Family-friendly holiday rentals in Piedmont

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

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.

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.

Charming in-law retreat w/patio & scenic garden

Located in Oakland's scenic lower hills, the Airbnb is the downstairs of our house. It includes 1 spacious bedroom w/desk, a smaller bedroom with a double bed, & tv, a full bathroom, kitchen, & a small dining area. The private entrance from the back patio looks out over a spacious yard. Our neighborhood has tall trees, expansive green space, and is quiet, friendly & safe. A few minutes from Park Blvd.'s and Montclair's many cafes, it's even closer to the Dimond district's eateries & markets.

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.

Cozy Boho Bungalow

Enjoy a cozy, stylish retreat in our centrally-located Oakland/East Bay bungalow. The bungalow is detached from our home with a separate entrance and access to a shared outdoor space. Enjoy a safe historic Oakland neighborhood only minutes away from the most charming neighborhoods - Lakeshore, Grand, Lake Merritt, Piedmont, Downtown and Rockridge! You can grab a morning coffee, visit local boutiques, shop at the farmers market, and dine at casual to michelin rated restaurants.

Private Oakland Hills Escape!

Access to amazing Bay views! Cozy ~250 sq. ft. studio unit with unit 9.5 ft ceilings which serves as a guest suite with private bath to a home in the Oakland hills. Private entrance with access to shared deck with 3 bridge bay views on a clear day. All self-contained with in-unit mini-fridge, coffee machine, microwave and TV with Roku for streaming (no cable TV). standing desk serves as your "office" and a couple small sitting chairs to lounge about or read a book.

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.

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

Studio Oasis

Begin the day in a bathroom with a rain shower, twin vanity, and tiles from Spain. French doors add space and light to the open interior, helping to showcase the striking artworks by Deb, one of Melbourne's leading street artists. This well-lit garden studio has a queen bed next to French doors that open to Juliet balconies. Recently remodeled with new contemporary finishes, this spacious studio has an open floor plan with lots of natural light.

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.