Guest Houses in Caroline County

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Top cities in Caroline County

A sunset over a lake with a forest in the background.
Hotels

Denton

Denton

Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Caroline County guest houses

An outdoor seating area with tables and chairs, overlooking a body of water and greenery.

1. The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.4 out of 10, Exceptional, (172 reviews)
"X"
United States
Kelly
The Tilghman Island Inn
A covered outdoor area with a sauna, two wicker chairs, a small table with a bowl, and a wooden deck.

2. Room-bright & Cozy Room Peaceful Dover S

Room-bright & Cozy Room Peaceful Dover S
2.5 star property
Dover
6.0 out of 10, (1 review)
Room-bright & Cozy Room Peaceful Dover S
A bedroom with a large bed, a red dresser, a bicycle, and various wall art.

3. Room-red Room DE With Spa Access

Room-red Room DE With Spa Access
2.0 star property
Dover
Room-red Room DE With Spa Access
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 reviews in Caroline County

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville

10/10 Excellent

Hotel was spotlessly clean, bed was super comfy, view from room was beautiful,staff member at check in Paul was very friendly and helpful
United Kingdom
Pamela
Reviewed November 3, 2025
Hyatt Place Kent Narrows & Marina