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
Apartment in New Paltz
4.96 out of 5 average rating, 346 reviewsModena Mad House
Aug 24 – 31
Loft in Warwick
4.96 out of 5 average rating, 171 reviewsLuxe Loft 2 Warwick on Main St -Steam Shower!
Oct 20 – 27
Condo in Vernon Township
4.97 out of 5 average rating, 144 reviewsComfy Studio at Mountain Creek Resort
Nov 23 – 30
Cabin in Vernon Valley
4.97 out of 5 average rating, 344 reviewsSerenity Cabin, the historic waterfall cabin!
Jan 25 – Feb 1
Home in Middletown
4.94 out of 5 average rating, 100 reviewsSpringtime farm escape with hot tub and amenities
Jul 18 – 25
Cabin in Kingston
4.98 out of 5 average rating, 332 reviewsCome Stay in "The Shoe"
Apr 12 – 19
Guest suite in Haverstraw
4.95 out of 5 average rating, 295 reviewsHaverstraw Hospitality Suite
Apr 6 – 13
Guest suite in Warwick
4.95 out of 5 average rating, 267 reviewsSuite on Longhouse Creek
Jan 14 – 21
Other great vacation rentals in Middletown
Cottage in Newburgh
4.88 out of 5 average rating, 187 reviewsCozy Lake Cottage
May 27 – Jun 3
Condo in Middletown
5.0 out of 5 average rating, 13 reviewsChic Haven: Modern & Stylish and Cozy Ambiance
Dec 1 – 8
Guesthouse in Middletown
5.0 out of 5 average rating, 11 reviewsHudson Valley Retreat on 8 Acres
Jul 10 – 17
Home in Montgomery
5.0 out of 5 average rating, 8 reviewsEscape to serenity at the Pullman Cottage
May 3 – 10
Apartment in Wurtsboro
4.9 out of 5 average rating, 42 reviewsLovely 1-Bedroom Unit with Free Parking on Premise
Apr 10 – 17
Camper/RV in Walden
4.92 out of 5 average rating, 36 reviews2023 Cozy Camper w/ Firepit near Angry orchard
Aug 17 – 24
Home in Warwick
4.89 out of 5 average rating, 84 reviewsRenovated 2 Bedroom Apartment in Heart of Village
Oct 10 – 17
Apartment in Chester
5.0 out of 5 average rating, 15 reviewsPrivate Country Getaway
Dec 31 – Jan 7
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.
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
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes