Holiday rentals in Oakland

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Top-rated holiday rentals in Oakland

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

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Guest favourite
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.
Flat in Old Oakland
4.82 out of 5 average rating, 245 reviews

Downtown Modern Studio! Nearby Bart!

Located in historic Old Oakland District. Nearby BART train station, Marriott, Downtown, Convention Center, Jack London Square, Lake Merritt, Chinatown, City Hall, and numerous restaurants, bars and coffee shops! 5-15+ mins drive to Fox Theater, Bay Bridge to San Fran, Oracle Arena, and the Coliseum. Safe neighborhood. Across the street from the Courthouse and Police Station. Easy access to multiple freeways. You'll enjoy the convenient location, building and room aesthetic, and the comfy bed!

Guest favourite
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.
Guest house in Rockridge
4.88 out of 5 average rating, 331 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.

Guest favourite
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, 987 reviews

Step back in time on this beautiful classic yacht

Good Luck is a hundred-year-old classic yacht, lovingly restored and ready to transport you to another time while luxuriously spoiling you on your bay area adventure. This dockside charter gives you complete privacy and an amazing nautical experience. Alameda is a beautiful island community in the heart of the Bay, filled with beautiful homes, adorable shops, and many great restaurants. The San Francisco ferry is close by to whisk you to the big city, so why would you want to stay anywhere else?

Top guest favourite
A modern kitchenette is presented with a wooden countertop, accommodating two black stools. A dish is set for dining, featuring plates and glasses. A stainless steel refrigerator and a sink are visible in the background, complementing the clean, minimalist design.
Guest suite in Oakland
4.97 out of 5 average rating, 198 reviews

Quiet Comfortable and Elegant Urban Retreat

Our house is located in the center of Rockridge (1 block from College Ave) and adjacent to Elmwood (Berkeley). It’s a “walkers paradise”: near cafes, restaurants, grocery stores and a 10-12 minute walk to the Rockridge BART station. We have lived here for 28 years and recently completed a major renovation. In the process we created a new 400 sq. ft. ground floor unit with a private entrance for friends, family and Airbnb. We are LGBTQ friendly and have a safe space for solo female travelers.

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!

Guest favourite
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, 561 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 favourite
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.
Flat in Piedmont Avenue
4.98 out of 5 average rating, 128 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

Guest favourite
A stone pathway winds through a lush garden, leading to a pagoda with wooden seating. Vibrant greenery and flowering plants surround the area, with trees providing shade. The gazebo offers a peaceful retreat for relaxation or conversation, integrating nature into the garden experience.
Guest suite in Glenview
4.88 out of 5 average rating, 183 reviews

Urban Romantic Retreat Paradise in Garden & Trees

The Bamboo Suite is a beautiful experience to immerse yourself in nature, art and beauty. A romantic getaway, family reunion, an escape to a slice of paradise. Step into the garden from living room and immerse into another world away from busy city scene. 1/4 acre garden + orchard w 400+ species of plants Flowers bloom all year around 3 blocks to hiking trails 20-30 mins to San Francisco 10 mins to downtown Oakland 1G WIFI Washer/Dryer street parking

Top guest favourite
A private patio area features a stone wall and wooden fencing, providing a secluded atmosphere. A decorative metal bench is positioned beside a small table. Lush greenery and a variety of plants frame the space, enhancing the natural setting.
Flat in Rockridge
4.94 out of 5 average rating, 123 reviews

Private Rockridge Refuge

Located on a tree lined street 2 blocks from the hustle of College Avenue and the Rockridge BART station, this is a 1 bedroom apartment behind a locked gate in a traditional 1911 home. Original hardwood floors, 9 ft. ceilings, with a beautifully remodeled bathroom. All freshly painted. Complete with a kitchenette with all you need for simple meals in, or easily walk to dozens of amazing notable restaurants. Enjoy coffee on the private patio.

Guest favourite
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.
Flat in Bushrod
4.84 out of 5 average rating, 326 reviews

Cozy Luxe N Oakland Garden Hideaway with Hot Tub

Established and beloved listing newly refreshed and upgraded—and with new hot tub! Come enjoy your own private garden hideaway in the heart of North Oakland. Walking distance to Rockridge and Temescal, BART, and 7 blocks from Berkeley. 5 min drive to UC Berkeley and fwy to SF. Enjoy the myriad of offerings in our vibrant area by day then come sneak away for a peaceful night. Thick plaster walls, garden views, easy street parking.

Top guest favourite
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.
Flat in Longfellow
4.99 out of 5 average rating, 181 reviews

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.

Guest favourite
The spacious bedroom features a large queen-sized bed with tatami mats, accompanied by warm wooden ceilings and natural light from a large window. A cozy reading chair is positioned beside a bookcase, while a simple dresser and a decorative basket provide storage.
Home in Berkeley
4.87 out of 5 average rating, 156 reviews

Hillside Hideaway near Claremont Hotel

An open-concept, one-bedroom, 2-story home in University Uplands. Pleasantly tucked into Claremont Canyon. This home was built in 1969 and belonged to renowned architectural historian Spiro Kostof. It is a peaceful space tucked against the hillside, surrounded by nature. You’ll feel like you’re staying in the country, when in fact, you’re only 5 minutes away from UC Berkeley and BART, with easy access to San Francisco.

Popular amenities for Oakland holiday rentals

When is the best time to visit Oakland?

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Avg. price$135 SGD$139 SGD$139 SGD$140 SGD$145 SGD$141 SGD$144 SGD$148 SGD$141 SGD$144 SGD$146 SGD$148 SGD
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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 holiday rentals in Oakland

  • Total holiday rentals

    Explore 5,380 holiday rentals in Oakland

  • Verified guest reviews

    Over 245,360 verified reviews to help you choose

  • Family-friendly holiday rentals

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

  • Pet-friendly holiday rentals

    Find 1,400 rentals that welcome pets

  • Holiday rentals with a pool

    250 properties feature pools

  • Rentals with dedicated workspaces

    2,910 properties have a dedicated workspace

  • Wifi availability

    5,270 of Oakland holiday rentals include wifi 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 Oakland Museum of California

Destinations to explore

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