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Holiday Homes and Apartments Chestertown, MD and nearby

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All 51 Rentals in the Chestertown Area
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From
$156
Per Night
Chestertown
3 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
11 photos Details
Reviews (1) Make Enquiry
From
$110
Per Night
Chestertown
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
10 photos Details
Reviews (4) Make Enquiry
From
$329
Per Night
Chestertown
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
12 photos Details
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From
$289
Per Night
Chestertown
1 Bedroom, 1 Bathroom, Sleeps 2
9 photos Details
Make Enquiry

The following rentals are within 40 kilometres of Chestertown, Maryland.

From
$279
Per Night
Rock Hall
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
15 photos Details
Reviews (1) Make Enquiry
From
$446
Per Night
Annapolis
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
30 photos Details
Reviews (2) Make Enquiry
From
$279
Per Night
Annapolis
3 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
Reviews (1) Make Enquiry
From
$892
Per Night
Annapolis
3 Bedrooms, 3 Bathrooms, Sleeps 10
31 photos Details
Reviews (1) Make Enquiry
Get the List
From
$836
Per Night
Annapolis
6 Bedrooms, 5 Bathrooms, Sleeps 12
Bookings
26 photos Details
Reviews (1) Make Enquiry
From
$307
Per Night
Baltimore
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
53 photos Details
Reviews (3) Make Enquiry
From
$423
Per Night
Baltimore
5 Bedrooms, 6 Bathrooms, Sleeps 8
Bookings
21 photos Details
Reviews (1) Make Enquiry
From
$223
Per Night
Baltimore
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
23 photos Details
Reviews (1) Make Enquiry
From
$279
Per Night
Rock Hall
3 Bedrooms, 2 Bathrooms, Sleeps 7
17 photos Details
Reviews (3) Make Enquiry
From
$223
Per Night
Baltimore
3 Bedrooms, 1 Bathroom, Sleeps 8
Bookings
18 photos Details
Reviews (1) Make Enquiry
From
$188
Per Night
Annapolis
3 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
4 photos Details
Reviews (2) Make Enquiry
From
$190
Per Night
Baltimore
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
28 photos Details
Reviews (24) Make Enquiry
From
$134
Per Night
Baltimore
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
7 photos Details
Reviews (3) Make Enquiry
From
$251
Per Night
Baltimore
2 Bedrooms, 1 Bathroom, Sleeps 6
13 photos Details
Reviews (3) Make Enquiry
From
$195
Per Night
Baltimore
1 Bedroom, 1 Bathroom, Sleeps 5
17 photos Details
Reviews (4) Make Enquiry
From
$223
Per Night
Baltimore
5 Bedrooms, 5 Bathrooms, Sleeps 6
Bookings
7 photos Details
Reviews (3) Make Enquiry
From
$201
Per Night
Chester
4 Bedrooms, 2 Bathrooms, Sleeps 8
21 photos Details
Reviews (2) Make Enquiry
From
$167
Per Night
Baltimore
3 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
19 photos Details
Reviews (6) Make Enquiry
From
$279
Per Night
Baltimore
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
11 photos Details
Reviews (1) Make Enquiry
From
$223
Per Night
Baltimore
2 Bedrooms, 1 Bathroom, Sleeps 6
14 photos Details
Reviews (3) Make Enquiry
From
$167
Per Night
Baltimore
2 Bedrooms, 1 Bathroom, Sleeps 4
15 photos Details
Reviews (3) Make Enquiry
From
$201
Per Night
Rock Hall
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
12 photos Details
Make Enquiry
From
$195
Per Night
Rock Hall
3 Bedrooms, 3 Bathrooms, Sleeps 9
10 photos Details
Make Enquiry
From
$113
Per Night
Annapolis
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
7 photos Details
Make Enquiry
From
$892
Per Night
Annapolis
4 Bedrooms, 3 Bathrooms, Sleeps 20
20 photos Details
Make Enquiry
From
$362
Per Night
Baltimore
3 Bedrooms, 2 Bathrooms, Sleeps 8
5 photos Details
Make Enquiry
From
$446
Per Night
Annapolis
2 Bedrooms, 2 Bathrooms, Sleeps 10
23 photos Details
Make Enquiry
From
$128
Per Night
Galena
2 Bedrooms, 1 Bathroom, Sleeps 5
5 photos Details
Make Enquiry
From
$362
Per Night
Baltimore
3 Bedrooms, 2 Bathrooms, Sleeps 9
22 photos Details
Make Enquiry
From
$195
Per Night
Annapolis
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
14 photos Details
Make Enquiry
From
$312
Per Night
Annapolis
4 Bedrooms, 4 Bathrooms, Sleeps 8
3 photos Details
Make Enquiry
From
$128
Per Night
Baltimore
2 Bedrooms, 1 Bathroom, Sleeps 4
6 photos Details
Make Enquiry
From
$502
Per Night
Grasonville
4 Bedrooms, 3 Bathrooms, Sleeps 10
12 photos Details
Make Enquiry
From
$775
Per Night
Annapolis
5 Bedrooms, 3 Bathrooms, Sleeps 20
25 photos Details
Make Enquiry
From
$418
Per Night
Chester
4 Bedrooms, 4 Bathrooms, Sleeps 10
37 photos Details
Make Enquiry
From
$669
Per Night
Annapolis
3 Bedrooms, 4 Bathrooms, Sleeps 10
5 photos Details
Make Enquiry
From
$781
Per Night
Annapolis
5 Bedrooms, 6 Bathrooms, Sleeps 12
Booking
6 photos Details
Make Enquiry
From
$1,673
Per Night
Annapolis
4 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
15 photos Details
Make Enquiry
From
$535
Per Night
Baltimore
3 Bedrooms, 3 Bathrooms, Sleeps 6
8 photos Details
Make Enquiry
From
$279
Per Night
Annapolis
3 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
Make Enquiry
From
$134
Per Night
Baltimore
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
4 photos Details
Make Enquiry
From
$279
Per Night
Annapolis
3 Bedrooms, 1 Bathroom, Sleeps 7
20 photos Details
Make Enquiry
From
$446
Per Night
Annapolis
4 Bedrooms, 4 Bathrooms, Sleeps 8
13 photos Details
Make Enquiry
From
$167
Per Night
Annapolis
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
18 photos Details
Make Enquiry
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Book Online(44)
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Suitability

  • Wheelchair access (5)
  • Elder access (18)
  • Suitable for children (27)
  • Pet friendly (16)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (36)
  • Internet (35)
  • Other outdoor space (31)
  • Washer/Dryer (27)
  • Grill (26)
  • View all amenities
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