
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.

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!

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.

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.

Cozy & Secure Oakland Retreat for 4, Pets Welcome!
Your Private Temescal Retreat: Pet-Friendly & Walkable Escape to a cozy, pet-friendly retreat perfect for couples, small families, or travelers seeking a relaxing getaway. This charming home offers a comfortable, inviting space where you can unwind, enjoy quality time together, and bring your furry friends along. Whether you’re enjoying a quiet morning coffee, exploring nearby attractions, or simply relaxing indoors, this home makes every stay comfortable and memorable.

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.

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.

Private Garden Studio, fast wifi near Bart
Newly remodeled home located in the popular Mosswood neighborhood, next to Temescal. 10 min walk to Sprouts Farmers Market, Boutiques & Restaurants on Piedmont Ave and MacArthur Bart Station.(to San Francisco easily) 10 min drive to Lake Merritt, Downtown Oakland and Oakland Chinatown.

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.

Redwood Heights Cottage with Stunning Bay Views
Quiet cottage nestled in a Redwood Heights oasis. We have lovingly renovated the detached private cottage next to our house. The whole property is half an acre with stunning views of the SF Bay and walking distance to shops and restaurants in the Laurel and Redwood Heights area.
Popular amenities for Oakland guesthouse rentals
Family-friendly guest house rentals

North Berkeley Backyard Cottage

Elegant, bright, private cottage

Cute, backyard Cottage w/ close access to all!

East Bay PRIVATE "Backhouse" retreat

Cozy backyard cottage

PrivateTemescal CraftsmanCottage

Private Cottage Near Everything

Tranquil cozy backyard cottage
Guest house rentals with a patio

Quaint two-bedroom cottage with patio!

La Casita - a quiet, Crocker Amazon area studio!

Berkeley Bitty House - a little bit of home

Sunny, Peaceful Private Sanctuary

Mill Valley Garden View Guest House, Free Parking

Private Oasis Btwn SF, Napa. Big Views + Pool!

The Bathhouse: Boho Modern + Hot Tub + Water View

The Willow Cottage
Guest house rentals with a washer and dryer

Cozy Alameda Garden Cottage

Unique tiny house w huge windows & deck, near lake

Modern and Private Cottage with Outdoor Patio

Garden guesthouse next to ElCerrito BART&shopping

Backyard Private Cottage with FREE Parking

Lovely homemade Garden Cabin + Hot Tub near Bart.

1-bed 1-bath private backyard entrance guest suite

15B - Cozy & Comfortable 1B1B Back Unit
When is the best time to visit Oakland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,921 GYD | G$21,757 GYD | G$21,757 GYD | G$22,803 GYD | G$23,640 GYD | G$23,431 GYD | G$23,849 GYD | G$24,059 GYD | G$23,431 GYD | G$21,757 GYD | G$21,548 GYD | G$21,339 GYD |
| 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 38,780 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
210 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 Joaquin Miller Park
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