Edesville Vacation Rentals from $268: Search Short-Term Rentals

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Our top choices for Edesville vacation rentals

A gazebo on a sandy beach with a clear view of the ocean and rocky shoreline.

1. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Rock Hall

lisa p.

$259 nightly

Oct 4 - Oct 5

Total with taxes and fees

A house with a swimming pool, surrounded by a fence, and two red umbrellas.

2. First Floor Studio Apartment in Historic Chestertown

Chestertown

"This property is delightful. It's very "beachy" and relaxing. There are lots of thoughtful amenities which made our stay smooth. The only thing I would mention is that the property is reached by a set of six stair steps, even though strictly speaking it is on the first floor of the house. That wasn't a problem for us. Other than that, we can highly recommend it. We thoroughly enjoyed our stay here. (My husband wants me to mention that he loved the bed and slept very well.)"

Charr

$144 nightly

Oct 5 - Oct 6

Total with taxes and fees

A building with a gabled roof and a circular vent on the roof.

3. BAYSIDE BUNGALOW

Rock Hall

Diane V.

$286 nightly

Oct 4 - Oct 5

Total with taxes and fees

A modern kitchen with dark cabinets, a white countertop, and a large window.

4. Cass-N-Reel Luxury Houseboat

Grasonville

Danny B.

$243 nightly

Oct 8 - Oct 9

Total with taxes and fees

A lighthouse with a white exterior, a balcony, and a metal roof.

5. Charming Coastal/Country Home w/3 Acres & Sauna!

Stevensville

Michelle P.

$254 nightly

Oct 4 - Oct 5

Total with taxes and fees

A living room with a fireplace, patterned furniture, a coffee table, and a bookshelf.

6. Secluded Cottage in Middle of Chestertown

Chestertown

Amy D.

$264 nightly

Oct 4 - Oct 5

Total with taxes and fees

A spacious living area with a dining table, sofa, and a kitchen in the background.

7. Newly restored apartment in the heart of Chestertown

Chestertown

Anonymous traveler

$320 nightly

Oct 7 - Oct 8

Total with taxes and fees

A hallway with wooden flooring, a door on the right, and a window at the end.

8. Wren Retweet- Country Estate in Center of C’Town

Chestertown

Mandy D.

$463 nightly

Oct 27 - Oct 28

Total with taxes and fees

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Top Edesville Hotel Reviews

Hilton Garden Inn Kent Island Marina

10/10 Excellent

"Had a good time. Nice area"

240' Private Beachfront @Kent Island Love Point - Great for Families

10/10 Excellent

"This is an excellent setting for my wife's 70th birthday, with three children, their spouses/significant others, and four dogs. The owner was congenial and extremely easy to work with and communicate with. The owner does not understate when saying that the house is well-furnished with what one would need for an extended stay, including spices, cooking oil, storage options, etc. The rooms are comfortable and spacious. The porches have beautiful and expansive views of the water, and the beach was so relaxing. the one issue that we had was with the locking mechanism to get in. We are older and our short-term memory is limited. There was a resulting bit of a dance to enter the code in a timely fashion into the lock to open it. It was helpful to have younger people who are digitally quicker. Otherwise, an excellent stay and we look forward to the next time we can stay."

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

10/10 Excellent

"What a great experience!! The hosts couldn't have been kinder, the house and property were beautiful, and the communication was great! They were so responsive, and obviously were working very hard to make sure everyone had a great stay. Tons of room for people to sleep, visit, and hang out. The house is on a huge wooded lot, and the outside was great too. Highly recommend!"

Find out more about Edesville

Everything you need to know about Edesville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Edesville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Edesville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Edesville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Edesville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Edesville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $268 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Edesville rentals

At Expedia, we put the best Edesville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Edesville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Edesville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Edesville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Edesville?

Yes, there are vacation rentals near well known local attractions in Edesville, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Edesville?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: This vacation home rental outside of Edesville offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Edesville?

Explore the area and family-friendly sights such as Paul Reed Smith Guitars, or get out into nature at a spot like Eastern Neck National Wildlife Refuge. Rock Hall Harbor and River Arts Chestertown are a couple of places you'll find in the larger area.

What’s a vacation rental in Edesville like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Edesville. Vacation rentals offer extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a small group gathering.

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Check prices for these dates

Our top choices for Edesville vacation rentals

1. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

2. First Floor Studio Apartment in Historic Chestertown

3. BAYSIDE BUNGALOW

4. Cass-N-Reel Luxury Houseboat

5. Charming Coastal/Country Home w/3 Acres & Sauna!

6. Secluded Cottage in Middle of Chestertown

7. Newly restored apartment in the heart of Chestertown

8. Wren Retweet- Country Estate in Center of C’Town

9. Cozy 1-bedroom in-law suite in lovely Chestertown with AC

10. Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views

11. FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views

12. Large 2 bedroom house with private parking in a nice neighborhood

13. Pool Loft Suite | Bay Access & Beach Passes

14. The Hideaway Spot- Waterfront w/ Dock on Long Cove

15. Idyllic Pasadena Retreat With Garden + Hot Tub!

16. B’more Restful. Comfortable Townhome -Easy access to everywhere

17. Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 Min

18. Chesapeake Cottages- 2 Quaint Waterfront Retreats

19. Idyllic Pasadena Retreat with Garden + Hot Tub!

20. Private 2 story waterfront entire home w/ dedicated pier located on Sue Creek!

Find vacation rentals that suit your style

Top Edesville Hotel Reviews

Hilton Garden Inn Kent Island Marina

240' Private Beachfront @Kent Island Love Point - Great for Families

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

The Lodge at Great Oak Landing

Holiday Inn Express Annapolis East-Kent Island by IHG

Kent Island Resort

Super 8 by Wyndham Baltimore/Essex Area

Floating 2 bed 2 bath condo stunning views of the bay

Find out more about Edesville

Frequently asked questions

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