Holiday rentals with outdoor seating in Oakland

4.87 out of 5 average rating, 1,045 reviews

The sleeping area is adorned with warm wood finishes, featuring a spacious bed with soft linens. Natural light filters in through circular porthole windows, enhancing the classic nautical ambiance. A wooden dresser is positioned nearby, and a doorway leads to the bathroom, which is tastefully designed.

Boat in Alameda

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?

4.98 out of 5 average rating, 114 reviews

A modern studio guesthouse is depicted with a spacious seating area featuring a striped sofa and a sleek coffee table. A kitchen with stainless steel appliances is visible, along with a dining area. Large windows allow natural light and views of the patio.

Guesthouse in Rockridge

Villeta Pastena - Rockridge guest house w/patio

Newly remodeled studio guesthouse in the heart of Rockridge--Oakland’s premier neighborhood for great shops & restaurants. Full kitchen features cast iron and SS cookware for the traveling chef, or walk a block to College Ave for any cuisine you desire. Enjoy your morning coffee or dine al fresco on the patio, sleep well on a quality king mattress, and be productive on the convertible workspace while enjoying the Roku TV, high ceilings, and thoughtful touches. A short drive or train ride to SF.

4.95 out of 5 average rating, 109 reviews

A modern building with a green roof is nestled in a lush landscape, surrounded by trees. Scenic views of rolling hills and the bay are visible in the background, offering a serene and natural atmosphere. The driveway leads up to the structure, enhancing accessibility.

Bungalow in Oakland

Modern 2 bedroom with stunning bay views

Kick back and relax in this calm, stylish space. The Oakland Hills are filled with amazing hiking, this location is great for day trips to Napa (35 miles), San Francisco (11 miles) or Carmel (120 m). Centrally located for work or play. This open concept 2 bedroom is a peaceful break away. Given the open concept design - there is not a lot of privacy between bedrooms, just a big bookcase room divider b/w the rooms. There are a few sitting area's outside and a green roof too! And EV charging.

4.97 out of 5 average rating, 602 reviews

Guesthouse in Oakland

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.

4.97 out of 5 average rating, 603 reviews

A vibrant sunset paints the sky in shades of orange and pink. The silhouette of the Bay and Golden Gate Bridges is visible in the distance, framed by rolling hills that contrast with the serene water below.

Guest suite in Oakland

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.

A bright and airy hallway is displayed, leading to a modern kitchen and private deck. The space features warm wooden flooring and natural light. Art pieces adorn the walls, while a dining table with wooden chairs is positioned beside a potted plant, creating an inviting atmosphere.

4.99 out of 5 average rating, 148 reviews

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

4.79 out of 5 average rating, 1,043 reviews

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 Oakland

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.

4.98 out of 5 average rating, 123 reviews

A wooden deck features two comfortable chairs positioned for relaxation. Lush greenery surrounds the area, providing a sense of privacy. Bright blue skies with scattered clouds create a serene backdrop, enhancing the peaceful ambiance of the outdoor space.

Guest suite in Oakland

Urban Hillside Retreat - 1 Bedroom Suite

Take it easy at this peaceful, wooded garden-level suite. Freshly remodeled with all new furnishings and a comfy king sized bed. Kick back on the lower level of a split-level house & take in the spacious back yard. Saddle up at the bar or lounge at the outdoor patio under the Redwoods. The perfect basecamp for your Bay Area adventure, nestled in the Oakland Hills with easy freeway access and proximity to BART. 15 mi from SF 6 mi from Cal Berkeley 3 mi from nearest Bart station

4.94 out of 5 average rating, 394 reviews

A private hot tub is shown in the foreground, with soft bubbles visible on the surface. In the background, a modern cabin facade features large glass doors reflecting warm sunset hues, framed by a wooden deck with seating.

Cabin in Oakland

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.

A spacious living area features a comfortable gray sectional couch adorned with decorative pillows. A glass coffee table sits in front, accompanied by a decorative plant and a faux-fur throw for added texture. Light streams in through the window, enhancing the bright and airy ambiance.

