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Holiday Rentals in Oakland

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    Travellers to Oakland are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    All 37 Rentals in Oakland
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    Cozy, Spacious, Safe 3BD/2.5BA by Oakland Airport1 / 16
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    AMAZING 4 BEDROOM/2 BATH TOWNHOUSE IN OAKLAND1 / 29
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Treelined Neighborhood above Lake Merritt1 / 12
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    BRIDGES VIEW Beautiful Apartment with parking1 / 21
    (11)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Washer
    • Patio
    • Mountain Views
    • Waterfront
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 February 2017
    We felt completely at home during our stay. As suggested by the name, the view is lovely. We enjoyed a walk through the nearby park and it was a pleasant (though somewhat...
    Reviewed 12 August 2016
    We loved spending our anniversary weekend here. We found the apartment to be in perfect condition. The bedding was plush and beautiful, and the living room was very comfortable...
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    About this property
    Elegant touches, luxurious finishes, reserved parking, privacy, and a panoramic view overlooking the Bay make our one bedroom apartment truly special. It is located on a quiet street in a lovely neighborhood with easy freeway and transit access. The apartment is located on the lower level of an...
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    Oakland, California 94602
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    A quiet retreat in an amazing setting1 / 17
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Secure Parking
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Great location in safe quiet neighborhood with off street parking and easy access to 580 and 13. Amazing landscaping with beautiful deck views. Cottage is quaint but fully...
    Reviewed 8 October 2016
    This is one of the best vacation rentals my family has ever stayed in. This was our first trip to the San Francisco/Oakland area, and we would definitely rent here again.The...
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    About this property
    I am a professional landscape designer living on the property in a separate dwelling from the main house. Besides a natural creek that runs year round on the property I have extensively landscaped the property to highlight its natural setting. Natural stone pathways, stone benches and edibles...
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    Oakland, California 94602
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Wi-Fi
    • Central Heating
    • Housekeeping Included
    • Patio
    • Balcony
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Highly desirable Grand Lake Oakland location .Close to most area attractions. close proximity to grand lake movies, shops, restaurant, café, Trader Joe, Farmer's market etc. Walk to town and Lake Merritt. Spacious, Tastefully furnished The 3 bedroom has a queen bed and the 4th bedroom has a twin...
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    Oakland, California 94610
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 7
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    Quiet, Sun-Filled Studio1 / 20
    (2)Very good
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Garden
    • Private Garden
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2016
    A pleasant quite place to stay,handy to most amenities.Only problem was access that was hampered by cars parked in the driveway, espcially hard with luggage.
    Reviewed 15 November 2015
    The studio is a cute little cottage tucked behind the front house, with which it shares a delightful garden/patio. It is a good size studio for one person, not sure if two...
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    About this property
    This small but efficient studio is filled with light and looks out to a garden. It sits behind the main house and has it's own private yard and garden area. Entry is through a locked gate. Includes a double bed, full kitchen and small bath w/ shower. 1/2 block from AC transit, local buses can...
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    Oakland, California 94608
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    Pet friendly
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    Smoking allowed
    About this property
    Tastefully decorated, easy commute to San Francisco, UC Berkeley, down town Oakland. Close to BART and all major east bay highways makes this worth of leisure and business trips alike. Soaring ceilings with detailed ceiling and designer furniture throughout the house. Will consider the longer term....
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    Oakland, California 94608
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Central Heating
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large & lovely 1-bedroom apartment in Queen Anne Victorian. Apartment has 1 bedroom, a full kitchen & bath, dishwasher, wireless Internet, & cable TV. Great downtown Oakland location - walking distance to bus, Bart, Lake Merritt, restaurants & cafes. Walking distance to bus and BART (19th Street)....
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    Oakland, California 94612
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Washer
    • Outdoor Dining Area
    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bright and spacious one bedroom garden apartment in gorgeous Victorian Triplex. Apartment has 1 bedroom, a full kitchen and bath, wireless Internet, & cable TV. Great downtown Oakland location - walking distance to bus, Bart, restaurants, & cafes. The Space Spacious and bright apartment with...
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    Oakland, California 94612
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Balcony
    • Wi-Fi
    • Terrace
    • Cable/satellite TV
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning 1-bedroom apartment in gorgeous Victorian. Apartment has 1 bedroom, a full kitchen & bath, dishwasher, wireless Internet, & cable TV. Great downtown Oakland location - walking distance to bus, Bart, Lake Merritt, Uptown, restaurants & cafes. Gorgeous 1 bedroom apartment with city views....
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    Oakland, California 94612
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Central Heating
    • Washer
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bright & spacious 1-bedroom garden apartment in gorgeous Victorian. Apartment has 1 bedroom, a full kitchen & bath, wireless Internet, & cable TV. Great downtown Oakland location - walking distance to bus, Bart, Lake Merritt, restaurants & cafes. Spacious and bright apartment with garden area....
