Vacation rentals in Oakland

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?

PrivateTemescal CraftsmanCottage

This fully appointed cottage is beautiful and is newly built. This house is not suitable for children under 12, there are dogs on the property and an open water feature.Hardwood floors and a farmhouse sink as well as many other craftsman details set this space apart... the bathroom has a rain shower head. Eat in while enjoying the fully equipped kitchen, or enjoy the local food scene as you dine out. Come and go as you please.(Since we live on the property, please respect quiet hours after 10pm)

Cottage by the Beach and Bay

Inviting and private garden studio that is ideal for a romantic getaway or a convenient place to stay for traveling executives, nurses or for visiting family members nearby. Modern and welcoming space with thoughtful attention to detail. The studio is sited in the upper garden of this property. Studio is separate from the owner’s residence. Situated within walking distance to Miller Knox beach, beautiful parks, hiking and biking trails and delightful historic Point Richmond shops and dining.

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.

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.

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

Montclair Creekside Retreat

Two room in-law suite with private entry, private bath and kitchenette. Deck entry overlooking Temescal Creek and towering 100 year old coastal Redwoods. Shared garden across the bridge. Walk to Lake Temescal and Montclair Village. Easy, quick access to Hwys 13 and 24. Short drive to UC Berkeley, Mills College and California College of the Arts, the Berkeley Gourmet Ghetto, and Oaklands many fine restaurants. Some small dogs accepted, no large dogs, and no cats due to allergies.

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.

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)

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.

The Cottage

<<Prioritizing Your Health: To better ensure a safe & clean experience, the Cottage is now being blocked for a minimum of 2-days in between guest stays for proper cleaning.>> This Tudor-style guest cottage comes with its own private entry, roughly 500 square feet of living space, including fully stocked kitchen, full bath, and a small outdoor deck complete with a valley view.