Best price vacation rentals in Charlestown, MD, USA • 50 Listings
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Charlestown, MD, USA Vacation Rentals | 

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5.0 (12)
Enjoy Breathtaking Beauty on the Chesapeake Bay | Meals Included
Up to 5 guests
Vrbo$80
Airbnb$167
Average Nightly Rate
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4.9 (188)
Top of the Chesapeake - Minutes from Historic Charlestown
Up to 13 guests
Airbnb$223
Vrbo$389
Average Nightly Rate
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4.9 (33)
Charming Cottage in Historic Charlestown, MD - Marina & Beach Access
Up to 8 guests
Vrbo$321
Airbnb$375
Average Nightly Rate
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4.9 (20)
Amazing Waterfront Views at Sailor's River Cottage on the Upper Chesapeake Bay
Up to 6 guests
Airbnb$274
Vrbo$286
Average Nightly Rate
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4.5 (54)
Amazing Getaway: Enjoy our Cozy Log Cabins on the Chesapeake Bay at Sandy Cove
Up to 8 guests
Vrbo$136
Airbnb$163
Average Nightly Rate
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5.0 (67)
Carriage House Suite on NE Creek!
Up to 2 guests
Airbnb$110
Average Nightly Rate
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5.0 (29)
The Fishing Factory
Up to 10 guests
Airbnb$148
Average Nightly Rate

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5.0 (114)
2 Br Townhouse cleaned to CDC guidelines.
Up to 6 guests
Airbnb$105
Average Nightly Rate
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5.0 (25)
Welcome to your space! Cleaning fee reimbursed
Up to 5 guests
Airbnb$120
Average Nightly Rate

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5.0 (95)
2 BR Townhome, cleaned according to CDC guidelines
Up to 5 guests
Airbnb$125
Average Nightly Rate
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5.0 (50)
*SHELTER COVE * 3BR home by 2 marinas * Boat Slip*
Up to 7 guests
Airbnb$250
Average Nightly Rate
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5.0 (40)
DAY TRIPPIN' in North East, SuperClean just off 95
Up to 4 guests
Airbnb$135
Average Nightly Rate
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5.0 (85)
Nancy’s Touch, A Waterfront Paradise
Up to 6 guests
Vrbo$395
Average Nightly Rate
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5.0 (95)
Downtown Living in North East, MD!
Up to 4 guests
Airbnb$175
Average Nightly Rate
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5.0 (9)
Cozy Cottage
Up to 4 guests
Airbnb$125
Average Nightly Rate
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5.0 (104)
Cottage Just Off North East's Main Street
Up to 2 guests
Airbnb$79
Average Nightly Rate
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5.0 (13)
The Cooper House in Charlestown MD
Up to 6 guests
Airbnb$450
Average Nightly Rate
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5.0 (12)
The Osprey Nest at the Cooper House
Up to 2 guests
Airbnb$160
Average Nightly Rate
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5.0 (44)
The Farmhouse
Up to 8 guests
Airbnb$350
Average Nightly Rate
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5.0 (41)
"Sunrise on the River"
Up to 2 guests
Airbnb$90
Average Nightly Rate
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5.0 (24)
Cozy cape cod in water oriented Community near I95
Up to 6 guests
Airbnb$141
Average Nightly Rate
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5.0 (32)
Blue on the Bay
Up to 6 guests
Airbnb$230
Average Nightly Rate
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5.0 (42)
Come stay at our cozy "Beach House" Bungalow!
Up to 3 guests
Airbnb$115
Average Nightly Rate
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5.0 (27)
Heart of Downtown NE Apt!
Up to 6 guests
Airbnb$125
Average Nightly Rate
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5.0 (5)
Simply Reel
Up to 8 guests
Airbnb$175
Average Nightly Rate
  1. United States
  2. Maryland
  3. Charlestown Vacation Rental Price Comparison

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