Airbnb, Vacation Rentals in Henderson, MD

Compare 278 available, short term vacation home properties, starts from $21

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Airbnb, Vacation rentals and hotel deals in Henderson, MD

Hilton Garden Inn Dover
Hilton Garden Inn Dover
Hilton Garden Inn Dover
Hilton Garden Inn Dover
8.6 (926 reviews)
Hilton Garden Inn Dover
Hotel · 2 Guests · 1 Bedroom
$156 /night
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Waterfront 4 BR home with private pier and boat dock
Waterfront 4 BR home with private pier and boat dock
Waterfront 4 BR home with private pier and boat dock
Waterfront 4 BR home with private pier and boat dock
10 (6 reviews)
Waterfront 4 BR home with private pier and boat dock
Holiday home · 2 Guests · 1 Bedroom
$800 /night*
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Sleep Inn & Suites Dover
Sleep Inn & Suites Dover
Sleep Inn & Suites Dover
Sleep Inn & Suites Dover
8.4 (148 reviews)
Sleep Inn & Suites Dover
Hotel · 2 Guests · 1 Bedroom
$106 /night
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Belle Blu
Belle Blu
Belle Blu
Belle Blu
Belle Blu
Apartment · 2 Guests · 1 Bedroom
$417 /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
$113 /night*
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Microtel Inn & Suites by Wyndham Milford
Microtel Inn & Suites by Wyndham Milford
Microtel Inn & Suites by Wyndham Milford
Microtel Inn & Suites by Wyndham Milford
8.8 (330 reviews)
Microtel Inn & Suites by Wyndham Milford
Hotel · 2 Guests · 1 Bedroom
$123 /night
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5 bedroom Historic Victorian by Chester River
5 bedroom Historic Victorian by Chester River
5 bedroom Historic Victorian by Chester River
5 bedroom Historic Victorian by Chester River
9.6 (39 reviews)
5 bedroom Historic Victorian by Chester River
Holiday home · 2 Guests · 1 Bedroom
$305 /night*
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Grasonville Home w/ Private Pool on the Water
Grasonville Home w/ Private Pool on the Water
Grasonville Home w/ Private Pool on the Water
Grasonville Home w/ Private Pool on the Water
Grasonville Home w/ Private Pool on the Water
Cottage · 2 Guests · 1 Bedroom
$473 /night
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Best Western Denton Inn
Best Western Denton Inn
Best Western Denton Inn
Best Western Denton Inn
8.4 (471 reviews)
Best Western Denton Inn
Hotel · 2 Guests · 1 Bedroom
$111 /night
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Be persuaded to experience this vintage cottage by the Sassa
Be persuaded to experience this vintage cottage by the Sassa
Be persuaded to experience this vintage cottage by the Sassa
Be persuaded to experience this vintage cottage by the Sassa
9.0 (6 reviews)
Be persuaded to experience this vintage cottage by the Sassa
Cottage · 2 Guests · 1 Bedroom
$295 /night*
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SpringHill Suites by Marriott Frederica
SpringHill Suites by Marriott Frederica
SpringHill Suites by Marriott Frederica
SpringHill Suites by Marriott Frederica
SpringHill Suites by Marriott Frederica
Hotel · 2 Guests · 1 Bedroom
$139 /night
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Lake Home private dock Boating.<br>Eastern shore Chestertown MD.< >Betterton.
Lake Home private dock Boating.<br>Eastern shore Chestertown MD.< >Betterton.
Lake Home private dock Boating.<br>Eastern shore Chestertown MD.< >Betterton.
Lake Home private dock Boating.<br>Eastern shore Chestertown MD.< >Betterton.
9.8 (78 reviews)
Lake Home private dock Boating.<br>Eastern shore Chestertown MD.< >Betterton.
Holiday home · 2 Guests · 1 Bedroom
$450 /night*
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Comfort Inn & Suites Dover
Comfort Inn & Suites Dover
Comfort Inn & Suites Dover
Comfort Inn & Suites Dover
8.8 (295 reviews)
Comfort Inn & Suites Dover
Hotel · 2 Guests · 1 Bedroom
$117 /night
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Fairfield Inn & Suites by Marriott Dover
Fairfield Inn & Suites by Marriott Dover
Fairfield Inn & Suites by Marriott Dover
Fairfield Inn & Suites by Marriott Dover
8.2 (76 reviews)
Fairfield Inn & Suites by Marriott Dover
Hotel · 2 Guests · 1 Bedroom
$135 /night
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Residence Inn Dover
Residence Inn Dover
Residence Inn Dover
Residence Inn Dover
8.5 (69 reviews)
Residence Inn Dover
Hotel · 2 Guests · 1 Bedroom
$184 /night
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Fishermen's Catch
Fishermen's Catch
Fishermen's Catch
Fishermen's Catch
10 (2 reviews)
Fishermen's Catch
Holiday home · 2 Guests · 1 Bedroom
$225 /night*
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Comfort Suites Dover
Comfort Suites Dover
Comfort Suites Dover
Comfort Suites Dover
7.2 (863 reviews)
Comfort Suites Dover
Hotel · 2 Guests · 1 Bedroom
$119 /night
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Fairfield Inn & Suites by Marriott Easton
Fairfield Inn & Suites by Marriott Easton
Fairfield Inn & Suites by Marriott Easton
Fairfield Inn & Suites by Marriott Easton
9.4 (128 reviews)
Fairfield Inn & Suites by Marriott Easton
Hotel · 2 Guests · 1 Bedroom
$175 /night
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Home2 Suites Dover
Home2 Suites Dover
Home2 Suites Dover
Home2 Suites Dover
8.7 (218 reviews)
Home2 Suites Dover
Hotel · 2 Guests · 1 Bedroom
$163 /night
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Quality Inn & Suites Harrington
Quality Inn & Suites Harrington
Quality Inn & Suites Harrington
Quality Inn & Suites Harrington
7.6 (221 reviews)
Quality Inn & Suites Harrington
Hotel · 2 Guests · 1 Bedroom
$104 /night
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Vacation Destinations Near Henderson, MD

