Compare Vacation Rentals & Rent By Owner Homes in Middletown, San Diego, California, USA
About Middletown Vacation Rentals
With more than 125 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 994.2 ft² on average, with prices averaging US $585 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.
Frequently Asked Questions About Middletown?
What are the top vacation rentals in Middletown?
- Romantic Guest House, Spectacular Views, Close to everything , Private Hot Tub
- Hidden Villa- A Hidden Paradise with beautiful furnished garden patio
- Custom home with cabana, heated pool, spa and view
- ♥ Luxury Hilltop Retreat in the City - Hot Tub! Central Location! Unforgettable Views! ♥
- OMG! A BLUE LAGOON IN THE ♥ OF THE CITY? POOL, GAME ROOM, VIEWS, LUXURY
- ♥ Hilltop Hacienda – Private Villa with Panoramic Views! ♥
- Beautiful historic home and gardens near downtown!
- ♦ WHOA!, NEW SEAVIEW OASIS HAS IT ALL - VIEWS ♦ SPA ♦ GAMEROOM ♦
- Majestic Harbor Views ~ Sunrise to Sunset
- Furnished Bright Quiet Studio Flat In Mission Hills (SD)
How many Rentbyowner vacation rentals are available in Middletown?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 125 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.
Nearby Neighborhood (7)
| Neighborhood | Property Count |
|---|---|
| Downtown San Diego Vacation Rentals in San Diego, California | 1147 |
| Park West Vacation Rentals in San Diego, California | 188 |
| Bankers Hill Vacation Rentals in San Diego, California | 188 |
| Hillcrest Vacation Rentals in San Diego, California | 133 |
| Little Italy Vacation Rentals in San Diego, California | 124 |
| Harborview Vacation Rentals in San Diego, California | 118 |
| Mission Hills Vacation Rentals in San Diego, California | 50 |
