Photo by Vincent Ramundo

Middletown cabin rentals

We found 269 cabin rentals — enter your dates for availability

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

Frequently asked questions

How much does it cost to stay in a cabin rental in Middletown?
Big or small, fancy or basic — Stayz has cabin rentals for every budget. To find an escape that matches yours, take advantage of our price filter. You can fine-tune your search results by the maximum nightly price or total price. The cost will differ based on what property you choose, but the one thing that stays the same? The joy that comes with spending your break in one of our Middletown cabin rentals.
When is the best time to book a cabin rental in Middletown?
Consider making your way to Middletown in August, when average temperatures range between 15ºC and 28ºC. This is the most popular time of year for Stayz guests to book a cabin rental in this well-known destination, which is located in Orange County.
Where can I rent a Middletown cabin rental with great views?
Make yourself comfortable on the deck or patio of your Middletown cabin rental and enjoy the impressive views of historic areas. That's the kind of outlook you can look forward to when you book a cabin in this destination. Use our filters to fine-tune your search for properties in picturesque locations.
Does Middletown have any lake cabins?
Switch the city for some waterside living at one of our lake cabin rentals in Middletown. Not sure where to begin? Search for stays around well-known expanses like Bethel Woods, Lake Superior State Park and Lake Tiorati Beach.
Can I book a luxury cabin in Middletown?
Experience the finer things in life on your break in Middletown by opting for a luxury cabin rental. These high-end Stayz properties will spoil you with quality amenities like swimming pools and fireplaces. Make use of our filters to look for cabins with high guest ratings and experience the outdoors without sacrificing your comfort!
Can I book a cabin with a hot tub in Middletown?
Sink into a state of bliss while chilling out in the hot tub of your cabin rental. It's easy to discover properties in Middletown with this premium amenity by selecting "Hot tub" in the search filters. With the warm bubbles waiting for you, you'll be happy to get back to your cosy cabin retreat after a day of outdoor activities.
What are the top things to do in Middletown?
Orange County Fair Speedway, The Rock Sports Complex and Orange County Fairgrounds are top-rated attractions that'll keep the whole crew entertained in Middletown. There's nothing like travel to get everyone together, so browse our cabin rentals in this lively destination.
Why should I book my cabin rental with Stayz?
Our cancellation policies and Book with Confidence Guarantee are just the start of the reasons to book your cabin rental with Stayz. If the unexpected happens, you can receive a refund if you cancel your booking within the property's allowable timeframe. And our Book with Confidence Guarantee means we'll help your stay run smoothly from beginning to end. Looking for more reasons? You'll get a cabin that's all your own, so you'll never have to share your space with others.