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    Oakland, California 94612
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Charming 1930's cottage on approximately 5 acres studded with redwoods. This cottage is approximately 1800 sq. ft. and has a view of Mt. Diablo. It is all 1 level with 1 step up from the dining area.The third bedroom is set up as a den with queen sofa bed, laundry area and television. There is a...
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    Oakland, California 94619
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning 1-bedroom apartment in gorgeous Victorian. Apartment has 1 bedroom, a full kitchen & bath, onsite laundry, dishwasher, wireless Internet, & cable TV. Great downtown Oakland location - walking distance to bus, Bart, Lake Merritt, restaurants & cafes. Apartment has 1 bedroom with one double...
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    Oakland, California 94612
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Beautiful Garden Bungalow1 / 12
    (2)Average
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Housekeeping Included
    • Patio
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A sweet sanctuary, a garden cottage, tucked away from city sounds, yet also easily accessible from SF, Oakland, and Berkeley. Separate entrance through a locked gate, through a vibrant garden, to a clean, stylish place to rest your head! A clean and spacious studio with a midcentury feel. The bed...
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    Oakland, California 94608
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Studio in Oakland CA Rockridge district near UC1 / 9
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Shared Garden
    • Parking
    • Internet Access
    • Outdoor Dining Area
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 November 2015
    Stayed for 2 weeks while at a conference in Berkeley. Fantastic studio, great location and wonderful hosts. Could not recommend enough!
    Reviewed 30 September 2013
    We lucked upon this studio/casita/zimmer stay in Oakland and can highly recommend it. The unit is carefully designed with a comfortable queen bed, euro style duvet, reading...
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    About this property
    Charming in-law unit in N. Oakland's wonderful Rockridge district. Exit into the garden with a wood-burning bread oven, and wake to the gentle clucking of chickens. Concrete floors with under-floor heating will keep you toasty warm in winter. Perfect for short-term visits to U.C. Berkeley, SF...
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    Oakland, California 94618 1319
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Seperate In law Unit Oakland Hills California1 / 9
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Cable/satellite TV
    • Grill
    • Internet Access
    • Balcony
    • Mountain Views
    • Patio
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 December 2013
    I've been in October in Oakland and I was looking for an accomodation at a reasonable price near Oakland. I found this place on Trip Advisor that is located in a quiet and safe...
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    About this property
    2 bedroom with full bath in-law unit available. Separate entrance from our backyard. Spacious 2 rooms. First room has king size bed, second room has a twin bed, TV, large refrigerator, portable stove top and Microwave. Bathroom has shower, sink and toilet. Second room is directly connected to first...
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    Oakland, California 94619
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Home away from home, 92 walkscore, easy SF access1 / 13
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Grill
    • Washer
    • Patio
    • Outdoor Dining Area
    • Wi-Fi
    • DVD Player
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2017
    I had the opportunity to stay at this wonderful property for 4 nights. The photos do not do it justice. The rooms are very large, antique furniture, beautiful art work by the...
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    About this property
    Our guest rental is for visiting family, friends and business associates. When the family / friends you are visiting reserve for you there is a DISCOUNT. This option is NOT available through Trip Advisor or Flipkey. Your local family / friends must contact us directly. Off peak season - 4 night...
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    Oakland, California 94602
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Parking
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***2 night minimum stay*** THE SPACE Our bay view, peaceful setting and terraced garden make our space unique. The house is fully equipped for your stay. This is not our primary residence so you will not find it loaded with our belongings. The KITCHEN contains tableware for 8, silverware for...
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    Oakland, California 94611
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This private apartment sits in the back of a beautiful Victorian house that sits centrally located between Downtown Oakland and San Francisco. The space is clean and cozy with high ceilings. There is a full size bed in a well-lit spacious room. There is a full kitchen and the bathroom has a shower...
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    Oakland, California 94607
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Ocean Views
    • Hot Tub
    • Grill
    • Parking
    • Mountain Views
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beauiful house nestled in the hills of Oakland with views of San Francisco, Alcatraz Island, Angle Island, and three bridges the Golden GateBridge, Bay Bridge, Richmond San Rafael Bridge. Located in the Monclair District of Oakland a quite community with a Village for shopping, cute boutiques and...
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    Oakland, California 94611
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Secure Parking
    • Balcony
    • Central Heating
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to my home! I live in a cozy contemporary 2 bedroom 3 story townhouse within a gated complex. I am on the Oakland/Berkeley border and my block is literally the diving boundary between the 2 cities. You'll be staying in the spare room, which is small, but I'm assuming the last thing you'd...
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    Oakland, California 94609
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    About this property
    Amazing 4-bedroom Victorian Townhouse. Apartment has 4 bedrooms, a full kitchen, 2 baths, dishwasher, wireless Internet, onsite laundry, and cable TV. Lovely city and Berkeley Hills views. Great downtown Oakland location - walking distance to bus, Bart, Lake Merritt, restaurants, cafes, and...
