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Compare 97 Vacation Homes in Henderson with updated reviews, rates, and availability.

Dover Home - 2 Mi to Delaware State University!
Dover Vacation Rental | 3BR | 1.5BA | Stairs Required | 1,240 Sq Ft

Dover Home - 2 Mi to Delaware State University!

9.2 out of 10, Wonderful, (5)
"We attended a program at the college "
Dover Home - 2 Mi to Delaware State University!
Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16
Newly remodeled 6 BR, 5.5 BA Waterfront with upper deck and private pier

Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16

10.0 out of 10, Exceptional, (48)
"The house was beautiful. The location was perfect. The owner was very responsive. 5 couples stayed in the house and we would all love to return. Thank you for everything!!"
Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16
Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf
Outdoor dining

Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf

10.0 out of 10, Exceptional, (5)
"Perfect rental for our family of 6 adults! Great location on the water with a fun restaurant just steps away. Highly recommend!!"
Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf
Grasonville Home w/ Private Pool on the Water
Grasonville Vacation Rental | 3BR | 2BA | Stairs Required for Access

Grasonville Home w/ Private Pool on the Water

9.8 out of 10, Exceptional, (19)
"We stayed at this place for a family wedding at the nearby beach club. In addition to be a convenient location, the views from the house and property were stunning. The style inside the house was quite eclectic which gave it wonderful charm. Coming back at night gave us fits trying to find the driveway but that was a small price to pay for such a great house. "
Grasonville Home w/ Private Pool on the Water
Wind Song Getaway on the Beach
Beach

Wind Song Getaway on the Beach

10.0 out of 10, Exceptional, (24)
"This is a beautiful beach house, right on the water. Lots of amenities and upgrades. We loved the screened porch and upstairs deck. We were fine with the spiral stairs but they may be potentially challenging for some guests. The area is a little isolated and the beach was quiet in mid-October, which was perfect for us! I highly recommend this property."
Wind Song Getaway on the Beach
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!
Exterior

NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!

10.0 out of 10, Exceptional, (13)
"We stayed here while our son’s tournament was at DE Turf. It was very convenient and plenty of space. The fields are about 13 min away. The restaurant in the parking lot was convenient after being at the fields all day. "
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Exterior

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

9.8 out of 10, Exceptional, (8)
"Stayed here for a wedding was perfect for the group of 4 of us. Living room is bigger than it looks in the photos and the house was well kept/ clean. Host was great and responsive as well!"
The price is AED 735
AED 1,332 total
includes taxes & fees
25 Nov - 26 Nov
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
RELAXING, SWIMMING, WALKING, KAYAKING, HIKING, FISHING & DINING
Living area

RELAXING, SWIMMING, WALKING, KAYAKING, HIKING, FISHING & DINING

7.4 out of 10, Good, (3)
"About a 10 minute walk to main street, 15-20 to the Marinas. The house is cute, has a nice common room, and the bed was comfy."
RELAXING, SWIMMING, WALKING, KAYAKING, HIKING, FISHING & DINING
Sleeps 12. Near Bowers Beach, DE Turf, Speedway, AF Base, Casino. New Listing!
Exterior

Sleeps 12. Near Bowers Beach, DE Turf, Speedway, AF Base, Casino. New Listing!

10.0 out of 10, Exceptional, (4)
"Great house with everything you need, in an awesome location, and with a host who is on top of their communication"
Sleeps 12. Near Bowers Beach, DE Turf, Speedway, AF Base, Casino. New Listing!
Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!
Pool

Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!

9.8 out of 10, Exceptional, (9)
"Our stay was amazing. The house is beautiful. The views and peaceful location were completely used. We had many fun game nights and dinners around the table, the kitchen easily provided many happy meals. The gas grill, the fire pit were easy to use. The kayaks were a lot of fun. Sitting on the dock enjoying the peaceful quiet mornings was rejuvenating. The pool chairs and umbrellas were really nice. A ping pong table in the garage was a ton of fun too. The extra fridge/freezer was handy and the...
Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!
Waterfront family resort Lodge with private pier, game room and bar
The Twin Ponds Lodge sits on over 7 acres of private waterfront property.

Waterfront family resort Lodge with private pier, game room and bar

9.8 out of 10, Exceptional, (23)
"The property was excellent for a large group. We was there for a Sailing Regatta on the lake in front of the house. The perfect house for groups."
Waterfront family resort Lodge with private pier, game room and bar
Harbor View Haven | Waterfront w/ HOT TUB + Dock!
Welcome to Harbor View Haven- A luxurious getaway home with gorgeous views!

