Middletown vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Middletown
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middletown vacation rentals
Other great vacation rentals in Middletown
Home in Spring Glen
4.98 out of 5 average rating, 105 reviewsCreekside cottage on 65 acres
Loft in Warwick
4.96 out of 5 average rating, 178 reviewsLuxe Loft 2 Warwick on Main St -Steam Shower!
Home in Napanoch
5.0 out of 5 average rating, 162 reviewsCozy Home on the Hill (Welcome to the country!)
Apartment in New Paltz
4.96 out of 5 average rating, 350 reviewsModena Mad House
Loft in Cornwall
4.86 out of 5 average rating, 403 reviewsCountry Getaway - Close to Hiking & Storm King
Cottage in Greenwood Lake
4.92 out of 5 average rating, 142 reviewsCozy home in the Village of Greenwood Lake
Cottage in Narrowsburg
4.99 out of 5 average rating, 148 reviewsCozy Cottage in Popular Narrowsburg
Cottage in Monticello
4.92 out of 5 average rating, 132 reviewsCozy Catskill Getaway Upstate NY - 5 min to casino
Other great vacation rentals in Middletown
Apartment in Wurtsboro
4.91 out of 5 average rating, 43 reviewsLovely 1-Bedroom Unit with Free Parking on Premise
Guest suite in Bloomingburg
5.0 out of 5 average rating, 32 reviewsHaven Hurst
Camper/RV in Walden
4.92 out of 5 average rating, 37 reviews2023 Cozy Camper w/ Firepit near Angry orchard
Tiny home in Cuddebackville
5.0 out of 5 average rating, 91 reviewsTiny House Unique stay! Former Feed Silo
Villa in New Hampton
5.0 out of 5 average rating, 29 reviewsLuxury School House W/ Heated Pool - 1 HR from NYC
Tiny home in Ellenville
4.97 out of 5 average rating, 39 reviewsRomantic 1900s schoolhouse
Home in Equinunk
5.0 out of 5 average rating, 83 reviewsArt House Bird Sanctuary at EBC Sculpture Park
Cottage in Middletown
4.96 out of 5 average rating, 51 reviews⌂ Backyard Porch ⌂ Cozy Getaway ⌂ Catskills Hikes
Quick stats about vacation rentals in Middletown
Total rentals
40 properties
Wifi availability
40 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
650 reviews
Nightly prices starting at
$40 before taxes and fees
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Middletown?
Yes! Work meets play with ease at over 20 vacation rentals in Middletown featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in apartment rentals in Middletown?
Experience the best of Middletown with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Middletown have wireless internet?
Absolutely! We offer over 20 house rentals with wireless internet in Middletown. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Middletown?
Middletown has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Middletown have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Middletown. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Middletown?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wireless internet, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- New City Vacation rentals
- Long Island Vacation rentals
- Newark Vacation rentals
- Pocono Mountains Vacation rentals
- Washington Vacation rentals
- Deep Creek Lake Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom