
Guesthouse vacation rentals in Oakland
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Top-rated guesthouse rentals in Oakland
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Lulu's Place: a safe gated retreat min to Downtown
Stay in our large airy two-bedroom apartment nestled in the Oakland Hills. The driveway ends with panoramic views of the entire Bay Area. Private gated parking onsite. Enjoy spectacular views just steps away. Surrounded by redwood trees, you'll have a private apartment that's only 20 minutes from downtown Oakland. Great for families, comfortable, room to relax. Go for beautiful hikes right in the neighborhood. Recharge after exploring the Bay Area. Enjoy this unique safe spot on your next visit.

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)

Detached Cozy Studio w/ private patio garden & BBQ
Newly renovated 100 yr old backyard studio in the heart of the Alameda island. Private fenced garden with bbq. 7 mins from Oakland Int. Airport. 20 mins to SF city by ferry. Convenient location to UC Berkeley. Close to BART, beach, parks, local markets and restaurants in walking distance. • Fully-equipped, self contained studio, with cooking basics, microwave, airfrier/oven, induction cooktop, coffee machine, electric water boiler, BBQ, patio. Private entrance. No share ventilation.

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!

Rockridge Garden Cottage
The cottage is newly remodeled as of March 2022 and now has its own kitchen and bathroom. It is a separate unit in my backyard with vaulted ceilings which gives a spacious feel and french doors that open onto the lush garden. Queen size high end natural organic fiber bed (Earthsake.com), with down comforter + 4 pillows. Dining table and stools. LCD TV, clothes valet, work desk and great internet. Its very quiet and my guests seem to love having a private retreat type space to themselves.

The Redwood Retreat
Near Lake Temescal, Redwd Regional Prk, Bart, Hwy 13, Rockridge,Montclair, Dwntwn. We completely remodeled our guest house with a focus on short term tenants. Lots of storage within one of the most quite settings you will find. We made a thoughtful attempt to load the unit with everything u might need while away. The kitchen is functional to the point that you could actually cook a Thanksgiving dinner, multiple frying pans to crock pots a blender or chefs knives. Bathroom sundries abound!

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.

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.

Claremont Casita with a View
Welcome to the Claremont Casita, a Spanish-style guest house that sits at the top of our property. Enjoy views of the Claremont hills, outdoor space to relax, a fully appointed kitchen (everything but an oven), Tempur-Pedic queen bed, and comfortable common areas, all in a beautiful neighborhood that is walking distance from Claremont shops, Rockridge, and close to BART and freeways. Ample street parking is available.

Bright Modern Secluded Oakland Hills Retreat
Bright, secluded, cozy and modern detached studio in Montclair / Oakland Hills. Just across the bay from San Francisco. Queen bed, full bath and open kitchen w/ appliances + dining bar w/ bay vista views. Hike/bike trails 5 min. away. Your oasis is up the hill past trees, the occasional deer and a few turns through a friendly neighborhood. Car is essential to reach your private getaway!

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.

Secluded luxury cottage & hot tub
Surrounded by trees on 1/2 acre, our cottage in Kensington/ Berkeley Hills is a perfect country house in the city. Our relaxing light-filled retreat is decorated with our original textile designs, Kiran's fine art photography and has a hot tub available for the guests under the stars.
Popular amenities for Oakland guesthouse rentals
Family-friendly guest house rentals

Private Garden Studio, fast wifi near Bart
Cozy, Private Backyard Studio in Soothing Shades of Gray

Serene foothills Garden Suite, private parking +EV

Views, Jacuzzi, Sauna, heated pool, Stylish ADU!

Cozy Watertower by Beach and Transit

East Bay PRIVATE "Backhouse" retreat

16017-Private 2BR Guest Unit near HWY, BART & Mall

Tranquil cozy backyard cottage
Guest house rentals with a patio

Beautiful Guesthouse in the Heart of Mill Valley

Quaint two-bedroom cottage with patio!

Cozy Central Alameda Studio

Private Garden Room in Beautiful Victorian Home!

Private and serene studio with full kitchen

Cozy redwood cottage by the bay

Beautiful Guesthouse with direct view of the Bay

Private Oasis Btwn SF, Napa. Big Views + Pool!
Guest house rentals with a washer and dryer

Cozy Home + Garden in the Hills

Guest House, Downtown Walnut Creek

Tropical Garden Cottage +HOT TUB &POOL by Downtown

1-bed 1-bath private backyard entrance guest suite

Cozy backyard cottage

Private in-law unit cute and cozy

Charming Backyard Guest House with Koi Pond

Charming Guest House
When is the best time to visit Oakland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ367 | ﺩ.ﺇ382 | ﺩ.ﺇ382 | ﺩ.ﺇ400 | ﺩ.ﺇ415 | ﺩ.ﺇ411 | ﺩ.ﺇ419 | ﺩ.ﺇ422 | ﺩ.ﺇ411 | ﺩ.ﺇ419 | ﺩ.ﺇ404 | ﺩ.ﺇ408 |
| 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 guesthouse rentals in Oakland

Total vacation rentals
Explore 380 vacation rentals in Oakland

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

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wi-Fi availability
380 of Oakland vacation rentals include wi-fi 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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- Moscone Center
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