Photo by Shannon Willitts

Middletown holiday homes

We found 65 holiday rentals — enter your dates for availability

Discover a selection of 8 homes and other holiday rentals in Middletown that are perfect for your trip. Holiday homes provide the best amenities for your family, friends or furry companion, such as parking and a pool. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

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 holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Middletown

Are you searching for attractions to see in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Middletown a fun spot to go on holiday. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Chateau Montelena Winery (10.4 mi / 16.8 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)
  • Trentadue Winery (15.1 mi / 24.2 km)

Exploring the natural landscape of Middletown

Whether you're an adventurous traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Middletown. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Old Faithful Geyser of California (10.9 mi / 17.5 km)
  • Redbud Park (13.6 mi / 21.9 km)
  • Petrified Forest (13.7 mi / 22 km)
  • Safari West (14.2 mi / 22.8 km)
  • Mount Konocti (17.4 mi / 27.9 km)
  • Kendall-Jackson Wine Estate and Gardens (19.1 mi / 30.7 km)

Transport 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 centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Middletown?
The most popular types of holiday homes in Middletown are cottages. Want something different? Bookabach has a variety of options to match the needs of our guests, so you’ll see holiday properties in all shapes and sizes. The ideal fit is waiting for you — discover yours today.
How much does it cost to rent a holiday home in Middletown?
A range of factors influence what you’ll pay for your holiday home in Middletown, like the time of year, property type and length of stay. Still, all our holiday 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 travelling. Simply enter your dates of travel into Bookabach 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 holiday homes in Middletown?
Yes. There are. Take your pick of three holiday homes that welcome pets in Middletown on Bookabach. Our furry friends also need a break, so simply use our search function for pet-friendly holiday homes to book a pad where Spot can join the fun.
What are popular home amenities in Middletown?
When it comes to home amenities that people search for in Middletown, nearby museums, mountain views and a balcony are at the top of the list. With Bookabach holiday 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 holiday homes in Middletown that welcome kids?
With three family-friendly holiday homes 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 holidaying 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 holiday homes in Middletown?
Take off with your loved ones and enjoy peace, privacy and comfort in one of the two two-bedroom holiday homes Middletown has to offer.
Are there holiday homes with WiFi in Middletown?
You can pick from three holiday homes 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 Bookabach.
How can I find holiday homes with air conditioning in Middletown?
Middletown has three holiday homes where you’ll be able to relax and recharge in air-conditioned comfort. To book a stay on Bookabach 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 holiday home in Middletown?
It’s advisable to check with the Middletown holiday home you want on Bookabach as the age limit differs. However, it’s typically 16, 18 or 21.
How long can I rent a holiday home 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 Bookabach. 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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