Updated: April 2021
This post has been updated to include a roundup of my favorite boutique properties and vacation rentals in Napa.
From South Africa’s Cape Winelands to Prosecco vending machines in Italy, I always jump at the chance to sip my way through the world’s most beautiful vineyards. Luckily for me as a California girl, some of the top vintages come from my very own home state.
You’ve probably heard that Napa Valley and Sonoma County have wine tastings that are second to none, and that is just one of the many things that make this region so special.
In fact, there is so much to see and do in Northern California that I’d recommend spending at least a week exploring it all.
Of course, you’ll want to spend at least two nights in Napa Valley and Sonoma County. While you’re there, make the most of every moment with these cool Airbnbs.
This tiny house packs a whole lot of luxury touches into a small space. Just outside of downtown Sonoma, the lush gardens and vaulted ceilings make it feel like you’ve got way more than 400 square feet.
In the heart of Calistoga, you’ll find room for four in this cute little bungalow. A true home away from home, the house place is beautifully and thoughtfully designed.
A perfect nest for two, this well-appointed studio feels like a boutique hotel. Located just between the historic Sonoma Square and Glen Ellen, this is a dreamy spot for a long bath and chats in the back garden after a long day of exploring.
Planning Tip: Before you go, be sure to check out my Weekend Getaway Guide to Napa Valley.
A chic contemporary farmhouse with an ensuite bathroom and world-class wine growing right outside of your window? Check and check.
Trust me, when I say that the Rhino Room at Brookside Vineyard is not your average room for rent.
How about a 31-foot Airstream for two? This retro treasure is parked on the site of an urban farmhouse where you can wake up to fresh eggs from the resident chickens after a night of glamping.
With award-winning dinner and an array of entertainment options just around the corner, this beautifully restored two-bedroom is a perfect oasis.
Just minutes to downtown Sonoma, this five-bedroom home can house up to 11 guests in style. A stunning space nestled amongst the olive trees, you couldn’t find a better space for the entire crew.
This green luxury space can house up to four guests. With all those boutique hotel touches, you’re never going to want to leave this comfy eco-friendly space.
This three-bedroom cottage in Monte Rio is the perfect escape. If you’ve ever dreamt of having your own Sonoma County country home, book this one.
In the heart of Napa, this three-bedroom farmhouse is classic Americana at its very best. Play chopsticks on the pianos, drink wine in the backyard, and enjoy the beauty of a peaceful break.
Live it up like royals for a long weekend. This one-of-a-kind castle (yes, castle) for two is a destination in and of itself.
With skylights, treetop views, and little antique touches throughout, this spacious loft is perfect for two looks to explore Sonoma.
With room for six, this tranquil retreat is the perfect space for a retreat. Be sure to ask the host for insider tips on the best hiking routes from the house!
This two-bedroom, two-bathroom gem in the center of Sonoma is just outside of two of the oldest wineries in California.
I especially love this space because it has two separate buildings that allow you to spread out a bit — then meet in the middle at the firepit for long evenings under the stars.
Traveling with your bestie or that special someone and want a cozy little base for exploring? A cork’s throw from the best wineries and restaurants in the state, this cute cottage is a prime pick.
This two-bed, two-bath vintage cottage is six blocks from the historic downtown region and will make you feel right at home.
Welcome to the most charming little rustic cabin in Sonoma. The boutique hotel is set on 12.5 acres of lush hillside in the lovely Valley of the Moon. Explore the labyrinth, swim in the pool, or just unplug in your own little hideaway.
Bring seven of your closest friends and soak in the sweeping view of San Francisco Bay. The unique art, antiques, and craftsmanship of this one-of-a-kind home will earn it a spot on your “we’ve got to do this again next year” list!
This four-bedroom 3.5 bathroom home in the center of downtown Vallejo is perfect for resting up before sipping in the flavors of Napa Valley and Sonoma County.
Or get your heart racing at the Six Flags just a few minutes down the road (and, they’ve got kid-friendly amenities if you’re looking to plan a family trip).
Accommodating up to six guests, this farmhouse is a dream destination for the group. Pick fresh seasonal veggies and herbs from the garden then throw a dinner party in your own gourmet kitchen.
Treat yo’self and the entire crew to this stunning villa on eight-and-a-half-acre grounds. From a game room to a gym to a tennis court, this place has all of the bells and whistles that you might expect from a luxury resort.