A river with a green embankment and a boat.

Apartments in Caroline County

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Top Cities in Caroline County

A calm lake surrounded by tall trees and dense reeds.
ApartmentsApartments

Denton

Denton

Our top choices for Caroline County apartments

A marina with boats docked, a red-roofed building, and a forested background.

1. Harbor View Suite Talbot County License Number STRN-25-58

Harbor View Suite Talbot County License Number STRN-25-58
Downtown St. Michaels
10.0 out of 10, Exceptional, (43 reviews)
"Great location, beautiful property and suite is well appointed. "
United States
Lacey P.
Harbor View Suite Talbot County License Number STRN-25-58
A modern living room with a white sofa, a dining table, and a TV.

2. Downtown St. Michaels Studio – Walk to Waterfront, Dining & Shops

Downtown St. Michaels Studio – Walk to Waterfront, Dining & Shops
Downtown St. Michaels
10.0 out of 10, Exceptional, (42 reviews)
"Perfect little place to stay for the weekend! Updated and clean, plus the host was very accommodating and quick with communication which made the whole stay seamless!"
United States
Kristina
Downtown St. Michaels Studio – Walk to Waterfront, Dining & Shops
A house with a swimming pool, surrounded by a fence, and two red umbrellas.

3. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (130 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
The price is AED 364
AED 583 total
includes taxes & fees
19 Oct - 20 Oct
First Floor Studio Apartment in Historic Chestertown
A cozy bedroom with a bed, a bedside lamp, and a window with a view of buildings.

4. Elegant 2-Bedroom Retreat in Historic Saint Michaels – Walk to Dining & Shops

Elegant 2-Bedroom Retreat in Historic Saint Michaels – Walk to Dining & Shops
Downtown St. Michaels
10.0 out of 10, Exceptional, (14 reviews)
"Great location "
United States
Troy R.
Elegant 2-Bedroom Retreat in Historic Saint Michaels – Walk to Dining & Shops
A spacious living area with a dining table, sofa, and a kitchen in the background.

5. Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
10.0 out of 10, Exceptional, (33 reviews)
"Enjoyable stay. All was as advertised. The host was very helpful when asked for information. Location was wonderful, very central in the old part of town. We had a great time!"
United States
Susan A.
The price is AED 826
AED 1,293 total
includes taxes & fees
18 Oct - 19 Oct
Newly restored apartment in the heart of Chestertown
A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a sink.

6. Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (40 reviews)
"Wonderful place to stay."
United States
Sharon D.
The price is AED 569
AED 931 total
includes taxes & fees
18 Oct - 19 Oct
Sailwinds Loft at Cambridge Creek
A modern living room with a high ceiling, wooden beams, a large window, and a cozy seating area with a fur throw.

7. Downtown St. Michaels | Porch + Pet-Friendly

Downtown St. Michaels | Porch + Pet-Friendly
Downtown St. Michaels
10.0 out of 10, Exceptional, (3 reviews)
"Perfect location for exploring downtown St. Michaels. Walking distance to amazing restaurants, shops, bars, etc... Clean property with a massive bathroom which is great for a couple. Highly recommend"
United States
John W.
Downtown St. Michaels | Porch + Pet-Friendly
A wooden dining table set with plates, cutlery, and wine bottles.

8. Historic Downtown Garden Oasis with Private Patio

Historic Downtown Garden Oasis with Private Patio
Chestertown
10.0 out of 10, Exceptional, (57 reviews)
"Great location, clean and very comfortable quarters. Wonderful stay!"
United States
Kevin H.
Historic Downtown Garden Oasis with Private Patio
A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

9. 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, (29 reviews)
"The stay was wonderful Just the weekend getaway we needed. Plus a wonderful host being so attentive when needed 10/10 will stay again!"
United States
Riley B.
The price is AED 250
AED 459 total
includes taxes & fees
19 Oct - 20 Oct
Guest Suite for up to 2 in a Victorian on the Chester River
A living room with two grey sofas, a coffee table, and a ceiling fan.

10. Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood
3.0 star property
Cambridge
10.0 out of 10, Exceptional, (1 review)
"This apt was built in the 50’s, or back when fewer outlets were needed, and it has window air conditioners. It was just what we were looking for as we visited the ste for family reunions"
United States
LOIS
The price is AED 349
AED 1,185 total
includes taxes & fees
17 Oct - 18 Oct
Cambridge Apt in Walkable Neighborhood
A living room with a fireplace, patterned furniture, a coffee table, and a bookshelf.

