Vacation rentals in Oakland

4.99 out of 5 average rating, 271 reviews

Wooden stairs lead down through lush greenery, with potted plants lining the railing. A view of the city skyline is visible in the distance, framed by trees that provide a natural backdrop to this serene descent.

Apartment in Oakland

Modern retreat in the tree tops

Relax in this tranquil space nestled in Oakland Hills. Private inlaw unit furnished with modern furniture and art. Kitchen replete w/microwave-convection oven, induction cooktop, dishwasher, coffeemaker, prep tools and serving items await. Enjoy the electric fireplace, cable TV and high-speed WiFi. Stylish bathroom and comfy bed to refresh and relax. From the off-street parking spot, take the 30 well-lit and stable stairs to this quiet home away from home. No pets or smoking on premises. Enjoy!

4.89 out of 5 average rating, 117 reviews

A wall features a detailed map of Oakland, California, framed and displayed above a small nightstand. A decorative pendant light casts intricate shadows, while a potted plant adds a touch of greenery. The soft lighting creates a warm ambiance in the room.

Tiny home in Oakland

Unique “Tiny Home” Treehouse - Detached & Private

LTR. Please inquire Private oasis nestled in the trees. This studio is completely hidden off of the street with beautiful views. It has a prvt deck as well off the structure to soak in the sun and bird watch. This brand new studio has everything you could want including fast wifi and work space. A very large double closet, a full kitchen with induction stove, dishwasher, washer, dryer and a toto bidet toilet. If you want all the comforts of home, in a quiet tree house, this is the place for you

An aerial view showcases a spacious pool surrounded by a wooden deck, with lounge chairs arranged nearby. The illuminated hot tub and diverse greenery create a serene outdoor space, perfect for relaxation and enjoying nature.

4.97 out of 5 average rating, 242 reviews

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer 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 82F May 1st-Oct. 31st. 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)

4.97 out of 5 average rating, 227 reviews

Guest suite in Oakland

Curated Studio w/ Hot Tub & Outdoor Bath

Stay in a modern space curated by Oakland artists! This spacious studio features reclaimed barn wood throughout with eclectic modern furnishings. Snuggle up in the queen sized Casper mattress with luxurious spa quality sheets. Working while traveling? We've got gigabit wi-fi. Couples will enjoy the garden hot tub & outdoor bath with dual shower heads. Just looking to relax? Take a dip in our private outdoor bathing tub. Gated off-street parking & anytime contactless checkin are included too!

4.97 out of 5 average rating, 457 reviews

A luxurious two-person jetted tub is filled with bubbles, surrounded by softly flickering candles. The textured wall behind adds a serene ambiance, while the stylish fixtures complete the elegant bathroom setting.

Guest suite in Oakland

BridgesView Spa & Couples Retreat, Easy Parking

Our luxurious suite with kitchenette features a beautiful view towards the Bay and Golden Gate Bridges, designed especially for a romantic getaway or anyone needing a relaxing space. Soak and play in the two-person jetted tub, enjoy the gorgeous large bathroom. Easy street parking is always available, and garden lined exterior stairs take you to the private entry and patio. A laundry is provided for guest use only. Hikes into the canyon below or neighborhood above are a special treat.

The exterior showcases a detached studio, accentuated by string lights that frame the entrance. Sliding glass doors lead to the interior, revealing glimpses of a cozy living space and a modern kitchenette. A wooden deck with outdoor seating complements the inviting atmosphere.

4.92 out of 5 average rating, 285 reviews

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.

Guesthouse in North Oakland

A modern guestroom is illuminated by natural light, showcasing a spacious bed adorned with crisp white linens and accent pillows. A small kitchenette is visible, along with a workspace featuring a desk and chair. Large windows offer a connection to the outdoors.

4.97 out of 5 average rating, 534 reviews

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.

4.93 out of 5 average rating, 232 reviews

Eco-Cottage Sanctuary in Garden Oasis

Our popular cottage is like a retreat experience in the city! The cottage is an enchanting oasis nestled in the back and quiet from street noise. You will sleep comfortably on our new mattress topper! Our urban farm and garden offers a unique heartwarming experience-with lush gardens, frogs, chickens and 3 young goats! The cottage is perfect for guests looking for a comfortable space to relax after a busy day. Come and enjoy our beautiful and relaxing eco-friendly cottage!

