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Vacation rentals in Oakland

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Top-rated vacation rentals in Oakland

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

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Guest favorite
A spacious studio is displayed, featuring a large king-sized bed with a dark brown comforter. A comfortable couch is positioned next to a wooden coffee table. A flat-screen TV and a wooden cabinet add practicality, while natural light filters in through a nearby window.
Apartment in Oakmore
4.84 out of 5 average rating, 443 reviews

LOLA's: Spacious Studio with Garden View

Enjoy a contactless stay in a peaceful Oakland neighborhood with free street parking - your entrance and studio are not shared with anyone else. Amenities include king sized bed, couch, table for dining or workspace, private bathroom, 50" Smart TV w/Netflix, wifi, mini fridge, microwave, kettle and coffee/tea makings (not a full kitchen). Umbrella and chairs are set up for you in the garden. Neighborhood grocery store, pizza and Thai restaurants are two blocks away. Hosts and pups live upstairs.

Top guest favorite
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
4.99 out of 5 average rating, 301 reviews

Modern retreat in the tree tops

Relax in this tranquil space nestled in Oakland Hills. Private inlaw unit furnished with modern furniture and art. Kitchen replete w/microwave-convection oven, induction cooktop, dishwasher, coffeemaker, prep tools and serving items await. Enjoy the electric fireplace, cable TV and high-speed WiFi. Stylish bathroom and comfy bed to refresh and relax. From the off-street parking spot, take the 30 well-lit and stable stairs to this quiet home away from home. No pets or smoking on premises. Enjoy!

Guest favorite
Guest suite in Temescal
4.92 out of 5 average rating, 138 reviews

Cozy 1 BR street-level hideaway.

You’ll be in an exceptional Temescal neighborhood within walking distance of 3 distinct shopping/eating areas. A 10 min. walk to MacArthur BART station & minutes from major freeways. We’re bursting with nearby cafes, bookstores, movies, & shops. The guest suite is a street level unit below our house set up for self check-in. The ceiling of the space is low, so those 6’ or taller might not be comfortable. The guest suite is cozy & relaxing, informal & quiet. Courtyard seating is a real plus!

Superhost
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
4.97 out of 5 average rating, 294 reviews

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!

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
4.97 out of 5 average rating, 215 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 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
4.97 out of 5 average rating, 560 reviews

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.

Top guest favorite
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 in Piedmont Avenue
4.98 out of 5 average rating, 126 reviews

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

Top guest favorite
A circular wooden sign features a decorative tree design, with a weathered appearance. The words 'Merriewood Retreat' are inscribed at the top, and a tagline reads, 'when time stands still and you can to' along the base. The sign is positioned against a rustic post.
Tiny home in Oakland
4.94 out of 5 average rating, 357 reviews

Merriewood Retreat enjoy quiet peace

The Merriewood Retreat, an idyllic respite in the hills, offers convenience and comfort in a place of beauty Work friendly with dedicated WIFI, strong internet and phone usage No TV 2 Dogs max, yard spacious & secure Quick drive to neighboring towns, BART transport, regional parks, and hiking trails Montclair Village 1+ mile varied take-outs, coffee shops, groceries, banks, and boutiques. NO SMOKING ON THE PROPERTY NO DOGS LEFT ALONE (without advanced permission)

Top guest favorite
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
4.94 out of 5 average rating, 372 reviews

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.

Guest favorite
The exterior of the casita is showcased with a charming entrance door framed by well-maintained landscaping. Soft lighting highlights the inviting windows and pathway made of natural stone, leading guests to the entrance amid lush greenery.
Guesthouse in Berkeley
4.92 out of 5 average rating, 566 reviews

Claremont Casita with a View

Welcome to the Claremont Casita, a Spanish-style guest house that sits at the top of our property. Enjoy views of the Claremont hills, outdoor space to relax, a fully appointed kitchen (everything but an oven), Tempur-Pedic queen bed, and comfortable common areas, all in a beautiful neighborhood that is walking distance from Claremont shops, Rockridge, and close to BART and freeways. Ample street parking is available.