11. Secluded Cottage in Middle of Chestertown

Secluded Cottage in Middle of Chestertown
Chestertown
10.0 out of 10, Exceptional, (2 reviews)
"Robert and Elizabeth were great hosts. They are very communicative and flexible. The house itself is lovely, with nicely decorated rooms and so spacious! The location can’t be beat. Will definitely stay here again."
United States
Amy D.
The price is AED 674
AED 1,006 total
includes taxes & fees
15 Oct - 16 Oct
Secluded Cottage in Middle of Chestertown
A living room with two grey sofas, a coffee table, and a ceiling fan.

12. Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood
Cambridge
8.0 out of 10, Very good, (4 reviews)
"great location."
United States
Anonymous traveler
The price is AED 242
AED 1,208 total
includes taxes & fees
17 Oct - 18 Oct
Cambridge Apt in Walkable Neighborhood
An outdoor seating area with wicker furniture, a fire pit, and a bottle of wine.

13. Room-blue RM DE With Spa Access

Room-blue RM DE With Spa Access
2.0 star property
Dover
2.0 out of 10, (1 review)
"I was in town with my teenage daughter for a lacrosse tournament. All the hotels were booked, so we thought this would be a good option. IT WAS NOT. First of all, the blue room really only sleeps 1 comfortably. The bed is a double, not a queen. The pull out couch is very uncomfortable, basically metal springs with some padding over it. We also couldn't get the TV to turn on, but these inconveniences were not deal breakers. We were planning to stay. To be clear, this is actually just a...
United States
Anonymous traveler
Room-blue RM DE With Spa Access
A two-story house with a balcony, a front porch, and a wooden fence.

14. Walk to Park & River: Dog-Friendly Cambridge Gem

Walk to Park & River: Dog-Friendly Cambridge Gem
Cambridge
9.4 out of 10, Exceptional, (3 reviews)
"Had a great time with family and the ability to bring our pet."
United States
Richard F.
Walk to Park & River: Dog-Friendly Cambridge Gem
A living room with a flat-screen TV, two round tables, a sofa, and a ceiling fan.

15. Waterfront Gem < 1 Mi to Dtwn Cambridge!

Waterfront Gem < 1 Mi to Dtwn Cambridge!
Cambridge
Waterfront Gem < 1 Mi to Dtwn Cambridge!
A modern kitchen with granite countertops, stainless steel appliances, and a dishwasher.

16. Relaxation Haven on the Shore near Choptank River

Relaxation Haven on the Shore near Choptank River
Greensboro
9.4 out of 10, Exceptional, (10 reviews)
"Even though it is the only option in Greensboro, the host went out of here way to help us feel welcomed."
United States
Brandon M.
Relaxation Haven on the Shore near Choptank River
A room with a wooden bench, a vase with flowers, and a door leading to an outdoor area with trees.

17. Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.

Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
Dover
10.0 out of 10, Exceptional, (12 reviews)
"Nice clean place. Highly recommended."
United States
Richard B.
The price is AED 349
AED 585 total
includes taxes & fees
20 Oct - 21 Oct
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
A bedroom with a bed, a dresser, a mirror, and a door leading to another room.

18. Cozy Unit in Milford, Delaware -Close to DE Turf

Cozy Unit in Milford, Delaware -Close to DE Turf
Milford
9.6 out of 10, Exceptional, (4 reviews)
"Perfect place for my son and I that had a lacrosse tourney that was only 8 minutes away at the Delaware turf fields Cat was awesome and replied very fast and was super accommodating!! "
United States
Shaine L.
The price is AED 436
AED 823 total
includes taxes & fees
15 Oct - 16 Oct
Cozy Unit in Milford, Delaware -Close to DE Turf
A cozy interior with a rustic wooden wall, a 'Hello and Welcome' sign, and framed pictures.

19. The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE
Clayton
9.8 out of 10, Exceptional, (10 reviews)
"Located in a quite area and the host were incredible"
United States
Agustin
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE
A bedroom with a bunk bed, a single bed, a desk, and a chair.

20. Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Frederica
9.6 out of 10, Exceptional, (25 reviews)
"We enjoy this place!!!"
United States
nahum f.
The price is AED 331
AED 783 total
includes taxes & fees
28 Oct - 29 Oct
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
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 Caroline County Hotel Reviews

The Tidewater Inn

The Tidewater Inn

10/10 Excellent
"Very Cs"
Elizabeth 1-night trip
Posted 12 hours ago
The Tidewater Inn

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