An outdoor seating area is framed by lush greenery and vibrant flowers. Comfortable seating is arranged around a fire pit, with a shaded pergola overhead. The garden space showcases climbing plants and stone pathways, offering a peaceful retreat with views of surrounding hills.

4.91 out of 5 average rating, 339 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.

Apartment in North Oakland

5 out of 5 average rating, 157 reviews

The Cozy Casita 2

Welcome to the Cozy Casita, you’re home away from home. The central location makes it the perfect jumping off point for all your Bay Area adventures with close proximity to MacArthur BART station, Multiple bus stops, Bay Wheels bike rental, shops and restaurants in Emeryville and Temescal, Access to 4 major highways within 1/4 mile, Lake Merritt, Uptown/Downtown Oakland, San Francisco, Berkeley, and many more Bay Area hotspots.

4.92 out of 5 average rating, 229 reviews

A serene outdoor space features a stone patio surrounded by lush greenery. String lights illuminate the area, which includes a shaded seating arrangement with metal chairs and a table. An umbrella provides additional shade, and decorative plants add a touch of nature.

Guest suite in Oakland

New convenient comfortable studio

Come relax at this peaceful and centrally-located studio suite with its own entrance adjacent to the lush back yard. This newly renovated, basement-level space has an extremely comfortable bed, a workspace/eating area, and amenities to make your stay cozy and enjoyable. Grocery stores, transit, and the freeway are mere minutes away. Lake Merritt, Piedmont, and Uptown neighborhoods are all easy to access as well! Welcome!

4.97 out of 5 average rating, 262 reviews

The exterior of the mid-century modern duplex presents a blend of blue siding and brick accents, framed by mature trees and lush greenery. A simple, welcoming entrance is highlighted by flower pots, while a gently sloped driveway leads up to the door.

Apartment in Oakland

A Midcentury's Night Dream- Oakland

Welcome to Fabulous Lake Merritt and the Haddon Hill/Cleveland Heights neighborhood, your gateway to Oakland, Berkeley, SF and beyond. This sunny one bedroom, one bathroom duplex apartment was built in 1955 and is mid-century modern in style with modern conveniences. Here you can enjoy vintage decor that doesn't take itself too seriously; think Don Draper meets Howdy Doody. A vibrant, yet relaxing, place to stay!

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Popular amenities for Oakland vacation rentals

Laptop-friendly workspace

Stay near Oakland's top sights

Lake Merritt Amphitheater7 locals recommend

Lake Merritt748 locals recommend

Trader Joe's17 locals recommend

Whole Foods Market12 locals recommend

Oakland Museum of California50 locals recommend

Berkeley Bowl32 locals recommend

Other great vacation rentals in Oakland

4.92 out of 5 average rating, 145 reviews

Home in Benicia

Benicia,our cozy & handy get away for your group

4.99 out of 5 average rating, 126 reviews

A large window offers a view from the kitchen and deck, showcasing trees and a glimpse of the San Francisco Bay. An outdoor table and chairs are visible on the deck, providing a space for relaxation and enjoying the scenery.

Home in Oakland

Beautiful Home. Gorgeous Views. Five Bedrooms.

4.98 out of 5 average rating, 214 reviews

A wooden treehouse is situated high in a large tree, featuring a balcony and multiple access points. The surrounding area includes an open grassy space with trees in the background, creating a natural and serene setting.

Cottage in Bolinas

Enchanting cottage in charming Bolinas

Apartment in Stinson Beach

A bright living space features a light-colored sofa and a small dining table with wooden chairs. The kitchen area, equipped with modern appliances, is visible in the background. Natural light filters in through the skylight, illuminating the wooden flooring and neutral decor.

4.92 out of 5 average rating, 357 reviews

Beach Retreat

4.97 out of 5 average rating, 151 reviews

Home in Half Moon Bay

Entire house for families：Steps to beach!

Guest suite in Outer Sunset

A row of colorful houses is visible along a street, featuring varying architectural styles. Some homes have balconies and large windows, while others are adorned with landscaping that includes bushes and flowering plants. Vehicles are parked in front of the residences.

4.89 out of 5 average rating, 167 reviews

Great Highway Oceanfront studio

4.9 out of 5 average rating, 177 reviews

A panoramic view of the San Francisco neighborhood is showcased, with rolling hills and homes visible in the distance. The foreground features tall trees and an elevated street, while a glimpse of the bay and distant hills can be seen under a clear blue sky.

Home in Noe Valley

Noe Valley entire guest suite overlooking downtown