Harbor View Haven | Waterfront w/ HOT TUB + Dock!

10.0 out of 10, Exceptional, (15)
"My family enjoyed this house so much. The place is perfect for a relaxing gateway with so much peace and nature. Will definitely be back!"
Harbor View Haven | Waterfront w/ HOT TUB + Dock!
Quiet beach escape. Close to DE TURF fields.<br>TAX FREE SHOPPING!
living room

Quiet beach escape. Close to DE TURF fields.<br>TAX FREE SHOPPING!

9.6 out of 10, Exceptional, (26)
"Was perfect for our needs. "
Quiet beach escape. Close to DE TURF fields.<br>TAX FREE SHOPPING!
Private Yard: Pet-Friendly Home in Dover
Dover Vacation Rental | 3BR | 2.5BA | 2,900 Sq Ft | Stairs Required for Access

Private Yard: Pet-Friendly Home in Dover

10.0 out of 10, Exceptional, (10)
"Beautiful home and area. Had a mishap getting check in information. Had to call to get code to get in, as I had not been sent. But all in all awesome! "
Private Yard: Pet-Friendly Home in Dover
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Front Porch

Circa 1900 Home in the Heart of Historic Downtown Chestertown

10.0 out of 10, Exceptional, (64)
"We enjoyed everything about the property."
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Amazing Modern house with a full kitchen and parking
Room

Amazing Modern house with a full kitchen and parking

10.0 out of 10, Exceptional, (6)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
Amazing Modern house with a full kitchen and parking
Cozy Cape Cod nestled in the heart of Rock Hall, sleeps 10 with pond view!
Exterior

Cozy Cape Cod nestled in the heart of Rock Hall, sleeps 10 with pond view!

10.0 out of 10, Exceptional, (14)
"Rock Hall is the perfect little bay town and this property captures that same appeal. Spacious home with great outdoor space. Lovely neighborhood for walks and bike rides. Everything in home worked perfectly. We are certain to return. "
Cozy Cape Cod nestled in the heart of Rock Hall, sleeps 10 with pond view!
River Front, Private Single Family Home
Marina

River Front, Private Single Family Home

10.0 out of 10, Exceptional, (8)
"The property is very well kept an up to date. Views out on the water are gorgeous. Very comfortable stay for my wife and I, along my parents and our parents 7 week old. Will be back. :) "
River Front, Private Single Family Home
Waterfront Millington Vacation Rental w/ Hot Tub!
Millington Vacation Rental | 7BR | 3BA | Stairs Required | 3,200 Sq Ft

Waterfront Millington Vacation Rental w/ Hot Tub!

10.0 out of 10, Exceptional, (1)
"I stayed at the Millington house with 8 friends and we had a great time getting away from the city and enjoying the quiet. The check-in process was seamless. The highlights were the hot tub, fire pit, and a surprise visit from the neighbor's dog, Lucy. We appreciated the details like board games and fire kit (with s'mores materials). Definitely would stay again!"
Waterfront Millington Vacation Rental w/ Hot Tub!
Langford Creek Estate | Waterfront w/ HOT TUB + Deck!
Welcome to Langford Creek Estate- a beautiful waterfront estate with an extensive amenity list!

Langford Creek Estate | Waterfront w/ HOT TUB + Deck!

9.2 out of 10, Wonderful, (5)
"The owners were very flexible with us and understanding when it came to a booking mistake on my end. The house is lovely and the property is absolutely gorgeous. The deck was picture perfect. Highly recommend for a getaway on the eastern shore!"
Langford Creek Estate | Waterfront w/ HOT TUB + Deck!
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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Other property types in Henderson

NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!
Exterior

NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!

10.0 out of 10, Exceptional, (13)
"We stayed here while our son’s tournament was at DE Turf. It was very convenient and plenty of space. The fields are about 13 min away. The restaurant in the parking lot was convenient after being at the fields all day. "
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
Waterfront with private pier and great views

A waterfront gem with dock, kayaks great water views. Sleeps up to 12.

10.0 out of 10, Exceptional, (22)
"The pictures dont do this rental house justice. It was very clean and wonderfully decorated. The seperate unit was ideal for my daughter and her family. The "
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
First Floor Studio Apartment in Historic Chestertown
Back Yard

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (75)
"EasyvPeasy place."
The price is AED 360
AED 579 total
includes taxes & fees
27 Nov - 28 Nov
First Floor Studio Apartment in Historic Chestertown
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.