Family-friendly holiday rentals in Oakland

4.87 out of 5 average rating, 1059 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?

KitchenFamilySleep quality

4.96 out of 5 average rating, 112 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.

FamilyIndoor spacesAmenities

4.97 out of 5 average rating, 603 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.

Indoor spacesKitchenAmenities

The private entrance features a wooden door framed by a welcoming porch. Two teal chairs with striped cushions are positioned beside a potted plant, offering a cozy spot to relax. A patterned doormat adds a decorative touch to the entryway.

4.98 out of 5 average rating, 922 reviews

East Bay Studio Oasis - Rest, Relax, Or See It All

Cozy, clean studio apt located in the heart of North Oakland’s trendiest neighborhood. Renovated w/ kitchenette, stove/oven, fridge; large shower, cable TV, private entrance & porch. Queen size bed & small futon appropriate for a child or small adult. Walk to Temescal neighborhood for shops & foodies! Access to 3 BART stations, UC Berkeley, & the freeway. Awesome neighbors & sunny backyard for guests. Downstairs attached to main house. Located in Oakland ACROSS THE BAY from San Francisco.

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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, 150 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

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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.

4.97 out of 5 average rating, 611 reviews

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.

Indoor spacesFamilyWi-Fi

A cozy interior of a cabin is showcased, featuring a lofted sleeping area accessed by a wooden ladder. Below, a spacious bed is positioned near windows that invite natural light. A small dining table with chairs and bookshelves add functionality to the warm wooden space.

4.96 out of 5 average rating, 278 reviews

Charming Cozy Cottage in Eco-Garden Oasis

Our charming cottage is a relaxing retreat in the city! Our sweet cabin is small and cozy set in an expansive garden oasis. We offer a unique experience for those interested in a beautiful and tranquil escape in the heart of the city. The cottage is at the back of our large garden with views of our beautiful urban farm with a pond, chickens and goats! Families with up to 2 children are best suited for the loft because of the low ceiling. No more than 2 adults please.

Indoor spacesFamilyHeating

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.

5.0 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

FamilyKitchenCleanliness

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.

5.0 out of 5 average rating, 205 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.

KitchenIndoor spacesCondition

4.96 out of 5 average rating, 188 reviews

Silk Meets Sakura · Private Suite + Shoji Bath

Newly remodeled (2026): now a fully private suite with independent entrance and ryokan-style spa bath. A Silk Road journey from Marrakech to Kyoto in the Oakland Hills — Moroccan lanterns, Turkish textiles, and Afghan Majilis-style floor seating meet a Japanese-minimalist king bedroom. — 10 min to BART & Coliseum — 15 min to OAK & downtown Oakland — 25 min to downtown SF — 35 min to SFO Weekly stays welcome with discounts.

Indoor spacesFamilyCleanliness

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, 290 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!

Indoor spacesKitchenSolo travel

5.0 out of 5 average rating, 254 reviews

The exterior of a cheerful yellow cottage is framed by lush greenery and trees. A stone pathway leads to the entrance, which features a large clock on the wall and a decorative chair in the foreground, inviting a serene outdoor atmosphere.

Cottage in Oakland

Trixie's Studio Garden Cottage

We have a lovely private garden cottage available in a quiet Oakland neighborhood, very close to Lake Merritt. Shopping, restaurants, and cafe's are a 10 minute walk away. Cozy furnished, sound proofed studio with blackout windows, thermal heated flooring, small kitchen, bath & living area. Free high speed internet, security & housekeeping service. Ample street parking and very close to public transportation.

KitchenIndoor spacesLocation

Popular amenities for Oakland family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guesthouse in San Leandro

The exterior of the recently renovated garden unit displays a soft green facade with a welcoming white entrance door. Decorative windows are positioned above the door, enhancing natural light. A wooden deck leads to the entrance, framed by lush vegetation and a bicycle is parked nearby.

4.96 out of 5 average rating, 320 reviews

Garden getaway near SF

FamilyIndoor spacesBreakfast

4.94 out of 5 average rating, 396 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

Indoor spacesFamilyHeating

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, 309 reviews

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

Indoor spacesFamilySolo travel

Superhost

The image depicts a serene garden pathway leading to two adjacent cabins, framed by vibrant greenery and flowering plants. A wooden trellis is visible, providing shelter, while soft lighting from the cabins enhances the calm atmosphere. A mixture of stone and mulch surfaces directs attention toward the entrance.

4.91 out of 5 average rating, 422 reviews

Guesthouse Garden Retreat

KitchenFamilyBiking

Guesthouse 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, 1459 reviews

Traditional Japanese Tea House

Indoor spacesFamilyNearby

4.96 out of 5 average rating, 292 reviews

The Airstream is shown nestled in a vibrant garden setting, featuring raised planter beds with green plants and a relaxed outdoor seating area nearby. The sleek, silver exterior of the Airstream reflects sunlight, contrasting with the colorful backdrop of the home's blue walls.

