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Compare 17 Apartments in Henderson with updated reviews, rates, and availability.

Newly restored apartment in the heart of Chestertown

9.8 out of 10, Exceptional, (20)
"Nice downtown location."
Newly restored apartment in the heart of Chestertown

Historic Downtown Garden Oasis with Private Patio

10.0 out of 10, Exceptional, (25)
"This is the second time I stayed here and will be back. I was able to work from here and enjoyed breakfast and lunch on the covered porch with a sweet companion (the owners' totally chill dog). Walking distance to everything. Check out the new wetland preserve at the end of the street. "
Historic Downtown Garden Oasis with Private Patio

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (79)
"This property is located in a excellent neighborhood overlooking a golf course and a short distance to the Chester river. The room was immaculate and ideal for all ages, especially Senior citizens. We booked this room for our 67th wedding anniversary in the first week in February with unfavorable weather, but the room was very cozy. We will defiently return later this year."
The price is AED 404
AED 628 total
includes taxes & fees
3 Apr - 4 Apr
First Floor Studio Apartment in Historic Chestertown

Carriage House Hideaway in Middle of Chestertown

10.0 out of 10, Exceptional, (86)
"Very sweet studio with everything you need for your stay. Extremely quiet and walking distance to great restaurants and shops. Hosts were very gracious and available if needed. We definitely will book again. Thank you!"
Carriage House Hideaway in Middle of Chestertown

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

10.0 out of 10, Exceptional, (10)
"Property was updated, clean and we didn't need anything from home (pillows, blankets). Was extremely close to the DE Turf complex. Frederica Pizza and pasta is a minute walk away, decent food. Husband wanted to thank the owner for not having cheap tiolet paper. "
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Relaxation Haven on the Shore near Choptank River

10.0 out of 10, Exceptional, (3)
"We were attending a wedding in Easton, MD. This was the perfect place to use as a base while attending wedding and get togethers "
Relaxation Haven on the Shore near Choptank River

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

10.0 out of 10, Exceptional, (9)
"Totally enjoyed our stay. The room was clean and very cozy. Highly recommend "
The price is AED 250
AED 459 total
includes taxes & fees
29 Apr - 30 Apr
Guest Suite for up to 2 in a Victorian on the Chester River

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

10.0 out of 10, Exceptional, (4)
"A great place to chill out and enjoy what Rock Hall has to offer. It’s always great to come back to my childhood town. Rick is a great host and takes really good care of the property! We will be back."
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

9.6 out of 10, Exceptional, (5)
"Thank you Lynn for having us. It was a short trip but worth it, especially being able to stay at the She Shed - clean, conveniently located, and quiet. We’ll definitely be back!"
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

Knot's Landing, spacious Apt. downtown Rock Hall

10.0 out of 10, Exceptional, (2)
"Just spent the weekend at Knot’s Landing and highly recommend it! The location is incredible with walk-ability to all of Main St and still close to the marina and the beach. The place was very clean and incredibly spacious. Check in and out was perfectly smooth and the host was responsive and helpful with the one question we had. 10/10 absolutely recommend!"
Knot's Landing, spacious Apt. downtown Rock Hall

Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm

9.8 out of 10, Exceptional, (50)
"This place is absolutely beautiful. So relaxing and management well let’s just say that they are the best people to be around. Looking forward to returning one day. Hated to leave"
Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm

Camper Apt DE Sleeps 3

2.0 star property
2.0 out of 10, (1)
"The place did not appear in pictures. I could not take a shower because stuff was stored in there . The toilet was not clean . It was just a lot of junk everywhere "
Camper Apt DE Sleeps 3

Relax on the Eastern Shore of Kent Narrows in a King Bed

10.0 out of 10, Exceptional, (12)
"This lovely apartment was spacious, clean and oh so comfy! Jackie is the perfect host and an amazing person! The special gifts that she left for us that made the stay even more special. The fresh eggs from her chickens were the best!! My only comment would be that the post on VRBO did not make it clear that this apartment was part of a larger home where the hosts live. Was a bit confusing to us upon arrival. Otherwise, would go back there in a heartbeat! Thanks, Jackie!"
Relax on the Eastern Shore of Kent Narrows in a King Bed

