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
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

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

Property grounds

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (114 reviews)
"Every thing was great"
United States
lesia k.
The price is AED 364
AED 583 total
includes taxes & fees
29 Jun - 30 Jun
First Floor Studio Apartment in Historic Chestertown
TV, offices

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, (36 reviews)
"Great location! You can walk to all of the restaurants and shops. Property was very clean!"
United States
David C.
Downtown St. Michaels Studio – Walk to Waterfront, Dining & Shops
Private kitchen

Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (34 reviews)
"Lovely place, huge rooms, definitely recommend it. "
United States
Lee P.
The price is AED 569
AED 934 total
includes taxes & fees
5 Jul - 6 Jul
Sailwinds Loft at Cambridge Creek
Outdoor dining

Historic Downtown Garden Oasis with Private Patio

Historic Downtown Garden Oasis with Private Patio
Chestertown
10.0 out of 10, Exceptional, (53 reviews)
"Wonderful location and amenities! Hosts were helpful and informative "
United States
Henry Z.
Historic Downtown Garden Oasis with Private Patio
Interior

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, (5 reviews)
The price is AED 441
AED 685 total
includes taxes & fees
12 Jul - 13 Jul
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
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, (29 reviews)
"Wonderful spot in the center of historical Chestertown,"
United States
Anonymous traveler
The price is AED 918
AED 1,415 total
includes taxes & fees
28 Jun - 29 Jun
Newly restored apartment in the heart of Chestertown
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
9.8 out of 10, Exceptional, (23 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
29 Jun - 30 Jun
Guest Suite for up to 2 in a Victorian on the Chester River
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
10.0 out of 10, Exceptional, (11 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

Downtown St. Michaels | Porch + Pet-Friendly

Downtown St. Michaels | Porch + Pet-Friendly
Downtown St. Michaels
10.0 out of 10, Exceptional, (4 reviews)
"We had an amazing girls weekend. The place was in a great location, clean, and our host was very responsive"
United States
Kristen M.
Downtown St. Michaels | Porch + Pet-Friendly
TV

Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood
Cambridge
8.0 out of 10, Very Good, (3 reviews)
"I stayed for three nights and was quite pleased. The location is great, only a few steps from the river with a private yard. The apartment itself is older but has been upgraded and improved. Very comfortable and clean. Would definitely stay again."
United States
David
Cambridge Apt in Walkable Neighborhood
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, (39 reviews)
"Conveniently located at the edge of St Michaels with walking or biking access to all local attractions"
United States
Eric
Harbor View Suite Talbot County License Number STRN-25-58
Mobile Home, 1 Bedroom, Patio | 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
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, (21 reviews)
"Super cute and clean place, the host was very responsive to my questions. "
United States
Gosha R.
The price is AED 239
AED 676 total
includes taxes & fees
28 Jun - 29 Jun
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
WiFi, bed sheets

Downtown St. Michaels | Porch + Pet-Friendly

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

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
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, (3 reviews)
"The unit is tiny but knowing we wouldn’t be spending much time there, it was fine for our use. I liked that we could walk to locations in town. Her directions for use were very clear and precise."
United States
Rebecca N.
The price is AED 436
AED 827 total
includes taxes & fees
29 Jun - 30 Jun
Cozy Unit in Milford, Delaware -Close to DE Turf
Lobby

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
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!
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!
Apartment (1 Bedroom) | Interior

Cambridge Apt in Walkable Neighborhood

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

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Lovely staff interactions and a perfect two-night stay for us. I suggest you plan to drive to town as it’s not close by. Parking lots are easy to get to and are free in town."
Kirsten 2-night trip
Posted 4 hours ago
St Michaels Inn