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 peaceful garden pathway is framed by lush greenery and colorful flowering plants, leading to a welcoming guest house. The exterior of the guest house is visible, featuring large windows that allow natural light to enter, surrounded by a variety of vibrant landscaping.
Guesthouse in Oakland
4.99 out of 5 average rating, 258 reviews

Private Studio & Office-Bay Views, Oakland Hills

Enjoy this wonderfully appointed, 550-sq-ft Private Guest House in one of Oakland's nicest and quietest neighborhoods – the Piedmont Pines section of Montclair. Gaze at ever-changing SF Bay views, while relaxing on the private deck. Explore outstanding hiking trails, just minutes away. Visit Montclair Village, with grocery stores, boutiques, lots of services, great restaurants, and a fantastic farmer's Market on Sundays! Make full use of the separate office space, complete with desk and WiFi!

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, 205 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, 132 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

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, 133 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.

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.

Guest favorite
Guesthouse in Castro Valley
4.89 out of 5 average rating, 167 reviews

15min walk to Bart/New remodel/Private entrance

Private access to the entire guest suite. Front door parking for 1 vehicle. Nice, quiet, peaceful, children friendly, convenient and centrally-located place. The unit is brand new remodel, washer and dryer in the unit! Walking distance to public transportation, including BART train, within 15mins to OAk, within 30mins to SFO. Major car rental is nearby. - queen size bed - twin size bed - computer desk - independent Central AC/ Heating - Full kitchen & eating utensils - Fast wifi

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, 1,032 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 Walnut Creek
4.96 out of 5 average rating, 137 reviews

The Willow Cottage

Modern Farmhouse Cottage, walking distance to downtown Walnut Creek. Recently renovated unit sits on a sprawling 5 Acres, which feels like the country but also close to shopping and amazing restaurants. Includes full access to a pool, Chef style kitchen and an outdoor lounge area. Private entrance and plenty of free parking. If Interested, please contact me with: - Occupancy (total amount of guests, pets, cars, etc) - A bit about yourself and your interest in renting

Top guest favorite
Guesthouse in Oakland
4.92 out of 5 average rating, 401 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.

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, 143 reviews

Delightful Hideaway in San Carlos

Fully equipped executive studio in the heart of Silicon Valley. This studio is ideal for accommodating executives, visiting doctors and nurses and other professions that might require long term stays. Visitors will enjoy the warm family-friendly environment and delightful garden setting. It is also well-suited for those on vacation who delight in visiting the nearby cities, as well as those who have families close by and want to have their own private spot.

Guest favorite
Guesthouse in San Lorenzo
4.89 out of 5 average rating, 176 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

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$17,364 GYDG$15,481 GYDG$15,899 GYDG$19,247 GYDG$16,527 GYDG$16,736 GYDG$15,272 GYDG$14,853 GYDG$16,527 GYDG$15,062 GYD
Avg. temp10°C11°C13°C14°C16°C17°C18°C18°C18°C16°C13°C10°C

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