Cecilton Vacation Rentals

Q: What are some of the best vacation home rentals in Cecilton?

Sailor's Sunrise Cottage - Chesapeake Bay : This vacation home rental near Cecilton is located on a lake and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

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Dates

November 2026

December 2026

Check prices for these dates

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Our top choices for Cecilton vacation rentals

A wooden deck with outdoor furniture, a small shed, and a view of a body of water.

1. Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure

Chesapeake City

John

$253 nightly

Nov 8 - Nov 9

Total with taxes and fees

A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

2. Guest Suite for up to 2 in a Victorian on the Chester River

Millington

Quinton

$110 nightly

Nov 5 - Nov 6

Total with taxes and fees

3. Bohemia Manor Farm

Chesapeake City

$587 nightly

Nov 11 - Nov 12

Total with taxes and fees

A living room with a sofa, a coffee table, and a patterned rug. There is a window with curtains, a door, and a small table with chairs.

4. Historic Chesapeake City Stay

Chesapeake City

John P.

$280 nightly

Nov 5 - Nov 6

Total with taxes and fees

A modern living room with a flat-screen TV, a brown sofa, a dining table with placemats, wicker chairs, and a kitchen area with a microwave and stove.

5. Bohemia Hideaway. Escape to a 14 acre peaceful retreat.

Middletown

$274 nightly

Nov 11 - Nov 12

Total with taxes and fees

A wooden deck with lounge chairs and a dock extending into calm water.

6. Waterfront house with amazing views. Top of the Chesapeake

Perryville

Joe M.

$485 nightly

Nov 5 - Nov 6

Total with taxes and fees

A house with a paved walkway leading to the front door, surrounded by a landscaped garden with mulch and plants.

7. Country Get Away Studio Apartment

Elkton

JAMES V.

$97 nightly

Nov 11 - Nov 12

Total with taxes and fees

A boat interior with a white leather sofa, a cushioned bench, a television, and a view of the outside.

8. Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail

Bear

Justin M.

$272 nightly

Nov 7 - Nov 8

Total with taxes and fees

A bedroom with a bed, a nightstand, and a window overlooking a deck with outdoor furniture.

9. 5-bedroom vacation home 5 minutes from historic Charlestown

Perryville

Teresa M.

$476 nightly

Nov 17 - Nov 18

Total with taxes and fees

A covered outdoor seating area with a wooden ceiling, two chairs, a table, and a wicker sofa.

10. Cozy Family Friendly 1 story 3-bedroom house in charming Betterton

Betterton

$317 nightly

Nov 30 - Dec 1

Total with taxes and fees

A room with a large sliding glass door leading to a balcony with a view of the sea and a wooden deck.

11. Long Beach Cottage, (romantic couple’s getaway)

Charlestown

Mike F.

$442 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

12. Newly restored apartment in the heart of Chestertown

Chestertown

Susan A.

$304 nightly

Nov 5 - Nov 6

Total with taxes and fees

A garden path leading to a wooden building with a rustic appearance.

13. Secluded Cottage in Middle of Chestertown

Chestertown

Amy D.

$263 nightly

Nov 5 - Nov 6

Total with taxes and fees

A spacious room with a large sliding glass door leading to a deck, a dining area with a white table, and a cozy seating area with a view of the water.

14. Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge

Charlestown

Laura K.

$401 nightly

Nov 9 - Nov 10

Total with taxes and fees

A bedroom with a wooden headboard, striped pillows, a turtle-shaped pillow, and wall-mounted lamps.

15. Turtle Cove Room

Kent County

Jennifer M.

$176 nightly

Nov 9 - Nov 10

Total with taxes and fees

A covered porch with a wooden floor, a sofa with cushions, a ceiling fan, and a view of a green landscape.

16. Beachcomber Suite

Kent County

"We absolutely loved staying at the Beachcomber Suite. Tucked away off the main road, with a massive screened porch to enjoy the country side and gardens. It was cosy, clean, well appointed. The shower was amazing. We had a multi-course dinner at Sassafras on the water which was right up the road, 3 minutes away on the water front. I got a text from Jane and Dennis that evening if I wanted fresh bagels in the morning. Well, of course I do! They were warm multi seed and fantastic start to...

Lisa E.

$189 nightly

Nov 9 - Nov 10

Total with taxes and fees

A covered deck area with a grill and outdoor seating.

