Compare Vacation Rentals & Rent By Owner Homes in Middletown, New York, USA
About Middletown Vacation Rentals
With more than 332 Middletown vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Middletown.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Middletown, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Middletown. Places to stay near Middletown are 1021.45 ft² on average, with prices averaging US $411 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Middletown with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in Middletown, NY
Frequently Asked Questions About Middletown?
What are the top vacation rentals in Middletown?
- Beautiful, remote Catskills cabin over waterfall with amazing views & hot tub
- Cozy 1920’s home in the heart of Pine Bush
- New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
- Luxury School House Retreat With Sauna & Pool- 1HR from NYC
- Dream escape, new modern farmhouse, stunning views, game room & hot tub for 17+!
- The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!
- Lakefront On Masten Lake
- PRISCILLA'S HOMESTEAD: Authentic Private Estate with Pool Tennis FirePit
- Spectacular Mansion w/Pool&Tennis
- NEW! FOLEY'S LOG CABIN with Hot Tub
How many Rentbyowner vacation rentals are available in Middletown?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 332 in the Middletown area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Middletown.
