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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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A well-lit room features a spacious bed with neutral bedding and a textured throw. A small dining area includes two wooden chairs and a round rug. The kitchen is partially visible, showcasing modern cabinetry and a bright color scheme.

Guesthouse in Rockridge

4.88 out of 5 average rating, 305 reviews

The Rockridge Cottage

The Rockridge Cottage is a lovely stand alone backhouse in the most central location in the East Bay. Enjoy the peaceful backyard and privacy of your own home and be steps away from the world class restaurants and cafes of College Avenue. Located just three blocks away from the Rockridge BART Station, the Rockridge Cottage is only 25 minutes from Downtown San Francisco and just down the road from the UC Berkeley campus. Walk Score of 92. There is no need to have a car in this neighborhood.

A spacious driveway leads to a well-maintained home nestled among trees. The house features a light-colored exterior and is complemented by warm lighting around the entrance. Landscaping includes bushes and flowers, enhancing the natural setting.

Guesthouse in Oakland

4.92 out of 5 average rating, 500 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!

The spacious room features vaulted ceilings and natural light streaming through large sliding glass doors. A queen bed is positioned with a light-colored quilt and decorative pillows. A small seating area includes a chair and a television set, while an air conditioning unit is visible to the side.

Guesthouse in Grand Lake

4.94 out of 5 average rating, 103 reviews

Quiet space, great location!

Spacious single room ADU with vaulted ceilings, queen bed, and natural light. Access to a large yard with beautiful views. A new private bathroom is just outside, steps away in the main house. Located in a quiet, safe neighborhood near Grand Lake Theater, Lake Merritt, Morcom Rose Garden, restaurants, and shopping. Minutes to Berkeley, Piedmont, downtown Oakland, and public transport to SF. Dedicated entrance to room. No kitchen - mini fridge, coffee pot, kettle included for your convenience.

Top guest favorite

A tranquil pool surrounded by a spacious deck features lounge chairs for relaxation. The sun casts a warm glow over the water, highlighting the adjacent charming cottage and lush greenery. Tall trees provide shade, enhancing the serene atmosphere.

Guesthouse in Oakland

4.97 out of 5 average rating, 255 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 cozy living area is presented with a rustic wooden accent wall and a flat-screen television mounted for entertainment. A spacious coffee table sits centrally with candles, accompanied by a modern yellow and blue sofa, while an armchair with a bright green cushion adds a touch of color.

Guesthouse in Oakland

4.96 out of 5 average rating, 197 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!

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, 544 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.

The interior features wooden paneling with a lofted sleeping area accessed by a ladder. A desk and a television are visible, alongside a cozy sofa and a dining table. Natural light streams in through large windows, creating a warm and inviting atmosphere.

Guesthouse in Oakland

4.93 out of 5 average rating, 243 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!

The image depicts a serene garden pathway leading to two adjacent cabins, framed by vibrant greenery and flowering plants. A wooden trellis is visible, providing shelter, while soft lighting from the cabins enhances the calm atmosphere. A mixture of stone and mulch surfaces directs attention toward the entrance.

Guesthouse in Oakland

4.91 out of 5 average rating, 355 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 yard is encircled by lush greenery and mature trees, creating a private outdoor setting. A stone fireplace is visible near a charming garden shed. Patio furniture, including chairs and a table, is arranged invitingly on the grass, ideal for outdoor meals.

Guesthouse in Oakland

4.96 out of 5 average rating, 564 reviews

Lakeshore Cottage

Our quiet studio cottage is located in the Lakeshore/Grand Ave area of Oakland. The neighborhood is safe and beautiful and the cottage is neat and easily accessible. There is a large bright main room and a spacious bathroom that was recently updated. The cottage includes a mini kitchen. The location is close to downtown Oakland, Berkeley and San Francisco.

A modern kitchen space is presented with sleek cabinetry and stainless steel appliances. Natural light enters through glass doors leading outside. A wooden dining table is accompanied by three stools, while a wall clock and organized dishware add functional elements.

Guesthouse in North Oakland

4.93 out of 5 average rating, 303 reviews

Private Garden Studio, fast wifi near Bart

Newly remodeled home located in the popular Mosswood neighborhood, next to Temescal. 10 min walk to Sprouts Farmers Market, Boutiques & Restaurants on Piedmont Ave and MacArthur Bart Station.(to San Francisco easily) 10 min drive to Lake Merritt, Downtown Oakland and Oakland Chinatown.

The charming cottage exterior features natural wood siding, framed by greenery and vibrant flowers. A welcoming entrance is visible, along with a small deck furnished with two chairs and a table, offering a cozy spot for outdoor relaxation.

