A river with a green embankment and a boat.

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Top Cities in Caroline County

Our top choices for Caroline County apartments

1. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (133 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
The price is CA $140
CA $212 total
includes taxes & fees
Nov 9 - Nov 10
First Floor Studio Apartment in Historic Chestertown

2. Historic Downtown Garden Oasis with Private Patio

Historic Downtown Garden Oasis with Private Patio
Chestertown
10.0 out of 10, Exceptional, (60 reviews)
"Great location, clean and very comfortable quarters. Wonderful stay!"
United States
Kevin H.
Historic Downtown Garden Oasis with Private Patio

3. 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, (46 reviews)
"Great location, beautiful property and suite is well appointed. "
United States
Lacey P.
Harbor View Suite Talbot County License Number STRN-25-58

4. Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
10.0 out of 10, Exceptional, (34 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 CA $318
CA $475 total
includes taxes & fees
Nov 9 - Nov 10
Newly restored apartment in the heart of Chestertown

5. 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

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

Downtown St. Michaels | Porch + Pet-Friendly
Downtown St. Michaels
10.0 out of 10, Exceptional, (4 reviews)
"Loved this cute apartment, perfect location, had all that we needed for a little weekend getaway."
United States
Regina T.
Downtown St. Michaels | Porch + Pet-Friendly

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

Downtown St. Michaels | Porch + Pet-Friendly
Downtown St. Michaels
10.0 out of 10, Exceptional, (13 reviews)
"Good stay"
United States
Kyle C.
Downtown St. Michaels | Porch + Pet-Friendly

8. 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 CA $259
CA $389 total
includes taxes & fees
Nov 9 - Nov 10
Secluded Cottage in Middle of Chestertown

9. Walk to Parks & Marina! Waterfront Cambridge Condo

Walk to Parks & Marina! Waterfront Cambridge Condo
3.0 star property
Cambridge
Walk to Parks & Marina! Waterfront Cambridge Condo

10. EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places

EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places
Easton
10.0 out of 10, Exceptional, (1 review)
"Fabulous location in town location! It was much larger than we expected - 2 levels. Nice open layout on the main level with 2 BR/BA and a 3rd BR/BA on 2nd floor. Owners are very responsive before and during the trip. We could not connect to the TV, but owner quickly offered assistance. Bathrooms can use some towel racks and shelves. Beds/pillows were comfy! We were very happy with our stay."
United States
Lynn G.
The price is CA $318
CA $569 total
includes taxes & fees
Nov 16 - Nov 17
EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places

11. 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 traveller
The price is CA $93
CA $445 total
includes taxes & fees
Nov 14 - Nov 15
Cambridge Apt in Walkable Neighborhood

12. 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, (15 reviews)
"Great location "
United States
Troy R.
Elegant 2-Bedroom Retreat in Historic Saint Michaels – Walk to Dining & Shops

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 traveller
Room-blue RM DE With Spa Access

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

15. Waterfront Gem < 1 Mi to Dtwn Cambridge!

Waterfront Gem < 1 Mi to Dtwn Cambridge!
Cambridge
Waterfront Gem < 1 Mi to Dtwn Cambridge!

16. 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 CA $134
CA $214 total
includes taxes & fees
Nov 29 - Nov 30
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.

17. 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 CA $219
CA $341 total
includes taxes & fees
Nov 9 - Nov 10
Sailwinds Loft at Cambridge Creek

18. 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 CA $166
CA $358 total
includes taxes & fees
Nov 10 - Nov 11
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

19. 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 CA $168
CA $304 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Unit in Milford, Delaware -Close to DE Turf

20. 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
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

Find out more about Caroline County

Caroline County Apartments information

Number of reviews
401
Accommodation
45 Apartments
Lowest Price
CA $212
Highest Price
CA $569

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