as well as longer stays. Centrally located in the bay area, clean, modern accommodation. Only 3 miles from Bart, 10 miles from OAK and 30 miles from SFO. Relax in your own room in a completely updated home.

Popular amenities for San Leandro guesthouse rentals

When is the best time to visit San Leandro?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$14,853 GYDG$14,644 GYDG$17,363 GYDG$15,480 GYDG$15,899 GYDG$19,246 GYDG$16,526 GYDG$16,735 GYDG$15,271 GYDG$14,853 GYDG$16,526 GYDG$15,062 GYD
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Quick stats about guesthouse rentals in San Leandro

  • Total vacation rentals

    Explore 20 vacation rentals in San Leandro

  • Nightly prices starting at

    San Leandro vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 860 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of San Leandro vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across San Leandro rentals

  • 4.7 Average rating

    San Leandro stays receive an average rating of 4.7 out of 5 from guests