
Holiday houses in Oakland
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Top-rated holiday rentals in Oakland
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Pool, Jacuzzi, Sauna, Huge Views, gated, ADU
Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated May 31st to October 30th. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

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!

Country Cottage w private parking & Rose Garden
Villa Banyan is a beautiful space to immerse into nature & beauty; a retreat for a romantic getaway or family excursion, a sweet home away from home. Built in 1916, it's a private cottage renovated with luxurious amenities w/ original charm. Centrally located, it’s near food/shopping/movie while being tucked in a quiet, cute & safe neighborhood surrounded with trees. 20 jet outdoor JACUZZI 15-20 mins to SF 10 mins to Oakland or Berkeley WIFI + Work Space/Office Washer/Dryer private parking

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.

Studio with Parking, Full Kitchen & Bath
Recently remodeled studio apartment in a duplex. Sitting at the end of a calm cul-de-sac. You'll have a private parking space. Less than a mile (19-minute walk) to Fruitvale Bart station. A 22-minute train ride to San Francisco. Low-key foodie destination in the Fruitvale district where you can get tacos, falafel & hummus, or Cambodian food all within a block of each other. Near Red Bay Coffee (gourmet coffee roasters), and Jo's modern Thai. All this within 1 mile of the house.

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.

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 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.

Roomy Studio with Private Entrance on Leafy Street
Your private studio is a warm, bright 300 sq ft. space with a modern bathroom and a separate entrance. We're on a quiet residential street in the lower Oakland Hills, with ample free street parking and easy freeway access to San Francisco. Please note: The studio is professionally cleaned before every guest, according to Airbnb’s cleaning recommendations.
Popular amenities for Oakland holiday rentals
Other great holiday rentals in Oakland

Brand New Luxury Studio - 3406

Bright Apt • King Bed • Near UC Berkeley & SF

Mid-Century Modern Escape

Unique tiny house w huge windows & deck, near lake

Take Respite in the Oakland Hills

Designer Grand Lake - Huge Outdoor Oasis + Jacuzzi

Luxury Travelers Abode with Breathtaking Views

Maxwell Park Retro Retreat
When is the best time to visit Oakland?
Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
---|---|---|---|---|---|---|---|---|---|---|---|---|
Avg. price | $161 AUD | $166 AUD | $166 AUD | $167 AUD | $173 AUD | $169 AUD | $173 AUD | $170 AUD | $167 AUD | $169 AUD | $166 AUD | $166 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 |
Quick stats about holiday rentals in Oakland
Total rentals
5.4K properties
Total number of reviews
242K reviews
Family-friendly rentals
1.9K properties are a good fit for families
Pet-friendly rentals
1.4K properties allow pets
Rentals with a pool
240 properties have a pool
Rentals with dedicated workspaces
2.9K properties have a dedicated workspace
Destinations to explore
- Northern California Holiday rentals
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- Golden Gate Park
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- Twin Peaks
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