Airbnb, Vacation Rentals in Chestertown, MD

Compare 520 available, short term vacation home properties, starts from $13

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Airbnb, Vacation rentals and hotel deals in Chestertown, MD

Residence Inn Baltimore White Marsh
Residence Inn Baltimore White Marsh
Residence Inn Baltimore White Marsh
Residence Inn Baltimore White Marsh
7.7 (115 reviews)
Residence Inn Baltimore White Marsh
Hotel · 2 Guests · 1 Bedroom
$119 /night
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Red Roof Inn Edgewood
Red Roof Inn Edgewood
Red Roof Inn Edgewood
Red Roof Inn Edgewood
7.5 (188 reviews)
Red Roof Inn Edgewood
Motel · 2 Guests · 1 Bedroom
$81 /night
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Driftwood Inn
Driftwood Inn
Driftwood Inn
Driftwood Inn
5.5 (44 reviews)
Driftwood Inn
Motel · 2 Guests · 1 Bedroom
$73 /night
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Red Roof Inn Aberdeen
Red Roof Inn Aberdeen
Red Roof Inn Aberdeen
Red Roof Inn Aberdeen
6.6 (254 reviews)
Red Roof Inn Aberdeen
Motel · 2 Guests · 1 Bedroom
$64 /night
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TownePlace Suites by Marriott Edgewood Aberdeen
TownePlace Suites by Marriott Edgewood Aberdeen
TownePlace Suites by Marriott Edgewood Aberdeen
TownePlace Suites by Marriott Edgewood Aberdeen
TownePlace Suites by Marriott Edgewood Aberdeen
Hotel · 2 Guests · 1 Bedroom
$120 /night
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Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
8.8 (312 reviews)
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Hotel · 2 Guests · 1 Bedroom
$108 /night
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Days Inn by Wyndham Aberdeen
Days Inn by Wyndham Aberdeen
Days Inn by Wyndham Aberdeen
Days Inn by Wyndham Aberdeen
6.8 (198 reviews)
Days Inn by Wyndham Aberdeen
Hotel · 2 Guests · 1 Bedroom
$70 /night
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Holiday Inn Express - White Marsh, an IHG Hotel
Holiday Inn Express - White Marsh, an IHG Hotel
Holiday Inn Express - White Marsh, an IHG Hotel
Holiday Inn Express - White Marsh, an IHG Hotel
9.9 (13 reviews)
Holiday Inn Express - White Marsh, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$120 /night
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La Quinta by Wyndham Aberdeen-APG
La Quinta by Wyndham Aberdeen-APG
La Quinta by Wyndham Aberdeen-APG
La Quinta by Wyndham Aberdeen-APG
9.0 (386 reviews)
La Quinta by Wyndham Aberdeen-APG
Hotel · 2 Guests · 1 Bedroom
$94 /night
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Hampton Inn Baltimore/White Marsh
Hampton Inn Baltimore/White Marsh
Hampton Inn Baltimore/White Marsh
Hampton Inn Baltimore/White Marsh
7.3 (334 reviews)
Hampton Inn Baltimore/White Marsh
Hotel · 2 Guests · 1 Bedroom
$98 /night
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First Floor Studio Apartment in Historic Chestertown
First Floor Studio Apartment in Historic Chestertown
First Floor Studio Apartment in Historic Chestertown
First Floor Studio Apartment in Historic Chestertown
9.6 (52 reviews)
First Floor Studio Apartment in Historic Chestertown
Apartment · 2 Guests · 1 Bedroom
$120 /night*
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Holiday Inn Express Aberdeen-Chesapeake House, an IHG Hotel
Holiday Inn Express Aberdeen-Chesapeake House, an IHG Hotel
Holiday Inn Express Aberdeen-Chesapeake House, an IHG Hotel
Holiday Inn Express Aberdeen-Chesapeake House, an IHG Hotel
8.7 (79 reviews)
Holiday Inn Express Aberdeen-Chesapeake House, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$132 /night
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Best Western Kent Narrows Inn
Best Western Kent Narrows Inn
Best Western Kent Narrows Inn
Best Western Kent Narrows Inn
7.9 (447 reviews)
Best Western Kent Narrows Inn
Hotel · 2 Guests · 1 Bedroom
$85 /night
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Holiday Inn Express Edgewood-Aberdeen-Bel Air, an IHG Hotel
Holiday Inn Express Edgewood-Aberdeen-Bel Air, an IHG Hotel
Holiday Inn Express Edgewood-Aberdeen-Bel Air, an IHG Hotel
Holiday Inn Express Edgewood-Aberdeen-Bel Air, an IHG Hotel
8.8 (361 reviews)
Holiday Inn Express Edgewood-Aberdeen-Bel Air, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$112 /night
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Hampton Inn Middletown
Hampton Inn Middletown
Hampton Inn Middletown
Hampton Inn Middletown
8.7 (247 reviews)
Hampton Inn Middletown
Hotel · 2 Guests · 1 Bedroom
$115 /night
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Extended Stay America Suites - Baltimore - Bel Air - Aberdeen
Extended Stay America Suites - Baltimore - Bel Air - Aberdeen
Extended Stay America Suites - Baltimore - Bel Air - Aberdeen
Extended Stay America Suites - Baltimore - Bel Air - Aberdeen
6.7 (225 reviews)
Extended Stay America Suites - Baltimore - Bel Air - Aberdeen
Hotel · 2 Guests · 1 Bedroom
$74 /night
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Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
8.2 (197 reviews)
Comfort Inn & Suites Chestertown
Hotel · 2 Guests · 1 Bedroom
$126 /night
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Courtyard Aberdeen at Ripken Stadium
Courtyard Aberdeen at Ripken Stadium
Courtyard Aberdeen at Ripken Stadium
Courtyard Aberdeen at Ripken Stadium
8.6 (84 reviews)
Courtyard Aberdeen at Ripken Stadium
Hotel · 2 Guests · 1 Bedroom
$138 /night
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Home2 Suites by Hilton Baltimore/White Marsh
Home2 Suites by Hilton Baltimore/White Marsh
Home2 Suites by Hilton Baltimore/White Marsh
Home2 Suites by Hilton Baltimore/White Marsh
7.7 (246 reviews)
Home2 Suites by Hilton Baltimore/White Marsh
Hotel · 2 Guests · 1 Bedroom
$117 /night
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Hilton Garden Inn Bel Air, Md
Hilton Garden Inn Bel Air, Md
Hilton Garden Inn Bel Air, Md
Hilton Garden Inn Bel Air, Md
Hilton Garden Inn Bel Air, Md
Hotel · 2 Guests · 1 Bedroom
$113 /night
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Vacation Destinations Near Chestertown, MD

Airbnb, Vacation House with Air Conditioning in Chestertown, MD

Inn at Huntingfield Creek
Inn at Huntingfield Creek
Inn at Huntingfield Creek
Inn at Huntingfield Creek
Air Conditioning
10 (41 reviews)
Inn at Huntingfield Creek
B & B · 2 Guests · 1 Bedroom
$217 /night
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What Are The Best Rental Amenities in Chestertown, MD?
Best Amenities in Chestertown, MD
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There are in total of 16 rental amenities in Chestertown, shown above with the property numbers. In Chestertown, 247 rentals offer Internet or Wifi, 246 rentals offer No Smoking, 244 rentals offer Air Conditioning. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Kitchen, Hot Tub.
Which Price Range Is Considered As A Good Deal in Chestertown, MD Area?
Vacation House & Apartment Rental Price Information in Chestertown, MD
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The graph shows the percentages of vacation homes in each price bucket. Chestertown has the largest percentage (20.99%) of homes in $50 - $100 price range.
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What Are The Most Liked Rental Accommodations in Chestertown, MD?
Rental Accommodation Info in Chestertown, MD
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There are various types of homes in Chestertown area. Depending on your group size, you can pick the one using filters accordingly. House is the most popular accommodation type, and the largest homes can accommodate 27 people.The least popular accommodation in Chestertown is Cabin rentals
How Many Accommodations Are Pets Allowed in Chestertown, MD?
Percentage of Pet Friendly Rental Properties in Chestertown, MD
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25.77% of vacation homes in Chestertown are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
Trail Recommendations in Chestertown, MD Area?
Top Trails In Chestertown, MD
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Here are the trails we recommend in Chestertown: Turkey Point Lighthouse Trail, Beaver Marsh Trail (Orange Trail), Dundee Creek Marina White Trail, Duck Inn Trail, Wildlife Trail, Pee Wee's Trail and Tuckahoe Valley Loop Trail, Hart-Miller Island Campground Trail, Elk Neck State Park - Pond Loop - Green, North Point Loop Trail, North Point Trail.
Where Are The Campgrounds in Chestertown, MD Area?
Most Visited Campgrounds In Chestertown, MD
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The best RV campgrounds here in Chestertown are: Susquehanna Campground, Elk Neck Campground, Sandy Cove Campground, Otter Creek Campground, Tucquan Park Family Campground, White Oak Campground, Pequea Creek Campground, Washington DC / Capitol KOA, Tuckahoe Campground, Greenbelt Campground.
How Many Airports in Chestertown, MD?
Top Airports in Chestertown, MD
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Here are the airports that located near Chestertown:

Other Vacation Rentals Ideas

Airbnb, Vacation House with Full Kitchen, and Other Rental Options in Chestertown, MD

'highlands Cottage' Upscale Getaway w/ Yard!
'highlands Cottage' Upscale Getaway w/ Yard!
'highlands Cottage' Upscale Getaway w/ Yard!
'highlands Cottage' Upscale Getaway w/ Yard!
Full Kitchen
'highlands Cottage' Upscale Getaway w/ Yard!
Cottage · 2 Guests · 1 Bedroom
$189 /night
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Family-friendly Cottage, Walk to the Beach!
Family-friendly Cottage, Walk to the Beach!
Family-friendly Cottage, Walk to the Beach!
Family-friendly Cottage, Walk to the Beach!
Full Kitchen
Family-friendly Cottage, Walk to the Beach!
Cottage · 2 Guests · 1 Bedroom
$236 /night
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Short Term Water Oriented Furnished Apartment
Short Term Water Oriented Furnished Apartment
Short Term Water Oriented Furnished Apartment
Short Term Water Oriented Furnished Apartment
Full Kitchen
10 (16 reviews)
Short Term Water Oriented Furnished Apartment
Holiday home · 2 Guests · 1 Bedroom
$165 /night*
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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