Apartments in Caroline County

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Top Cities in Caroline County

Coastal tidal wetlands on a Sunny Day
ApartmentsApartments

Denton

Denton

Our top choices for Caroline County apartments

Property grounds

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (108 reviews)
"Every thing was great"
United States
lesia k.
The price is AED 364
AED 583 total
includes taxes & fees
31 Mar - 1 Apr
First Floor Studio Apartment in Historic Chestertown
Private kitchen

Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (24 reviews)
"Lovely place, huge rooms, definitely recommend it. "
United States
Lee P.
The price is AED 569
AED 934 total
includes taxes & fees
29 Mar - 30 Mar
Sailwinds Loft at Cambridge Creek
Exterior

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, (20 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
31 Mar - 1 Apr
Guest Suite for up to 2 in a Victorian on the Chester River
TV, offices

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, (30 reviews)
"Great location with everything within walking distance!"
United States
Amanda R.
Historic Downtown St. Michaels Studio | Walk to Waterfront, Dining & Shops
Interior

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
Outdoor dining

Historic Downtown Garden Oasis with Private Patio

Historic Downtown Garden Oasis with Private Patio
Chestertown
10.0 out of 10, Exceptional, (47 reviews)
"Wonderful weekend in Chestertown - perfect location!"
United States
Michele R.
Historic Downtown Garden Oasis with Private Patio
Marina

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
Smart TV, books

Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
9.8 out of 10, Exceptional, (28 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
Outdoor dining

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
1 bedroom, desk, iron/ironing board, WiFi

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, (19 reviews)
"Super cute and clean place, the host was very responsive to my questions. "
United States
Gosha R.
The price is AED 220
AED 653 total
includes taxes & fees
31 Mar - 1 Apr
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Apartment (1 Bedroom) | Interior

Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood
3.0 star property
Cambridge
Cambridge Apt in Walkable Neighborhood
Apartment (4 Bedrooms) | Interior

Walk to Dtwn: Waterfront Eastern Shore Townhome!

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

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
Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access
WiFi, bed sheets

Downtown St. Michaels | Porch + Pet-Friendly

Downtown St. Michaels | Porch + Pet-Friendly
Downtown St. Michaels
Downtown St. Michaels | Porch + Pet-Friendly
1 bedroom, iron/ironing board, WiFi, bed sheets

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 809 total
includes taxes & fees
28 Mar - 29 Mar
Cozy Unit in Milford, Delaware -Close to DE Turf
Terrace/patio

Camper Apt DE Sleeps 3

Camper Apt DE Sleeps 3
Dover
Camper Apt DE Sleeps 3
Apartment (1 Bedroom) | Front of property

Waterfront Gem < 1 Mi to Dtwn Cambridge!

Waterfront Gem < 1 Mi to Dtwn Cambridge!
3.0 star property
Cambridge
Waterfront Gem < 1 Mi to Dtwn Cambridge!
Fridge, microwave, oven, stovetop

Relaxation Haven on the Shore near Choptank River

Relaxation Haven on the Shore near Choptank River
Greensboro
9.4 out of 10, Exceptional, (9 reviews)
"We were here for an Iron Man event and had such a beautiful stay. Helen is such a wonderful host and we would absolutely stay here again!"
United States
Amanda F.
Relaxation Haven on the Shore near Choptank River
Apartment, 1 Bedroom | Terrace/patio

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
Interior

Luxury 2 bedroom Apt. Near DE Turf & Beaches!

Luxury 2 bedroom Apt. Near DE Turf & Beaches!
Milford
The price is AED 356
AED 1,312 total
includes taxes & fees
13 Apr - 14 Apr
Luxury 2 bedroom Apt. Near DE Turf & Beaches!
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

Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"everything was perfect!"
John 1-night trip
Posted 2 hours ago
Inn at Perry Cabin