Family-friendly holiday rentals in Piedmont

Redwood Sanctuary Oakland Hills

Redwood Sanctuary is located in the idyllic Oakland Hills with beautiful vistas, hikes, and parks within a short drive. The home is situated on half an acre of land in the middle of redwood, eucalyptus, and oak trees secluded away from other homes. Montclair village is an 8 minute drive, providing lots of great food and shops. Minutes from Highway 13 and 580. It is a 1 bedroom studio with a queen bed and a pull out sofa bed. It can comfortably accommodate up to 3. We'd love to host your stay!

Treehouse retreat with deck in walkable Montclair

Peaceful, modern, and centrally located, it feels like you are in a treehouse, away from the bustle, but you can walk to anything you need, including the Farmer's Market and Shepherd Canyon Trail. Enjoy your morning coffee on the deck while listening to the birds and the bubbling creek below, or a glass of wine or tea while the sun sets and the owls begin to hoot. This is your hopping off point to visit the Bay Area; you can be in SF in 20 minutes or in wine country in less than an hour.

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.

Private, Detached, Urban Creekside Studio.

This unique, well equipped, 1 Bed cute little studio (that we love) is detached and fenced off from our main house. It has a separate entrance through a side gate and it's own private rear deck, with a seating and dining area... that overlooks Sausal Creek and Dimond Park. The tall willow that grows along the creek gives the deck the perfect amount of privacy and with the tranquil sound of the creek flowing (not during dry season) you would almost forget you are in an urban city.

Spacious 2BR — Perfect for Families and Friends

Step into your Oakland retreat in the storybook Glenview neighborhood—where tree-lined streets and classic bungalows welcome you home. This 2-bedroom, 1-bath, air conditioned space is fully equipped for families or friends traveling together. You’ll spread out across the entire lower level of a freshly remodeled bungalow with your own private entrance and secure off-street parking. Wake to the calm of a quiet, walkable community that is just 11 miles to downtown San Francisco.

Luxury Rockridge Casita in Our Sunny Garden

** FEATURED in Sunset Magazine ** Our bright modern guest house with private access awaits you. Retreat from the city to our comfortable, clean casita. This lovely, light-filled space sits behind our family home, in our garden with fresh berries and lemons. Enjoy morning coffee at the wood farm table. We offer local coffee + tea, a small fridge, robes, wifi, and outdoor dining. Our quiet street is close to BART, 3 blocks from College Ave, full of great restaurants and shops.

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.

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!

New convenient comfortable studio

Come relax at this peaceful and centrally-located studio suite with its own entrance adjacent to the lush back yard. This newly renovated, basement-level space has an extremely comfortable bed, a workspace/eating area, and amenities to make your stay cozy and enjoyable. Grocery stores, transit, and the freeway are mere minutes away. Lake Merritt, Piedmont, and Uptown neighborhoods are all easy to access as well! Welcome!

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.

Unique “Tiny Home” Treehouse - Detached & Private

LTR. Please inquire on dates and availability (30 day minimum). This studio is private (street level) with beautiful views from the unit and the attached private deck. This studio space (400 sq ft) is compact but mighty. Has fast wifi, A full kitchen with induction stove, dishwasher, washer, dryer and a toto bidet heated toilet.