Photo by Mary B

Middletown holiday lettings

We found 394 holiday rentals — enter your dates for availability

Select from 50 houses, 12 flats and other holiday rentals to find the perfect place for your stay in Middletown. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as cable TV and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Middletown

Showing deals for:6 Feb - 13 Feb

Image gallery for Modern Farmhouse in the Heart of San Diego

Living area
10 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)

Modern Farmhouse in the Heart of San Diego

San Diego, CA

8% off
Price is £3,610
for 7 nights, 1 home
£516 per night
includes taxes & fees
Modern Farmhouse in the Heart of San Diego

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, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental in Middletown?
In Middletown, holiday houses are the most popular type of rental, with approximately 41 available throughout the area. These houses typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation and gatherings. Many are set in tranquil surroundings, providing a superb retreat for families or groups looking to enjoy the beauty of the region. Additionally, there are about 12 apartments and 11 condos, offering more compact accommodations for couples or solo travellers. Some villas and cottages are also available, adding to the diversity of rental options.
Are there any beach house rentals in Middletown?
In Middletown, California, there are approximately 97 beach house rentals available, providing a variety of options for travellers. These holiday rentals are typically situated in serene neighbourhoods, offering easy access to nearby attractions such as the stunning Clear Lake and the picturesque vineyards that the region is known for.
How much does it cost to rent a holiday home in Middletown?
Prices for holiday rentals in Middletown vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Middletown to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Middletown holiday house rentals?
You can find great discounts on house rentals in Middletown on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Middletown holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Middletown with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Middletown?
A long-stay holiday rental in Middletown is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Middletown for a holiday rental?
The best time to visit Middletown for a holiday rental is during the peak season from May to July. This period is particularly popular as it coincides with warm, sunny weather, making it ideal for outdoor activities and exploration of the beautiful Napa Valley region. Visitors can indulge in wine tastings at local vineyards, hike through scenic trails, or simply relax by the lake, all while enjoying the vibrant summer atmosphere.

July stands out as the most popular month, attracting travellers eager to soak up the sun and enjoy the numerous festivals and events that take place. With temperatures often reaching the high 20s to low 30s Celsius, the climate is great for daytime adventures and leisurely evenings under the stars.

For those looking for a more budget-friendly option, consider visiting in October when the crowds have thinned, and the fall foliage presents a stunning backdrop for your stay. This month offers a quieter experience, allowing you to enjoy the natural beauty and charm of Middletown without the hustle and bustle of the peak season.
Are there any remote work holiday rentals in Middletown?
In Middletown, California, there are plenty of options for remote work holiday rentals, with around 75 properties available. This area offers a tranquil setting for those who need to balance work and leisure. Many of the rentals are equipped with essential amenities such as Wi-Fi, dedicated desks, comfortable office chairs, and even laptop workspaces, making it convenient for professionals to stay productive during their getaway. Additionally, some properties may feature safety deposit boxes and computer monitors for enhanced security and efficiency. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Middletown holiday rental?
Book your Middletown holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Middletown home rental booking on Vrbo?
To find Middletown holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Middletown holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

More holiday ideas