Photo by Shannon Willitts

Middletown vacation rentals

We found 44 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 7 cabins and other vacation rentals in Middletown that are perfect for your trip. Vacation homes offer the amenities you expect for you and your friends, family, or even pets, like air conditioning and WiFi. At the end of the day, you're sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.

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Take in the majestic beauty of Middletown

Enjoy the wineries and other features of Middletown. Well known for its hot springs, gardens and spas, this relaxing city won't disappoint. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Middletown

Do you want to discover attractions to visit in the city? Venture out of your vacation home and experience everything that makes Middletown a fun place to get away. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Chateau Montelena Winery (10.4 mi / 16.8 km)
  • Silver Oak Alexander Valley (11.7 mi / 18.8 km)
  • Calistoga Hot Springs (12.2 mi / 19.6 km)
  • Sterling Vineyards (13.2 mi / 21.3 km)
  • Castello di Amorosa (14 mi / 22.5 km)
  • Jordan Vineyard & Winery (14 mi / 22.6 km)

Exploring the natural landscape of Middletown

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Middletown. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Old Faithful Geyser of California (10.9 mi / 17.5 km)
  • Petrified Forest (13.7 mi / 22 km)
  • Safari West (14.2 mi / 22.8 km)
  • Austin Park (14.5 mi / 23.3 km)
  • Bothe-Napa Valley State Park (15 mi / 24.2 km)
  • Mount Konocti (17.4 mi / 27.9 km)

Transportation to and around Middletown

The nearest airport is in Santa Rosa, CA (STS-Sonoma County), located 19.6 mi (31.6 km) from the city center.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Middletown?

The most popular types of vacation rentals in Middletown are cottages. Want something different? Vrbo has a variety of options to match the needs of our guests, so you'll see vacation properties in all shapes and sizes. The ideal fit is waiting for you — discover yours today.

How much does it cost to rent a vacation rental in Middletown?

A range of factors influence what you'll pay for your vacation rental in Middletown, like the time of year, property type and length of stay. Still, all our vacation homes have something in common — excellent value. Just add your travel dates to find your home away from home.

How much does it cost to rent a beach house in Middletown?

Prices for beach houses in Middletown may differ depending on the size and style of the property and when you're traveling. Simply enter your dates of travel into Vrbo and the number of guests to view available options and prices. From there you can use the filters to refine your search by amenities, nearby activities, ratings and more.

Are there pet-friendly vacation rentals in Middletown?

Yes. There are. Take your pick of three vacation homes that welcome pets in Middletown on Vrbo. Our furry friends also need a break, so simply use our search function for pet-friendly vacation rentals to book a pad where Spot can join the fun.

What are popular rental amenities in Middletown?

When it comes to rental amenities that people search for in Middletown, nearby museums, mountain views and a balcony are at the top of the list. With Vrbo vacation homes, you'll enjoy options to fit your taste and style, whether you're planning to get away with friends, relatives or even pets.

Are there vacation rentals in Middletown that welcome kids?

With three family-friendly vacation rentals to pick from in Middletown, now is a superb time to introduce the kids to the excitement of travel. Check our "Properties good for families" filter to view stays that feature conveniences perfect for vacationing families, such as multiple bedrooms, yards, hot tubs and bunk beds.

What are the top attractions for families in Middletown?

If you're in search of some fun for all ages close to the heart of Middletown, head over to Cobb Mountain.

Can I find two-bedroom vacation rentals in Middletown?

Take off with your loved ones and enjoy peace, privacy and comfort in one of the two two-bedroom vacation rentals Middletown has to offer.

Are there vacation rentals with WiFi in Middletown?

You can pick from three vacation rentals with WiFi in Middletown. If you want to disconnect from daily life during your break, but still need to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.

How can I find vacation rentals with air conditioning in Middletown?

Middletown has three vacation rentals where you'll be able to relax and recharge in air-conditioned comfort. To book a stay on Vrbo that comes with this amenity, enter your travel dates and use the filters to select the "air conditioning" box.

How old do you have to be to rent a vacation rental in Middletown?

It's advisable to check with the Middletown vacation home you want on Vrbo as the age limit differs. However, it's typically 16, 18 or 21.

How long can I rent a vacation rental in Middletown for?

It all depends on the Middletown property. To see a list of options offering extended stays, simply type your travel dates and number of people into Vrbo. You can look forward to having the property to yourself, along with home comforts such as air conditioning, a fully-equipped kitchen and outdoor spaces where the little ones can play. Keep an eye out for any long-term stays that offer discounted weekly or monthly prices.

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