Family-friendly holiday rentals in Piedmont

Designer 2 bedroom with private garden

Kick back on lime deckchairs, or dine at the intimate bistro table at a colorful, airy 2 bedroom, 1.5 bathroom duplex in one of Oakland's best neighborhoods. Cool mint and muted blues create a soothing ambience, while bright artwork adds freshness and character. This well-lit 2-bedroom garden home has a queen bed in each room and a pull-out sofa bed in the living room. Recently remodeled with new contemporary finishes, this home has brand-new appliances, including a new washer and dryer in the unit. Guests have access to a private large home with fully remodeled new kitchen and new bathroom. The home has its own private entrance with key pad for easy self-check in. Washer and dryer in unit. The owner lives on the property next door and will be available by text and phone to help with any questions. The house is a short walk from the historic Grand Lake Theater and some of Oakland's best restaurants. Lake Merritt and the Morcom Rose Garden are also nearby. Walk to great shops and eateries on Grand Avenue, one of Oakland's best commercial strips. The home is walking distance to Lake Merritt and all the great shops and restaurants on Grand Avenue - one of Oakland's best commercial strips. 19th Street BART stations is a quick bus ride (10 - 15 minutes on the 21, which leaves less than a block from the house) or a Lyft or Uber ride away. The unit also has a gated private front yard with a deck.

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?

Temescal Boho Hideaway | Family-Friendly Fire Pit

Temescal Wellness Retreat Oakland Gem for Families & Friends Step into a vibrant boho-themed retreat designed for families and groups seeking a memorable getaway. Gather around the firepit on cool evenings, enjoy the patio for morning coffee or sunset cocktails, and unwind in thoughtfully styled indoor spaces. For added relaxation, we’ve included yoga mats, pillows, and a QR code linking to a yoga and meditation guide. This home is the perfect place to relax, connect, and make lasting memories.

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.

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

Montclair Creekside Retreat

Two room in-law suite with private entry, private bath and kitchenette. Deck entry overlooking Temescal Creek and towering 100 year old coastal Redwoods. Shared garden across the bridge. Walk to Lake Temescal and Montclair Village. Easy, quick access to Hwys 13 and 24. Short drive to UC Berkeley, Mills College and California College of the Arts, the Berkeley Gourmet Ghetto, and Oaklands many fine restaurants. Some small dogs accepted, no large dogs, and no cats due to allergies.

Merriewood Retreat enjoy quiet peace

The Merriewood Retreat, an idyllic respite in the hills, offers convenience and comfort in a place of beauty Work friendly with dedicated WIFI, strong internet and phone usage No TV 2 Dogs max, yard spacious & secure Quick drive to neighboring towns, BART transport, regional parks, and hiking trails Montclair Village 1+ mile varied take-outs, coffee shops, groceries, banks, and boutiques. NO SMOKING ON THE PROPERTY NO DOGS LEFT ALONE (without advanced permission)

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.

The Cottage

<<Prioritizing Your Health: To better ensure a safe & clean experience, the Cottage is now being blocked for a minimum of 2-days in between guest stays for proper cleaning.>> This Tudor-style guest cottage comes with its own private entry, roughly 500 square feet of living space, including fully stocked kitchen, full bath, and a small outdoor deck complete with a valley view.

Architectural Gem Mid Century Modern in the Trees

ABSOLUTELY NO PARTIES and no more than 10 people in the home at any time. This is my person home & I will be staying on the lot in another structure. anyone who is looking for a relaxing quiet time in a unique home that feels like you’re living in the trees, then this home is for you. Please note there are stairs to get to the front door (approx 12) but they are wide

Glenview Fully Equipped Private Apartment

Homey private apartment studio with a view deck in a safe neighborhood. Unit has full bath (tub/shower), full kitchen, TV w/ Premium Channels, wi-fi, a comfortable queen size bed & living area accommodating 3 guests at no additional cost. We totally clean and sanitize the unit. In addition to the queen bed, there is a comfy sofa and single mattress. NO CLEANING FEE!

Lakeshore Cottage

Our quiet studio cottage is located in the Lakeshore/Grand Ave area of Oakland. The neighborhood is safe and beautiful and the cottage is neat and easily accessible. There is a large bright main room and a spacious bathroom that was recently updated. The cottage includes a mini kitchen. The location is close to downtown Oakland, Berkeley and San Francisco.