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Holiday rentals in Oakland

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Oakland

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

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Top guest favourite
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.
Guest house in Eastmont Hills
4.99 out of 5 average rating, 176 reviews

Serene foothills Garden Suite, private parking +EV

Have the entire Bay Area at your fingertips... & right outside your window! This private studio tucked into the Oakland Foothills is the perfect base for adventures. A 9min drive & you can be on the train into San Francisco. Coliseum & redwoods are minutes away, as are many other attractions*. You’ll be welcomed home to a comfy Cal King bed & a serene garden view. Enjoy coffee/tea as you settle in at the table, & our high speed wifi has you covered. Have an EV? Charge Level 2 overnight (J1772)!

Guest favourite
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.
Guest house in Oakmore
4.93 out of 5 average rating, 522 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 favourite
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, 852 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 favourite
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, 269 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 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
4.98 out of 5 average rating, 528 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
Guest suite in Redwood Heights
4.91 out of 5 average rating, 217 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.

Guest favourite
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.
Flat in Merritt
4.83 out of 5 average rating, 306 reviews

Cozy & Chic Farmhouse Studio: Walk to Lake Merritt

Cozy and chic farmhouse private studio is centrally located in the heart of Oakland. Located 2 blocks away from Lake Merritt. Perfect for professionals coming to California for 2 days or extended stay, it is convenient commuting distance from downtown Oakland, UC Berkeley, San Francisco and the whole Bay Area. With excellent walking distance to restaurants, grocery store, and close to the Bart station. 11 minutes from Oakland International Airport and 30 minutes from SFO.

Guest favourite
A shared deck with a red wooden surface overlooks stunning bay views, including the skyline and hills. Two metal-frame chairs accompany a small table, and a large umbrella provides shade. Flower pots rest on the deck railing, enhancing the outdoor space.
Guest suite in Oakland
4.91 out of 5 average rating, 348 reviews

Private Oakland Hills Escape!

Access to amazing Bay views! Cozy ~250 sq. ft. studio unit with unit 9.5 ft ceilings which serves as a guest suite with private bath to a home in the Oakland hills. Private entrance with access to shared deck with 3 bridge bay views on a clear day. All self-contained with in-unit mini-fridge, coffee machine, microwave and TV with Roku for streaming (no cable TV). standing desk serves as your "office" and a couple small sitting chairs to lounge about or read a book.

Guest favourite
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.
Guest house in Redwood Heights
4.95 out of 5 average rating, 240 reviews

Charming Cozy Cottage in Eco-Garden Oasis

Our charming cottage is a relaxing retreat in the city! Our sweet cabin is small and cozy set in an expansive garden oasis. We offer a unique experience for those interested in a beautiful and tranquil escape in the heart of the city. The cottage is at the back of our large garden with views of our beautiful urban farm with a pond, chickens and goats! Families with up to 2 children are best suited for the loft because of the low ceiling. No more than 2 adults please.

Guest favourite
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
4.93 out of 5 average rating, 344 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 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
4.89 out of 5 average rating, 178 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 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, 171 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 holiday rentals

When is the best time to visit Oakland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$136 SGD$140 SGD$140 SGD$141 SGD$146 SGD$143 SGD$145 SGD$149 SGD$143 SGD$143 SGD$140 SGD$140 SGD
Avg. temp10°C11°C13°C14°C16°C17°C18°C18°C18°C16°C13°C10°C

Frequently Asked Questions

  • How is the weather in Oakland?

    Oakland has a Mediterranean climate, characterized by warm, dry summers and mild, wet winters. Temperatures typically range from 45°F (7°C) in winter to 75°F (24°C) in summer, making it a comfortable destination year-round.

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

    Visitors often enjoy exploring the Oakland Zoo, browsing the local shops and markets in Temescal Alley, or taking a kayak tour on Lake Merritt. Attending a live performance at the historic Fox Theater is also popular.

  • What is the best time of year to visit Oakland?

    Spring and fall are typically the most popular times to visit Oakland, with pleasant temperatures averaging 70°F (21°C). Events like the Oakland Art Month in May or the Eat Real Festival in September often attract visitors.

  • What are the best places to stay in Oakland?

    Popular areas to stay in Oakland include Downtown, known for its vibrant nightlife and cultural scene, Rockridge, appreciated for its charming boutiques and eateries, and Jack London District, renowned for its waterfront views.

  • What are the best places to visit in Oakland?

    Popular places to visit include Lake Merritt, a large tidal lagoon in the center of the city, the Oakland Museum of California, showcasing Oakland's art, history, and natural science, and Jack London Square, a vibrant waterfront area.

  • What are some hiking trails in Oakland?

    Oakland is home to several hiking trails. Redwood Regional Park features trails winding through majestic redwood groves, while Joaquin Miller Park has routes offering panoramic sea and city views.

  • What are some family activities to do in Oakland?

    Families can enjoy a day at the Oakland Zoo, explore interactive exhibits at the Children's Fairyland or the Chabot Space and Science Center, or take a relaxing walk in the Gardens at Lake Merritt.

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

    Day trip ideas include visiting the nearby cities of San Francisco and Berkeley, exploring the picturesque vineyards of Napa Valley, or hiking and picnicking in Muir Woods National Monument.

  • Are there vacation rentals with a dedicated workspace in Oakland?

    Yes! Work meets play with ease at over 2,870 vacation rentals in Oakland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Oakland?

    Four-legged friends are welcome in Oakland. Choose from more than 1,380 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in hotel rentals in Oakland?

    Experience the best of Oakland with our hotel rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Oakland condo rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 condo rentals with pools in Oakland, available on Airbnb. Make a splash and soak up the sun in style!

  • Do villa rentals in Oakland have self check-in?

    Absolutely! We offer over 10 villa rentals with self check-in in Oakland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oakland have a gym?

    Absolutely! We offer over 220 house rentals with a gym in Oakland. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Oakland have a bbq area?

    Absolutely! We offer over 10 condo rentals with a bbq area in Oakland. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly private suite rentals in Oakland?

    Oakland has more than 50 family-friendly private suite rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Oakland

  • Total holiday rentals

    Explore 5,390 holiday rentals in Oakland

  • Verified guest reviews

    Over 241,670 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,910 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 1,380 rentals that welcome pets

  • Holiday rentals with a pool

    240 properties feature pools

  • Rentals with dedicated workspaces

    2,870 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 Joaquin Miller Park

Destinations to explore

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