If you’ve never visited California wine country, you may be surprised to learn how expansive the region truly is. Sonoma County alone comprises over 30 small towns and bustling cities. Woodfield Properties is proud to represent vacation rentals in the cities of Sonoma, Glen Ellen, Kenwood, Santa Rosa, and Sebastopol. Here, we will highlight the offerings, wineries, and properties available in each city so you can easily decide which of our Sonoma County cities is right for you!

1. Sonoma 

Sonoma offers the perfect destination for travelers looking to experience the rich history, scenic beauty, award-winning wine, and restaurants. The most popular attraction for visitors is the Sonoma Plaza offering endless shopping, dining, and wine-tasting opportunities.

With miles of trails, you’ll be able to find the trail that best suits your interests and abilities. Some of the best hiking trails are in Sonoma Valley, where there are several beautiful vineyards. Other popular hiking locations include Russian River Valley and Sonoma Coast, which boast some fantastic views of the Pacific coastline.

Fine dining is a specialty of the Sonoma area. With some of the best restaurants in California, you’ll be able to experience a wide range of cuisines, including farm-to-table and traditional fine dining.

If you’re looking for an impressive date night or just want to impress friends with your knowledge of good food and wine, there are plenty of options throughout Sonoma County. Some popular options include:

Woodfield Properties offers our most comprehensive selection of vacation rentals in Sonoma. We offer nine luxury properties that accommodate anywhere from four to eight guests. 

2. Glen Ellen

Glen Ellen is a quaint village in the heart of Sonoma Valley, ideal for those looking for a laidback destination where they can enjoy local dining and family-run wineries. There are many different wineries in the area that offer excellent wine and beautiful scenery. And, while Glen Ellen is a wonderful place to go wine tasting, it has a reputation for being a dog-friendly destination. 

The Sonoma Botanical Gardens is a hidden gem in Glen Ellen. It’s a great place to visit, and admission is free. There are many different types of gardens, including herb gardens, succulent gardens, and rose gardens. However, Glen Ellen is best known for being the site of Jack London State Historic Park. Learn more about our favorite Glen Ellen Wineries!

Glen Ellen Vacation Rentals: Sonoma Serenity & The Country House

3. Santa Rosa

Considered the urban heart of wine country, Santa Rosa is the largest of all Sonoma County cities. Santa Rosa offers everything from towering redwoods to the vibrant arts scene and eclectic wineries. Whether you’re looking to relax or experience some adrenaline-filled adventures, there’s no shortage of things to do in this city. From wine tastings and breweries to hiking trails and golf courses, there’s something for everyone!

If you’re looking for a fun and unique way to get your feet (or, more likely, hands) on the ground in Sonoma, then Sonoma Canopy Tours is the place for you. You’ll begin with a short hike up to the top of a redwood tree. Then, you’ll be strapped into a harness and will zipline across the tops of several hundred trees while learning about each one’s name and history.

Wine tours are also popular in Santa Rosa, which has several excellent wine-making regions nearby. Discover more of our favorite Things to Do in Santa Rosa, from museums to state parks!

Santa Rosa Vacation Rental: The Gump Estate

4. Sebastopol 

Sebastopol is a quirky little town that embraces its unique culture, history, art, dining, outdoor recreation, and winemaking. One of the top attractions is The Barlow, a 12-acre market featuring locally made food, wine, beer, spirits, and crafts.

And it’s not just the summer months that make Sebastopol a great destination. With its charming downtown and mild climate, this small town has much to offer year-round. Discover more Things to Do in Sebastopol to see if this Sonoma County city is for you!

Sebastopol vacation rental: The Dalya Estate

5. Kenwood

Welcome to the beautiful, historic town of Kenwood. The first thing you’ll notice about Kenwood is that it’s not a city. It’s a small town with one main street, two restaurants, and one grocery store. In fact, most people come here for our wine country—but there are many other reasons to visit Kenwood as well!

Kenwood is a small town located at the northern end of Sonoma Valley, perfect for wine enthusiasts and nature lovers alike. Endless miles of trails await at Sugarloaf Ridge State Park, and art and nature combine at Wildwood Nursery. Learn more about our favorite Kenwood Wineries.

Kenwood vacation rental: Himmel House & Kenwood Farmhouse

Woodfield Properties Himmel House in Kenwood Sonoma County Luxury Vacation Rentals

There are plenty of reasons to visit Sonoma County, but if you’re looking for a good reason, wine is it. With over 200 wineries in the area, Sonoma is one of the top destinations for wine lovers. No matter which of these Sonoma County cities piques your interest, you will find the ideal vacation rental waiting for you with Woodfield Properties. Whether you are looking for a casual cottage or an elegant private estate, we have the perfect home for your distinguished tastes. Book your getaway in California wine country at one of our wine country vacation rentals!