Airbnb, Vacation House with Air Conditioning, and Other Rental Options in Henderson, MD

The Towers Bed & Breakfast
The Towers Bed & Breakfast
The Towers Bed & Breakfast
The Towers Bed & Breakfast
Air Conditioning
9.8 (86 reviews)
The Towers Bed & Breakfast
B & B · 2 Guests · 1 Bedroom
$190 /night
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What Are The Well Liked Rental Amenities in Henderson, MD?
Trending Vacation Rental Amenities in Henderson, MD
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There are in total of 15 rental amenities in Henderson, shown above with the property numbers. In Henderson, 135 rentals offer No Smoking, 135 rentals offer Air Conditioning, 131 rentals offer Internet or Wifi. So, if you need No Smoking during your vacation, use the No Smoking filter to compare these properties. Two amenities that are not typical are Hot Tub, Pool.
Which Price Range Is Most Typical in Henderson, MD Area?
Vacation House & Cottage Rental Price Information in Henderson, MD
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The graph shows the percentages of vacation homes in each price bucket. Henderson has the largest percentage (19.55%) of homes in $200 - $250 price range.
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What Are The Most Liked Rental Accommodations in Henderson, MD?
Rental Accommodation Info in Henderson, MD
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There are various types of homes in Henderson 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 Henderson is Cabin rentals
How Many Rental Accommodations Are Pets Friendly in Henderson, MD?
Pets Allowed vs Not Allowed in Henderson, MD
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46.04% of vacation homes in Henderson 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 Henderson, MD Area?
Best Trails In Henderson, MD
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If you like outdoor activities, we highly recommend you to visit those famous trails: Martinak Trail, Pee Wee's Trail and Tuckahoe Valley Loop Trail, Amish Country Challenge, Shearness Pool Loop, Raymond Observation Tower Trail, Bombay Hook National Wildlife Refuge Loop, Raymond Pool Loop Trail, Killens Pond Loop Trail, Lee Meadow and Swamp Forest Loop Trail, Tybout Tract Trail.
Any RV Campgrounds in Henderson, MD?
Top Rated Campgrounds In Henderson, MD
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The best RV campgrounds here in Henderson are: Susquehanna Campground, Elk Neck Campground, Washington DC / Capitol KOA, Tuckahoe Campground, Four Seasons Family Campground, Beachcomber Camping Resort, Holly Shores Camping Resort, Cape May KOA, Carolina Country Campground, Acorn Campground.

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

Historic Stepne Manor on Maryland's Eastern Shore
Historic Stepne Manor on Maryland's Eastern Shore
Historic Stepne Manor on Maryland's Eastern Shore
Historic Stepne Manor on Maryland's Eastern Shore
Full Kitchen
10 (37 reviews)
Historic Stepne Manor on Maryland's Eastern Shore
Holiday home · 2 Guests · 1 Bedroom
$850 /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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Be persuaded to experience this vintage cottage by the Sassa
Be persuaded to experience this vintage cottage by the Sassa
Be persuaded to experience this vintage cottage by the Sassa
Be persuaded to experience this vintage cottage by the Sassa
Full Kitchen
9.0 (6 reviews)
Be persuaded to experience this vintage cottage by the Sassa
Cottage · 2 Guests · 1 Bedroom
$295 /night*
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Airbnb, Vacation Cottage with Fireplace, and Other Rental Options in Henderson, MD

Grasonville Home w/ Private Pool on the Water
Grasonville Home w/ Private Pool on the Water
Grasonville Home w/ Private Pool on the Water
Grasonville Home w/ Private Pool on the Water
Fireplace
Grasonville Home w/ Private Pool on the Water
Cottage · 2 Guests · 1 Bedroom
$473 /night
View deal
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Fireplace
9.8 (88 reviews)
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Cottage · 2 Guests · 1 Bedroom
$275 /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!
Fireplace
Family-friendly Cottage, Walk to the Beach!
Cottage · 2 Guests · 1 Bedroom
$236 /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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