Belle Blu of Kent Narrows Grasonville, Maryland

10.0 out of 10, Exceptional, (3)
"Well worth your efforts to stay with Jackie in Grasonville. It is an awesome spot with everything you need. Have never experienced a host so welcoming and the rental is brand new, clean, and spacious. Excellent option when wanting to stay close to Annapolis. Thank you Jackie!"
Belle Blu of Kent Narrows Grasonville, Maryland

Wildwood Camper De Sleeps 6-7,

3.0 star property
Wildwood Camper De Sleeps 6-7,

Room in Apartment - Blue Room in Delaware

2.0 star property
2.0 out of 10, (1)
"I was in town with my teenage daughter for a lacrosse tournament. All the hotels were booked, so we thought this would be a good option. IT WAS NOT. First of all, the blue room really only sleeps 1 comfortably. The bed is a double, not a queen. The pull out couch is very uncomfortable, basically metal springs with some padding over it. We also couldn't get the TV to turn on, but these inconveniences were not deal breakers. We were planning to stay. To be clear, this is actually just a...
Room in Apartment - Blue Room in Delaware

Camper Apt DE Sleeps 3

2.0 star property
Camper Apt DE Sleeps 3

Magnolia Serenity, Spiritual, Peace Host by Carmen

Magnolia Serenity, Spiritual, Peace Host by Carmen
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

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

10.0 out of 10, Exceptional, (33)
"The property is just stunning. We went in February, and i can only imagine how beautiful it is in the summer. The host had great communication. My family of 20 takes a trip every year. This is the best stocked house we have ever been to. The 3 kitchen spaces with a huge selection of pots and pans made meal prep a dream. The coffe station with sugar and creamers and Keurig pods was awesome. I cant say enough about this place. The layout is a little weird, one of the bedrooms is only accessable...
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

Bungalow by the Bay. Minutes to DE Turf Fields. 30 minutes to resort beaches.

Bungalow by the Bay. Minutes to DE Turf Fields. 30 minutes to resort beaches.

Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!

10.0 out of 10, Exceptional, (76)
"Spacious, extremely well maintained and appointed home on the Chester River. We would definitely stay here again. "
Private Waterfront Paradise w/ Pier - Kayak to 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.

Frequently asked questions

What's it like to stay at an apartment in Henderson?
You might not have many choices centrally in Henderson, but Expedia can help you locate lodging accommodations within the larger area similar to apartments. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can also filter by similar properties such as vacation homes, condos, or guest houses.
Why would you choose an apartment over a traditional hotel room?
An apartment is often more spacious than a traditional hotel room and comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.
What's the top apartment for my stay in Henderson?
Listed below are some of the favorite apartments in the area to choose from: First Floor Studio Apartment in Historic Chestertown: Located in Chestertown, 18.6 mi/29.9 km from the heart of Henderson. Includes a private pool, laundry facilities, and free WiFi. A fitness center and an outdoor pool are on site. Newly restored apartment in the heart of Chestertown: Located 18.5 mi/29.8 km away in Chestertown. Amenities include free WiFi. Historic Downtown Garden Oasis with Private Patio: It’s situated in Chestertown, 18.8 mi/30.2 km away. Includes free WiFi, outdoor space, and separate dining areas. Carriage House Hideaway in Middle of Chestertown: 18.7 mi/30.1 km away in Chestertown. Free WiFi, fireplaces, and Smart TVs are included. Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!: It’s located in Frederica, 16.7 mi/26.9 km from Henderson. Includes Smart TVs.
What will the weather be like when I travel to Henderson?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Henderson. The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Henderson is 54 inches.
What should I see and do in Henderson?
Explore the area and family-friendly sights such as Delaware State Fairgrounds, or get out into nature at a spot like Sharon Hills Memorial Park. Tilmon’s Island Winery and Killens Pond State Park are a couple of places you’ll find in the larger area.
What's the best way to get to and around Henderson?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Easton, MD (ESN-Easton - Newnam), which is located 24.3 mi (39 km) away from the city center. If you’d like to venture out around the area, you may want to rent a car for your trip.