Family-friendly holiday rentals in Oakley

VIEWS! upscale ADU w/ JACUZZI,SAUNA,pool,huge deck

Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated 82F May 1st-Oct. 31st. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

Downtown Napa Gem - perfect for TWO!

Located downtown Napa, a short walk (three blocks) to dozens of shops, restaurants and wine tasting. The property was originally built in 1908 and has recently been remodeled. The rental offers two comfortable bedrooms, two relaxing patios, a living room and one full bath. There is a small refrigerator, microwave, and Keurig coffee maker, but no kitchen. Easy parking in front of the rental. We are one of the 60 hosts with a legal Napa rental permit which allows us no more than two guests.

Modern Family Farm

County of Sonoma Vacation Rental Permit number ZPE15-0201. Our place is centrally located to both the Napa and Sonoma valleys. We are walking distance to Endiku Winery, Ceja Winery, Homewood Winery, Lou's Lunchette, and Hanson's Vodka. We have a small organic farm off the beaten path. The unit is upstairs above the garage, and it is very private. We have some wonderful birdwatching opportunities. On our farm we see herons, egrets, quail, redtail hawks, owls, quail, and many small birds.

Kid Friendly with Breathtaking Views on 10 Acres

Escape to your own slice of paradise in this exclusive gated WINE COUNTRY retreat boasting breathtaking 360° vistas. With a spacious 2,700 sqft layout and lofty ceilings. Let the little ones' imaginations run wild on our two-story play structure. With a trampoline, horseshoe pit, and shelves stocked with books and an abundance of toys, we've thought of everything to make your stay stress-free. Indulge in the ultimate family getaway. Book now and embark on an unforgettable adventure!

Modern Sonoma Haven with Backyard Paradise & Pool

This charming cottage is ideally situated for exploring Sonoma, Glen Ellen and Napa. It's perfect for a romantic getaway, friend-trip, or family fun. The private unit has gourmet appliances and a minimalist-country style. It has its own deck with outdoor dining and lounge chairs where you can relax. The ~1 acre property has vineyards, a large salt water pool and patio, and a garden with fresh veggies and herbs as well as many fruit trees. TOT #3140N.

Only One block to Downtown Napa! Non-Hosted

Read our Reviews and hear from our guests! They love it! "Paris Chic" , they say! The Fabulous and Fun Wine-Taster's Estate with private patio and Gentleman's Vineyard! Only 1 Block to the start of Downtown Napa! Out the door, up the same street to Wine-Tasting, Micro-breweries & beer-tasting, Boutique Wineries, Shops, Spas, World-renowned restaurants, Riverwalk, OXBOW Market, the Wine Train. Licensed by City of Napa.

Comfortable & Serene Vacation House

Sunny, bright, 1500 square foot spacious award winning mid century architecture & design. Situated in Petaluma Gap wine region, views of rolling hills from every room. Whole house executive rental ideal for large families, friends' getaways, or extended stays. 2 minutes from 101 freeway & 5 minutes from historic downtown Petaluma.

Charming Bay Area Art Deco Duplex

Charming Updated Art Deco Duplex located in San Francisco's East Bay with easy access to San Francisco and surrounding communities. Five minute walk to lots of restaurants, bars, shops and movie theater. Scenic drive to wine country and Lake Tahoe's ski and outdoor region.

Robledo Country Home

A charming Country home next to a small family winery with great views of Sonoma's rolling hills and vineyards. Only 10 minutes from Sonoma Plaza, not far from Napa and Petaluma. Minutes away from other wineries and 7 miles from Sonoma Raceway.