Family-friendly holiday rentals in Oakland

A peaceful garden pathway is framed by lush greenery and colorful flowering plants, leading to a welcoming guest house. The exterior of the guest house is visible, featuring large windows that allow natural light to enter, surrounded by a variety of vibrant landscaping.

4.99 out of 5 average rating, 259 reviews

Private Studio & Office-Bay Views, Oakland Hills

Enjoy this wonderfully appointed, 550-sq-ft Private Guest House in one of Oakland's nicest and quietest neighborhoods – the Piedmont Pines section of Montclair. Gaze at ever-changing SF Bay views, while relaxing on the private deck. Explore outstanding hiking trails, just minutes away. Visit Montclair Village, with grocery stores, boutiques, lots of services, great restaurants, and a fantastic farmer's Market on Sundays! Make full use of the separate office space, complete with desk and WiFi!

4.98 out of 5 average rating, 326 reviews

A welcoming deck features two wicker chairs positioned on a wooden platform, surrounded by vibrant foliage and potted plants. Yellow flowers hang from above, enhancing the outdoor space's warmth and greenery. Large glass doors lead into a bright interior area.

Apartment in Berkeley

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.

4.88 out of 5 average rating, 137 reviews

A modern kitchen space features an arrangement of autumn-themed flowers in a decorative vase, placed on a white countertop. Open shelving displays a variety of dishware and kitchen appliances, with soft lighting illuminating the area. Inspirational wall art and a decorative letter add warmth to the environment.

Guest suite in Montclair

Studio A - Modern Live/Work Space private

Refresh. This modern guest suite with a private entrance and off street dedicated parking is located in the gorgeous Montclair Hills of Oakland. A 10-min walk into Montclair Village for shopping and restaurants or 15-30 min to SF or anywhere else in the Bay Area. Improvements incl. a new loft and kitchenette including Subzero, Meile, Wolf & Fisher Paykel appliances, very comfortable environment! Guests who have been displaced by any natural disaster will be offered a discounted nightly rate.

4.95 out of 5 average rating, 107 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, 597 reviews

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, 592 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.

4.97 out of 5 average rating, 315 reviews

A bright and airy living area features large windows that allow natural light to flood the space. Comfortable seating includes a white sofa and a blue accent chair, complemented by a patterned area rug. Decorative elements like plants and artwork enrich the serene environment.

Tiny home in Oakland

Sun-drenched art-filled garden cottage in Dimond

Gorgeous, sun- and art-filled studio/cabin with kitchenette and bathroom, separate from main house. Set in a beautiful California version of a traditional French or English-style walled garden. Safe, friendly neighborhood. Enjoy the sounds of birds in your quiet, beauty-filled oasis. In backyard of large house also occasionally available. New queen-sized mattress. 2 adults maximum. 3rd person ok if small child only. Studio is too small for more people. Not a full kitchen.

The interior features wooden paneling with a lofted sleeping area accessed by a ladder. A desk and a television are visible, alongside a cozy sofa and a dining table. Natural light streams in through large windows, creating a warm and inviting atmosphere.

4.94 out of 5 average rating, 251 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 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, 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!

4.94 out of 5 average rating, 389 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.

Serviced apartment in Oakland

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, 194 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 living area features large windows that allow natural light to fill the room. A round dining table surrounded by four chairs sits adjacent to a comfortable sofa. Decorative artwork adorns the walls, complementing the earthy tones of the decor.

4.98 out of 5 average rating, 285 reviews

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!

Popular amenities for Oakland family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An outdoor lounge area features a sectional sofa arranged around a fire pit, illuminated by warm flames. The pool glistens in the background, surrounded by lush greenery and gently lit by the evening sky. The setting offers a tranquil atmosphere for relaxation.

4.96 out of 5 average rating, 303 reviews

Heated Pool, Jacuzzi, Sauna, Huge Views, Chic ADU!

4.96 out of 5 average rating, 246 reviews

The living area features a sleek black sofa adorned with decorative pillows, complemented by a mid-century style chair. Natural light filters through the large windows, which are framed by long curtains. A glass coffee table and a wooden desk are arranged on the hardwood floor.

Home in Rockridge

Rare Luxury Berkeley Retreat w/ Hot Tub

Guest house in North Berkeley

The room features traditional tatami mat flooring and a low wooden table surrounded by floor cushions. A wood-burning stove stands against one wall, contributing to the rustic atmosphere. Light floods in from the skylight above, illuminating the inviting space with natural warmth.

