Holiday rentals in Oakland

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Top-rated holiday rentals in Oakland

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Guest favourite

Cottage in North Oakland

4.91 out of 5 average rating, 416 reviews

Magical Modern Cottage with Garden

Find true escape surrounded by nature at this lovely modern cottage. Once featured in Dwell magazine, this home charms with its clever use of space, custom furniture and finishes, unique and tasteful decor, and outdoor patio and garden. Entire private cottage and shared side and backyard with patio seating. We are happy to suggest hikes, restaurants and other activities. We've compiled an extensive list of our favorite spots, both right in the neighborhood and also farther afield. The property is located in Rockridge, and also quite close to Temescal. Both have lots of great shopping, restaurants, coffee shops, and amenities. We are very pleasant 10-15 minute walk from the Rockridge BART station. BART provides easy access to SF (about 20 min) and other parts of the Bay Area. Parking on our street is free and usually plentiful. Street sweeping is on the second and fourth Monday/Tuesday of each month (check signs to be sure). The bedroom of the cottage is located up a short flight of stairs, so it isn't ideal for anyone with compromised mobility. The bathroom shower is fully functional but some particularly large/tall people may find it a little tight.

Guest favourite

Guest suite in Oakland

4.97 out of 5 average rating, 381 reviews

BridgesView Spa & Couples Retreat, Easy Parking

Our luxurious suite features a beautiful view towards the Bay and Golden Gate Bridges, designed especially for couples wanting a romantic getaway or anyone needing a relaxing space. Soak and play in a gorgeous bathroom featuring a two-person jetted tub. Easy street parking is always available, and garden lined exterior stairs take you to the private entry and exterior patio. A laundry is provided for exclusive guest use. Hikes into the canyon below or neighborhood above are a special treat.

Guest favourite

Rental unit in Oakland

4.99 out of 5 average rating, 247 reviews

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!

Guest favourite

Guest suite in North Oakland

4.98 out of 5 average rating, 739 reviews

East Bay Studio Oasis - Rest, Relax, Or See It All

Cozy, clean studio 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! Easy 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

Guest suite in Temescal

4.97 out of 5 average rating, 271 reviews

Light Filled in the Heart of Temescal’s Jewel Box.

Welcome to the quiet Temescal Jewelbox! Newly renovated, our backyard apartment is a home away from home in one of Oakland’s most vibrant centrally located neighborhoods. We love Temescal! Fully equipped new kitchen, a light filled living area with our prize 1957 Metz music cabinet, restored and Bluetooth compatible - stream your play lists from the dedicated WiFi. Settle in to the upstairs bedroom with a cozy reading nook, desk space, a “walk-up” closet, en-suite small bathroom with shower.

Guest favourite

Guest suite in Temescal

4.98 out of 5 average rating, 298 reviews

Garden View Victorian Apt. in Temescal w/ Hot Tub

Sunny garden view 1 bedroom suite in craftsman style home w/ hot tub. This is a separate unit, with complete privacy. Quiet neighborhood, walk to many restaurants ,shops, & coffee houses. Separate garden entrance. Private full bath w/ shower/tub. Bedroom w/ queen bed & TV,( Hulu & Netflix). Kitchenette/sitting room includes a microwave, blender, refrigerator, two gas burner cook-top, toaster oven . Kitchen is stocked w/ basics, elec. tea kettle and coffeemaker. Off street parking. AC

Guest favourite

Guest house in Oakland

4.92 out of 5 average rating, 252 reviews

Private, Detached, Urban Creekside Studio.

This unique, well equipped, 1 Bed cute little studio (that we love) is detached and fenced off from our main house. It has a separate entrance through a side gate and it's own private rear deck, with a seating and dining area... that overlooks Sausal Creek and Dimond Park. The tall willow that grows along the creek gives the deck the perfect amount of privacy and with the tranquil sound of the creek flowing (not during dry season) you would almost forget you are in an urban city.

Guest favourite

Guest suite in Oakland

4.95 out of 5 average rating, 390 reviews

Serene and comfortable 1 bedroom apt

Welcome to our 1 bedroom Airbnb with a separate private entrance situated on the ground floor of a three level house. This airbnb comfortably sleeps 2 people with access to a large deck. The house is located in the Oakland hills in an upscale neighborhood with a beautiful serene canyon as your back drop. It is centrally located approximately 20 minutes to all nearby cities; San Francisco Berkeley, Walnut Creek, Hayward and the Oakland Airport (during non-commute hours).

Guest favourite

Rental unit in Oakland

4.83 out of 5 average rating, 235 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

Guest house in Grand Lake

4.98 out of 5 average rating, 451 reviews

Garden cottage in convenient Oakland location.

You’ll love my place because of the good location, convenience to public transport, the friendly neighborhood, the ambiance.. My place is good for couples, solo adventurers, business travelers, and families (with kids). Although there is just one bedroom, the couch folds down for extra sleeping space. Please be aware that the property is in a hilly area and that there are stairs to navigate which can be challenging if you have large luggage or mobility issues.

Guest favourite

Home in Eastmont Hills

4.97 out of 5 average rating, 582 reviews

Private Casita with Stunning View

Relax in a private, fully equipped Casita with stunning views of East Oakland and the Bay. This newly constructed one-bedroom guest house in the quiet Eastmont Hills neighborhood has everything you need to work and play. Enjoy lounging in a hammock on the deck or on the couch streaming movies to a 32" television. Brand new stainless steel gas range and full-sized fridge make cooking a breeze, or you can partake in booming Oakland's restaurant scene.

Guest favourite

Cabin in Adams Point

4.94 out of 5 average rating, 635 reviews

Private Cabin by Lake Merritt

Backyard cabin steps away from Lake Merritt and Grand Avenue restaurants and businesses. Very quiet and cozy space for singles and couples, the cabin can work for 3 or 4 close friends who are very comfortable with sharing space .Convenient to public transportation, easy commute to San Francisco or Berkeley. Located behind our home . 400 square foot cabin with sleeping loft.