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.

Beautiful canyon view suite

Enjoy Shepherd Canyon: sunlight dancing on leaves, birds flying at eye level, sun setting behind eucalyptus trees, flickering lights at night. Downstairs floor (1100 sq ft) of mid-century home in Oaklands Hills. Full kitchen for snacks or gourmet meals, comfy queen bed in bedroom, sofa bed in living room. Enjoy picturesque walk to Montclair Village or hike/ bike right up the hill. Drive 11 minutes to BART, located in Rockridge, which also has restaurants and shops to explore. Minimum age 25

Studio A - Modern Live/Work Space private

Refresh. This modern guest suite with a private entrance and off street dedicated parking is located in the gorgeous Montclair Hills of Oakland. A 10-min walk into Montclair Village for shopping and restaurants or 15-30 min to SF or anywhere else in the Bay Area. Improvements incl. a new loft and kitchenette including Subzero, Meile, Wolf & Fisher Paykel appliances, very comfortable environment! Guests who have been displaced by any natural disaster will be offered a discounted nightly rate.

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.

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

Beautiful Cozy Cottage in a Great Location!

Newly built cottage in one of Oakland's finest neighborhoods! Walking distance to a large variety of shopping center's, restaurants, cafe's, wine tasting, the Renaissance Grand Lake Movie Theatre, and the historic Lake Merritt, which features a popular jogging & walking path with a boating center where sailboats, canoes & rowboats can be rented. Easy access to downtown, BART, Amtrak, Airport & San Francisco. Terrific for couples on vacation, business trips & the perfect getaway.

Private In-Law Suite Historic Crocker Highlands

🌟 Spacious suite located in one of the most scenic & safest communities in Oakland / Piedmont / Berkeley. Dog friendly. Up to 4 guests. Well suited for remote working. Nestled amongst stately homes and walkable tree-lined streets. Perfect retreat from exploring San Francisco, wine country or family. Level entrance. Suite is located on the lower story. We live above and as we are very conscientious of our guests, you may hear the pitter-patter of home life above.

Top shelf piedmont ave home

Location, location, location. Cute, charming, wonderful home in the piedmont ave neighborhood. Very successful AIRBNB now under new cover with the owner managing. Steps away from cafes, restaurants, hip shops and all sorts of other services. Despite the great proximity to ALL THE THINGS the home resides in a quiet setting. The unit itself is perfect- two bedroom, two bath will full kitchen. You are winning in every aspect here. See reviews for more highlights!

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!

Bright Modern Secluded Oakland Hills Retreat

Bright, secluded, cozy and modern detached studio in Montclair / Oakland Hills. Just across the bay from San Francisco. Queen bed, full bath and open kitchen w/ appliances + dining bar w/ bay vista views. Hike/bike trails 5 min. away. Your oasis is up the hill past trees, the occasional deer and a few turns through a friendly neighborhood. Car is essential to reach your private getaway!

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.