Middletown vacation rentals
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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
Farm stay in New Paltz
4.92 out of 5 average rating, 612 reviewsThe 1772 Lefevre Stonehouse Suite
Oct 9 – 16
Loft in Warwick
4.96 out of 5 average rating, 173 reviewsLuxe Loft 2 Warwick on Main St -Steam Shower!
Apr 18 – 25
Home in Huguenot
4.98 out of 5 average rating, 229 reviewsStargaze Lodge
Oct 10 – 17
Apartment in Chester
4.96 out of 5 average rating, 335 reviewsLuxury Apt/Sugar Loaf/10 Min To LEGOLAND
Dec 22 – 29
Cottage in Newburgh
4.87 out of 5 average rating, 188 reviewsCozy Lake Cottage
May 27 – Jun 3
Guesthouse in Peekskill
4.94 out of 5 average rating, 209 reviewsPeekskill Carriage House Downtown Studio
Sep 1 – 8
Condo in Vernon Township
4.97 out of 5 average rating, 144 reviewsComfy Studio at Mountain Creek Resort
Aug 30 – Sep 6
Guest suite in Haverstraw
4.95 out of 5 average rating, 296 reviewsHaverstraw Hospitality Suite
Dec 12 – 19
Other great vacation rentals in Middletown
Guesthouse in Middletown
5.0 out of 5 average rating, 13 reviewsHudson Valley Retreat on 8 Acres
Aug 27 – Sep 3
Apartment in Wurtsboro
4.9 out of 5 average rating, 42 reviewsLovely 1-Bedroom Unit with Free Parking on Premise
Mar 31 – Apr 7
Home in Montgomery
5.0 out of 5 average rating, 9 reviewsEscape to serenity at the Pullman Cottage
May 3 – 10
Camper/RV in Walden
4.92 out of 5 average rating, 36 reviews2023 Cozy Camper w/ Firepit near Angry orchard
Jul 18 – 25
Cabin in Wurtsboro
5.0 out of 5 average rating, 8 reviewsEscape to a Streamside Cabin in the Catskills
Feb 5 – 12
Apartment in Chester
5.0 out of 5 average rating, 16 reviewsPrivate Country Getaway
Nov 23 – 30
Home in Warwick
4.9 out of 5 average rating, 86 reviewsRenovated 2 Bedroom Apartment in Heart of Village
Sep 30 – Oct 7
Home in Gardiner
4.97 out of 5 average rating, 37 reviewsModern Zen Chalet at the Foot of Gunks w Mt. View
Dec 1 – 6
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 house rentals in Middletown?
Experience the best of Middletown with our house rentals, starting at about $40 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 house rentals in Middletown have air conditioning?
Absolutely! We offer over 10 house 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 air conditioning, over 10 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.
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