A marina with boats docked, a dock, and a bridge connecting to the mainland.

Holiday Rentals in Cecil County

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Our top choices for Cecil County holiday rentals

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

1. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (52 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
The price is €104
includes taxes & fees
9 Nov - 10 Nov
Country Get Away Studio Apartment
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.

2. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (31 reviews)
"Cute place. Clean, comfortable, and convenient to the soccer complex. I wasn’t familiar with Chesapeake City but we had a great time at the waterfront restaurants."
United States
John P.
The price is €285
includes taxes & fees
1 Nov - 2 Nov
Historic Chesapeake City Stay
A living room with a white sofa, a clock, a dining area with a table and chairs, and a kitchen in the background.

3. Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Elkton
10.0 out of 10, Exceptional, (15 reviews)
"It is in a lovely neighborhood and the hosts were very welcoming of us and my 2 dogs. We were all very comfortable."
United States
Barb
The price is €168
includes taxes & fees
1 Nov - 2 Nov
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
A stone building with a sloped roof, a picnic table, and a lighthouse with black and white stripes.

4. Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Port Deposit
9.8 out of 10, Exceptional, (59 reviews)
"Unique charming place to relax."
United States
Nimia N.
The price is €196
includes taxes & fees
4 Nov - 5 Nov
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a wooden floor.

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

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Elkton
9.8 out of 10, Exceptional, (6 reviews)
"Nothing fancy but extremely functional! House was clean, had what we needed in kitchen, beds were comfy. Would highly recommend!"
United States
Shana G.
The price is €350
includes taxes & fees
2 Nov - 3 Nov
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
A wooden deck with outdoor furniture, a small shed, and a view of a body of water.

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

Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure
Chesapeake City
9.6 out of 10, Exceptional, (7 reviews)
"Everything was as advertised. Property is not new, but everything was clean and well cared for. Evenings on the water were peaceful and relaxing. We enjoyed our stay and definitely intend to return."
United States
John
The price is €268
includes taxes & fees
1 Nov - 2 Nov
Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure
Exterior

7. Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland

Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland
Port Deposit
10.0 out of 10, Exceptional, (3 reviews)
"Renee & Pat were excellent hosts and we will definitely try to book again when in the area. Everything was as advertised and much more. Being pet friendly was a plus. We enjoyed two restaurants in the area while there, Lee's Landing and Old South Smokehouse, highly recommend!"
United States
Don S.
The price is €179
includes taxes & fees
1 Dec - 2 Dec
Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland
A room with a large sliding glass door leading to a balcony with a view of the sea and a wooden deck.

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

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (8 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
United States
Mike F.
The price is €417
includes taxes & fees
3 Nov - 4 Nov
Long Beach Cottage, (romantic couple’s getaway)
A kitchen with white cabinets, a wooden countertop, a built-in oven, and a window.

9. Quarry Landing - Center of Town & River View - 3 Bedroom

Quarry Landing - Center of Town & River View - 3 Bedroom
Port Deposit
10.0 out of 10, Exceptional, (18 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is €206
includes taxes & fees
9 Nov - 10 Nov
Quarry Landing - Center of Town & River View - 3 Bedroom
A room with a wooden floor, a ceiling fan, a refrigerator, a chair, a lamp, and a window with curtains.

10. Private 3 room Queen Suite w/Kitchenette

Private 3 room Queen Suite w/Kitchenette
Port Deposit
10.0 out of 10, Exceptional, (33 reviews)
"This is a very nice apt. The owner was very receptive to any questions we had, even allowed an early checkin."
United States
Kathleen B.
Private 3 room Queen Suite w/Kitchenette
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.

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

Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge
Charlestown
10.0 out of 10, Exceptional, (5 reviews)
"Had a wonderful stay. They really thought of everything. Had everything we could have possibly needed. It's a beautiful place and it was very clean and cared for."
United States
Laura K.
The price is €375
includes taxes & fees
2 Nov - 3 Nov
Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge
A wooden deck with lounge chairs and a dock extending into calm water.

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

Waterfront house with amazing views. Top of the Chesapeake
Perryville
10.0 out of 10, Exceptional, (115 reviews)
"Matt was a wonderful host whi responded to my texts very quickly. The house was perfect for a quick getaway celebrating my dad's retirement. Fishing from the dock was a plus, and everyone caught fish, even some "keepers"."
United States
Joe M.
Waterfront house with amazing views. Top of the Chesapeake
A bedroom with a bed, a nightstand, and a window overlooking a deck with outdoor furniture.

13. 5-bedroom vacation home 5 minutes from historic Charlestown

5-bedroom vacation home 5 minutes from historic Charlestown
Perryville
9.8 out of 10, Exceptional, (165 reviews)
"Family friendly, clean, quiet and great place to relax and watch the birds."
United States
Teresa M.
The price is €434
includes taxes & fees
1 Nov - 2 Nov
5-bedroom vacation home 5 minutes from historic Charlestown
Restaurant

14. Bohemia Manor Farm

Bohemia Manor Farm
3.5 star property
Chesapeake City
8.0 out of 10, Very good, (1 review)
The price is €575
includes taxes & fees
1 Nov - 2 Nov
Bohemia Manor Farm
A spacious living area with a large gray sofa, a coffee table, and a bar area with stools.

15. Woodland Retreat at Fair Hill- Hot Tub, Pool, and Sport Court

Woodland Retreat at Fair Hill- Hot Tub, Pool, and Sport Court
Elkton
10.0 out of 10, Exceptional, (17 reviews)
"I wanted to say thank you for hosting our family trip. We really enjoyed our time here and have appreciated both the property and its amenities. The house is beautiful, the pool and the grounds are wonderful, and our family had a great vacation. We had a great time during our stay and appreciate the opportunity to spend time here with our family. We have stayed at various homes around the area and the space and the many things to do kept everyone busy. Thanks again!"
United States
Rosemary C.
Woodland Retreat at Fair Hill- Hot Tub, Pool, and Sport Court
A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

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

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.8 out of 10, Exceptional, (30 reviews)
"Convenient, clean, super friendly host, loved it. Highly recommend!!!"
United States
Quinton
The price is €116
includes taxes & fees
2 Nov - 3 Nov
Guest Suite for up to 2 in a Victorian on the Chester River
A wooden pathway leading to a house with a deck.

17. Peaceful, country setting on Fountain Hill Farm

Peaceful, country setting on Fountain Hill Farm
Gap
10.0 out of 10, Exceptional, (268 reviews)
"Great place!"
United States
Ed O.
The price is €157
includes taxes & fees
3 Nov - 4 Nov
Peaceful, country setting on Fountain Hill Farm
A house with a swimming pool, surrounded by a fence, and two red umbrellas.

18. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (132 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
The price is €146
includes taxes & fees
2 Nov - 3 Nov
First Floor Studio Apartment in Historic Chestertown
A cozy, arched bedroom with a wooden headboard, a bed with white bedding, a bedside table, and a hanging light fixture.

19. Covered Wagon along the Creek

Covered Wagon along the Creek
Paradise
10.0 out of 10, Exceptional, (4 reviews)
"This was a great experience. Truly enjoyed our time here. Everything was comfortable and clean and the setting was beautiful. Will definitely stay again!!!"
United States
Alison H.
The price is €258
includes taxes & fees
2 Nov - 3 Nov
Covered Wagon along the Creek
A cozy, arched bedroom with a wooden headboard, a bed with white bedding, a bedside table, and a hanging light fixture.

20. Covered Wagon with Valley View, Sleep 4

Covered Wagon with Valley View, Sleep 4
Paradise
10.0 out of 10, Exceptional, (5 reviews)
"Loved the location and quiet! Clean. Want to return someday."
United States
Nathaniel G.
The price is €252
includes taxes & fees
2 Nov - 3 Nov
Covered Wagon with Valley View, Sleep 4
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cecil County Hotel Reviews

Bally's Dover Casino Resort

Bally's Dover Casino Resort

8/10 Good
"Nice rooms- reasonable rates"
Paul 1-night trip
Posted 4 hours ago
Bally's Dover Casino Resort

Find out more about Cecil County

Holiday Homes in Cecil County

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