Top guest favorite
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.
Apartment in Cleveland Heights
4.98 out of 5 average rating, 280 reviews

A Midcentury's Night Dream- Oakland

Welcome to Fabulous Lake Merritt and the Haddon Hill/Cleveland Heights neighborhood, your gateway to Oakland, Berkeley, SF and beyond. This sunny one bedroom, one bathroom duplex apartment was built in 1955 and is mid-century modern in style with modern conveniences. Here you can enjoy vintage decor that doesn't take itself too seriously; think Don Draper meets Howdy Doody. A vibrant, yet relaxing, place to stay!

Top guest favorite
A modern studio space is showcased, featuring a cozy sleeping area with a spacious daybed adorned with decorative pillows. Large windows allow natural light to fill the room, which includes a flat screen TV and a wooden dining table set against a minimalist décor.
Guesthouse in Shepherd Canyon
4.97 out of 5 average rating, 292 reviews

Bright Modern Secluded Oakland Hills Retreat

Bright, secluded, cozy and modern detached studio in Montclair / Oakland Hills. Just across the bay from San Francisco. Queen bed, full bath and open kitchen w/ appliances + dining bar w/ bay vista views. Hike/bike trails 5 min. away. Your oasis is up the hill past trees, the occasional deer and a few turns through a friendly neighborhood. Car is essential to reach your private getaway!

Popular amenities for Oakland vacation rentals

Self check-inGymBBQ grillLaptop-friendly workspaceWifi

Stay near Oakland's top sights

University of California-Berkeley

942 locals recommend

Lake Merritt

153 locals recommend

Oakland Museum of California

617 locals recommend

Charles Lee Tilden Regional Park

569 locals recommend

Oakland Arena

94 locals recommend

Redwood Regional Park

445 locals recommend

Oakland apartment rentals

Superhost
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.
Apartment in Piedmont Avenue
4.81 out of 5 average rating, 275 reviews

Bright Minimalist Studio Walkable to Piedmont Ave

Guest favorite
A stylish living area is featured with a tan sectional sofa, complemented by a round coffee table and decorative area rug. A modern light fixture hangs above, while a vintage rocking chair adds charm. Natural light fills the space through large windows, enhancing the cozy atmosphere.
Apartment in Lynn
4.86 out of 5 average rating, 145 reviews

Enchanting Victorian Studio Near Lake Merritt

Guest favorite
A bright living area is presented, featuring a turquoise couch and a circular coffee table atop a patterned rug. A wooden dining table with six chairs is centrally positioned. A work station and bookshelves are visible, alongside large windows that allow natural light to fill the space.
Apartment in Adams Point
4.89 out of 5 average rating, 384 reviews

Spacious & Sunny Apt w/ a Garden and Work Station

Top guest favorite
A well-equipped kitchen features light wood cabinets and a stainless steel gas stove. A granite countertop holds a vase of daisies, while large windows provide natural light and views of greenery outside.
Apartment in Glenview
4.83 out of 5 average rating, 199 reviews

Sunny Neighborhood Apartment in Oakland Hills

Top guest favorite
A bedroom is shown with a wooden headboard featuring intricate carvings. Two blue pillows and a decorative bolster are placed on the bed. A bedside lamp emits soft light next to a nightstand with a small plant. Artwork is displayed above the bed.
Apartment in Oakland
4.9 out of 5 average rating, 280 reviews

Spacious 2 Br Rockridge/Temescal

Top guest favorite
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
4.95 out of 5 average rating, 119 reviews

Contemporary Apartment in a 19th Century House

Guest favorite
A stylish living area is highlighted by a gray sofa adorned with golden cushions. A textured white rug covers the floor, complemented by a marble coffee table. Soft lighting from a standing lamp enhances the tranquil setting, with a glimpse of the kitchen area visible in the background.
Apartment in Bushrod
4.84 out of 5 average rating, 325 reviews

Cozy Luxe N Oakland Garden Hideaway with Hot Tub

Top guest favorite
Apartment in San Rafael
4.98 out of 5 average rating, 176 reviews

Mount Tamalpais View — the Heart of Marin County

Other great vacation rentals in Oakland

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 Redwood Heights
4.99 out of 5 average rating, 226 reviews

Redwood Heights Cottage with Stunning Bay Views

Guest favorite
The exterior of a bright blue studio unit is shown, featuring a yellow door and white trim. Lively green plants and a lemon tree frame the entrance. A small sitting area with a patterned table and chair is positioned in front, with red umbrellas providing shade.
Guest suite in Durant Manor
4.93 out of 5 average rating, 111 reviews

Modern newly built Spaceroom

Top guest favorite
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 Oakland
4.87 out of 5 average rating, 361 reviews

Rockridge Garden Cottage

Guest favorite
The sleeping area is adorned with warm wood finishes, featuring a spacious bed with soft linens. Natural light filters in through circular porthole windows, enhancing the classic nautical ambiance. A wooden dresser is positioned nearby, and a doorway leads to the bathroom, which is tastefully designed.
Boat in Alameda
4.87 out of 5 average rating, 985 reviews

Step back in time on this beautiful classic yacht

Guest favorite
A vibrant sunset fills the sky with hues of orange, red, and purple, casting a warm glow over the landscape. Silhouettes of trees and rooftops are visible in the foreground, while distant hills and city lights emerge against the colorful backdrop.
Apartment in Rockridge
4.87 out of 5 average rating, 234 reviews

Bright, spacious Rockridge studio with views

Top guest favorite
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
4.98 out of 5 average rating, 876 reviews

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

Top guest favorite
The open living space features a well-equipped kitchen with modern appliances, a dining area with a wooden table and chairs, and cozy seating. Natural light enters through the windows, illuminating the hardwood floors and creating a warm environment. A decorative lamp and fresh flowers add a welcoming touch.
Guest suite in Crocker Highlands
4.96 out of 5 average rating, 206 reviews

Private In-Law Suite Historic Crocker Highlands

Guest favorite
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 Eastmont Hills
4.8 out of 5 average rating, 1,013 reviews

The Purple Door, Private Sanctuary, Epic View

When is the best time to visit Oakland?

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Frequently Asked Questions

  • What are the best places to stay in Oakland?

    Many travelers stay around the Downtown, Jack London Square, and Lake Merritt neighborhoods, known for lively arts, dining, and waterfront scenes. Areas like Rockridge and Temescal are also often recommended for their local shops, markets, and easy access to parks.

  • What are the best things to do in Oakland with kids?

    Families frequently suggest exploring the Oakland Zoo, Lake Merritt, and Children's Fairyland for hands-on activities and nature encounters. Many parks, museums, and weekend farmers markets also create engaging spaces for kids around the city.

  • What are some of the best things to do in Oakland?

    Explore Oakland’s vibrant arts scene at the Oakland Museum of California, stroll the gardens around Lake Merritt, or wander the shops and galleries in the Temescal and Uptown neighborhoods. Jack London Square is frequently suggested for waterfront dining and community events.

  • How is the weather in Oakland?

    Oakland has mild weather, with winter temperatures generally between 42–58°F (6–14°C) and drier, warmer summers around 56–74°F (13–23°C). Rainfall peaks in the winter, while summer days are usually sunny and pleasant.

  • When is the best time to visit Oakland?

    Late spring through early fall is often recommended for clear skies and outdoor events, with summer featuring sunny weather around 56–74°F (13–23°C). Many visitors also enjoy the region’s festivals and outdoor markets held throughout these months.

  • What are the best places to visit in Oakland?

