Compare Vacation Rentals & Rent By Owner Homes in Great Oak Landing, Chestertown, Maryland, USA
About Great Oak Landing Vacation Rentals
With more than 182 Great Oak Landing 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 Great Oak Landing.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Great Oak Landing, 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 Great Oak Landing. Places to stay near Great Oak Landing are 909.29 ft² on average, with prices averaging US $472 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Great Oak Landing 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 Great Oak Landing?
What are the top vacation rentals in Great Oak Landing?
- Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities
- Eastern Shore beach cottage get-away
- Blissful Retreat In Rock Hall
- Stay in the landmark Lighthouse!
- Waterfront w/Deepwater Pier Walking Distance to Downtown Chestertown
- Carriage House Hideaway in Middle of Chestertown
- 200 steps to the beach!
- Private Waterfront Paradise w/Pier - Kayak to Historic Chestertown!
- Circa 1900 Home in the Heart of Historic Downtown Chestertown
- Waterfront Paradise on the Eastern Shore of Chesapeake Bay
How many Rentbyowner vacation rentals are available in Great Oak Landing?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 182 in the Great Oak Landing 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 Great Oak Landing.
