Apartments in Caroline County

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Top Cities in Caroline County

Our top choices for Caroline County apartments

Downtown St. Michaels | Porch + Pet-Friendly

Downtown St. Michaels | Porch + Pet-Friendly
Downtown St. Michaels
10.0 out of 10, Exceptional, (2 reviews)
"The host was extremely communicative and helpful. The apartment was beautiful and new, and perfectly located for enjoying St. Michaels!"
United States
Joseph R.
Downtown St. Michaels | Porch + Pet-Friendly

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (108 reviews)
"We had a lovely visit. It was nice and quiet and parking was perfect."
United States
Anne D.
The price is AED 364
AED 583 total
includes taxes & fees
11 Feb - 12 Feb
First Floor Studio Apartment in Historic Chestertown

Modern Flat in the Heart of St. Michaels – Walk Everywhere

Modern Flat in the Heart of St. Michaels – Walk Everywhere
Downtown St. Michaels
9.8 out of 10, Exceptional, (60 reviews)
"Great spot to stay!"
United States
Liz l.
Modern Flat in the Heart of St. Michaels – Walk Everywhere

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Frederica
10.0 out of 10, Exceptional, (17 reviews)
"Super cute and clean place, the host was very responsive to my questions. "
United States
Gosha R.
The price is AED 209
AED 645 total
includes taxes & fees
12 Mar - 13 Mar
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood
3.0 star property
Cambridge
Cambridge Apt in Walkable Neighborhood

Walk to Dtwn: Waterfront Eastern Shore Townhome!

Walk to Dtwn: Waterfront Eastern Shore Townhome!
3.5 star property
Cambridge
Walk to Dtwn: Waterfront Eastern Shore Townhome!

Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
9.8 out of 10, Exceptional, (27 reviews)
"Extremely clean, beautifully updated, and very comfortable. Perfect location—easy to walk to shops and restaurants. Would absolutely stay again!""
United States
Maggie D.
Newly restored apartment in the heart of Chestertown

Historic Downtown St. Michaels Studio | Walk to Waterfront, Dining & Shops

Historic Downtown St. Michaels Studio | Walk to Waterfront, Dining & Shops
Downtown St. Michaels
10.0 out of 10, Exceptional, (29 reviews)
"Great location with everything within walking distance!"
United States
Amanda R.
Historic Downtown St. Michaels Studio | Walk to Waterfront, Dining & Shops

Historic Downtown Garden Oasis with Private Patio

Historic Downtown Garden Oasis with Private Patio
Chestertown
10.0 out of 10, Exceptional, (45 reviews)
"Wonderful weekend in Chestertown - perfect location!"
United States
Michele R.
Historic Downtown Garden Oasis with Private Patio

Cozy Unit in Milford, Delaware -Close to DE Turf

Cozy Unit in Milford, Delaware -Close to DE Turf
Milford
10.0 out of 10, Exceptional, (2 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 831 total
includes taxes & fees
11 Feb - 12 Feb
Cozy Unit in Milford, Delaware -Close to DE Turf

Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access

Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access
Chestertown
10.0 out of 10, Exceptional, (3 reviews)
"We had a great stay. Property was updated, clean and in a nice part of town walkable to everything. We would definitely stay here again and are looking forward to it."
United States
Jason
The price is AED 922
AED 1,550 total
includes taxes & fees
21 Feb - 22 Feb
Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access

Camper Apt DE Sleeps 3

Camper Apt DE Sleeps 3
2.0 star property
Dover
2.0 out of 10, (1 review)
"The place did not appear in pictures. I could not take a shower because stuff was stored in there . The toilet was not clean . It was just a lot of junk everywhere "
United States
Tanshanicka
Camper Apt DE Sleeps 3

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
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful and exactly what we needed for a girls weekend!"
United States
Amy G.
Elegant 2-Bedroom Retreat in Historic Saint Michaels – Walk to Dining & Shops

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, (9 reviews)
"From the time we checked in til we checked out was a pleasure."
United States
sharon P.
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

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
9.6 out of 10, Exceptional, (19 reviews)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
The price is AED 250
AED 459 total
includes taxes & fees
11 Feb - 12 Feb
Guest Suite for up to 2 in a Victorian on the Chester River

Camper Apt DE Sleeps 3

Camper Apt DE Sleeps 3
Dover
Camper Apt DE Sleeps 3

Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (24 reviews)
"What a great place to relax after exploring and enjoying the area. Definitely will visit again "
United States
Chris S.
The price is AED 569
AED 934 total
includes taxes & fees
11 Feb - 12 Feb
Sailwinds Loft at Cambridge Creek

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, (33 reviews)
"Lovely property and great location! Convenient walking distance to shops, restaurants, museum and lighthouse."
United States
Susan H.
Harbor View Suite Talbot County License Number STRN-25-58

Sunlit Milford Townhome < 2 Mi to Riverwalk!

Sunlit Milford Townhome < 2 Mi to Riverwalk!
3.0 star property
Milford
10.0 out of 10, Exceptional, (2 reviews)
"Cute design and decor. Clean place. "
United States
Minh Phuong
Sunlit Milford Townhome < 2 Mi to Riverwalk!

Room-blue Room in Delaware

Room-blue Room in Delaware
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 Room in Delaware
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