Discover Your Perfect Middlesex County Vacation Homes

Best Vacation Homes in Middlesex County

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10.0 (25 Reviews)
Apartment
Sassy Diamond Crest
  • Air Conditioner
  • Parking
  • Security/Safety
View Availability
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10.0 (15 Reviews)
Apartment
Chill on the Hill
  • Air Conditioner
  • Parking
  • Pool
View Availability
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10.0 (2 Reviews)
Apartment
55 m² Apartment ∙ 2 bedrooms ∙ 5 guests
  • 592 ft² Apartment
  • Air Conditioner
  • Parking
  • TV
View Availability
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Why Choose Rent By Owner for your Middlesex County Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Weekly Weather Forecast for Middlesex County

How to Book Your Middlesex County Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Middlesex County

More Top-Rated Vacation Rentals in Middlesex County Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Other Places to Stay in Middlesex County

Jamaica
Jamaica Vacation Rentals
North Coast
North Coast Vacation Rentals
Saint Ann
Saint Ann Vacation Rentals
Ocho Rios
Ocho Rios Vacation Rentals
Ocho Rios
Ocho Rios Vacation Rentals
Clarendon
Clarendon Vacation Rentals
Saint Catherine
Saint Catherine Vacation Rentals
Thompson Town
Thompson Town Vacation Rentals
Morgans Pass
Morgans Pass Vacation Rentals
Saint Mary
Saint Mary Vacation Rentals
Portmore
Portmore Vacation Rentals
St. Ann's Bay
St. Ann's Bay Vacation Rentals
More Places to Stay Near Middlesex County

Middlesex County Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in Middlesex County?

There are a lot of options in Middlesex County. If you plan on staying in the Middlesex County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Middlesex County:

2. How many vacation rentals have private pools in Middlesex County?

There are 682 vacation rentals with private pools near Middlesex County. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Middlesex County are best for families?

If you are looking for a family-friendly vacation home in Middlesex County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Middlesex County:

4. How many Rentbyowner vacation rentals are available in Middlesex County?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 4316 in the Middlesex County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Middlesex County. 

Middlesex County Top Rated Vacation Rentals

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