Henderson Holiday Rentals

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Henderson holiday rentals

Interior

3 Mi to Dover Motor Speedway: Pet-friendly Retreat

3 Mi to Dover Motor Speedway: Pet-friendly Retreat
3.0 star property
Dover
The price is HK$728
HK$3,338 total
includes taxes & fees
13 May - 14 May
3 Mi to Dover Motor Speedway: Pet-friendly Retreat
Property grounds

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (111 reviews)
"Every thing was great"
United States
lesia k.
The price is HK$775
HK$1,243 total
includes taxes & fees
13 May - 14 May
First Floor Studio Apartment in Historic Chestertown
Property grounds

Adorable two-bedroom retreat close to Easton, Denton, Centreville

Adorable two-bedroom retreat close to Easton, Denton, Centreville
Queen Anne
10.0 out of 10, Exceptional, (28 reviews)
"Really cute little place - very clean and owners are great about checking in on you to make sure things are great."
United States
Cheryl
Adorable two-bedroom retreat close to Easton, Denton, Centreville
Exterior

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
9.8 out of 10, Exceptional, (21 reviews)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
The price is HK$532
HK$979 total
includes taxes & fees
18 May - 19 May
Guest Suite for up to 2 in a Victorian on the Chester River
Beach

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, (21 reviews)
"Close to Main Street. Very nice and spacious accommodations."
United States
Michael D.
The price is HK$922
HK$2,220 total
includes taxes & fees
13 May - 14 May
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Interior

Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.

Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
Dover
The price is HK$705
HK$1,206 total
includes taxes & fees
20 May - 21 May
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
Dining

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)
"Great overnight stay for a wedding nearby. Would highly recommend!"
United States
Kevin F.
The price is HK$1,957
HK$3,278 total
includes taxes & fees
18 May - 19 May
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Smart TV

Bayside Cottage steps from Rock Hall Harbor

Bayside Cottage steps from Rock Hall Harbor
Rock Hall
10.0 out of 10, Exceptional, (2 reviews)
"Property was nicely refurbished and furnished and well equipped. The younger set especially enjoyed the 5 bikes in good condition and the large yard to play sports. All in all, a great weekend stay!"
United States
Dorothy R.
The price is HK$1,581
HK$3,087 total
includes taxes & fees
2 Jun - 3 Jun
Bayside Cottage steps from Rock Hall Harbor
Property grounds

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 HK$2,819
HK$4,772 total
includes taxes & fees
13 May - 14 May
Turnbridge Manor
Interior

Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5

Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5
Dover
The price is HK$1,874
HK$3,047 total
includes taxes & fees
31 May - 1 Jun
Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5
Pool

Mini Aruba RV/Glamping Tent

Mini Aruba RV/Glamping Tent
Dover
10.0 out of 10, Exceptional, (4 reviews)
"My husband and I stayed for two nights. The oasis makes you feel like you’re vacationing in the Caribbean. The camper is clean and comfortable for two people. Everything was perfect and cannot wait to return!"
United States
Marleen M.
The price is HK$1,409
HK$2,201 total
includes taxes & fees
18 May - 19 May
Mini Aruba RV/Glamping Tent
Exterior

Cozy home in Milford/Harrington for relaxing stays!

Cozy home in Milford/Harrington for relaxing stays!
Harrington
The price is HK$1,543
HK$1,816 total
includes taxes & fees
17 May - 18 May
Cozy home in Milford/Harrington for relaxing stays!
Fridge, microwave, oven, dishwasher

Right in the center of everywhere in Dover

Right in the center of everywhere in Dover
Dover
8.6 out of 10, Excellent, (4 reviews)
"Destination wedding location. Family, fun, and fellowship in this comfortable home with all the amenities! We played pool, enjoyed the central location, and used all the beds. Check in was easy and host was supportive. It met our needs and we felt right at home. "
United States
Linda K.
The price is HK$1,402
HK$3,321 total
includes taxes & fees
14 May - 15 May
Right in the center of everywhere in Dover
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

Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG

Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG

10/10 Excellent
"New property."
Richard 1-night trip
Posted 5 hours ago
Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG

Find out more about Henderson

Search for holiday rentals in Henderson on Expedia! You can easily find your home rentals, villas, holiday apartments in Henderson using one of the methods below:

  • View our selection of featured holiday rentals in Henderson
  • Use the map to find apartments and other holiday homes in the Henderson neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Henderson while they last

Look no further and take a look at our great range of rental properties in Henderson!

Frequently asked questions

Are there holiday rentals in Henderson?

Yes, there are holiday rentals close to the most popular sights in Henderson, or you can select a more secluded option if you're looking for a relaxing stay.

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

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*: This holiday home rental outside of Henderson is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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 wider area, you’ll find Tuckahoe State Park and Killens Pond State Park.

What’s a holiday rental in Henderson like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Henderson. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.