Vacation rentals in Oakland

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!

4.94 out of 5 average rating, 129 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!

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.

4.91 out of 5 average rating, 202 reviews

A serene garden path is lined with soft stone pavers, surrounded by vibrant greenery and illuminated by warm fairy lights. A swinging egg chair hangs from a tree, providing a cozy spot to relax among scattered pink petals on the ground.

Cottage in Longfellow

Country Cottage w private parking & Rose Garden

Villa Banyan is a beautiful space to immerse into nature & beauty; a retreat for a romantic getaway or family excursion, a sweet home away from home. Built in 1916, it's a private cottage renovated with luxurious amenities w/ original charm. Centrally located, it’s near food/shopping/movie while being tucked in a quiet, cute & safe neighborhood surrounded with trees. 20 jet outdoor JACUZZI 15-20 mins to SF 10 mins to Oakland or Berkeley WIFI + Work Space/Office Washer/Dryer private parking

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, 258 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!

4.97 out of 5 average rating, 510 reviews

A vibrant sunset paints the sky in shades of orange and pink. The silhouette of the Bay and Golden Gate Bridges is visible in the distance, framed by rolling hills that contrast with the serene water below.

Guest suite in Oakmore

BridgesView Spa & Couples Retreat, Easy Parking

This luxurious suite with kitchenette features a beautiful view towards the Bay and Golden Gate Bridges, designed especially for a romantic getaway or anyone needing a relaxing space. Soak and play in the two-person jetted tub, enjoy the gorgeous large bathroom. Easy street parking is always available, and garden lined exterior stairs take you to the private entry and patio. A laundry is provided for guest use only. Hikes into the canyon below or neighborhood above are a special treat.

4.79 out of 5 average rating, 977 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 Redwood Heights

4.9 out of 5 average rating, 210 reviews

Charming Redwood Heights Garden Studio

Private studio in a family home with separate entrance and dedicated parking spot. We are located in the Redwood Heights neighborhood of Oakland California with easy access to freeways, shopping, sights, and restaurants. This is the perfect home base for national and inter-national travelers visiting the Bay Area. The studio has a small kitchenette, bathroom, and a comfortable queen size bed. There’s a flatscreen TV , wifi, and a shared garden patio right outside the door.

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.

4.93 out of 5 average rating, 331 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.

4.99 out of 5 average rating, 169 reviews

A bright and modern kitchen area features dark cabinetry and a coffee station, accompanied by a patterned rug on the floor. A breakfast bar with two stools is visible, and the open layout connects to a cozy living space that showcases colorful furnishings and artwork.

Apartment in Longfellow

The Cozy Casita 2

Welcome to the Cozy Casita, you’re home away from home. The central location makes it the perfect jumping off point for all your Bay Area adventures with close proximity to MacArthur BART station, Multiple bus stops, Bay Wheels bike rental, shops and restaurants in Emeryville and Temescal, Access to 4 major highways within 1/4 mile, Lake Merritt, Uptown/Downtown Oakland, San Francisco, Berkeley, and many more Bay Area hotspots.

Popular amenities for Oakland places to stay

Laptop-friendly workspace

Oakland apartment rentals

4.86 out of 5 average rating, 178 reviews

A cozy living area is displayed, featuring a grey sofa adorned with patterned cushions. A coffee table sits in front of a multi-colored area rug, with a television mounted on a wooden media console. Two pets are seen, one on the couch and the other on the floor.

Apartment in Millsmont

Beautiful private 1 bedroom apartment w/ Bay views

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

4.83 out of 5 average rating, 300 reviews

A spacious bed with crisp white linens is centered in the room, complemented by decorative yellow pillows. A simple desk is positioned nearby, featuring a wall-mounted TV above it. A potted plant adds a touch of greenery, enhancing the cozy atmosphere.

Apartment in Merritt

Cozy & Chic Farmhouse Studio: Walk to Lake Merritt

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, 140 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

Other great vacation rentals in Oakland

4.98 out of 5 average rating, 174 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

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

Guesthouse in Crocker Highlands

4.93 out of 5 average rating, 124 reviews

Elegant, bright, private cottage

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

4.91 out of 5 average rating, 361 reviews

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

Guesthouse Garden Retreat

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