Holiday houses in Middletown
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Top-rated holiday rentals in Middletown
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Middletown holiday rentals
Other great holiday rentals in Middletown
Guest favourite
Guest suite in New Britain
4.92 out of 5 average rating, 131 reviewsClean, Quiet and Safe w/Amenities to spare!
3–10 Nov
$214 NZD per night
Superhost
Apartment in East Haddam
4.78 out of 5 average rating, 260 reviewsThe Federal Suite at the Wisteria Rest
29 Oct – 5 Nov
$274 NZD per night
Guest favourite
Guesthouse in Portland
5.0 out of 5 average rating, 66 reviewsGuesthouse Farm Stay
22–29 Nov
$294 NZD per night
Guest favourite
Apartment in Middletown
4.97 out of 5 average rating, 63 reviewsMIDDLETOWN CT PRIVATE APT - WALK TO WESLEYAN U
3–10 Jun
$345 NZD per night
Guest favourite
Home in Middletown
5.0 out of 5 average rating, 12 reviewsHome with Fiber Optic Internet
25 Sep – 2 Oct
$289 NZD per night
Guest favourite
Guest suite in Portland
4.92 out of 5 average rating, 12 reviewsCozy waterview in-law apartment
4–11 Jun
$280 NZD per night
Guest favourite
Apartment in Meriden
4.94 out of 5 average rating, 49 reviewsMeriden Metro| Cozy Studio|Pool and Gym
4–11 May
$210 NZD per night
Guest favourite
Farm stay in Glastonbury
5.0 out of 5 average rating, 54 reviewsHistoric Farmhouse by the River (Duplex)
8–15 Jan
$244 NZD per night
Quick stats about holiday rentals in Middletown
Total rentals
80 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
4.7K reviews
Nightly prices starting at
$51 NZD before taxes and fees
Destinations to explore
- New City Holiday rentals
- Long Island Holiday rentals
- Newark Holiday rentals
- Cambridge Holiday rentals
- Montauk Holiday rentals
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