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Search results; Over 1,000 homes in Middletown

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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, 66 reviews
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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, 90 reviews
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Home in Middletown
Peaceful Retreat in Middletown, DE
3 bedrooms, 3 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Room in Middletown
Private room in home in Middletown, Delaware
1 queen bed, 1 bathroom
3–8 Oct
5.0 out of 5 average rating, 10 reviews
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Home in Middletown
Whispering Horse Family Retreat
3 bedrooms, 4 beds, 2 bathrooms
23–28 Sept
5.0 out of 5 average rating, 3 reviews
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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
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Top guest favourite
Home in Middletown
Private Guest Suite
1 bedroom, 1 queen bed, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 21 reviews
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Guest favourite
Room in Middletown
Private Room w/ Ensuite Bath in Upscale Home
1 queen bed, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 10 reviews
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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
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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, 111 reviews
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Top guest favourite
Home in Earleville
Stunning 2BR Cottage w/River views
2 bedrooms, 2 queen beds, 1.5 bathrooms
21–26 Sept
4.96 out of 5 average rating, 23 reviews
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Guest favourite
Home in Chesapeake City
Cozy Water View Getaway, 3 bds, backyard, deck
3 bedrooms, 4 beds, 1.5 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 5 reviews
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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
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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
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Farm stay in Townsend
NBR Farms Guest House
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.72 out of 5 average rating, 74 reviews
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Guest favourite
Room in Middletown
The Cozy Escape
1 bed, 1 bathroom
25–30 Sept
5.0 out of 5 average rating, 6 reviews
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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
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Superhost
Farm stay in Galena
Quiet Country Relaxing Farm
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.77 out of 5 average rating, 62 reviews
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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