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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
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, 1,002 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?

Guest favorite
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
4.92 out of 5 average rating, 542 reviews

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!

Top guest favorite
Guesthouse in Oakland
4.97 out of 5 average rating, 587 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 Bushrod
4.98 out of 5 average rating, 892 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.

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, 572 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
4.99 out of 5 average rating, 136 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, 361 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)

Guest favorite
The interior features wooden paneling with a lofted sleeping area accessed by a ladder. A desk and a television are visible, alongside a cozy sofa and a dining table. Natural light streams in through large windows, creating a warm and inviting atmosphere.
Guesthouse in Redwood Heights
4.94 out of 5 average rating, 248 reviews

Eco-Cottage Sanctuary in Garden Oasis

Our popular cottage is like a retreat experience in the city! The cottage is an enchanting oasis nestled in the back and away from street noise. You will sleep comfortably on our new mattress topper! Our urban farm and garden offers a unique heartwarming experience-with lush gardens, frogs, chickens and 3 young goats! The cottage is perfect for guests looking for a comfortable space to relax after a busy day. Come and enjoy our beautiful and relaxing eco-friendly cottage!

Top guest favorite
A cozy sleeping area features a spacious bed adorned with patterned cushions. Minimalist side tables are positioned on either side of the bed, complemented by subtle decorative items. Natural light enters through two small windows above the bed, illuminating the green wainscoting that enhances the room's appeal.
Home in Cleveland Heights
4.95 out of 5 average rating, 127 reviews

Safe, clean, quiet studio (Close to SF, Hospitals)

Nestled in a serene neighborhood, our studio offers the perfect blend of comfort, convenience, and tranquility. As you step in through your private entrance, you'll find yourself in a cozy haven designed for your relaxation and enjoyment. Our studio is in a central location with easy access to downtown Oakland, Lake Merritt, and SF. Please note this is an in-law unit with shared walls. Guests must walk down a sloped concrete driveway with one step to access the space.

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, 375 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.

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, 213 reviews

Private In-Law Suite Historic Crocker Highlands

🌟 Spacious suite located in one of the most scenic & safest communities in Oakland / Piedmont / Berkeley. Dog friendly. Up to 4 guests. Well suited for remote working. Nestled amongst stately homes and walkable tree-lined streets. Perfect retreat from exploring San Francisco, wine country or family. Level entrance. Suite is located on the lower story. We live above and as we are very conscientious of our guests, you may hear the pitter-patter of home life above.

Top guest favorite
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
4.99 out of 5 average rating, 187 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.

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

155 locals recommend

Oakland Museum of California

618 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 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
4.86 out of 5 average rating, 194 reviews

Beautiful private 1 bedroom apartment w/ Bay views

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, 280 reviews

Bright Minimalist Studio Walkable to Piedmont Ave

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, 201 reviews

Sunny Neighborhood Apartment in Oakland Hills

Top guest favorite
A modern living space features a gray sofa adorned with colorful pillows, a round dining table surrounded by black chairs, and a kitchen with white cabinetry. Wall art adds a touch of creativity, while a mirror reflects the room's light.
Apartment in Rockridge
4.77 out of 5 average rating, 332 reviews

All New Apartment, Retro Building, Money Location

Guest favorite
The open-concept living space features a stylish sofa in a warm tone, paired with a unique brass coffee table. A large mirror reflects the light, while a decorative plant adds a touch of greenery. A smart television is positioned near the cozy seating area.
Apartment in Cleveland Heights
4.79 out of 5 average rating, 111 reviews

Lake Merritt Oasis

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
4.85 out of 5 average rating, 331 reviews

Cozy Luxe N Oakland Garden Hideaway with Hot Tub

Top guest favorite
A cozy sitting area features a green sofa positioned across from a modern television unit. Soft lighting illuminates the neutral walls and wood-style flooring. A small table rests in front of the sofa, creating an inviting space for relaxation or conversation.
Apartment in Maxwell Park
4.99 out of 5 average rating, 108 reviews

Maxwell Park Retro Retreat

Top 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, 447 reviews

LOLA's: Spacious Studio with Garden View

Other great vacation rentals in Oakland

Top guest favorite
A wooden deck features two comfortable chairs positioned for relaxation. Lush greenery surrounds the area, providing a sense of privacy. Bright blue skies with scattered clouds create a serene backdrop, enhancing the peaceful ambiance of the outdoor space.
Guest suite in Redwood Heights
4.97 out of 5 average rating, 118 reviews

Urban Hillside Retreat - 1 Bedroom Suite

Top guest favorite
The exterior view showcases a two-story cottage with a white wooden façade and a brown roof. A private entrance is visible, adorned with potted plants. A balcony is situated above the entrance, featuring colorful foliage, contributing to the welcoming ambiance of the space.
Cottage in Temescal
4.96 out of 5 average rating, 163 reviews

Oakland. Super Location 2bdrm. Parking, Walk 2BART

Top guest favorite
An outdoor lounge area features a sectional sofa arranged around a fire pit, illuminated by warm flames. The pool glistens in the background, surrounded by lush greenery and gently lit by the evening sky. The setting offers a tranquil atmosphere for relaxation.
Guesthouse in Oakland
4.96 out of 5 average rating, 293 reviews

Heated Pool, Jacuzzi, Sauna, Huge Views, Chic ADU!

Top guest favorite
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
4.82 out of 5 average rating, 680 reviews

Beautiful Garden Bungalow

Top guest favorite
The exterior of a cheerful yellow cottage is framed by lush greenery and trees. A stone pathway leads to the entrance, which features a large clock on the wall and a decorative chair in the foreground, inviting a serene outdoor atmosphere.
Cottage in Cleveland Heights
5 out of 5 average rating, 245 reviews

Trixie's Studio Garden Cottage

Top guest favorite
A spacious bedroom features a vaulted ceiling with paneled walls in soft tones. The queen-size bed is complemented by minimalistic nightstands and a sleek television. A mirror and greenery add a fresh touch, while natural light fills the room through a nearby window.
Guesthouse in Santa Fe
4.96 out of 5 average rating, 368 reviews

Finca 57—a Stylish Eco-Friendly Barn Home

Top guest favorite
A spacious studio is showcased with a large bed and a serene wall mural of trees. Natural light fills the room through sliding glass doors, which lead to the outside garden. A comfortable chair and side table create a cozy seating area.
Guesthouse in Alameda
4.91 out of 5 average rating, 120 reviews

Detached Cozy Studio w/ private patio garden & BBQ

Top guest favorite
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.
Guest suite in Piedmont Pines
4.96 out of 5 average rating, 131 reviews

Beautiful canyon view suite

When is the best time to visit Oakland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,967 GYDG$22,595 GYDG$22,595 GYDG$22,804 GYDG$23,641 GYDG$23,014 GYDG$23,432 GYDG$24,060 GYDG$23,014 GYDG$23,432 GYDG$23,850 GYDG$24,060 GYD
Avg. temp10°C11°C13°C14°C16°C17°C18°C18°C18°C16°C13°C10°C

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 Oakland Museum of California

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