Eastern Shore cottage rentals

We found 220 cottage 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

Are there any cottage rentals in Eastern Shore?
Choose one of the 220 cottage rentals in Eastern Shore for a holiday you won't forget. Look for cottages in well-known cities like Berlin, Ocean Pines and West Ocean City and experience the comfort and special charm of this type of retreat.
How much does it cost to stay in a cottage rental in Eastern Shore?
Check out our cottage rental listings in Eastern Shore to get a good idea of prices. If you want to save, use our "Discounts" filter. It'll show you any cottages with special deals, whether that's a weekly, monthly or new listing discount.
When is the best time to rent a cottage in Eastern Shore?
Consider arriving in July, when the temperature ranges from around 21ºC to 29ºC. This is the most popular month to book a cottage rental in Eastern Shore.
Where can I rent an Eastern Shore holiday cottage with great views?
If you love to sit back and relax after a big day seeing the sights, check out our cottage rentals in Eastern Shore that boast impressive scenery like views of historic areas.
Does Eastern Shore have any lakeside cottages?
Lovely views of sparkling water, the wonder of nature and outdoor adventures are a few of the things to enjoy in one of Stayz's lakeside cottage rentals. Use our handy "Location" filter and click on "Lake" to see if there are any cosy stays in Eastern Shore by the water.
What are the top things to do in Eastern Shore?
Once you've booked your cottage rental in Eastern Shore, it's time to begin working on your itinerary. Consider the various travel apps to discover some sights and attractions in the area you're staying. Tourism sites and online forums are also great places to gather information from holiday makers who have visited before.
Why should I book my holiday cottage with Stayz?
With Stayz you'll never have to share your cottage rental with other guests, whether you're looking for a rustic escape in the mountains or an upmarket pad by the beach. Another awesome thing about booking with us? You can filter your search by amenities, total price and more to find a cottage rental that fits your style and needs. Our flexible cancellation policies and first-class customer support also ensure a stress-free trip.