Vacation rentals with outdoor seating in Oakland

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 away 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, chickens and 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! Family friendly. Only 2 adults please.

Beautiful canyon view suite

Enjoy Shepherd Canyon: sunlight dancing on leaves, birds flying at eye level, sun setting behind eucalyptus trees, flickering lights at night. Downstairs floor (1100 sq ft) of mid-century home in Oaklands Hills. Full kitchen for snacks or gourmet meals, comfy queen bed in bedroom, sofa bed in living room. Enjoy picturesque walk to Montclair Village or hike/ bike right up the hill. Drive 11 minutes to BART, located in Rockridge, which also has restaurants and shops to explore. Minimum age 25

Step back in time on this beautiful classic yacht

Good Luck is a hundred-year-old classic yacht, lovingly restored and ready to transport you to another time while luxuriously spoiling you on your bay area adventure. This dockside charter gives you complete privacy and an amazing nautical experience. Alameda is a beautiful island community in the heart of the Bay, filled with beautiful homes, adorable shops, and many great restaurants. The San Francisco ferry is close by to whisk you to the big city, so why would you want to stay anywhere else?

Classic Bright Modern Spacious 1bd/1ba Apartment

Quiet & spacious 960 sq ft modern, bright one-bedroom apartment with wireless high-speed internet. This private & newly renovated open floor plan & chef's kitchen with stainless steel appliances is ideal for long stays. The apartment features a sunny deck off the kitchen and backyard for dining or relaxing. Centrally located in a tree-lined walkable neighborhood. UC Berkeley and BART in short distance. Drink your morning coffee on a sun-drenched deck and at night cozy up by the indoor fireplace.

Luxury Rockridge Casita in Our Sunny Garden

Featured in Sunset Magazine ✨ Tucked into our sunny Rockridge garden, this light-filled modern casita is a peaceful retreat — 3 blocks from College Avenue’s cafés, restaurants, and shops. Wake up to birds in the garden, sip coffee at the farmhouse table, and walk to BART for easy access to San Francisco, Berkeley, and downtown Oakland. A quiet space designed for those who appreciate beauty and thoughtful details. Ideal for couples exploring Rockridge, Berkeley, Oakland, and San Francisco.

Private Cottage in Oakland Hills - Redwood Forest

Private Cottage located in the esteemed Skyline, Hillcrest Estates area. This light-soaked bungalow is the perfect getaway for nature enthusiasts. Surrounded by gorgeous redwood trees, breathtaking views, hiking and biking trails, horse stables, and a variety of other outdoor activities less than a 5 min walk away. This peaceful getaway showcases some of the best natural beauty the Bay Area has to offer. Just a short 15-20 min drive from the excitement of Downtown Oakland and San Francisco.

BridgesView Spa & Couples Retreat, Easy Parking

This 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.

Sunlit Oakland Retreat w/ Designer Touches & Deck

Sunlight + greenery + indoor-outdoor flow to the deck. Perfect for remote workers, couples, or friends looking for a calm, design-forward retreat. Not suitable for toddlers. Located in the heart of sought-after Piedmont Avenue district. Why you’ll love it: • Premier Walk Score of 96 – enjoy cafés, boutiques just steps away • Michelin 2-star dining around the corner, along with many local favorites • Gourmet kitchen – fully equipped and stocked • Private deck nestled among mature trees

Beautiful Modern ADU Apt With Private Entrance

Beautiful modern space, peaceful & has beautiful views of the trees and hillside. You’ll love my place because of the large king size bed, large open spaces & private balcony. My place is perfect for everyone whether on vacation or business. You will have your own private entrance to the first fl. of the apartment, full bathroom, private balcony, large open kitchen & large living room, w/ NO shared spaces. Oakland Airport (10 min) & BART are few miles away w/ freeway access close by.

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.

Hike-in Bay Views Cabin w HotTub

Hike up to a well designed, small-but-mighty modern cabin with fast WiFi, your own hot tub and a panoramic view spanning across the bay from the Golden Gate to the San Mateo bridge. 108 stairs lead up to the Aerie, so if you don’t want to get your steps in, this is probably not the space for you! 15 min from OAK and city life, but a world away. Sunsets are glorious here. The Aerie is a special spot just for 1 or 2, so leave the posse behind. Registered guests only.

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.