
Guest house holiday rentals in Oakland
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Top-rated guest house rentals in Oakland
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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)

Serene foothills Garden Suite, private parking +EV
Have the entire Bay Area at your fingertips... & right outside your window! This private studio tucked into the Oakland Foothills is the perfect base for adventures. A 9min drive & you can be on the train into San Francisco. Coliseum & redwoods are minutes away, as are many other attractions*. You’ll be welcomed home to a comfy Cal King bed & a serene garden view. Enjoy coffee/tea as you settle in at the table, & our high speed wifi has you covered. Have an EV? Charge Level 2 overnight (J1772)!

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!

Quiet space, great location!
Spacious single room ADU with vaulted ceilings, queen bed, and natural light. Access to a large yard with beautiful views. A new private bathroom is just outside, steps away in the main house. Located in a quiet, safe neighborhood near Grand Lake Theater, Lake Merritt, Morcom Rose Garden, restaurants, and shopping. Minutes to Berkeley, Piedmont, downtown Oakland, and public transport to SF. Dedicated entrance to room. No kitchen - mini fridge, coffee pot, kettle included for your convenience.

Cute, backyard Cottage w/ close access to all!
Great space for a lovely trip to the Bay Area! Located in a very safe & quiet neighborhood of Alameda. The cottage has a private bathroom with shower (no tub), a kitchenette with microwave, and the most comfortable queen bed. Close to Oakland Coliseum, BART, SF, Oakland Airport, and ferry to SF. Great access to Bay Farm Trail and just a short walk to restaurants and shopping. ** Please note that the bed is against the wall, so if you are a group of two, one person will be against the wall.

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.
Luxury Rockridge Casita in Our Sunny Garden
** FEATURED in Sunset Magazine ** Our bright modern guest house with private access awaits you. Retreat from the city to our comfortable, clean casita. This lovely, light-filled space sits behind our family home, in our garden with fresh berries and lemons. Enjoy morning coffee at the wood farm table. We offer local coffee + tea, a small fridge, robes, wifi, and outdoor dining. Our quiet street is close to BART, 3 blocks from College Ave, full of great restaurants and shops.

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.

Charming Cozy Cottage in Eco-Garden Oasis
Our charming cottage is a relaxing retreat in the city! Our sweet cabin is small and cozy set in an expansive garden oasis. We offer a unique experience for those interested in a beautiful and tranquil escape in the heart of the city. The cottage is at the back of our large garden with views of our beautiful urban farm with a pond, chickens and goats! Families with up to 2 children are best suited for the loft because of the low ceiling. No more than 2 adults please.

Oakland Jungalow Cabin Studio
Take a break and unwind at my outdoor oasis. Experience Oakland and the Bay Area from a cozy cabin with tons of outdoor space, deck seating, fruit trees for picking, walking distance to some of the best tacos and pastries in the Bay Area. Easy entry to every part of the SF Bay Area with public transport (BART) 10 min walking. I live on property with my 6 yo and a few cats, but everything is self service with private entrance. I'll stay out of your way. Enjoy!

Comfy 2 bedroom cottage centrally located
Welcome to the cozy Oakland cottage, located behind the main house separated by a fence with exclusive use of the space. Ideally located for exploring Oakland and San Francisco, just one mile from BART, 20 minutes to SF, and close to major freeways. In less than 15 minutes you can reach Lake Merritt, Joaquin Miller Park’s redwood trails, and some of Oakland’s food, and local spots—while still having a peaceful place to recharge.

Lakeshore Cottage
Our quiet studio cottage is located in the Lakeshore/Grand Ave area of Oakland. The neighborhood is safe and beautiful and the cottage is neat and easily accessible. There is a large bright main room and a spacious bathroom that was recently updated. The cottage includes a mini kitchen. The location is close to downtown Oakland, Berkeley and San Francisco.
Popular amenities for guest house rentals in Oakland
Family-friendly guest house rentals

Upscale Contemporary Mediterranean Studio

Private Studio & Office-Bay Views, Oakland Hills

Cozy Watertower by Beach and Transit

Modern and Private Cottage with Outdoor Patio

Detached Cozy Studio w/ private patio garden & BBQ

Cozy backyard cottage

Light-filled private cottage

Berkeley Bayview Bungalow
Guest house rentals with a patio

Quaint two-bedroom cottage with patio!

La Casita - a quiet, Crocker Amazon area studio!

Cozy Central Alameda Studio

Charming Victorian Retreat | Minutes to SF

Berkeley Bitty House - a little bit of home

Cozy redwood cottage by the bay

The Bathhouse: Boho Modern + Hot Tub + Water View

The Willow Cottage
Guest house rentals with a washing machine and dryer

Cozy Alameda Garden Cottage

Luxury Classy Cottage. Centrally Located

Lovely homemade Garden Cabin + Hot Tub near Bart.

Tropical Garden Cottage +HOT TUB &POOL by Downtown
Lulu's Place: a safe gated retreat min to Downtown

15B - Cozy & Comfortable 1B1B Back Unit

Charming Backyard Guest House with Koi Pond

Oak Knoll Hideaway
When is the best time to visit Oakland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £73 | £76 | £76 | £80 | £83 | £82 | £84 | £84 | £82 | £84 | £81 | £82 |
| 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 guest house rentals in Oakland

Total holiday rentals
Explore 380 holiday rentals in Oakland

Verified guest reviews
Over 39,120 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wifi availability
380 of Oakland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oakland rentals

4.9 Average rating
Oakland stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
Oakland’s top spots include Oakland Zoo, Jack London Square and Alameda Beach
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- Castro Street
- Moscone Center
- Stanford University
- Golden Gate Park
- Levi's Stadium
- Muir Woods National Monument
- Oracle Park
- Golden Gate Bridge
- Baker Beach
- Twin Peaks
- SAP Center
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