Holiday houses in Oakland

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Popular amenities for Oakland holiday rentals

Other great holiday rentals in Oakland

Guest favourite
Guest suite in North Oakland
4.88 out of 5 average rating, 17 reviews

Cozy, spacious and private unit. Central location

AnirudhRating, 5 stars5 months ago
Jos' place was very comfortable, and exactly as per the listing. It's a very spacious bnb and everything, from the linen to the kitchen and the bathroom, was spic and span. Jos' was very helpful and responsive throughout my stay. I didn't face any issues despite a very late check in.
Top Guest favourite
Guest suite in Oakland
4.97 out of 5 average rating, 90 reviews

Urban Hillside Retreat - 1 Bedroom Suite

F.Rating, 5 stars2 weeks ago
My second stay at this location! I contacted Joe ahead of tune due to a later flight to inform him of a late check-in. He was so kind and understanding and fast to respond. It was just as wonderful a stay as last time and my family was so comfortable. Definitely recommend.
Top Guest favourite
Guest suite in Oakland
4.89 out of 5 average rating, 37 reviews

Peaceful studio w/ beautiful garden view

JeffRating, 5 stars12 months ago
Really enjoyed staying at Mally's place! The location was ideal for exploring the nearby sights like the great local cafes. At the same time, it was private enough where you could recharge peacefully. The space was clean and I found the working table super useful for my planning sessions during my stay. The garden gave a calm, peaceful vibe and I loved how the windows opened right outward to them and let in all that fresh air. I'd recommend this as a home base if you're planning to be in the East Bay!
Top Guest favourite
Home in Montclair
4.95 out of 5 average rating, 43 reviews

Oakland Hills Garden Retreat

AngelRating, 5 stars2 weeks ago
I had a wonderful stay. The place was just as described—clean, comfortable, and well-equipped. The check-in process was smooth, and communication throughout the stay was quick and helpful. The location was convenient, and I really appreciated the little touches that made the stay feel extra comfortable. Highly recommend this spot to anyone visiting the area. I’d definitely stay again!
Top Guest favourite
Guesthouse in Oakland
4.96 out of 5 average rating, 557 reviews

Lakeshore Cottage

BrisaRating, 5 stars2 weeks ago
Location location location. So close to some of the best of the area! The mattress was super comfy, shower water was hot and lovely. Great place to crash after spending the day on the town. Only nitpick is that mini fridge was a little loud when it would kick on , if you’re a light sleeper consider earbuds or a white noise machine — but it wouldn’t last too long
Top Guest favourite
Guest suite in San Leandro
5 out of 5 average rating, 51 reviews

Modern & Cozy Cottage

MeganRating, 5 stars1 day ago
Selina’s place in San Leandro will always be one of my favorites places to stay out in the bay! It’s in such a great area not to mention how quiet and peaceful it is as well, I loved how she provided the cottage with a lot of different amenities and even a surprise gift that my boyfriend and I loved. I definitely would recommend everyone to stay a couple nights to enjoy the place. Would definitely book with Selina again!
Guest favourite
Condo in North Oakland
4.96 out of 5 average rating, 51 reviews

The Lemon Tree (1BR/1BA)

WillRating, 5 stars4 months ago
We had a great stay at Taryn's house. we live in the neighborhood but needed a place to stay while having some construction at our place. Taryn was great with communication and helpful, and provided good recommendations for the area. what felt different about this Airbnb is you can feel that it is a loved and lived in home that just happens to be available when the host is away. It does not feel like one of those soulless rentals no one really cares about. But even as a lived in space, everything was completely clean and welcoming.
Guest favourite
Guesthouse in Montclair
5 out of 5 average rating, 11 reviews

Sunny Oakland Hills Cottage

RussellRating, 5 stars2 weeks ago
Kelly’s cottage is a perfect place to relax and detach. Was a staycation of sorts as my lady friend and I were going to a concert close by. Very plush and comfortable sleeping quarters The kitchen is sizable and well equipped. I’m in the wine business and brought a few nice bottles. Was pleasantly surprised to find really nice, high quality stems in the cupboard. The porch is long and provides a perfect perch to sip wine or coffee in the morning listening to all the various birds warbling. Excellent experience and top notch service. I’ll be back!! -Russ

Quick stats about holiday rentals in Oakland

  • Total rentals

    5.8K properties

  • Total number of reviews

    238K reviews

  • Family-friendly rentals

    2K properties are a good fit for families

  • Pet-friendly rentals

    1.4K properties allow pets

  • Rentals with a pool

    250 properties have a pool

  • Rentals with dedicated workspaces

    3K properties have a dedicated workspace

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