Guesthouse vacation rentals in Oakland

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Top-rated guesthouse rentals in Oakland

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

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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, 495 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!

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, 317 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, 248 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)

Top guest favorite

A modern kitchen is equipped with stainless steel appliances, including a microwave and a gas stove. Wooden cabinetry offers ample storage. A small window above the sink allows natural light, while a light-colored countertop contrasts with the cabinetry. A decorative mat lies on the floor.

Guesthouse in Oakland

4.96 out of 5 average rating, 194 reviews

The Redwood Retreat

Near Lake Temescal, Redwd Regional Prk, Bart, Hwy 13, Rockridge,Montclair, Dwntwn. We completely remodeled our guest house with a focus on short term tenants. Lots of storage within one of the most quite settings you will find. We made a thoughtful attempt to load the unit with everything u might need while away. The kitchen is functional to the point that you could actually cook a Thanksgiving dinner, multiple frying pans to crock pots a blender or chefs knives. Bathroom sundries abound!

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, 936 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, 289 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

A modern guestroom is illuminated by natural light, showcasing a spacious bed adorned with crisp white linens and accent pillows. A small kitchenette is visible, along with a workspace featuring a desk and chair. Large windows offer a connection to the outdoors.

Guesthouse in North Oakland

4.97 out of 5 average rating, 537 reviews

Luxury Rockridge Casita in Our Sunny Garden

** FEATURED in Sunset Magazine ** Our bright modern guest house with private access awaits you. Retreat from the city to our comfortable, clean casita. This lovely, light-filled space sits behind our family home, in our garden with fresh berries and lemons. Enjoy morning coffee at the wood farm table. We offer local coffee + tea, a small fridge, robes, wifi, and outdoor dining. Our quiet street is close to BART, 3 blocks from College Ave, full of great restaurants and shops.

Guest favorite

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, 346 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 inviting kitchen space features modern stainless steel appliances, including a refrigerator and a gas stove. A gray countertop supports a decorative tray and kitchen essentials. The room is brightened by natural light coming through two windows, with open shelves showcasing plants and dishware.

Guesthouse in Temescal

4.91 out of 5 average rating, 210 reviews

Temescal Hideout – Cute, Pet-Friendly, Walkable

Cozy Temescal Retreat – Your Oakland Hideaway Discover comfort and calm in this peaceful, pet-friendly space—perfect for solo travelers or couples. Enjoy private parking, in-home laundry, a full kitchen, and a serene outdoor patio that feels like your own little sanctuary. Just steps from Temescal’s vibrant food scene, Piedmont Ave, BART, and nightlife, it’s the ideal blend of connection and retreat. Unwind, feel at home, and make the most of your Oakland stay.

Guest favorite

An outdoor deck area features two wooden chairs with patterned cushions and a matching table, surrounded by greenery. The city skyline can be seen in the background under a clear blue sky.

Guesthouse in Highland of Adams Point

4.88 out of 5 average rating, 386 reviews

Unique tiny house w huge windows & deck, near lake

Newly constructed (Aug '17) ~ we welcome you to a unique tiny house in the sky! It is surrounded by a huge shared outdoor deck. The tiny house has tons of light, high ceilings, a Murphy bed, full bathroom, "tiny house" kitchen, and bonus beds in a loft space. Walkable, green, central area. COVID: unit shares NO air with anyone else! (no ductwork etc). It is a peaceful neighborhood here and we respect quiet hours after 10p.