
Holiday houses in Oakland
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Top-rated holiday rentals in Oakland
Guests agree: these stays are highly rated for location, cleanliness and more.

Urban Retreat In Art, Spa & Garden - Villa Jade
Villa Jade is a beautiful space to immerse into art & Beauty. Artist commissioned oil painting & wall mural, it is newly renovated with luxurious amenities. Huge Spa-like bath. It's a stand alone little house with a sweet garden tucked in from street, private & secluded. A sweet home away from home, a romantic getaway; a centrally located convenient base for your Bay Area travel. Fiber Optic 10G Wifi Dedicated work Space 12 ft high ceiling Skylight Romantic Fireplace Private Garden Washer/Dryer

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)!

Rockridge Garden Cottage
The cottage is newly remodeled as of March 2022 and now has its own kitchen and bathroom. It is a separate unit in my backyard with vaulted ceilings which gives a spacious feel and french doors that open onto the lush garden. Queen size high end natural organic fiber bed (Earthsake.com), with down comforter + 4 pillows. Dining table and stools. LCD TV, clothes valet, work desk and great internet. Its very quiet and my guests seem to love having a private retreat type space to themselves.

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.

Beautiful Modern ADU Apt With Private Entrance
Beautiful modern space, peaceful & has beautiful views of the trees and hillside. You’ll love my place because of the large king size bed, large open spaces & private balcony. My place is perfect for everyone whether on vacation or business. You will have your own private entrance to the first fl. of the apartment, full bathroom, private balcony, large open kitchen & large living room, w/ NO shared spaces. Oakland Airport (10 min) & BART are few miles away w/ freeway access close by.

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:

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.

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.

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.

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.

Trixie's Studio Garden Cottage
We have a lovely private garden cottage available in a quiet Oakland neighborhood, very close to Lake Merritt. Shopping, restaurants, and cafe's are a 10 minute walk away. Cozy furnished, sound proofed studio with blackout windows, thermal heated flooring, small kitchen, bath & living area. Free high speed internet, security & housekeeping service. Ample street parking and very close to public transportation.

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 holiday rentals
Other great holiday rentals in Oakland

Peaceful Montclair Studio + Private Patio

LUX Highrise 1bd Penthouse level

Stylish Studio ADU

Hills Hideaway - Steps from Redwood Forest

Charming spacious two bedroom with an awesome view

Lakeshore Cottage

2533 - Luxury 2BR/2BA | Kitchen | Laundry | Bidet

Cozy 1 BR street-level hideaway.
When is the best time to visit Oakland?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $159 AUD | $161 AUD | $163 AUD | $154 AUD | $160 AUD | $156 AUD | $159 AUD | $163 AUD | $156 AUD | $159 AUD | $161 AUD | $163 AUD |
| Avg. temp | 10°C | 11°C | 13°C | 14°C | 16°C | 17°C | 18°C | 18°C | 18°C | 16°C | 13°C | 10°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 holiday rentals in Oakland

Total holiday rentals
Explore 5,340 holiday rentals in Oakland

Verified guest reviews
Over 245,230 verified reviews to help you choose

Family-friendly holiday rentals
2,020 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 1,350 rentals that welcome pets

Holiday 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 holiday 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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- Stanford University
- Golden Gate Park
- Muir Woods National Monument
- Oracle Park
- Moscone Center
- Golden Gate Bridge
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Mission Dolores Park
- Six Flags Discovery Kingdom
- Pier 39
- California’S Great America
- Chase Center
- University of California San Francisco
- Palace of Fine Arts
- Montara Beach
- Rodeo Beach
- Bolinas Beach
- Painted Ladies
- Baker Beach
- Winchester Mystery House
- Big Basin Redwoods State Park
- Twin Peaks
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