Guesthouse vacation rentals in Oakland

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Oakland

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
A light-filled living area features a spacious sectional sofa positioned next to a small black table. Soft curtains frame the windows, while colorful cushions add warmth. A bookcase with framed artwork can be seen in the background, enhancing the inviting design.
Guesthouse in Woodminster
4.98 out of 5 average rating, 123 reviews

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.

Top guest favorite
A bright kitchen is featured, equipped with modern appliances and a farmhouse sink. Natural light pours in through a skylight and large windows, illuminating the clean lines of the cabinetry. Fresh flowers are positioned on the countertop, adding a welcoming touch to the space.
Guesthouse in Bushrod
4.96 out of 5 average rating, 112 reviews

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)

Top guest favorite
A spacious studio is showcased with a large bed and a serene wall mural of trees. Natural light fills the room through sliding glass doors, which lead to the outside garden. A comfortable chair and side table create a cozy seating area.
Guesthouse in Alameda
4.9 out of 5 average rating, 112 reviews

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.

Guest favorite
A spacious driveway leads to a well-maintained home nestled among trees. The house features a light-colored exterior and is complemented by warm lighting around the entrance. Landscaping includes bushes and flowers, enhancing the natural setting.
Guesthouse in Oakmore
4.92 out of 5 average rating, 532 reviews

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!

Top guest favorite
A lush garden surrounds the cozy cottage, featuring diverse plants and greenery. Raised garden beds filled with herbs and vegetables complement the gravel pathway leading to the cottage. The exterior features light-colored siding and a muted gray door, merging with the natural landscape.
Guesthouse in Oakland
4.87 out of 5 average rating, 361 reviews

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.

Top guest favorite
A cozy living area is presented with a rustic wooden accent wall and a flat-screen television mounted for entertainment. A spacious coffee table sits centrally with candles, accompanied by a modern yellow and blue sofa, while an armchair with a bright green cushion adds a touch of color.
Guesthouse in Oakland
4.97 out of 5 average rating, 215 reviews

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!

Guest favorite
A private garden area is framed by wooden fencing, featuring various plants and greenery. A door with a purple frame leads into the guesthouse. The wooden deck enhances the natural setting, contributing to a sense of tranquility and seclusion.
Guesthouse in Eastmont Hills
4.8 out of 5 average rating, 1,013 reviews

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.

Guest favorite
The image depicts a serene garden pathway leading to two adjacent cabins, framed by vibrant greenery and flowering plants. A wooden trellis is visible, providing shelter, while soft lighting from the cabins enhances the calm atmosphere. A mixture of stone and mulch surfaces directs attention toward the entrance.
Guesthouse in Oakland
4.92 out of 5 average rating, 382 reviews

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.

Guest favorite
The exterior of the casita is showcased with a charming entrance door framed by well-maintained landscaping. Soft lighting highlights the inviting windows and pathway made of natural stone, leading guests to the entrance amid lush greenery.
Guesthouse in Berkeley
4.92 out of 5 average rating, 566 reviews

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.

Top guest favorite
A modern studio space is showcased, featuring a cozy sleeping area with a spacious daybed adorned with decorative pillows. Large windows allow natural light to fill the room, which includes a flat screen TV and a wooden dining table set against a minimalist décor.
Guesthouse in Shepherd Canyon
4.97 out of 5 average rating, 292 reviews

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!

Top guest favorite
The exterior of the cottage is shown, framed by a variety of plants and seasonal foliage. A stone pathway leads to the entrance, which features a white door with a welcoming sign. Bright leaves on nearby trees add color to the scene, enhancing the cottage's charm.
Guesthouse in Upper Rockridge
4.96 out of 5 average rating, 151 reviews

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.

Top guest favorite
The charming cottage exterior features natural wood siding, framed by greenery and vibrant flowers. A welcoming entrance is visible, along with a small deck furnished with two chairs and a table, offering a cozy spot for outdoor relaxation.
Guesthouse in Kensington
4.95 out of 5 average rating, 745 reviews

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

When is the best time to visit Oakland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ367ﺩ.ﺇ382ﺩ.ﺇ382ﺩ.ﺇ400ﺩ.ﺇ415ﺩ.ﺇ411ﺩ.ﺇ419ﺩ.ﺇ422ﺩ.ﺇ411ﺩ.ﺇ419ﺩ.ﺇ404ﺩ.ﺇ408
Avg. temp10°C11°C13°C14°C16°C17°C18°C18°C18°C16°C13°C10°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

Destinations to explore