Guesthouse in Kensington

4.94 out of 5 average rating, 700 reviews

Secluded luxury cottage & hot tub

Surrounded by trees on 1/2 acre, our cottage in Kensington/ Berkeley Hills is a perfect country house in the city. Our relaxing light-filled retreat is decorated with our original textile designs, Kiran's fine art photography and has a hot tub available for the guests under the stars.

Top guest favorite

A cozy living area is presented with a gray sofa adorned with orange accent pillows. Natural light enters through two upper windows, highlighting a rustic wooden table and shelves displaying decorative items. A flat-screen television sits on a wooden stand, contributing to the space's inviting ambiance.

Guesthouse in Oakland

4.99 out of 5 average rating, 207 reviews

Redwood Heights Cottage with Stunning Bay Views

Quiet cottage nestled in a Redwood Heights oasis. We have lovingly renovated the detached private cottage next to our house. The whole property is half an acre with stunning views of the SF Bay and walking distance to shops and restaurants in the Laurel and Redwood Heights area.

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Popular amenities for Oakland guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Top guest favorite

The office/living area is furnished with a small dining table, two comfortable reading chairs, and a mini fridge. Natural light enters through the window and skylight, illuminating the space with soft tones. Decorative art and framed photographs are displayed on the walls.

Guesthouse in Kensington

4.99 out of 5 average rating, 348 reviews

Stand-alone cottage in garden setting, parking.

The exterior of the Water Tower is partially obscured by lush greenery and vibrant flowers. A quaint courtyard area features a rustic charm with a weathered chair and a decorative element, creating a serene entrance to the space.

Guesthouse in Alameda

4.92 out of 5 average rating, 354 reviews

Cozy Watertower by Beach and Transit

A modern structure is viewed from a wooden walkway leading to a spacious deck. Sunlight enhances the exterior's clean lines and large windows, while trees provide a natural setting. The deck features seating and an umbrella, creating an inviting space for outdoor relaxation.

Guesthouse in Highland of Adams Point

4.87 out of 5 average rating, 386 reviews

Unique tiny house w huge windows & deck, near lake

The room features traditional tatami mat flooring and a low wooden table surrounded by floor cushions. A wood-burning stove stands against one wall, contributing to the rustic atmosphere. Light floods in from the skylight above, illuminating the inviting space with natural warmth.

Guesthouse in North Berkeley

4.84 out of 5 average rating, 1,354 reviews

Traditional Japanese Tea House

Top guest favorite

A rustic chair with a floral cushion is positioned on a wooden deck, inviting relaxation. A decorative pot is situated beside a young tree, adding a touch of greenery. The cottage's wooden entrance, adorned with a glass door, provides a glimpse of the tranquil garden setting.

Guesthouse in San Pablo

4.95 out of 5 average rating, 296 reviews

Rustic Cottage *****Hiking & Biking

Top guest favorite

A private cottage is viewed from above, featuring a welcoming outdoor patio area. Sofas and ottomans provide comfortable seating, arranged around a central space on the paved surface. Surrounding greenery adds a natural ambiance to the setting.

Guesthouse in Berkeley

4.95 out of 5 average rating, 267 reviews

South Berkeley Cottage

Top guest favorite

A light-filled living area features a spacious sectional sofa positioned next to a small black table. Soft curtains frame the windows, while colorful cushions add warmth. A bookcase with framed artwork can be seen in the background, enhancing the inviting design.

Guesthouse in Oakland

4.97 out of 5 average rating, 113 reviews

Lulu's Place: a safe gated retreat min to Downtown

A modern cottage is surrounded by lush greenery, featuring large glass windows that invite natural light. A patio area is visible in the foreground with minimalist furniture, while the vibrant plantings enhance the outdoor space's serenity. The inviting entrance is framed by bamboo and soft landscaping.

Guesthouse in Rockridge

4.88 out of 5 average rating, 257 reviews

Modern Sunny Rockridge Cottage

Guest house rentals with a patio

Top guest favorite

A comfortable living area is highlighted by a spacious leather sofa adorned with floral accent pillows. Natural light fills the space through large windows dressed with wooden blinds, while a patterned rug adds texture beneath a wooden coffee table.

Guesthouse in Mill Valley

4.99 out of 5 average rating, 139 reviews

Beautiful Guesthouse in the Heart of Mill Valley

A private outdoor patio area features wooden decking with comfortable seating and a low coffee table. Warm string lights adorn the space, providing soft illumination at night. Potted plants add a touch of greenery, while the perimeter is enclosed by a wooden fence.

Guesthouse in Berkeley

4.91 out of 5 average rating, 102 reviews

Quaint two-bedroom cottage with patio!

Top guest favorite

An outdoor patio area is shown with two red folding chairs positioned around a small fire pit. A potted plant sits on the ground, and decorative stones line the edges of the concrete flooring. Soft lighting is provided by string lights above.

Guesthouse in San Francisco

4.98 out of 5 average rating, 111 reviews

La Casita - a quiet studio, Crocker Amazon area!

Top guest favorite

A welcoming outdoor space features two comfortable chairs positioned beside a small table, surrounded by lush greenery and blooming plants. A decorative wreath adorns the entrance, adding a touch of charm to the serene garden setting.

Guesthouse in Point Richmond

4.98 out of 5 average rating, 119 reviews

Private garden retreat

Top guest favorite

The inviting interior of the studio features a spacious bed with white linens and decorative pillows. A kitchenette is visible with modern appliances, complemented by a small dining table and chairs. Natural light filters through windows, highlighting the warm wood accents and brick wall.

Guesthouse in Berkeley Hills

4.99 out of 5 average rating, 194 reviews

Berkeley Bitty House - a little bit of home

A serene garden setting is presented, featuring a wooden seating arrangement surrounded by lush greenery and vibrant flowers. A pathway leads through the gravel, while a multi-level structure is partially visible in the background, blending harmoniously with the natural surroundings.

Guesthouse in Sausalito

4.88 out of 5 average rating, 134 reviews

Sausalito Garden Stay

A well-lit attic bedroom features two double beds, one positioned against a wall with a warm blanket. Colorful stained glass windows provide vibrant light, highlighting the wooden floor and decorated dresser. A small bookshelf and a chair are present in the cozy space.

Guesthouse in Woodacre

4.98 out of 5 average rating, 116 reviews

Cottage in beautiful Woodacre, Marin

Top guest favorite

A large saltwater pool glistens under a clear blue sky, surrounded by lush greenery. The view overlooks the hills and twinkling lights of San Rafael, providing a serene backdrop for relaxation.

Guesthouse in San Rafael

4.96 out of 5 average rating, 169 reviews

Hillside Oasis Btwn SF, Napa w/ Big Views + Pool!

Guest house rentals with a washer and dryer

Top guest favorite

A living area features a wooden loft-height ceiling with exposed beams. Comfortable seating includes a dark leather sofa and patterned armchair. A flat-screen TV is wall-mounted, and large windows provide natural light, with a lamp and side table positioned nearby.

Guesthouse in Alameda

4.99 out of 5 average rating, 237 reviews

Cozy Alameda Garden Cottage

A bright sleeping area is presented with a spacious bed dressed in striped linens. Natural light is allowed in through a skylight above, highlighting the minimalist decor and warm wooden flooring. A small desk with a plant is positioned beside the bed, with an open doorway leading to an adjoining bathroom.

Guesthouse in Albany

4.95 out of 5 average rating, 469 reviews

Modern and Private Cottage with Outdoor Patio

Top guest favorite

A vibrant garden is filled with a variety of blooming flowers, including roses and colorful shrubs. A spacious lawn is bordered by a brick pathway, leading to a patio area. Surrounding plants add texture and depth, enhancing the outdoor space's inviting nature.

Guesthouse in El Cerrito

5 out of 5 average rating, 208 reviews

Garden guesthouse next to ElCerrito BART&shopping

A lush garden surrounds the cozy cottage, featuring diverse plants and greenery. Raised garden beds filled with herbs and vegetables complement the gravel pathway leading to the cottage. The exterior features light-colored siding and a muted gray door, merging with the natural landscape.

Guesthouse in Temescal

4.87 out of 5 average rating, 339 reviews

Rockridge Garden Cottage

A cozy bedroom features a queen bed adorned with a floral-patterned blanket and a decorative pillow with the word 'Welcome.' Natural light fills the space through a window with blue and gold curtains. A small nightstand and a wall decoration with flowers are visible.

Guesthouse in San Pablo

4.89 out of 5 average rating, 235 reviews

1-bed 1-bath private backyard entrance guest suite

Indoor living area features a comfortable couch near a wooden entertainment unit with a flat-screen TV. A decorative clock is mounted on the wall, and a tall indoor plant adds a touch of greenery. Natural light floods the space through a skylight above.

Guesthouse in Berkeley

4.94 out of 5 average rating, 145 reviews

Yvette and Mike's Garden Cottage

Top guest favorite

The exterior of a charming cottage is depicted, with a wooden facade and a welcoming door. Lush greenery and vibrant flowers frame the entrance, while a stone pathway leads to the door. The surrounding area features a mix of trees and shrubbery, enhancing the serene environment.

Guesthouse in Albany

4.93 out of 5 average rating, 214 reviews

Cozy backyard cottage

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

4.93 out of 5 average rating, 138 reviews

Charming Backyard Guest House with Koi Pond

Quick stats about guesthouse rentals in Oakland

Total rentals
390 properties
Total number of reviews
38K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Wifi availability
380 properties include access to wifi

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