Family-friendly holiday rentals in Oakland

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.

FamilyKitchenQuiet

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.

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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, 921 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.

Indoor spacesKitchenAmenities

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

Indoor spacesKitchenCheckout

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.

KitchenFamilyCheckout

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.

KitchenFamilyGetting around

A covered wooden porch is shown, featuring a small round dining table with two chairs placed under the shade of a fruit tree. Warm light is provided by a hanging pendant light, while the rustic wooden railing adds to the inviting entryway.

4.98 out of 5 average rating, 113 reviews

Oakland Jungalow Cabin Studio

Take a break and unwind at my outdoor oasis. Experience Oakland and the Bay Area from a cozy cabin with tons of outdoor space, deck seating, fruit trees for picking, walking distance to some of the best tacos and pastries in the Bay Area. Easy entry to every part of the SF Bay Area with public transport (BART) 10 min walking. I live on property with my 6 yo and a few cats, but everything is self service with private entrance. I'll stay out of your way. Enjoy!

KitchenFamilyWalkability

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

Indoor spacesKitchenQuiet

4.84 out of 5 average rating, 164 reviews

Home in Oakland

Studio Oasis

Begin the day in a bathroom with a rain shower, twin vanity, and tiles from Spain. French doors add space and light to the open interior, helping to showcase the striking artworks by Deb, one of Melbourne's leading street artists. This well-lit garden studio has a queen bed next to French doors that open to Juliet balconies. Recently remodeled with new contemporary finishes, this spacious studio has an open floor plan with lots of natural light.

KitchenFamilyGetting around

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, 204 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.

Indoor spacesFamilySleep quality

4.96 out of 5 average rating, 187 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.

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4.94 out of 5 average rating, 740 reviews

The entrance to the cabin is framed by green foliage, showcasing large French doors that lead inside. A wooden bench sits beside potted plants, while a colorful mat welcomes guests. The concrete patio shows signs of recent watering, enhancing the serene outdoor setting.

Cabin in Oakland

Private Cabin by Lake Merritt

Backyard cabin steps away from Lake Merritt and Grand Avenue restaurants and businesses. Very quiet and cozy space for singles and couples, the cabin can work for 3 or 4 close friends who are very comfortable with sharing space .Convenient to public transportation, easy commute to San Francisco or Berkeley. Located behind our home . 400 square foot cabin with sleeping loft.

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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

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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 spacesFamilyDecor

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

FamilyKitchenDecor

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 spacesFamilyCleanliness

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

FamilyKitchenBathroom

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!

KitchenIndoor spacesAccuracy

4.94 out of 5 average rating, 173 reviews

A living room is illuminated by natural light, featuring a dark sofa and two green chairs arranged around a light wooden coffee table. A patterned wall art piece decorates the wall, while large windows offer views of the outdoor greenery.

Home in Rockridge

Luxury Elmwood–Rockridge Home w/ Hot Tub

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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, 149 reviews

Lake Merritt Oasis

Indoor spacesFamilyBathroom

Family- and pet-friendly home rentals

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)

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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

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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 spacesFamilyTV

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

KitchenIndoor spacesSleep quality

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

FamilyKitchenHeating

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

Indoor spacesKitchenCleanliness

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, 330 reviews

New convenient comfortable studio

Indoor spacesFamilyNearby

4.87 out of 5 average rating, 1058 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

Indoor spacesFamilyCleanliness

Family-friendly home rentals with a pool

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

FamilyKitchenParking

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

KitchenFamilyParking

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

Indoor spacesKitchenHiking

4.97 out of 5 average rating, 116 reviews

Home in Pinole

Beautiful 4 Bedroom Hillside Retreat

Indoor spacesFamilyNearby

4.98 out of 5 average rating, 244 reviews

A large saltwater pool glistens under a clear blue sky, surrounded by lush greenery. The view overlooks the hills and twinkling lights of San Rafael, providing a serene backdrop for relaxation.

Guesthouse in San Rafael

Hillside Wellness Retreat | Pool, Gym & A/C

KitchenFamilyComfort

4.95 out of 5 average rating, 132 reviews

Condo in Emeryville

Lux Water View with Balcony Minutes -San Francisco

Indoor spacesFamilyShared spaces

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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