5 out of 5 average rating, 101 reviews

Private Mid-Century Modern With Fabulous Garden

Thoroughly renovated and private mid-century modern suite in a side-by-side duplex. Secluded backyard w/ patio & bbq. Fully equipped chef’s kitchen & spa-like bathroom. Please note - we removed the heat lamp from the backyard due to safety concerns. Photos of the yard including the lamp will be updated as soon as possible. -96 Walk Score -30 minutes to downtown San Francisco -40 minutes to several beaches -1.5 hour to Napa Valley -3 hours to Lake Tahoe

A bright and modern kitchen area features dark cabinetry and a coffee station, accompanied by a patterned rug on the floor. A breakfast bar with two stools is visible, and the open layout connects to a cozy living space that showcases colorful furnishings and artwork.

4.99 out of 5 average rating, 199 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.

A spacious outdoor seating area features a sectional couch with soft cushions surrounding a firepit, all set against a backdrop of sweeping views of the San Francisco Bay. Lush greenery and modern fencing frame the relaxing space.

4.97 out of 5 average rating, 105 reviews

Newly remodeled hilltop home with stunning views

Enjoy breath-taking views of San Francisco and the bay from a fully remodeled, casually luxurious hilltop home. A peaceful retreat in the heart of the Bay Area just minutes from great restaurants, live music and endless park trails. Lounge by the firepit or the fireplace; whip up something in the gourmet kitchen or outdoor grill, or hike serene wooded trails to your heart's content.

Popular amenities for Oakland outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

Superhost

A modern living area features a light-colored sofa paired with two brown armchairs. A dark coffee table sits in the center, adorned with a decorative piece and a touch of greenery. Natural light streams through multiple windows, enhancing the calming atmosphere.

Home in West Oakland

4.91 out of 5 average rating, 120 reviews

3BR Oakland Home - Minutes to Lake Merritt & San Fran

A spacious living area is visible, featuring a comfortable couch and a large TV. Natural light enters through a skylight. A dining table with modern chairs is positioned nearby, alongside a small circular table with additional seating. The light wood flooring adds warmth to the room.

4.99 out of 5 average rating, 130 reviews

Newly built, high ceiling, single story house

The exterior of a spacious home is set within the Oakland Hills, featuring a paved driveway leading to an entrance. Lush greenery and natural stone landscaping flank the sides, while a gentle slope showcases the house’s elevated position.

4.99 out of 5 average rating, 164 reviews

5 Bedroom home with bay views for large groups

The living area features a combination of cushioned seating, including a spacious sofa and side chairs. A wooden coffee table sits in the center, with light streaming through partially covered windows. A television and decorative artwork enhance the cozy ambiance of the room.

4.91 out of 5 average rating, 156 reviews

Bright, Airy Edwardian Home with Garden Sanctuary

4.93 out of 5 average rating, 113 reviews

A dining area features a large wooden table surrounded by simple chairs. Potted plants are arranged by ample windows that allow natural light to fill the space. A cozy window seat is positioned along the wall, adding to the inviting atmosphere of the room.

Home in Berkeley

Modern Vintage Garden Bungalow

A well-lit living area features a dining table surrounded by wooden chairs. A cozy sofa and a glass coffee table occupy the space. Colorful artwork and plants adorn the room, while light filters through large windows partially covered by patterned curtains.

4.89 out of 5 average rating, 166 reviews

Designer 2 bedroom with private garden

The living area is defined by a cozy couch with decorative pillows, positioned across from a wall-mounted TV. Natural light filters through a skylight and window, illuminating the room adorned with soft curtains. A small coffee table rests on a neutral area rug, contributing to a relaxed atmosphere.

4.97 out of 5 average rating, 243 reviews

The not so tiny, tiny house (with private laundry)

The living room features a spacious sectional sofa paired with an oversized coffee table, accented by a plush ottoman. Natural light fills the room through large windows, highlighting the warm yellow walls and decorative crown molding. A large TV is mounted above the elegant fireplace.

4.86 out of 5 average rating, 156 reviews

Lake Merritt house

Apartment rentals with outdoor seating

Superhost

A modern studio features a spacious, light-filled area with a green seating arrangement and sleek cabinets. The kitchen is equipped with essential appliances, while large sliding doors open to an outdoor patio, enhancing the connection between indoor and outdoor spaces.

4.81 out of 5 average rating, 290 reviews

Bright Minimalist Studio Walkable to Piedmont Ave

4.96 out of 5 average rating, 289 reviews

The exterior of a charming two-story residence is showcased, featuring a staircase leading to the front entrance. A well-manicured lawn is complemented by flowering shrubs. Nearby structures enhance the quaint neighborhood feel, while the bright blue sky provides a clear backdrop.

