Family-friendly holiday rentals in Oakland

4.98 out of 5 average rating, 339 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

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.

KitchenIndoor spacesAir conditioning

A private patio features two chairs with cushions positioned around a small table. Lush greenery surrounds the space, complemented by vibrant flowers in a blue planter. A red awning provides shade, adding a cozy touch to the outdoor area.

4.97 out of 5 average rating, 1,089 reviews

Sunset Spa Suite w/private patio, views & parking

This private suite is a slice of heaven in a woodland setting! Accessed via a flight of garden stairs, it has a private entry, dedicated street parking, a private patio, luxurious large bath with a walk-in shower for 2, large jacuzzi tub for 2, heated floors, A.C., mini fridge, toaster oven, & microwave! The bedroom features a queen-sized bed, table for two, large screen smart TV, and strong fiber optic WIFI signal. Located in a beautiful neighborhood with wonderful hikes just outside the door.

KitchenIndoor spacesAir conditioning

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

KitchenIndoor spacesQuiet

4.96 out of 5 average rating, 113 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.

KitchenIndoor spacesDecor

4.97 out of 5 average rating, 605 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 spacesParking

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

KitchenFamilyOutdoor spaces

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, 279 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 spacesKitchenSolo travel

4.94 out of 5 average rating, 398 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.

FamilyIndoor spacesSolo travel

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!

Indoor spacesKitchenComfort

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, 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

FamilyIndoor spacesCheckout

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 spacesKitchenAmenities

4.96 out of 5 average rating, 189 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.

FamilyIndoor spacesWi-Fi

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, 311 reviews

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

KitchenFamilyBathroom

Superhost

Home in West Oakland

4.92 out of 5 average rating, 230 reviews

3BR Modern Designer Home Jacuzzi Berkeley w Garage

FamilyIndoor spacesLayout

Guest suite in Walnut Creek

A tranquil swimming pool is surrounded by lounge chairs, nestled among lush greenery and tropical plants. The two-story house features large windows, allowing natural light to brighten the space, while a path leads to the garden area.

4.99 out of 5 average rating, 659 reviews

Garden Oasis 1 BR Suite w Spa & Pool, Walnut Creek

FamilyIndoor spacesLocation

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.

4.9 out of 5 average rating, 425 reviews

Guesthouse Garden Retreat

FamilyIndoor spacesTV

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, 1,463 reviews

Traditional Japanese Tea House

KitchenFamilyOutdoor spaces

4.95 out of 5 average rating, 780 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 spacesKitchenOutdoor spaces

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 spacesFamilyBackyard

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, 351 reviews

Cozy Luxe N Oakland Garden Hideaway with Hot Tub

Indoor spacesFamilyLong stay

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 135 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

KitchenIndoor spacesHeating

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

KitchenFamilyOutdoor spaces

Superhost

A bright living room features large windows allowing natural light, framed with sheer white curtains. The space includes a comfortable white sofa, a round coffee table, and decorative accents like a geometric art piece and sunflowers placed on the table.

Guesthouse in West Oakland

4.94 out of 5 average rating, 137 reviews

Charming Victorian Retreat | Minutes to SF

KitchenIndoor spacesAir conditioning

4.87 out of 5 average rating, 1,064 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

KitchenIndoor spacesDecor

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, 333 reviews

New convenient comfortable studio

FamilyKitchenLocation

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, 116 reviews

Cozy Private Entrance Studio

FamilyIndoor spacesParking

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 out of 5 average rating, 207 reviews

Heauxtel (hōˈtel) Serenity

FamilyIndoor spacesAccess

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)

Indoor spacesKitchenAccess

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 109 reviews

A clear blue pool is surrounded by a stone deck, featuring two wooden lounge chairs positioned for relaxation. Lush greenery and palm trees frame the area, providing a natural and serene setting in the private backyard.

Home in San Rafael

Private cul-de-sac home in Marin with pool

FamilyKitchenHospitality

4.99 out of 5 average rating, 126 reviews

A bright living area is showcased, featuring a comfortable white leather sectional and modern Eames Lounge Chairs. An elegant glass coffee table is positioned on a vibrant area rug. Large windows allow for natural light and views of tropical landscaping, while a stylish chandelier adds an artistic touch.

Apartment in San Rafael

Private Suite w/ Views – Near SF & Wine Country

KitchenIndoor spacesValue

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 spacesFamilyCheck-in

4.97 out of 5 average rating, 117 reviews

Home in Pinole

Beautiful 4 Bedroom Hillside Retreat

FamilyKitchenLayout

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 spacesKitchenParks

4.88 out of 5 average rating, 116 reviews

A well-maintained pool area is surrounded by lush grassy space and tall palm trees. Two lounge chairs are positioned beside the sparkling blue pool, while potted plants add greenery to the setting. A wooden fence encloses the area, providing privacy.

Home in Concord

Craftman’s Castle

KitchenFamilyAir conditioning

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

KitchenIndoor spacesQuiet