17. Nature's Haven Tiny Home

Bear

Maxwell

$215 nightly

Nov 5 - Nov 6

Total with taxes and fees

A modern kitchen with dark cabinets, a stainless steel refrigerator, and a wooden floor.

18. Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Elkton

Rebecca G.

$343 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

19. First Floor Studio Apartment in Historic Chestertown

Chestertown

John R.

$136 nightly

Nov 5 - Nov 6

Total with taxes and fees

20. Tiny Home Tranquil Oasis

Bear

Erin C.

$244 nightly

Nov 5 - Nov 6

Total with taxes and fees

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Find vacation rentals that suit your style

Top Cecilton Hotel Reviews

A modern building with a patio area featuring outdoor seating and a fire pit.

Fairfield Inn & Suites by Marriott Middletown

Middletown

10/10 Excellent

Anonymous traveler

A lobby area with seating, a reception desk, and a refrigerator stocked with beverages.

Holiday Inn Express & Suites Middletown by IHG

Middletown

10/10 Excellent

Alexander

An indoor swimming pool with clear blue water, a tiled deck, and a view of the outside building.

Hampton Inn Middletown

Middletown

10/10 Excellent

Bing

A lobby with seating, a reception desk, and a cityscape mural on the wall.

La Quinta Inn & Suites by Wyndham Newark - Elkton

Elkton

10/10 Excellent

Sherry

A Holiday Inn Express & Suites hotel with a stone facade, multiple windows, and a prominent entrance with a covered walkway.

Holiday Inn Express & Suites Elkton - University Area by IHG

Elkton

10/10 Excellent

Paula

A hotel lobby with a fireplace, seating area, and a television.

Comfort Inn & Suites Chestertown

Chestertown

10/10 Excellent

Laura

A sunroom with white wicker furniture, large windows, and a ceiling fan.

Miller-Dunham House Bed & Breakfast

Odessa

10/10 Excellent

Kelly

An outdoor patio with a stone fire pit, wicker furniture, and a view of the interior.

Home2 Suites by Hilton Baltimore / Aberdeen, MD

Aberdeen

10/10 Excellent

Terry

A hotel entrance with a clear sign reading "LA QUINTA".

City Express by Marriott Aberdeen

Aberdeen

10/10 Excellent

Pamela

A spacious hotel lobby with a large seating area, a television, a fireplace, and a coffee station.

Hampton Inn & Suites Baltimore/Aberdeen

Aberdeen

10/10 Excellent

Anonymous traveler

A swimming pool with a blue ceiling, a sun lounger, and a small table with chairs.

Comfort Inn & Suites North East

North East

10/10 Excellent

Anonymous traveler

An outdoor patio area with wicker furniture, a fire pit, and umbrellas.

Fairfield Inn & Suites by Marriott Aberdeen

Aberdeen

10/10 Excellent

Marianne

A hotel room with a sofa, armchair, ottoman, two side tables with lamps, a coffee table, a TV, and a window with curtains.

Quality Inn Smyrna

Smyrna

10/10 Excellent

What I did not like was the fact that I had to pay $100.00 deposit that nobody mentioned until I got there. and then it may take up to 3 to 5 days to get it back. So I had to go across the street and get $100 cash at 10:00 at night just so I can have my money back immediately. Never heard of such a thing...especially a tiny town like Smyrna...REALLY??? For all its good things, I would not stay there again just based on the inconvenience of a deposit that you may eventually get back. If you got...

RHONDA

Find out more about Cecilton

Everything you need to know about Cecilton 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 Cecilton 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 Cecilton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cecilton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cecilton. 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 Cecilton 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 $87 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 Cecilton rentals

At Expedia, we put the best Cecilton 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 Cecilton 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 Cecilton 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 Cecilton. 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

Are there vacation rentals in Cecilton?

Yes, we have vacation rentals close to well known points of interest in Cecilton, or you can go with a more secluded option if you want a relaxing place to stay.

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

Sailor's Sunrise Cottage - Chesapeake Bay: This vacation home rental near Cecilton is located on a lake and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

What can I see and do in Cecilton?

Church Street Park and Cecilton Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Cecilton Town Hall and Cecilton Branch Cecil County Public Library.

What are vacation rentals like in Cecilton?

Vacation rentals are privately owned properties you can reserve for several days or longer in Cecilton. Vacation rentals provide amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for family gatherings.