Middletown offers an array of attractive vacation rentals that cater to various tastes and budgets. From cozy cabins to modern apartments, there are accommodations to match any traveler's needs. This charming town is ideal for families, couples, and solo adventurers alike, providing opportunities for relaxation and exploration. With its rich history, beautiful landscapes, and vibrant community, renting a vacation property in Middletown can be a memorable escape. Whether you're planning a weekend getaway or an extended stay, the options are plentiful and inviting.
Best Middletown Vacation Rentals
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Wawayanda House On 62 Acres - Multiple Fireplaces!
From 740$
Wawayanda House On 62 Acres - Multiple Fireplaces! Venue is situated 12 minutes' walk from Holy Cross Roman Catholic Church in Middletown and offers accommodation with a fully-fitted kitchen. Guests have access to Wi-Fi throughout the villa.
New York is 87 km away from the property. This venue is also 50 km from Stewart airport.
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Hudson Valley Conveniently Cozy
From 198$
Situated 2.5 km from the shopping mall "Orange Plaza", the spacious Hudson Valley Conveniently Cozy Apartment offers accommodation in Middletown. The venue also has a fully furnished kitchen with a microwave oven and a fridge.
The accommodation is placed within a 10-minute drive from the conservative synagogue "Temple Sinai". The apartment is at a distance of 86 km from East Stroudsburg. The bar Buffalo Wild Wings is 14 minutes’ walk away. Galleria at Crystal Run Shopping Center can be reached in a few minutes by car. This 70 m² property is 35 km from the Stewart airport.
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Madison Lodge - Middletown, Port Jervis, Hudson River
From 276$
Madison Lodge - Middletown, Port Jervis, Hudson River is within a few steps of National Shrine of Our Lady of Mount Carmel and Brandsma Priory. A fully equipped kitchen with a refrigerator and an oven is included at the venue so that guests can cook for themselves.
The accommodation is situated in Middletown, approximately 5 minutes by car from St. Joseph RC Church and 1.6 km from United Presbyterian Church. New York is 89 km from the villa, while the city centre of Middletown is 2 km away. J'S Place, serving contemporary specialities, is accessible within an 18-minute walk. You can get to O & W Building in a few minutes by car. Stewart airport is set 40 km from Madison Lodge - Middletown, Port Jervis, Hudson River.
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Kozy Kave Inn Katskills #1 Place With Parking And A Lot Of Space
The spacious Kozy Kave Inn Katskills # 1 Place With Parking And A Lot Of Space Middletown lies within 7 km from Soons Orchards & Farm Market. This spacious accommodation consists of 1 bedroom and 1 bathroom.
The apartment is located in Middletown, a 20-minute walk from its centre. It is a 5-minute drive from Second Baptist Church and a 60-minute drive from Irvington. Galleria at Crystal Run Shopping Mall can be reached in a few minutes by car. Getting to Stewart airport will take around 31 minutes by car.
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Cottage Suites
From 135$
Cottage Suites apartment is nearly 1.7 km from St Paul's United Methodist Church.
The accommodation is placed within a 10-minute drive from Fancher-Davidge Park. The city centre is just 1 km away and Stewart airport is 35 km from the venue. Mexican dishes are served at the restaurant San Cristobal Restaurant. The property is set a few steps from O & W Building.