Family-friendly holiday rentals in Oakland

4.87 out of 5 average rating, 1062 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?

FamilyIndoor spacesBarbecue

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, 261 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, chickens and 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! Family friendly. Only 2 adults please.

Indoor spacesFamilyGetting around

4.99 out of 5 average rating, 169 reviews

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.

Home in Oakland

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

Indoor spacesKitchenCleanliness

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.

KitchenIndoor spacesBreakfast

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, 151 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

FamilyKitchenNearby

4.97 out of 5 average rating, 617 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.

KitchenIndoor spacesValue

4.94 out of 5 average rating, 397 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.

KitchenIndoor spacesGetting around

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

KitchenIndoor spacesLaundry

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, 105 reviews

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

Discover a unique Oakland gem! Our brand-new tiny home, nestled in a shipping container, offers all the essentials in a smart, space-saving design. Perfect for the solo adventurer, this cozy retreat is in a prime location with a walkability score of 98/100. Immerse yourself in a walker's paradise, ideal for those traveling light. Experience tiny living in a big way! **Please note:This space is best suited for solo travelers who travels light**

Indoor spacesKitchenLayout

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.

Indoor spacesKitchenAmenities

4.96 out of 5 average rating, 189 reviews

Guest suite in Oakland

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 spacesKitchenBreakfast

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!

KitchenIndoor spacesHospitality

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 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, 1462 reviews

Traditional Japanese Tea House

KitchenIndoor spacesAir conditioning

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, 348 reviews

Cozy Luxe N Oakland Garden Hideaway with Hot Tub

Indoor spacesFamilyBathroom

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, 311 reviews

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

Indoor spacesKitchenWalkability

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, 423 reviews

Guesthouse Garden Retreat

KitchenFamilyAccess

4.87 out of 5 average rating, 352 reviews

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

East Bay Garden Oasis w/ Hot Tub Centrally Located

Indoor spacesKitchenLong stay

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

KitchenFamilyHospitality

4.92 out of 5 average rating, 229 reviews

Home in West Oakland

3BR Modern Designer Home Jacuzzi Berkeley w Garage

KitchenIndoor spacesCleanliness

4.95 out of 5 average rating, 779 reviews

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.

Guesthouse in Kensington

Secluded luxury cottage & hot tub

Indoor spacesFamilyAccess

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 120 reviews

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.

Guest suite in Oakland

Modern newly built Spaceroom

FamilyIndoor spacesBackyard

4.98 out of 5 average rating, 183 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

Indoor spacesKitchenBreakfast

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

KitchenIndoor spacesLayout

4.98 out of 5 average rating, 338 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.

Condo in Berkeley

Classic Bright Modern Spacious 1bd/1ba Apartment

FamilyKitchenShared spaces

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

KitchenIndoor spacesComfort

4.93 out of 5 average rating, 148 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 spacesTV

An open living space is displayed, featuring a kitchenette with wood cabinetry and a small dining area. A comfortable sleeping area showcases a spacious bed. Soft natural light enters through windows, complemented by warm wall tones and a cozy rug underfoot.

4.95 out of 5 average rating, 115 reviews

Cozy Private Entrance Studio

KitchenIndoor spacesBathroom

4.84 out of 5 average rating, 104 reviews

A three-story home is enveloped in lush greenery, featuring dark wood siding and colorful trim. The entrance is marked by a set of red steps leading to a shaded porch. Large windows offer glimpses of the inviting interior, surrounded by mature plants.

Apartment in Temescal

Miriam’s Modern ground-floor apartment

KitchenIndoor spacesHospitality

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 132 reviews

Condo in Emeryville

Lux Water View with Balcony Minutes -San Francisco

KitchenFamilyLaundry

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, 654 reviews

Tropical Garden Cottage +HOT TUB &POOL by Downtown

Indoor spacesKitchenAccuracy

Guesthouse in Walnut Creek

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.

4.94 out of 5 average rating, 141 reviews

The Willow Cottage

KitchenFamilyBackyard

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 spacesFamilyLayout

4.97 out of 5 average rating, 117 reviews

Home in Pinole

Beautiful 4 Bedroom Hillside Retreat

FamilyKitchenHot tub

4.99 out of 5 average rating, 239 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!

Indoor spacesKitchenAccuracy

4.98 out of 5 average rating, 246 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

KitchenFamilyAccuracy