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Search results; Over 1,000 homes in Middletown

Guest favourite
Townhouse in Middletown
Luxury Townhome w/free parking
2 bedrooms, 3 beds, 1.5 private bathrooms
18–23 Oct
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4.98 out of 5 average rating, 65 reviews
Superhost
Townhouse in Middletown
Spacious 3 bed/1.5 bath townhome with free parking
3 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.87 out of 5 average rating, 89 reviews
Home in Middletown
Peaceful Retreat in Middletown, DE
3 bedrooms, 3 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Room in Middletown
Private room in home in Middletown, Delaware
1 queen bed, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 10 reviews
Home in Middletown
Whispering Horse Family Retreat
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest suite in Middletown
Charming Private Basement Retreat in Middletown
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.87 out of 5 average rating, 87 reviews
Top guest favourite
Home in Middletown
Private Guest Suite
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 21 reviews
Room in Middletown
Pie's Place- Queen bedroom
1 queen bed, 1 bathroom
5–10 Oct
4.76 out of 5 average rating, 41 reviews
Guest favourite
Home in Earleville
Historic Mansion - The Anchorage
10 bedrooms, 10 beds, 10.5 bathrooms
20–25 Sept
4.92 out of 5 average rating, 110 reviews
Top guest favourite
Home in Earleville
Stunning 2BR Cottage w/River views
2 bedrooms, 2 queen beds, 1.5 bathrooms
21–26 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Room in Middletown
Quiet large room private bath near Chesapeake City
2 beds, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Home in Galena
Connection Pointe•River views•Quiet•Peaceful
4 bedrooms, 4 beds, 2.5 bathrooms
21–26 Sept
4.96 out of 5 average rating, 79 reviews
Guest favourite
Room in Middletown
The Cozy Escape
1 bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Elkton
Cozy Nest Apartment- Close to the Chesapeake Bay
2 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in New Castle
Home sweet Home
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Elkton
The C&D Retreat
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Room in Chesapeake City
Cafe on the Bay - breakfast included!
1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 217 reviews
Guest favourite
Home in Earleville
Huge Waterfront House
6 bedrooms, 9 beds, 2.5 bathrooms
20–25 Sept
4.91 out of 5 average rating, 11 reviews
Guest favourite
Home in Chesapeake City
HOOK WINE & SINKER sleeps 14 w/ Boat Slip and Inn
5 bedrooms, 8 beds, 3 bathrooms
20–25 Sept
4.9 out of 5 average rating, 52 reviews