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Vacation rentals in Middletown

Find and book unique accommodations on Airbnb

Popular amenities for Middletown vacation rentals

Free parking on premises

Air conditioning

Homes with more space

Top guest favorite

A spacious great room is presented, featuring high ceilings and large windows that allow abundant natural light. Comfortable seating areas include a dark sofa and accent chairs. A dining area with wooden chairs is visible, along with a bookshelf and entertainment center against the wall.

4.94 out of 5 average rating, 47 reviews

Spacious Retreat with Mountain Views!

Home in Middletown

4.95 out of 5 average rating, 43 reviews

Sunrises & Stargazing -Group Mountain Retreat

A private entrance is featured, with a gray cottage set among trees. The entrance is framed by wood and metal fencing, leading to a small patio area containing two white chairs and a round table. Sunlight illuminates the outdoor space.

Cottage in Middletown

4.89 out of 5 average rating, 37 reviews

Adorable Cottage - Walking distance to downtown

Top guest favorite

A mid-century modern cabin rests on stilts beside a lush forest. The entrance is marked by a striking red torii gate, leading to a wooden deck that overlooks the greenery. Sunlight filters through the trees, creating a serene atmosphere.

4.99 out of 5 average rating, 95 reviews

Little Falling Water - Mid-Mod Masterpiece

Quick stats about vacation rentals in Middletown

Total vacation rentals
Explore 10 vacation rentals in Middletown
Nightly prices starting at
Middletown vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees
Verified guest reviews
Over 1,410 verified reviews to help you choose
Wi-Fi availability
10 of Middletown vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Middletown rentals
4.9 Average rating
Middletown stays are highly rated by guests—averaging 4.9 out of 5!

Destinations to explore