Guesthouse in Rockridge

Iconic Airstream Retreat w/ Hot Tub

FamilyKitchenValue

Superhost

A private outdoor area features a hot tub surrounded by lush greenery and a wooden privacy fence. A small table and two chairs are positioned nearby, providing a cozy spot for relaxation. Natural stone pavers create a pathway through the garden.

Bungalow in Oakland

4.87 out of 5 average rating, 352 reviews

East Bay Garden Oasis w/ Hot Tub Centrally Located

Indoor spacesFamilyComfort

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.

4.84 out of 5 average rating, 346 reviews

Cozy Luxe N Oakland Garden Hideaway with Hot Tub

Indoor spacesKitchenCheckout

Family- and pet-friendly home rentals

Shipping container in Oakland

A bright living area features a space-saving bed that can also serve as a couch, complemented by a desk area with a modern lamp. Shelves lined with neatly arranged items and a window view of lush greenery enhance the tranquil atmosphere.

4.91 out of 5 average rating, 103 reviews

Tiny Home | Walker's Paradise 98/100 | Big Style

KitchenIndoor spacesCheck-in

4.98 out of 5 average rating, 182 reviews

A cozy corner of the apartment features a gray sectional sofa adorned with colorful patterned cushions. Large windows allow natural light to fill the space, with blinds partially drawn. A floor lamp stands nearby, enhancing the inviting atmosphere.

Apartment in Temescal

Sunny Temescal Jewelbox Studio now with Queen bed

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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.

4.93 out of 5 average rating, 331 reviews

New convenient comfortable studio

KitchenIndoor spacesWalkability

A sleek black bathtub is positioned against a textured, neutral wall. A modern floor-mounted faucet stands beside it. Lush green plants are placed nearby, enhancing the natural feel of the space. A single rose hangs above, adding a subtle touch of color.

5.0 out of 5 average rating, 205 reviews

Heauxtel (hōˈtel) Serenity

KitchenFamilyLocation

4.88 out of 5 average rating, 342 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.

Guesthouse in Rockridge

The Rockridge Cottage

Indoor spacesKitchenComfort

4.93 out of 5 average rating, 145 reviews

A cozy sleeping area features a spacious bed adorned with patterned cushions. Minimalist side tables are positioned on either side of the bed, complemented by subtle decorative items. Natural light enters through two small windows above the bed, illuminating the green wainscoting that enhances the room's appeal.

Home in Oakland

Safe, clean, quiet studio (Close to SF, Hospitals)

FamilyIndoor spacesAir conditioning

The exterior of a bright blue studio unit is shown, featuring a yellow door and white trim. Lively green plants and a lemon tree frame the entrance. A small sitting area with a patterned table and chair is positioned in front, with red umbrellas providing shade.

4.93 out of 5 average rating, 120 reviews

Modern newly built Spaceroom

Indoor spacesFamilyAccuracy

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, 532 reviews

Boutique Garden Apartment-Temescal

FamilyIndoor spacesBackyard

Family-friendly home rentals with a pool

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.

5.0 out of 5 average rating, 627 reviews

Garden Oasis Studio with Spa and Pool Walnut Creek

Indoor spacesFamilyWalkability

Guesthouse 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, 653 reviews

Tropical Garden Cottage +HOT TUB &POOL by Downtown

FamilyKitchenBackyard

4.83 out of 5 average rating, 107 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

Indoor spacesFamilyParking

Superhost

An open-concept living space is highlighted by a modern kitchen featuring light cabinetry and stainless steel appliances. Large windows provide natural light and scenic views. A cozy seating area includes a dark sectional sofa facing a television, and a colorful area rug adds warmth to the floor.

Guesthouse in Walnut Creek

4.94 out of 5 average rating, 141 reviews

The Willow Cottage

FamilyIndoor spacesValue

4.95 out of 5 average rating, 132 reviews

Condo in Emeryville

Lux Water View with Balcony Minutes -San Francisco

Indoor spacesFamilyQuiet

4.97 out of 5 average rating, 116 reviews

Home in Pinole

Beautiful 4 Bedroom Hillside Retreat

KitchenFamilyParking

4.99 out of 5 average rating, 235 reviews

A serene outdoor area features a pool surrounded by lush greenery and tropical plants. Poolside, colorful lounge chairs are arranged for relaxation, with playful floaties brightening the water. Umbrellas provide shade, and a seating area is visible in the background, enhancing the inviting ambiance.

Home in El Sobrante

Zen Meets Pool Retreat!

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