Henderson Vacation Rentals

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Our top choices for Henderson vacation rentals

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (108 reviews)
"Everything was clean and neat and welcoming "
United States
Iriana J.
The price is ¥15,431
¥24,758 total
includes taxes & fees
Mar 2 - Mar 3
First Floor Studio Apartment in Historic Chestertown

Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.6 out of 10, Exceptional, (20 reviews)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
The price is ¥10,599
¥19,496 total
includes taxes & fees
Mar 24 - Mar 25
Guest Suite for up to 2 in a Victorian on the Chester River

Amazing Modern house with a full kitchen and parking

Amazing Modern house with a full kitchen and parking
Smyrna
9.2 out of 10, Wonderful, (9 reviews)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
United States
Laurie S.
The price is ¥28,057
¥55,662 total
includes taxes & fees
Mar 1 - Mar 2
Amazing Modern house with a full kitchen and parking

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (12 reviews)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
The price is ¥38,968
¥65,594 total
includes taxes & fees
Mar 2 - Mar 3
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (12 reviews)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is ¥56,113
¥95,003 total
includes taxes & fees
Mar 2 - Mar 3
Turnbridge Manor

Captain's Quarters

Captain's Quarters
Frederica
9.8 out of 10, Exceptional, (109 reviews)
"The house was perfect for our family weekend together, very clean and comfortable."
United States
Christine D.
The price is ¥39,325
¥77,922 total
includes taxes & fees
Mar 12 - Mar 13
Captain's Quarters

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall
10.0 out of 10, Exceptional, (17 reviews)
"Close to Main Street. Very nice and spacious accommodations."
United States
Michael D.
The price is ¥18,361
¥44,535 total
includes taxes & fees
Mar 1 - Mar 2
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Frederica
10.0 out of 10, Exceptional, (17 reviews)
"Super cute and clean place, the host was very responsive to my questions. "
United States
Gosha R.
The price is ¥8,261
¥26,559 total
includes taxes & fees
Mar 1 - Mar 2
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Spacious 5 Bedroom w/Pool, Patio and Theater

Spacious 5 Bedroom w/Pool, Patio and Theater
Magnolia
9.8 out of 10, Exceptional, (8 reviews)
"Great house for a large family "
United States
Stephanie
Spacious 5 Bedroom w/Pool, Patio and Theater

JVA LUXURY HOUSING

JVA LUXURY HOUSING
Smyrna
10.0 out of 10, Exceptional, (1 review)
"The house was clean and wonderful. I highly recommend!"
United States
Daryl C.
The price is ¥62,348
¥91,184 total
includes taxes & fees
Mar 6 - Mar 7
JVA LUXURY HOUSING
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Henderson Hotel Reviews

Find out more about Henderson

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Frequently asked questions

Are there vacation rentals in Henderson?

Yes, you can find vacation rentals close to the most popular local attractions in Henderson, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation home rentals that Henderson has to offer?

Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac: This vacation home rental near Henderson is located on the waterfront and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Henderson?

While exploring the area, visit family-friendly sights like Delaware State Fairgrounds, or get outside and enjoy nature at Saulsbury Road Park. In the larger area, you’ll find Tuckahoe State Park and Killens Pond State Park.

What’s a vacation rental in Henderson like?

A vacation rental is a private property where you can stay for short or long periods in Henderson. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family getaway.