A Luxury Rental 30 - Vacation Rentals in Middletown

Quaint country house nestled in the woods From US $250
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Hidden Gem From US $77
         

9.3 (3 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Child Friendly
Cottage Suites From US $288
         

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6.6 (7 Reviews)
Apartment
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House central Location with Home Gym From US $264
         

9.6 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Cozy Haven: A Romantic Retreat in our Tiny House! From US $211
         

6.8 (11 Reviews)
Cottage
  • Air Conditioner
  • TV
  • Balcony/Terrace

Luxury Places to Stay in Middletown

Over 60+ Luxury Places to Stay in or Near Middletown
Casa Manzara: Mountain Top Views, Pool + Hot Tub by Red Cottage From US $1,355
         

Residence Inn Middletown Goshen From US $251
         

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8.7 (89 Reviews)
Hotel
  • Air Conditioner
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  • Pet Friendly
Columbus Hotel From US $251
         

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6.0 (6 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Accessibility
Courtyard by Marriott Middletown Goshen From US $192
         

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7.4 (180 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Residence Inn by Marriott Middletown Goshen From US $190
         

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9.4 (315 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Charming 3-bedroom house with AC, WiFi in quaint Middletown From US $189
         

Holiday Inn Express & Suites - Middletown - Goshen by IHG From US $183
         

8.7 (423 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Middletown

Over 9+ Top-Rated Vacation Rentals with a Pool in or Near Middletown
La Quinta Inn & Suites by Wyndham Middletown-Goshen From US $125
         

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9.4 (926 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Candlewood Suites Middletown - Goshen by IHG From US $152
         

9.1 (33 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Private Pool
La Quinta Inn & Suites by Wyndham Middletown-Goshen From US $110
         

8.9 (573 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn by Hilton Middletown From US $91
         

8.6 (1011 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Courtyard by Marriott Middletown Goshen From US $109
         

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8.6 (1008 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Home2 Suites by Hilton Middletown From US $110
         

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8.6 (132 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn Middletown From US $162
         

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8.0 (236 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Middletown

Over 7+ Pet-Friendly Vacation Rentals in or Near Middletown
Tru By Hilton Middletown From US $96
         

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8.9 (474 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Madison Lodge - Port Jervis, Hudson River From US $291
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Wawayanda Lodge - Port Jervis, Hudson River From US $479
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
CHARMING BOHO-STYLE COTTAGE IN MIDDLETOWN NY From US $400
         

9.0 (2 Reviews)
Cottage
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
Cozy 3 Bedroom Home near Legoland and Shopping From US $200
         

4.6 (5 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Hudson Lodge - Port Jervis, Hudson River From US $175
         

3.5 (4 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

Large Vacation Homes & Villas in Middletown

Over 2+ Large Vacation Homes & Villas in or Near Middletown
Cottage Suites From US $133
         

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6.8 (23 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety

Wheelchair Accessible Vacation Homes in Middletown

Over 5+ Wheelchair Accessible Vacation Homes in or Near Middletown
Microtel Inn & Suites by Wyndham Middletown From US $84
         

5.9 (224 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Tru by Hilton Middletown From US $106
         

8.6 (951 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Super 8 by Wyndham Middletown From US $69
         

5.0 (435 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Microtel Inn & Suites by Wyndham Middletown From US $108
         

7.0 (1000 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Super 8 by Wyndham Middletown From US $83
         

6.2 (1007 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

Middletown Varoom and Airbnb Places to Stay Under $200

Over 20+ Middletown Varoom and Airbnb Places to Stay Under $200
Chic Haven: Modern and Stylish and Cozy Ambiance From US $138
         

Dangles Short Stays From US $63
         

4.0 (3 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating
Sunshine Retreat: Cozy and Warm Studio From US $138
         

8.4 (5 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Perfect Location w/ everything in a comfort single room From US $80
         

8.0 (1 Review)
House
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Luminous Studio: Vibrant Living Experience From US $138
         

6.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Middletown Stay. Close To ALL. From US $199
         

New
Apartment
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Lovely 1bedroom apartment located in a quiet neighborhood From US $199
         

New
Apartment
  • Air Conditioner
  • Bedding/Linens
  • Fireplace/Heating

Instantly Bookable Vacation Homes in Middletown

Over 11+ Instantly Bookable Vacation Homes in or Near Middletown
Central Studio Haven for Explorers From US $233
         

Superb and Cozy Studio From US $213
         

New
Condo
  • Air Conditioner
  • TV
  • Security/Safety
Contemporary Studio for Work and Play From US $203
         

New
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Sleek and Stylish Apartment in Middletown From US $172
         

New
Apartment
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  • TV
  • Security/Safety

About Middletown Vacation Rentals

With more than 69 Middletown vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, 30aluxuryrental 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 Middletown.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With 30aluxuryrental Middletown, 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 Middletown. Places to stay near Middletown are 562.03 ft² on average, with prices averaging $327 a night.

30aluxuryrental makes it easy and safe to find and compare vacation rentals in Middletown 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 Middletown

Type Count
Hotels with Suites 22
Vacation Homes 22
Holiday Apartments 16
Cottages 3
B&B 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Middletown

Pro Tip: 30aluxuryrental makes it easy to compare the best listings on 30aluxuryrental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between 30aluxuryrental 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 Middletown.

Weather in Middletown

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

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Complexes around Middletown, NY