Holiday rentals with outdoor seating in Oakland

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, 159 reviews

5 Bedroom home with bay views for large groups

Spanish-style home in the Oakland hills , a quiet neighborhood Spacious, open layout with fantastic views of the San Francisco Bay Area. Great location: Close to Montclair village and quick access to San Francisco. Half-mile walk to the best open space parks in the east bay: Joaquin Miller Park! Features one acre of attractive gardens, patios, and a large deck with bay views. Great for family reunions, get-togethers or larger families. Plenty of parking, 4 cars+, in huge private driveway

4.98 out of 5 average rating, 107 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.

Guest house 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, 104 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, 596 reviews

Guest house 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, 591 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, 141 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

4.8 out of 5 average rating, 1,031 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.

Guest house 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.

4.94 out of 5 average rating, 369 reviews

Tiny home in Oakland

Merriewood Retreat enjoy quiet peace

The Merriewood Retreat, an idyllic respite in the hills, offers convenience and comfort in a place of beauty Work friendly with dedicated WIFI, strong internet and phone usage No TV 2 Dogs max, yard spacious & secure Quick drive to neighboring towns, BART transport, regional parks, and hiking trails Montclair Village 1+ mile varied take-outs, coffee shops, groceries, banks, and boutiques. NO SMOKING ON THE PROPERTY NO DOGS LEFT ALONE (without advanced permission)

4.94 out of 5 average rating, 384 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, 100 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, 193 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, 103 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 outdoor seating rentals in Oakland

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A cozy outdoor space is illuminated by string lights, creating a warm ambiance. A small round table sits in the center, surrounded by chairs. Nearby, a garden cottage and trees provide a natural backdrop, enhancing the serene atmosphere of the backyard.

4.81 out of 5 average rating, 122 reviews

Summer-house/OASIS on quiet street in ROCKRIDGE!

4.92 out of 5 average rating, 250 reviews

Spacious and spotless sanctuary with parking

A dining area is showcased with a natural wood table set against a deep blue wall. A decorative vase filled with blooming branches is centered on the table. Warm light from three hanging bulbs adds a cozy ambiance to the space, complemented by framed botanical artwork.

4.96 out of 5 average rating, 140 reviews

Luxury Temescal Retreat with A/C near UC-Berkeley

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, 236 reviews

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

4.93 out of 5 average rating, 110 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.

4.88 out of 5 average rating, 161 reviews

Designer 2 bedroom with private garden

4.92 out of 5 average rating, 535 reviews

A spacious living area features two leather wingback chairs and a light-colored sofa, arranged around a wooden coffee table. Natural light filters in through large windows, illuminating the room's hardwood floors and cozy accents, including a decorative plant and a colorful area rug.

Home in Alameda

Historic Alameda Home Near Beach

4.99 out of 5 average rating, 127 reviews

An expansive living room features a leather sectional sofa, a circular coffee table, and a stone fireplace. Large glass windows provide views of the surrounding greenery, while wooden beams and a rustic stone wall create a natural ambiance. A television is positioned near the sofa.

Home in Mill Valley

Two Creeks Treehouse

Apartment rentals with outdoor seating

A cozy living area is displayed, featuring a grey sofa adorned with patterned cushions. A coffee table sits in front of a multi-colored area rug, with a television mounted on a wooden media console. Two pets are seen, one on the couch and the other on the floor.

4.85 out of 5 average rating, 200 reviews

Beautiful private 1 bedroom apartment w/ Bay views

4.93 out of 5 average rating, 537 reviews

A charming blue Victorian duplex is displayed from the front, showcasing a welcoming yellow door. Stairs lead to a covered porch flanked by plants and trees, while bright green landscaping complements the exterior. The second floor offers a balcony view of the lower entrance.

Flat in Alameda

Ground Floor Upgraded Victorian in Alameda 2BR/1BA

4.97 out of 5 average rating, 282 reviews

A hot tub is situated on a private deck, surrounded by a scenic view of the landscape and distant bay. A shaded umbrella provides comfort, while lounge chairs are positioned nearby for relaxation. The setting invites tranquil moments in the fresh air.

Flat in Berkeley Hills

SF & Bay views, deck w/hot tub, luxurious studio

4.88 out of 5 average rating, 289 reviews

Montclair Retreat-quiet, private, in unit laundry

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, 528 reviews

Boutique Garden Apartment-Temescal

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, 231 reviews

El Nido—a Magnificent Victorian Home

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, 335 reviews

Cozy Luxe N Oakland Garden Hideaway with Hot Tub

A cozy sitting area features a green sofa positioned across from a modern television unit. Soft lighting illuminates the neutral walls and wood-style flooring. A small table rests in front of the sofa, creating an inviting space for relaxation or conversation.

4.99 out of 5 average rating, 114 reviews

Maxwell Park Retro Retreat

Apartment rentals with outdoor seating

Apartment in Potrero Hill

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.

4.9 out of 5 average rating, 118 reviews

Potrero Penthouse | 4 Sunny Decks + Skyline Views

4.96 out of 5 average rating, 198 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.

Apartment in Pacifica

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

Superhost

An outdoor patio features a modern fire pit with glowing stones, surrounded by warm ambient lighting. A secluded seating area with draped fabric offers a cozy space, while wooden paneling adds texture to the wall. Softly illuminated canopies enhance the inviting atmosphere.

Apartment in San Francisco

4.82 out of 5 average rating, 194 reviews

Private Modern Retreat - Patio, Fire Pit, Hot Tub+

Apartment in Stinson Beach

The living area features bright white walls and elegant wood flooring. A comfortable white sofa is positioned next to a round marble dining table. A TV is mounted on the wall while a fireplace adds to the cozy ambiance. Large windows allow natural light to fill the space.

4.89 out of 5 average rating, 198 reviews

Sunset Beach Retreat

Apartment in San Francisco

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.

4.96 out of 5 average rating, 105 reviews

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

4.86 out of 5 average rating, 256 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.

Apartment in Pacifica

Cabo San Pedro - 1 bed - Stunning Ocean Views

Apartment in Pacific Heights

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.

4.98 out of 5 average rating, 317 reviews

Elegant Garden Suite Steps to Lafayette Park