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    Oakland, California 94612
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Balcony
    • Patio
    • Cable/satellite TV
    • Grill
    • Private Garden
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bright, private backyard studio with separate entrance, bamboo enclosed yard with bistro set and grill. Neighborhood is safe, walkable, and close to Oakland's historic Lake Merritt. Saturday, there is a Farmer's Market, many restaurants, movie theater, nightclubs, bars, a family-friendly...
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    Oakland, California 94610
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    4 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
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    • Hot Tub
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous 3,600 foot historical landmark on a 15,000 sf lot in the best part of Oakland, right on the Piedmont border. Towering Palm Trees Outside. Gorgeous Original Art Inside. You can rent part or all. This listing is for all, except for a small, detached cottage in the back. 4 bedrooms, 3...
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    Oakland, California 94610
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 20
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Patio
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and enjoy this quaint Oakland vacation rental house, ideally located in the highly desirable Grand Lake neighborhood. This 1-bedroom, 1-bathroom house can accommodate up to 3 guests, making it the perfect size for a couple or small family traveling together. Whether you're on a relaxing...
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    Oakland, California 94610
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
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    Smoking allowed
    About this property
    Large & lovely 1-bedroom apartment in Queen Anne Victorian. Apartment has 1 bedroom, a full kitchen & bath, dishwasher, wireless Internet, & cable TV. Great downtown Oakland location - walking distance to bus, Bart, Lake Merritt, restaurants & cafes. We expect you to enjoy your stay with us to...
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    Oakland, California 94612
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Epic, 8,800 square foot historic mansion.1 / 13
    (1)Excellent
    8 Bedrooms, 6 Bathrooms, Sleeps 50 Quick View
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    About this property
    The mansion has been used for dozens of photo and video shoots by Williams Sonoma, Cost Plus, Loews, Gumps, Pottery Barn and others. As all this implies, the property is just beautiful, with grand rooms, and towering ceilings. Overview: Unless we've made other arrangements, there will be 15...
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    Oakland, California 94606
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 50
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    THE SPACE This space is serene and quiet. It has all the essentials. There is a comfy queen size bed and one full bathroom. GUEST ACCESS Guests have access to WIFI, Netflix, Hulu Plus, coffee maker, mini fridge, microwave, private bathroom and shared garden. THE NEIGHBORHOOD This neighborhood...
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    Oakland, California 94611
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Pet friendly
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    About this property
    Welcome to the Rockridge, one of the most vibrant areas in Oakland/Berkeley. Walk 5 min to BART to go to SF or take 7-min bus to UC Berkeley. Safeway is and Trader Joe are blocks away. Relax at many nearby coffee houses or dine at our great restaurants. This sunny upstairs unit is over 1250 sq...
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    Oakland, California 94618
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Wi-Fi
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come stay in our Petite Urban Chalet next to Mills College in Oakland. This 500 sqft studio-sized chalet is French inspired, is tucked away in the backyard of a remodeled craftsman, and sits next to a spectacularly colorful, luscious and peaceful garden. The space The chalet includes: ***...
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    Location Information
    Oakland, California 94605
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
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    Smoking allowed
    About this property
    Comfy loft in Jack London Square with lots of amenities. There is a huge TV, fast internet is available, huge kitchen for all of your cooking needs, and a bar full of booze. The apartment is a short walk from the Jack London Square ferry, BART, and TransBay buses, so you can get anywhere you...
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    Location Information
    Oakland, California 94607
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Drive down the driveway and feel the stress disappear as you enter another world.Surrounded by redwoods, flowers and amazing vistas you forget about the stress of the daily grind. This executive retreat with incredible views and grounds has a close in location surrounded by the park.It has a...
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    Location Information
    Oakland, California 94619
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Washer
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the extraordinary diversity present in the city of Oakland from this beautiful 2-bedroom, 2-bathroom Victorian townhouse, which sleeps 6. The property includes a plethora of amenities, including WiFi, flat-screen TV, and a wonderfully inviting backyard. From here, you’ll be ideally...
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    Location Information
    Oakland, California 94608
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Parking
    • Private Garden
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unit is 2bedrooms/1bath with large kitchen, laundry in unit.Close 1000+/- sq. ft. Walking distance to several restaurants, Pub & City Sports Gym. Ashby BART is 20 minute walk or Emery-go round shuttle to MacArthur BART to San Francisco, Corner store & grocery store nearby. Easy freeway access. UC...
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    Location Information
    Oakland, California 94608
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Central Heating
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This well-appointed, fully furnished, two story loft is a beautiful, modern industrial-style 1865 square foot space with 25-foot high ceilings, exposed pipe and beam, large warehouse windows with an abundance of natural light, hardwood and polished concrete floors, a huge walk-in closet, and an...
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    Location Information
    Oakland, California 94607
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Washer
    • Grill
    • DVD Player
    • Wi-Fi
    • Patio
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1940’s craftsman home set back off of the street with wood stove, open kitchen floor plan, and large front and back yards with views of the SF skyline and bay. The house has two bedrooms that are separated from each other by a bathroom and a study. The Master bedroom (15' 6' x 15') is located at...
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    Location Information
    Oakland, California 94605
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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