    Lake Merritt, the Oakland Museum of California, and Jack London Square are frequently suggested for first-time visitors. The Redwood Regional Park and Temescal neighborhood are also known for their natural beauty, scenic trails, and local eateries.

  • What are some hiking trails in Oakland?

    Oakland has scenic trails in Reinhardt Redwood Regional Park, Joaquin Miller Park, and Sibley Volcanic Regional Preserve, where you can walk among redwoods or explore volcanic landscapes. Many paths are suitable for gentle walks, wildlife watching, or longer hikes.

  • What are some family activities we can do in Oakland?

    Families can enjoy the Oakland Zoo, Children’s Fairyland, and interactive exhibits at Chabot Space & Science Center. Walking or biking around Lake Merritt is another popular choice for group activities.

  • What are some of the best day trip ideas from Oakland?

    Explore scenic trails and picnic areas in nearby regional parks, or discover the rich art, culinary, and coastal experiences in neighboring cities like Berkeley and San Francisco. Wine enthusiasts often head to the vineyards of Alameda County for tastings and vineyard tours.

  • Are there any pet friendly accommodations available in Oakland?

    Many accommodations in neighborhoods like Temescal, Rockridge, and around Lake Merritt welcome pets. Oakland has several parks and trails where you can enjoy the outdoors with your dog.

  • What are some local tips for visiting Oakland?

    Explore Oakland’s murals and public art, and check out independent coffee shops and local food markets for a taste of neighborhood vibes. Biking is popular on city trails; carrying a light jacket is helpful, as evenings can cool down even in summer.

  • What is Oakland known for?

    Oakland is known for its vibrant arts scene, diverse food culture, and deep-rooted histories reflected in music, activism, and community festivals. The city’s natural spaces, including redwood forests, and local sports culture are also widely recognized.

  • What are the best hidden gems to explore in Oakland?

    Oakland has lesser-known spots like the Bonsai Garden at Lake Merritt, unique independent galleries found in the Jingletown arts district, and small neighborhood bakeries and vintage shops. These places highlight Oakland’s creative spirit and locally rooted makers.

  • What are the best foods to try in Oakland?

    Oakland’s diverse food scene includes locally rooted dishes like barbecued meats, fresh seafood, and Vietnamese banh mi. The city is also known for innovative vegan cuisine, specialty coffee, and sweet potato pies found at neighborhood bakeries.

  • What should I bring for a trip to Oakland?

    Pack comfortable shoes for exploring neighborhoods and parks, a light jacket for cooler mornings or evenings, and a reusable water bottle. A sun hat or sunglasses may be handy for sunny afternoons, even outside of summer.

  • What is the nightlife in Oakland like?

    Nightlife centers around Uptown and Downtown, where you can explore music venues, dance clubs, and late-night eateries. Oakland’s scene is known for live jazz, local DJs, and inclusive community events drawing diverse crowds.

  • What are the most popular events or festivals in Oakland?

    The Oakland Art & Soul Festival, First Fridays in Uptown, and Chinatown StreetFest are often recommended annual events celebrating music, food, and culture. Summer and early fall feature outdoor community gatherings and street fairs throughout the city.

  • Are there family friendly vacation rentals in Oakland?

    Many vacation rentals in Oakland are family friendly, especially in the Rockridge, Grand Lake, and Temescal neighborhoods. These areas have nearby parks, local markets, and easy access to family activities.

Quick stats about vacation rentals in Oakland

  • Total vacation rentals

    Explore 5,380 vacation rentals in Oakland

  • Verified guest reviews

    Over 245,360 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,920 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 1,400 rentals that welcome pets

  • Vacation rentals with a pool

    250 properties feature pools

  • Rentals with dedicated workspaces

    2,910 properties have a dedicated workspace

  • Wi-Fi availability

    5,270 of Oakland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Oakland rentals

  • 4.8 Average rating

    Oakland stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Oakland's top spots, include Oakland Zoo, Jack London Square, and Alameda Beach

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