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Vacation rentals in Chesapeake Beach, MD and nearby

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All 30 Rentals in the Chesapeake Beach Area
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From
$193
Per Night
Chesapeake Beach
4 Bedrooms, 2 Bathrooms, Sleeps 8
27 photos Details Reviews (3) Make Enquiry

The following rentals are within 30 kilometres of Chesapeake Beach, Maryland.

From
$282
Per Night
Tilghman
1 Bedroom, 1 Bathroom, Sleeps 3
6 photos Details Reviews (1) Make Enquiry
From
$423
Per Night
St. Michaels
4 Bedrooms, 3 Bathrooms, Sleeps 10
22 photos Details Reviews (1) Make Enquiry
From
$197
Per Night
Tilghman
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
20 photos Details Reviews (2) Make Enquiry
From
$507
Per Night
St. Michaels
3 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
13 photos Details Reviews (5) Make Enquiry
5 of 5 stars Reviewed 9 September 2014
The home was absolutely beautiful. Right around the corner from the town. Perfect location! We had been to St. Michaels 3 times before this trip and now we finally found our...
5 of 5 stars Reviewed 19 August 2014
Very comfortable, well furnished and equipped house with both modern and historical features. We took advantage of the great location to walk to tourist sites, restaurants and...
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From
$282
Per Night
Davidsonville
2 Bedrooms, 2 Bathrooms, Sleeps 4
8 photos Details Make Enquiry
From
$282
Per Night
Oxford
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details Make Enquiry
From
$293
Per Night
Saint Leonard
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
10 photos Details Make Enquiry
From
$1,691
Per Night
Oxford
Studio, 3 Bathrooms, Sleeps 6
7 photos Details Make Enquiry
From
$856
Per Night
St. Michaels
6 Bedrooms, 6 Bathrooms, Sleeps 12
Bookings
38 photos Details Make Enquiry
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From
$406
Per Night
St. Michaels
7 Bedrooms, 4 Bathrooms, Sleeps 11
12 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 27 September 2014
Friends and family stayed at the home to watch my nephew get married on 9/20/14. I must say, the house was as much of the event as the wedding celebration. We went from 6 of us...
5 of 5 stars Reviewed 23 July 2014
Our daughter was married at the Tidewater Inn in Easton. We rented this lovely, large home the week before the wedding to have a place for the bride to relax while we spent time...
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From
$152
Per Night
North Beach
1 Bedroom, 1 Bathroom, Sleeps 5
17 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 8 July 2013
We absolutely fell in love with this quiet little cabin a block away from Chesapeake Bay. Gary, the owner, met us at the cabin and personally gave us a tour of the cabin and let...
4 of 5 stars Reviewed 20 September 2012
Our family had a great stay at the Seahorse Cottage. It was just what we wanted -- a place to be together, yet with spaces aplenty for quiet reading and relaxing when we each...
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From
$395
Per Night
Tilghman
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details Reviews (6) Make Enquiry
5 of 5 stars Reviewed 26 August 2012
After a very rocky and delayed start to our anniversary trip we arrived at 5am to Black Walnut Point Inn. I stayed awake to watch the sunrise and it was worth it. So peaceful and...
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From
$750
Per Night
Bozman
4 Bedrooms, 3 Bathrooms, Sleeps 13
7 photos Details Reviews (8) Make Enquiry
From
$423
Per Night
Bozman
2 Bedrooms, 1 Bathroom, Sleeps 6
9 photos Details Reviews (1) Make Enquiry
From
$282
Per Night
Claiborne
3 Bedrooms, 4 Bathrooms, Sleeps 8
11 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 10 October 2014
Very new, very clean, very spacious, very comfortable. The family thoroughly enjoyed our stay here with plenty of room to spread out, a huge kitchen, meals on the deck and...
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From
$214
Per Night
St. Michaels
2 Bedrooms, 2 Bathrooms, Sleeps 4
7 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 18 August 2014
Location location location! Walk to perhaps the cutest town ever! Friendly people ,dog loving community, sail boats, restaurants and such a lovely little town.. Perfection found!
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From
$169
Per Night
St. Michaels
2 Bedrooms, 2 Bathrooms, Sleeps 5
20 photos Details Reviews (12) Make Enquiry
5 of 5 stars Reviewed 22 August 2014
The pictures of this house do not lie. It is that nice. We parked our car and didn't need again until we left. Close to everything. Walk to the water , sit on the bench and...
5 of 5 stars Reviewed 20 July 2014
We fully enjoyed our relaxing stay in the sleepy little town of St. Michaels, and would definitely return when given the chance. The location is perfect - within a one block walk...
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From
$393
Per Night
North Beach
2 Bedrooms, 2 Bathrooms, Sleeps 5
17 photos Details Make Enquiry
From
$338
Per Night
Riva
3 Bedrooms, 3 Bathrooms, Sleeps 6
17 photos Details Make Enquiry
From
$805
Per Night
St. Michaels
5 Bedrooms, 4 Bathrooms, Sleeps 8
11 photos Details Make Enquiry
From
$282
Per Night
Deale
4 Bedrooms, 3 Bathrooms, Sleeps 10
12 photos Details Make Enquiry
From
$316
Per Night
St. Michaels
3 Bedrooms, 3 Bathrooms, Sleeps 6
9 photos Details Make Enquiry
From
$6,201
Per Week
St. Michaels
5 Bedrooms, 4 Bathrooms, Sleeps 10
16 photos Details Make Enquiry
From
$1,289
Per Night
St. Michaels
6 Bedrooms, 5 Bathrooms, Sleeps 12
16 photos Details Make Enquiry
From
$1,611
Per Night
St. Michaels
6 Bedrooms, 7 Bathrooms, Sleeps 12
16 photos Details Make Enquiry
From
$5,919
Per Week
St. Michaels
5 Bedrooms, 4 Bathrooms, Sleeps 10
16 photos Details Make Enquiry
From
$1,099
Per Week
North Beach
2 Bedrooms, 1 Bathroom, Sleeps 4
8 photos Details Make Enquiry
Enquire for rates
North Beach
3 Bedrooms, 2 Bathrooms, Sleeps 7
20 photos Details Make Enquiry
Enquire for rates
North Beach
4 Bedrooms, 3 Bathrooms, Sleeps 8
26 photos Details Make Enquiry
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Suitability

  • Wheelchair access (2)
  • Elder access (7)
  • Suitable for children (14)
  • Pet friendly (12)
  • Smoking allowed (1)

Amenities

  • Air Conditioning (30)
  • Other outdoor space (28)
  • Grill (27)
  • Internet (25)
  • Parking (25)
  • View all amenities
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