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 light-filled living area features large wooden doors that open to the outdoors, enhancing the connection with nature. A grey sectional sofa is positioned near a textured area rug, and a minimalist wooden console holds decorative items and plants, adding subtle warmth to the space.
Cottage in Oakland
4.91 out of 5 average rating, 471 reviews

Magical Modern Cottage with Garden

Find true escape surrounded by nature at this lovely modern cottage. Once featured in Dwell magazine, this home charms with its clever use of space, custom furniture and finishes, unique and tasteful decor, and outdoor patio and garden. Entire private cottage and shared side and backyard with patio seating. We are happy to suggest hikes, restaurants and other activities. We've compiled an extensive list of our favorite spots, both right in the neighborhood and also farther afield. The property is located in Rockridge, and also quite close to Temescal. Both have lots of great shopping, restaurants, coffee shops, and amenities. We are very pleasant 10-15 minute walk from the Rockridge BART station. BART provides easy access to SF (about 20 min) and other parts of the Bay Area. Parking on our street is free and usually plentiful. Street sweeping is on the second and fourth Monday/Tuesday of each month (check signs to be sure). The bedroom of the cottage is located up a short flight of stairs, so it isn't ideal for anyone with compromised mobility. The bathroom shower is fully functional but some particularly large/tall people may find it a little tight.

Guest favorite
The studio features a spacious bed with navy blue bedding, complemented by a nightstand and a lamp. A mirror closet provides additional storage. In the background, a mini kitchenette is visible, showcasing a microwave and sink. Wood-style flooring runs throughout the space.
Apartment in Downtown Oakland
4.79 out of 5 average rating, 290 reviews

Charming Modern Studio in Downtown! 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!

Top guest favorite
A modern studio guesthouse is depicted with a spacious seating area featuring a striped sofa and a sleek coffee table. A kitchen with stainless steel appliances is visible, along with a dining area. Large windows allow natural light and views of the patio.
Guesthouse in Rockridge
4.98 out of 5 average rating, 107 reviews

Villeta Pastena - Rockridge guest house w/patio

Newly remodeled studio guesthouse in the heart of Rockridge--Oakland’s premier neighborhood for great shops & restaurants. Full kitchen features cast iron and SS cookware for the traveling chef, or walk a block to College Ave for any cuisine you desire. Enjoy your morning coffee or dine al fresco on the patio, sleep well on a quality king mattress, and be productive on the convertible workspace while enjoying the Roku TV, high ceilings, and thoughtful touches. A short drive or train ride to SF.

Top guest favorite
Guesthouse in Oakland
4.97 out of 5 average rating, 597 reviews

Luxury Rockridge Casita in Our Sunny Garden

Featured in Sunset Magazine ✨ Tucked into our sunny Rockridge garden, this light-filled modern casita is a peaceful retreat — 3 blocks from College Avenue’s cafés, restaurants, and shops. Wake up to birds in the garden, sip coffee at the farmhouse table, and walk to BART for easy access to San Francisco, Berkeley, and downtown Oakland. A quiet space designed for those who appreciate beauty and thoughtful details. Ideal for couples exploring Rockridge, Berkeley, Oakland, and San Francisco.

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 Oakland
4.98 out of 5 average rating, 903 reviews

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.

Top 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 Oakland
4.97 out of 5 average rating, 591 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 cozy corner of the apartment features a gray sectional sofa adorned with colorful patterned cushions. Large windows allow natural light to fill the space, with blinds partially drawn. A floor lamp stands nearby, enhancing the inviting atmosphere.
Apartment in Temescal
4.98 out of 5 average rating, 173 reviews

Sunny Temescal Jewelbox Studio

Sunny furnished 2nd floor apartment in the heart of the trendy Temescal neighborhood. Quiet back of the house location w/ private entrance. Offers modern comforts like new kitchen & bathroom with heated flooring. Fully equipped kitchen w/ induction stovetop, microwave/convection oven. Wi-fi & wired internet on gigabit fiber plus 43" Roku 4k TV. Sleeps 2-4 with sofa bed. Option for off street parking. Self check-in with personal gate code & lockbox. Close proximity to several hospitals:

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 Oakland
4.8 out of 5 average rating, 1,032 reviews

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.

Top guest favorite
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
4.92 out of 5 average rating, 401 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.

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 Oakland
4.94 out of 5 average rating, 384 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
A spacious sleeping area is illuminated by natural light from the surrounding windows. A comfortable bed with light bedding is centered against a neutral wall. A large mirrored wardrobe reflects the room's openness, while a cozy chair is positioned nearby.
Guest suite in Orinda
4.96 out of 5 average rating, 256 reviews

Private Modern Studio | Scenic Retreat in Orinda

A 450 sqft charming studio with all the amenities you need to make your stay comfortable. Close to many locations ( restaurants and stores within a mile, BART a mile away), yet secluded enough in a suburban setting surrounded by Oak trees and our backyard creek. We pride ourselves in keeping the studio pristine. Our host reviews attest to that :-) We live in the main house adjacent to the studio and welcome any chance to make your stay as comfortable as possible.

Guest favorite
Home in Oakland
4.83 out of 5 average rating, 158 reviews

Studio Oasis

Begin the day in a bathroom with a rain shower, twin vanity, and tiles from Spain. French doors add space and light to the open interior, helping to showcase the striking artworks by Deb, one of Melbourne's leading street artists. This well-lit garden studio has a queen bed next to French doors that open to Juliet balconies. Recently remodeled with new contemporary finishes, this spacious studio has an open floor plan with lots of natural light.

Popular amenities for Oakland vacation rentals

When is the best time to visit Oakland?

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Avg. priceG$23,423 GYDG$23,842 GYDG$24,051 GYDG$22,796 GYDG$23,633 GYDG$23,005 GYDG$23,423 GYDG$24,051 GYDG$23,005 GYDG$23,423 GYDG$23,842 GYDG$24,051 GYD
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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 5,340 vacation rentals in Oakland

  • Verified guest reviews

    Over 245,230 verified reviews to help you choose

  • Family-friendly vacation rentals

    2,020 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 1,350 rentals that welcome pets

  • Vacation rentals with a pool

    230 properties feature pools

  • Rentals with dedicated workspaces

    2,880 properties have a dedicated workspace

  • Wi-Fi availability

    5,290 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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