Holiday Castles - Vacation Rentals in Middlestown

Property Image From $766
         

10.0 (2 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety
Property Image From $464
         

8.5 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Property Image From $465
         

10.0 (5 Reviews)
Apartment
  • 1076 ft² Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From $1,888
         

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New
Cottage
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Property Image From $286
         

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10.0 (6 Reviews)
Villa
  • Parking
  • View
  • Balcony/Terrace
Property Image From $361
         

Property Image From $269
         

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9.7 (34 Reviews)
House
  • Parking
  • View
  • Security/Safety

Luxury Places to Stay in Middlestown

Over 41+ Luxury Places to Stay in or Near Middlestown
Property Image From $764
         

9.7 (17 Reviews)
House
  • Parking
  • View
  • Balcony/Terrace
Property Image From $638
         

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New
House
  • Parking
  • Pet Friendly
  • View
Property Image From $367
         

New
House
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Property Image From $354
         

Property Image From $320
         

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9.6 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Property Image From $282
         

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9.1 (18 Reviews)
House
  • Parking
  • Security/Safety
  • Guest Services

Top-Rated Vacation Rentals with a Pool in Middlestown

Over 1+ Top-Rated Vacation Rentals with a Pool in or Near Middlestown
Property Image From $100
         

9.0
Bed & Breakfast
  • Pet Friendly
  • Pool
  • TV

Pet-Friendly Vacation Rentals in Middlestown

Over 15+ Pet-Friendly Vacation Rentals in or Near Middlestown
Property Image From $83
         

New
Apartment
  • Pet Friendly
  • Internet
  • Laundry
Property Image From $132
         

9.2 (38 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Property Image From $136
         

10.0 (2 Reviews)
Cottage
  • Parking
  • Pet Friendly
  • TV
Property Image From $1,457
         

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New
Cottage
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Property Image From $332
         

Property Image From $36
         

6.6 (335 Reviews)
House
  • Pet Friendly
  • Balcony/Terrace
  • Security/Safety
Property Image From $131
         

8.5 (846 Reviews)
Hotel
  • Parking
  • Pet Friendly
  • Wheelchair Accessible

Large Vacation Homes & Villas in Middlestown

Over 1+ Large Vacation Homes & Villas in or Near Middlestown
Property Image From $302
         

New
House
  • Pet Friendly
  • Bedding/Linens
  • Child Friendly

Wheelchair Accessible Vacation Homes in Middlestown

Over 5+ Wheelchair Accessible Vacation Homes in or Near Middlestown
Property Image From $112
         

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8.0 (1454 Reviews)
Hotel
  • Parking
  • Pet Friendly
  • View
Property Image From $71
         

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8.2 (511 Reviews)
Hotel
  • Parking
  • TV
  • Wheelchair Accessible
Property Image From $102
         

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7.5 (620 Reviews)
Hotel
  • Parking
  • TV
  • View
Property Image From $54
         

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7.8 (1016 Reviews)
Hotel
  • Parking
  • TV
  • Wheelchair Accessible
Property Image From $56
         

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7.3 (3315 Reviews)
Hotel
  • Parking
  • TV
  • Wheelchair Accessible

Middlestown Varoom and Airbnb Places to Stay Under $200

Over 13+ Middlestown Varoom and Airbnb Places to Stay Under $200
Property Image From $71
         

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8.9 (69 Reviews)
Apartment
  • Security/Safety
  • Fireplace/Heating
  • Guest Services
Property Image From $136
         

Property Image From $153
         

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9.0 (174 Reviews)
Hotel
  • Parking
  • TV
  • Balcony/Terrace
Property Image From $149
         

New
House
  • Pet Friendly
  • Bedding/Linens
  • Fireplace/Heating
Property Image From $164
         

8.8 (25 Reviews)
House
  • Parking
  • View
  • Balcony/Terrace
Property Image From $93
         

New
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens

About Middlestown Vacation Rentals

With more than 50 Middlestown vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Holidaycastles and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Middlestown.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Holidaycastles Middlestown, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Middlestown. Places to stay near Middlestown are 413.79 ft² on average, with prices averaging $315 a night.

Holidaycastles makes it easy and safe to find and compare vacation rentals in Middlestown with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Middlestown

Type Count
Vacation Homes 20
Holiday Apartments 11
Hotels with Suites 10
Cottages 6
B&B 1
Others 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Middlestown

Pro Tip: Holidaycastles makes it easy to compare the best listings on Holidaycastles homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Holidaycastles homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Middlestown.

Weather in Middlestown

View the weather forecast for Middlestown before booking your Middlestown Vacation Rentals to confirm your best time to go.

December - February
High 43°F       Low 32°F
March - May
High 61°F       Low 36°F
June - August
High 63°F       Low 48°F
September - November
High 58°F       Low 35°F