Guesthouse vacation rentals in San Leandro

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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 dining area is shown, featuring a light wooden table set for two with plates and glasses. Two gray chairs are neatly arranged around the table. A potted plant adds a touch of greenery, positioned near a bright window with a light-filtering shade.
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, 133 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 patio area is visible near the entrance of the studio, featuring a small table and blue chairs. Potted plants line the pathway, leading to the main entrance. Sunlight filters through the surrounding trees, creating a serene outdoor space.
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.

Superhost
A private balcony showcases a serene view of a hillside landscape, featuring a variety of trees and greenery. The sturdy railing frames the view, allowing for a peaceful outdoor space to enjoy the natural surroundings.
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
A modern kitchen is presented with sleek blue cabinetry and a white tiled backsplash. Essential appliances including a gas stove, kettle, and a cutting board set are visible. The kitchen counter is neatly arranged with cleaning supplies, contributing to an organized and functional space.
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 area is framed by wooden fencing, featuring various plants and greenery. A door with a purple frame leads into the guesthouse. The wooden deck enhances the natural setting, contributing to a sense of tranquility and seclusion.
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
A cozy studio interior features a spacious bed with a light-colored blanket and a soft grey tufted bench. A smart TV is mounted on the wall, and a kitchenette area with essential appliances is visible in the background. Natural light filters through blinds enhancing the warm ambiance.
Guesthouse in Hayward
4.81 out of 5 average rating, 141 reviews

Adorable Private Garden Studio

Centrally located, cozy, fully furnished studio with all of the amenities needed for a relaxing stay! Just bring your luggage! Conveniently located in a Hayward garden oasis near freeways leading to San Francisco, San Jose, and Palo Alto. You will be pleasantly surprised once you enter the property by how well hidden this gem is away from the busy bustle of Hayward. Enjoy your morning coffee in the sunny courtyard or perhaps share a glass of wine by the fire-pit in the evening.

Top guest favorite
A verdant garden is displayed, featuring a pathway lined with stepping stones leading to the two cabins. Lush plants and vibrant flowers surround the space, complemented by raised garden beds filled with herbs and vegetables. The cabins, with large windows, are visible in the background.
Guesthouse in Oakland
4.92 out of 5 average rating, 402 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
An open living space features dark tiled flooring and natural wood cabinets in the kitchen area. A round dining table with four chairs is positioned near a flat-screen TV. Two bedrooms can be seen through two doors, providing a layout that emphasizes accessibility.
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 upward through a landscaped yard, flanked by palm trees and vibrant vegetation. A stone pathway connects various garden elements. In the background, a koi pond is visible, while a decorative lantern stands at the base of the stairs.
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$14,843 GYDG$14,634 GYDG$17,351 GYDG$15,470 GYDG$15,888 GYDG$19,233 GYDG$16,515 GYDG$16,724 GYDG$15,261 GYDG$14,843 GYDG$16,515 GYDG$15,052 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$8,362 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