Apartment in Alameda

Charming two bedroom apartment

An outdoor deck is surrounded by lush greenery, providing a serene setting. A comfortable seating area made of natural wood is paired with colorful cushions. A circular fire pit with stones sits at the center, alongside a small dining table and chairs, enhancing the inviting ambiance.

4.96 out of 5 average rating, 530 reviews

Boutique Garden Apartment-Temescal

4.83 out of 5 average rating, 301 reviews

Apartment in Rockridge

Bright & Cozy One Bedroom Apartment

4.96 out of 5 average rating, 111 reviews

A modern studio space features a queen-size bed with a wooden headboard, flanked by nightstands. A cozy sofa sits opposite the bed. A smart TV is mounted on the wall, and kitchen amenities including a microwave and small fridge are visible in the corner.

Apartment in Alameda

Sunny Garden Studio with Parking

A spacious living area features a green sectional sofa adorned with decorative cushions. Natural light streams through charming skylights, illuminating the wooden beams above. A small wooden side table holds stacked books, while a dining area is visible in the background.

4.96 out of 5 average rating, 234 reviews

El Nido—a Magnificent Victorian Home

The open-concept living space features a stylish sofa in a warm tone, paired with a unique brass coffee table. A large mirror reflects the light, while a decorative plant adds a touch of greenery. A smart television is positioned near the cozy seating area.

4.82 out of 5 average rating, 145 reviews

Lake Merritt Oasis

A stylish living area is highlighted by a gray sofa adorned with golden cushions. A textured white rug covers the floor, complemented by a marble coffee table. Soft lighting from a standing lamp enhances the tranquil setting, with a glimpse of the kitchen area visible in the background.

4.85 out of 5 average rating, 343 reviews

Cozy Luxe N Oakland Garden Hideaway with Hot Tub

Condo rentals with outdoor seating

4.9 out of 5 average rating, 122 reviews

A bright and airy living space features a unique circular rug with warm tones and a modern dining table surrounded by stylish chairs. Decorative plants enhance the natural light, while a wall-mounted TV and sound system provide entertainment options.

Condo in Potrero Hill

Potrero Penthouse | 4 Sunny Decks + Skyline Views

4.97 out of 5 average rating, 208 reviews

A living area features a blue sofa adorned with decorative pillows and a light blue area rug. A white desk with a green chair is positioned against a turquoise accent wall. Soft light is present, illuminating the entrance to the hallway in the background.

Condo in Pacifica

Game room, 20 min to SF, hot tub, beach 1 block

4.97 out of 5 average rating, 119 reviews

The living room features a neutral-colored sofa and a blue futon, complemented by vibrant patterned rug. A wooden coffee table sits at the center, with a decorative plant and an orchid. Walls are adorned with framed artwork, and natural light filters through the window treatments.

Condo in San Francisco

Spacious top 1bd/1ba w/ pvt deck (no cleaning fee)

4.87 out of 5 average rating, 261 reviews

A deck overlooking the coastline features two red chairs positioned to take in expansive views of the Pacific Ocean and surrounding landscapes. The railing adds a contrasting element, while a small table sits between the chairs, enhancing the tranquil setting.

Condo in Pacifica

Cabo San Pedro - 1 bed - Stunning Ocean Views

4.98 out of 5 average rating, 326 reviews

A private garden area features modern seating arrangements, including a long sectional and armchairs surrounding a fire pit. Lush greenery and flowering plants add color to the space, while a wooden fence provides privacy. The sky above is bright with scattered clouds.

Condo in Pacific Heights

Elegant Garden Suite Steps to Lafayette Park

4.99 out of 5 average rating, 171 reviews

A modern kitchen features sleek granite countertops and stainless steel appliances. Large windows provide ample natural light and captivating views of the surrounding city. A breakfast bar is situated on one side, complemented by dark wood bar stools.

Condo in North Beach

Penthouse apartment with stunning roof deck

4.94 out of 5 average rating, 343 reviews

The Golden Gate Bridge is prominently displayed against a soft sunset sky, with gentle waves lapping on the shore in the foreground. The surrounding hills offer a muted backdrop, creating a serene atmosphere in this coastal setting.

Condo in Cow Hollow

Clean, Private and Safe San Francisco Apartment