
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.

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)!

Modern retreat in the tree tops
Relax in this tranquil space nestled in Oakland Hills. Private inlaw unit furnished with modern furniture and art. Kitchen replete w/microwave-convection oven, induction cooktop, dishwasher, coffeemaker, prep tools and serving items await. Enjoy the electric fireplace, cable TV and high-speed WiFi. Stylish bathroom and comfy bed to refresh and relax. From the off-street parking spot, take the 30 well-lit and stable stairs to this quiet home away from home. No pets or smoking on premises. Enjoy!

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!

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.

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!

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.

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.

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.

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.

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.

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.

The Cottage at Squirrel End
Totally private cottage & garden, 10 min. walk to Ashby BART. Near U.C. Berkeley, Oakland, Emeryville. Dedicated parking space, gated keypad entry through bamboo & rose garden. Envisioned as a romantic bedroom, the cottage is also suited to working travelers. Spa-style bathroom includes tub and walk-in shower; can be opened to secluded courtyard garden. WiFi, fridge, microwave, coffee. Walk to: Berkeley Bowl market, restaurants, cafes, deli, coffee shops
Popular amenities for Oakland holiday rentals
Other great holiday rentals in Oakland

Comfortable Guest Room: Make yourself at home!

Brand New Luxury Studio - 3406

Bright Apt • King Bed • Near UC Berkeley & SF

Stylish Studio ADU

Sunny and private stand alone room

“Silk meets Sakura”: A Smart Studio Hideaway

POSTMODERN ROOM: Boho Enclave w/DECK (& dog)

Private room w/ attached bath in a shared home
When is the best time to visit Oakland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £80 | £82 | £82 | £83 | £86 | £84 | £85 | £87 | £84 | £84 | £82 | £82 |
| 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
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 Monthly stays, Self check-in and Gym 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
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- Golden Gate Park
- Stanford University
- Oracle Park
- Muir Woods National Monument
- Golden Gate Bridge
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- Palace of Fine Arts'`
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- Winchester Mystery House
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