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

The interior showcases a minimalist design with textured gray walls. A compact kitchenette features a sink, microwave, and black refrigerator. A circular mirror reflects the room's light. A small black media console holds a stereo system and books, while a rustic door offers access to the outside.

Guesthouse in Oakland

4.99 out of 5 average rating, 142 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 functional bathroom is presented with a spacious shower area and a sleek white sink. Natural light streams through multiple windows, highlighting the modern design. Neutral-colored towels hang neatly, and toiletries are organized on the counter for easy access.

Guesthouse in Eastmont Hills

4.99 out of 5 average rating, 147 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 California 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!

Guest favorite

A spacious wooden deck is visible, surrounded by lush greenery and towering trees. A large redwood tree stands prominently in the foreground, while a pathway of stone pavers leads deeper into the natural setting. Sunlight filters through the foliage, creating a serene atmosphere.

Guesthouse in Oakland

4.93 out of 5 average rating, 494 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!

Guest favorite

Guesthouse in San Ramon

4.93 out of 5 average rating, 193 reviews

Independent In-Law Unit (Casita) with Full Bath

This Casita (in-law unit) is a 250 sft independent unit that includes a full attached bathroom. It's in a quiet neighborhood of East Bay and is sparkling clean, bright and airy. It has its own separate entrance with lock and key. Close to BART and freeways. It comes equipped with a brand new comfortable queen bed and mattress, TV, mini-fridge, coffee maker, and microwave oven. In addition, there's a single hot plate electric stove to cook a quick meal. Street parking is always available.

Superhost

A modern living area features two sleek armchairs beside a minimalist fireplace. A small white table sits between them. Natural light enters through a nearby glass door, which opens to a private balcony, enhancing the spacious and airy environment.

Guesthouse in Oakland

4.84 out of 5 average rating, 315 reviews

Beautiful Modern ADU Apt With Private Entrance

Beautiful modern home, quiet, 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

An aerial view showcases a spacious pool surrounded by a wooden deck, with lounge chairs arranged nearby. The illuminated hot tub and diverse greenery create a serene outdoor space, perfect for relaxation and enjoying nature.

Guesthouse in Oakland

4.97 out of 5 average rating, 246 reviews

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!

Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated 82F May 1st-Oct. 31st. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

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 Eastmont Hills

4.79 out of 5 average rating, 932 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

The exterior showcases a detached studio, accentuated by string lights that frame the entrance. Sliding glass doors lead to the interior, revealing glimpses of a cozy living space and a modern kitchenette. A wooden deck with outdoor seating complements the inviting atmosphere.

Guesthouse in Oakland

4.92 out of 5 average rating, 287 reviews

Private, Detached, Urban Creekside Studio.

This unique, well equipped, 1 Bed cute little studio (that we love) is detached and fenced off from our main house. It has a separate entrance through a side gate and it's own private rear deck, with a seating and dining area... that overlooks Sausal Creek and Dimond Park. The tall willow that grows along the creek gives the deck the perfect amount of privacy and with the tranquil sound of the creek flowing (not during dry season) you would almost forget you are in an urban city.

Guest favorite

An outdoor patio area is illuminated by string lights, creating a cozy ambiance. Comfortable seating is arranged around a central table, with a large umbrella providing shade. Lush greenery and a wooden fence frame the space, enhancing the tranquil setting.

Guesthouse in San Leandro

4.95 out of 5 average rating, 241 reviews

East Bay Cozy Cottage

Your lovely cottage is ready and perfectly located to explore the Bay Area or catch a flight in or out. This peaceful space has a plush, comfy queen size bed and a fold down sofa-futon (best utilized for a child or teenager). There is a well-stocked kitchenette. BBQ grill too. We are conveniently located near the two main highways linking all East Bay destinations. Oakland's Oracle Arena (15 min), Jack London Sqr (25 min), San Francisco-downtown (40 min), Lake Chabot (10 min)

Guest favorite

An inviting outdoor seating area is presented, featuring two stylish chairs placed on a wooden deck. The vibrant green door and windows create a charming entrance, while surrounding plants add a touch of nature. A small table sits between the chairs, enhancing the cozy ambiance.

Guesthouse in Oakland

4.93 out of 5 average rating, 235 reviews

Eco-Cottage Sanctuary in Garden Oasis

Our popular cottage is like a retreat experience in the city! The cottage is an enchanting oasis nestled in the back and quiet from street noise. You will sleep comfortably on our new mattress topper! Our urban farm and garden offers a unique heartwarming experience-with lush gardens, frogs, chickens and 3 young goats! The cottage is perfect for guests looking for a comfortable space to relax after a busy day. Come and enjoy our beautiful and relaxing eco-friendly cottage!

Guest favorite

An outdoor seating area is framed by lush greenery and vibrant flowers. Comfortable seating is arranged around a fire pit, with a shaded pergola overhead. The garden space showcases climbing plants and stone pathways, offering a peaceful retreat with views of surrounding hills.

Guesthouse in Oakland

4.91 out of 5 average rating, 345 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

The kitchen area features dark cabinetry and a light-colored backsplash, with modern appliances including a refrigerator and stove. A dining table with four chairs is positioned adjacent to the kitchen. The room is illuminated by recessed lighting and has glossy black tile flooring.

Guesthouse in San Lorenzo

4.89 out of 5 average rating, 136 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.