4.84 out of 5 average rating, 1,439 reviews

Traditional Japanese Tea House

Guest house in Berkeley Hills

The inviting interior of the studio features a spacious bed with white linens and decorative pillows. A kitchenette is visible with modern appliances, complemented by a small dining table and chairs. Natural light filters through windows, highlighting the warm wood accents and brick wall.

4.97 out of 5 average rating, 237 reviews

Berkeley Bitty House - a little bit of home

Guest house in Kensington

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.

4.95 out of 5 average rating, 770 reviews

Secluded luxury cottage & hot tub

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.

4.81 out of 5 average rating, 136 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, 338 reviews

Cozy Luxe N Oakland Garden Hideaway with Hot Tub

4.94 out of 5 average rating, 218 reviews

A modern living area features a comfortable brown leather sofa facing a wall-mounted television. Light-colored wood flooring complements the space, while a standing lamp and decorative throw blanket add a cozy touch. A pink door and a potted plant enhance the inviting atmosphere.

Home in El Cerrito

The Dreamy House Near SF/Napa/Berkeley/Oakland

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 126 reviews

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.

Home in Oakland

Newly built, high ceiling, single story house

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, 529 reviews

Boutique Garden Apartment-Temescal

4.88 out of 5 average rating, 338 reviews

A well-lit room features a spacious bed with neutral bedding and a textured throw. A small dining area includes two wooden chairs and a round rug. The kitchen is partially visible, showcasing modern cabinetry and a bright color scheme.

Guest house in Rockridge

The Rockridge Cottage

4.98 out of 5 average rating, 111 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

A compact living space is depicted, featuring a wooden countertop and a small fridge. Natural light enters through a window, illuminating the area. A cozy seating option is available, along with a view of the bedroom and bathroom beyond. Decorative plants add a touch of greenery.

4.77 out of 5 average rating, 100 reviews

Cozy Boho Bungalow

Superhost

The spacious studio showcases a comfortable bed draped in dark bedding. A vintage-inspired desk and chair are positioned by the window. Green plants adorn the space, while a record player adds a retro touch. Natural light is softly filtered through the blinds.

4.87 out of 5 average rating, 201 reviews

Spacious Boho Studio on Lake Merritt

4.93 out of 5 average rating, 316 reviews

A serene outdoor space is illuminated by string lights, creating a cozy atmosphere. Potted flowers add color to the area, while a shaded dining table and seating invite relaxation. The patio features stone paths and lush greenery, offering a peaceful retreat.

Guest suite in Oakland

New convenient comfortable studio

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

Family-friendly home rentals with a pool

Superhost

A modern living space presents a deep-seated couch paired with a stylish coffee table, set against a backdrop of vibrant artwork. Natural light filters in through a window, while a door leads to the outside. A dining area is visible in the corner.

Apartment in Downtown Oakland

4.88 out of 5 average rating, 321 reviews

Lakeside Retreat (w/ private parking)

4.81 out of 5 average rating, 124 reviews

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.

Home in Oakland

Summer-house/OASIS on quiet street in ROCKRIDGE!

4.99 out of 5 average rating, 364 reviews

A rustic cabin is situated among tall redwood trees. A wooden deck extends towards a tranquil pool, which is surrounded by greenery and flower beds. The warm tones of the cabin's exterior complement the natural surroundings, enhancing the serene atmosphere.

Guest house in Woodside

Rustic Cabin in the Redwoods

Guest house in Walnut Creek

A wooden deck is framed by palm trees, featuring a round table and an adjacent chair. The view captures a sparkling pool, surrounded by lush greenery, inviting relaxation in a serene outdoor setting.

4.91 out of 5 average rating, 642 reviews

Tropical Garden Cottage +HOT TUB &POOL by Downtown

Guest suite in Walnut Creek

The bedroom features a spacious bed with neutral bedding accompanied by vibrant accent pillows. A colorful piece of wall art adds visual interest, while two windows allow natural light to filter in. A small sitting area is present with a plant nearby, enhancing the welcoming feel.

5 out of 5 average rating, 611 reviews

Garden Oasis Studio with Spa and Pool Walnut Creek

4.97 out of 5 average rating, 111 reviews

Home in Pinole

Beautiful 4 Bedroom Hillside Retreat

4.83 out of 5 average rating, 106 reviews

A spacious living area features a cozy sectional sofa adorned with decorative pillows. A wooden coffee table sits atop a soft area rug. Natural light pours in through large windows, illuminating the vibrant artwork of a beach scene. The kitchen, equipped with modern appliances, is visible in the background.

Guest suite in Alameda

Coastal Zen Den