Vacation rentals in Oakland

4.97 out of 5 average rating, 968 reviews

A private patio features two chairs with cushions positioned around a small table. Lush greenery surrounds the space, complemented by vibrant flowers in a blue planter. A red awning provides shade, adding a cozy touch to the outdoor area.

Guest suite in Oakmore

Sunset Spa Suite w/private patio, views & parking

This private suite is a slice of heaven in a woodland setting! Accessed via a flight of garden stairs, it has a private entry, dedicated street parking, a private patio, luxurious large bath with a walk-in shower for 2, large jacuzzi tub for 2, heated floors, A.C., mini fridge, toaster oven, & microwave! The bedroom features a queen-sized bed, table for two, large screen smart TV, and strong fiber optic WIFI signal. Located in a beautiful neighborhood with wonderful hikes just outside the door.

Guesthouse in Eastmont Hills

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.

4.99 out of 5 average rating, 166 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)!

4.97 out of 5 average rating, 269 reviews

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

Pool, Jacuzzi, Sauna, Huge Views, gated, 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 May 31st to October 30th. 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)

4.92 out of 5 average rating, 513 reviews

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 Oakmore

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!

4.98 out of 5 average rating, 839 reviews

The private entrance features a wooden door framed by a welcoming porch. Two teal chairs with striped cushions are positioned beside a potted plant, offering a cozy spot to relax. A patterned doormat adds a decorative touch to the entryway.

Guest suite in Bushrod

East Bay Studio Oasis - Rest, Relax, Or See It All

Cozy, clean studio apt located in the heart of North Oakland’s trendiest neighborhood. Renovated w/ kitchenette, stove/oven, fridge; large shower, cable TV, private entrance & porch. Queen size bed & small futon appropriate for a child or small adult. Walk to Temescal neighborhood for shops & foodies! Access to 3 BART stations, UC Berkeley, & the freeway. Awesome neighbors & sunny backyard for guests. Downstairs attached to main house. Located in Oakland ACROSS THE BAY from San Francisco.

4.97 out of 5 average rating, 257 reviews

A cozy living area features a blue sofa, accompanied by dark throw pillows. A modern coffee table is placed on a textured rug, with candles and decorative items atop it. The kitchenette showcases sleek cabinetry and appliances, illuminated by natural light through large windows.

Guest suite in Oakland

Curated Studio w/ Hot Tub & Outdoor Bath

Stay in a modern space curated by Oakland artists! This spacious studio features reclaimed barn wood throughout with eclectic modern furnishings. Snuggle up in the queen sized Casper mattress with luxurious spa quality sheets. Working while traveling? We've got gigabit wi-fi. Couples will enjoy the garden hot tub & outdoor bath with dual shower heads. Just looking to relax? Take a dip in our private outdoor bathing tub. Gated off-street parking & anytime contactless checkin are included too!

4.99 out of 5 average rating, 108 reviews

A bright and airy hallway is displayed, leading to a modern kitchen and private deck. The space features warm wooden flooring and natural light. Art pieces adorn the walls, while a dining table with wooden chairs is positioned beside a potted plant, creating an inviting atmosphere.

Apartment

Sunlit Oakland Retreat w/ Designer Touches & Deck

Sunlight + greenery + indoor-outdoor flow to the deck. Perfect for remote workers, couples, or friends looking for a calm, design-forward retreat. Not suitable for toddlers. Located in the heart of sought-after Piedmont Avenue district. Why you’ll love it: • Premier Walk Score of 96 – enjoy cafés, boutiques just steps away • Michelin 2-star dining around the corner, along with many local favorites • Gourmet kitchen – fully equipped and stocked • Private deck nestled among mature trees

4.79 out of 5 average rating, 976 reviews

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 Millsmont

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 suite in Piedmont Pines

A wooden outdoor table is set on the deck, accompanied by a mug and a magazine. The view showcases lush greenery, with eucalyptus trees and hills in the backdrop, providing a serene atmosphere. Natural light illuminates the scene, enhancing the connection with nature.

4.97 out of 5 average rating, 118 reviews

Beautiful canyon view suite

Enjoy Shepherd Canyon: sunlight dancing on leaves, birds flying at eye level, sun setting behind eucalyptus trees, flickering lights at night. Downstairs floor (1100 sq ft) of mid-century home in Oaklands Hills. Full kitchen for snacks or gourmet meals, comfy queen bed in bedroom, sofa bed in living room. Enjoy picturesque walk to Montclair Village or hike or bike right up the hill. Drive 11 minutes to BART, located in Rockridge, which also has restaurants and shops to explore.

4.97 out of 5 average rating, 552 reviews

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 Oakland

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.

Guesthouse in Redwood Heights

A cozy interior of a cabin is showcased, featuring a lofted sleeping area accessed by a wooden ladder. Below, a spacious bed is positioned near windows that invite natural light. A small dining table with chairs and bookshelves add functionality to the warm wooden space.

4.95 out of 5 average rating, 234 reviews

Charming Cozy Cottage in Eco-Garden Oasis

Our charming cottage is a relaxing retreat in the city! Our sweet cabin is small and cozy set in an expansive garden oasis. We offer a unique experience for those interested in a beautiful and tranquil escape in the heart of the city. The cottage is at the back of our large garden with views of our beautiful urban farm with a pond, chickens and goats! Families with up to 2 children are best suited for the loft because of the low ceiling. No more than 2 adults please.

4.92 out of 5 average rating, 329 reviews

A private hot tub is shown in the foreground, with soft bubbles visible on the surface. In the background, a modern cabin facade features large glass doors reflecting warm sunset hues, framed by a wooden deck with seating.

Cabin in Sheffield

Hike-in Bay Views Cabin w HotTub

Hike up to a well designed, small-but-mighty modern cabin with fast WiFi, your own hot tub and a panoramic view spanning across the bay from the Golden Gate to the San Mateo bridge. 108 stairs lead up to the Aerie, so if you don’t want to get your steps in, this is probably not the space for you! 15 min from OAK and city life, but a world away. Sunsets are glorious here. The Aerie is a special spot just for 1 or 2, so leave the posse behind. Registered guests only.

Vacation rentals for every style

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Popular amenities for Oakland vacation rentals

Laptop-friendly workspace

Oakland apartment rentals

4.81 out of 5 average rating, 234 reviews

A private studio apartment is presented with a spacious bed covered in a navy blue quilt. The room features a mirrored closet, a mini kitchenette with a microwave and mini fridge, and a small work desk. A flat-screen TV stands on a simple black table.

Apartment in Old Oakland

Downtown Modern Studio! Nearby Bart!

4.98 out of 5 average rating, 139 reviews

A newly remodeled kitchen is showcased, featuring white cabinetry and stainless steel appliances. A patterned rug lies on the tile floor, adding warmth to the space. A dining area with wooden chairs is visible, complemented by colorful artwork on the wall.

Apartment in Glenview

Spacious 2BR — Perfect for Families and Friends

Apartment in Shepherd Canyon

A bright and airy living space features a comfortable white sofa facing large windows, allowing natural light to fill the room. A dining table is set for two, and a fridge is visible in the background, enhancing the functionality of the cozy apartment.

4.87 out of 5 average rating, 283 reviews

Montclair Retreat-quiet, private, in unit laundry

4.96 out of 5 average rating, 514 reviews

An outdoor deck is surrounded by lush greenery, providing a serene setting. A comfortable seating area made of natural wood is paired with colorful cushions. A circular fire pit with stones sits at the center, alongside a small dining table and chairs, enhancing the inviting ambiance.

Apartment in Mosswood

Boutique Garden Apartment-Temescal

Apartment in Point Richmond

A dining space features a table set for two, with a bottle of wine and glasses in view. The large windows frame a vibrant sunset over the water, highlighting the serene SF Bay scenery.

4.91 out of 5 average rating, 352 reviews

Point Richmond Top Floor Studio with Bay views

4.96 out of 5 average rating, 223 reviews

A spacious living area features a green sectional sofa adorned with decorative cushions. Natural light streams through charming skylights, illuminating the wooden beams above. A small wooden side table holds stacked books, while a dining area is visible in the background.

Apartment in Oakland

El Nido—a Magnificent Victorian Home

4.95 out of 5 average rating, 113 reviews

The exterior of a late 19th-century house is framed by mature oak trees, with a welcoming set of blue stairs leading to the front entrance. Warm light glows from the windows, creating an inviting presence amidst the surrounding greenery.

Apartment in Glenview

Contemporary Apartment in a 19th Century House

4.82 out of 5 average rating, 130 reviews

A spacious living area is presented with a comfortable gray couch positioned near a large window, allowing natural light to illuminate the space. A simple wooden coffee table and two placemats adorn the dining table, complemented by a small vase with greenery.

Apartment in Glenview

Charming Apartment Oakland Hills

Other great vacation rentals in Oakland

4.98 out of 5 average rating, 173 reviews

A spacious bedroom is featured, furnished with a large bed dressed in white linens, flanked by white dressers. Natural light fills the room through a wide window, illuminating the sleek surfaces and the minimalist design elements, creating a serene atmosphere.

Loft in Emeryville

The Stargazer | Executive King Loft | Urban Oasis

Apartment in Piedmont Avenue

A modern studio features a spacious, light-filled area with a green seating arrangement and sleek cabinets. The kitchen is equipped with essential appliances, while large sliding doors open to an outdoor patio, enhancing the connection between indoor and outdoor spaces.

4.81 out of 5 average rating, 261 reviews

Bright Minimalist Studio Walkable to Piedmont Ave

4.81 out of 5 average rating, 654 reviews

The kitchen area features wooden cabinets and open shelving with glassware displayed. A checkered backsplash complements the sink and stove. The entrance to a bathroom is visible, showcasing a clean and minimalistic design with green walls and essential fixtures.

Guesthouse in Emeryville

Beautiful Garden Bungalow

4.99 out of 5 average rating, 282 reviews

A framed view from the unit showcases a scenic landscape of greenery and distant urban areas. The balcony railing provides an open perspective of the surrounding trees and hills, with a glimpse of the sky dotted with soft clouds.

Apartment in Woodminster

Modern retreat in the tree tops

Apartment in Cleveland Heights

A spacious living area features large windows that allow natural light to fill the room. A round dining table surrounded by four chairs sits adjacent to a comfortable sofa. Decorative artwork adorns the walls, complementing the earthy tones of the decor.

4.97 out of 5 average rating, 269 reviews

A Midcentury's Night Dream- Oakland

Guesthouse in Crocker Highlands

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.

4.96 out of 5 average rating, 577 reviews

Lakeshore Cottage

4.94 out of 5 average rating, 128 reviews

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

Quiet space, great location!