Compare Cottages, Resorts, & Rentals in Middlesex County, Jamaica
About Middlesex County Vacation Rentals
There are over 4222 amazing vacation rentals available in Middlesex County. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Middlesex County.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Middlesex County, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Middlesex County. The average size of places to stay near Middlesex County is approximately 1087.94 ft², with prices averaging US $609 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Middlesex County. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods Middlesex County, JM
Frequently Asked Questions About Middlesex County?
What are the top cottages, summer homes, and lake houses in Middlesex County?
- Luxury Beach House ~ Butler, Chef & Private Beach for an Unforgettable Stay
- NEW LUXURY VILLA/AMZING OCEAN VIEW/PRIVT KITCHEN/BATHR/LIVING RM/POOL/JACUZZI
- Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool
- Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
- Beautiful Beachfront1 Bedroom Condo D18, Ocho Rios, Jamaica
- Villa Paradiso, Mammee Bay, Ocho Rios, Jamaica
- Allamanda Villa- Tryall Resort Membership- van/driver- nanny
- Jaquar Villas - Exclusive 20 bedroom Property for Reunions, Weddings, events
- Siesta - Spacious Seaside villa, modern, spectacular location, pool, cook
- Queens Cottage 4-Beachfront Villa - Swimming pool, staff, Newly refurbished!
How many rentals, hotels, or resorts are available in Middlesex County?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 4222 properties listed by Vacation Cottage in the Middlesex County area for the year 2025, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Middlesex County.
Nearby Neighborhood (13)
| Neighborhood | Property Count |
|---|---|
| Caribbean Estates Rental Cottages and Private Getaways in Middlesex County, JM | 49 |
| Mammee Bay Estates Rental Cottages and Private Getaways in Middlesex County, JM | 37 |
| River Oaks Rental Cottages and Private Getaways in Middlesex County, JM | 25 |
| Great Pond Rental Cottages and Private Getaways in Middlesex County, JM | 1143 |
| New Buckfield Rental Cottages and Private Getaways in Middlesex County, JM | 1123 |
| Bridgeport Rental Cottages and Private Getaways in Middlesex County, JM | 326 |
| Crystal Cove Rental Cottages and Private Getaways in Middlesex County, JM | 1209 |
| Caribbean Park Rental Cottages and Private Getaways in Middlesex County, JM | 427 |
| Spanish Town Zone Rental Cottages and Private Getaways in Middlesex County, JM | 121 |
| Greenwich Estate Rental Cottages and Private Getaways in Middlesex County, JM | 471 |
| West Cumberland Rental Cottages and Private Getaways in Middlesex County, JM | 327 |
| Horizon Park Rental Cottages and Private Getaways in Middlesex County, JM | 114 |
| Cave Hill Estate Rental Cottages and Private Getaways in Middlesex County, JM | 41 |
