Holiday rentals 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

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.

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.

Quiet cottage in North Oakland

Welcome to an updated cottage that perfectly blends comfort with convenience in a quiet neighborhood. The living room featuring a smart TV, a plush couch and additional chair. The adjacent bedroom includes a queen-size bed and storage. Your full, private bathroom has a tub-shower combo, all enclosed in a fully fenced yard with private gated access. Enjoy a variety of restaurants and shops, with, BART, AC Transit nearby with easy freeway access to San Francisco and the greater Bay Area.

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.

Sunny Temescal Jewelbox Studio now with Queen bed

Sunny furnished 2nd floor apartment in the heart of the trendy Temescal neighborhood. Quiet back of the house location w/ private entrance. Offers modern comforts like new kitchen & bathroom with heated flooring. Fully equipped kitchen w/ induction stovetop, microwave/convection oven. Wi-fi & wired internet on gigabit fiber plus 43" Roku 4k TV. Sleeps 2-4 with sofa bed. Option for off street parking. Self check-in with personal gate code & lockbox. Close proximity to several hospitals.

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. Unwind on the chaise by the window with a book, relax in the cozy armchair, stretch out on the sofa, or take a quiet moment outdoors in the reclining chair. Not suitable for toddlers. • Premier Walk Score of 96 – enjoy cafés, boutiques just steps away • Michelin 2-star dining around the corner • Private deck nestled among mature trees

5BR Grand Lake Retreat Sleeps 11

Stylish Oakland Stay Near Lake Merritt & Grand Lake Stay in a stylish Oakland home just minutes from Lake Merritt, the Rose Garden, Children’s Fairyland, and the shops and restaurants of Grand Lake. Walk to Trader Joe’s, cafés, bars, and the Grand Lake Farmers Market, or catch a movie at the historic Grand Lake Theatre. With easy access to BART, downtown Oakland, and San Francisco, this home is a great base for exploring the Bay Area. On-site parking included for added convenience.

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

Charming Victorian Retreat | Minutes to SF

Welcome to your Victorian retreat in the heart of West Oakland! 4 BD - 2 BT - 1 off-street parking, uniquely blend of historic charm and modern comfort, has everything you need for a home base for your vacation or work trip. Located in the West Oakland neighborhood, just few short blocks from BART station & nearby freeways access offer quick and easy commute options to San Francisco and downtown Oakland, greater East Bay and South Bay

The Cozy Casita

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.

Newly remodeled hilltop home with stunning views

Enjoy breath-taking views of San Francisco and the bay from a fully remodeled, casually luxurious hilltop home. A peaceful retreat in the heart of the Bay Area just minutes from great restaurants, live music and endless park trails. Lounge by the firepit or the fireplace; whip up something in the gourmet kitchen or outdoor grill, or hike serene wooded trails to your heart's content.