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Search results; Over 1,000 homes in Middletown

Top guest favourite
Home in Middletown
Private Guest Suite
1 bedroom, 1 bed, 1 private bathroom
20–25 Sept
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5.0 out of 5 average rating, 21 reviews
Superhost
Townhouse in Middletown
Spacious 3 bed/1.5 bath townhome with free parking
3 bedrooms, 3 beds, 1.5 bathrooms
9–14 Sept
4.88 out of 5 average rating, 88 reviews
Guest favourite
Townhouse in Middletown
Luxury Townhome w/free parking
2 bedrooms, 3 beds, 1.5 bathrooms
13–18 Sept
4.98 out of 5 average rating, 65 reviews
Home in Middletown
Peaceful Retreat in Middletown, DE
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Sept
New place to stay
Place to stay in Middletown
Private guestroom in home in Middletown, Delaware
1 bedroom, 1 bed, 1 bathroom
1–6 Jan
New place to stay
Home in Middletown
Whispering Horse Family Retreat
3 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Guest suite in Middletown
Charming Private Basement Retreat in Middletown
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.87 out of 5 average rating, 87 reviews
Top guest favourite
Room in Middletown
Quiet large room private bath near Chesapeake City
2 beds, 1 bathroom
10–15 Sept
4.94 out of 5 average rating, 18 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
Home in Chesapeake City
Cozy Water View Getaway, 3 bds, backyard, deck
3 bedrooms, 4 beds, 1.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Room in Middletown
The Cozy Escape
1 bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Galena
Connection Pointe•River views•Quiet•Peaceful
4 bedrooms, 4 beds, 2.5 bathrooms
9–14 Sept
4.96 out of 5 average rating, 78 reviews
Guest favourite
Home in Warwick
Saybrook Hall | Pickleball, Pool, and Hot Tub!
6 bedrooms, 9 beds, 4.5 bathrooms
21–26 Sept
4.95 out of 5 average rating, 39 reviews
Guest favourite
Home in Earleville
Historic Mansion - The Anchorage
10 bedrooms, 10 beds, 10.5 bathrooms
13–18 Sept
4.92 out of 5 average rating, 109 reviews
Superhost
Home in Smyrna
Entire house sleeps 8 with parking, Wi-fi, kitchen
3 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.74 out of 5 average rating, 81 reviews
Guest favourite
Home in Earleville
Huge Waterfront House
6 bedrooms, 9 beds, 2.5 bathrooms
9–14 Sept
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Flat in Elkton
Cozy Nest Apartment- Close to the Chesapeake Bay
2 bedrooms, 4 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in New Castle
Home sweet Home
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 7 reviews
Farm stay in Townsend
NBR Farms Guest House
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.71 out of 5 average rating, 72 reviews