180+ Vacation Rentals & Holiday Homes in Middlesex |
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Middlesex Accommodations - Hotels & Rentals

About Middlesex Vacation Rentals

Discover More than 180 Incredible Getaway Rentals Available in Middlesex. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Middlesex.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Middlesex, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Middlesex. The Average Size of Places to Stay Near Middlesex is 1457.68 ft², with Prices Averaging US $554 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Middlesex. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Middlesex

Type Count
Vacation Homes 98
Cottages 24
Holiday Apartments 3

Use these Quick Filters to Find a Vacation Rental in Middlesex

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Middlesex with Online Reservations.

Weather in Middlesex, NY

View the weather forecast for Middlesex before booking your Middlesex 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

Activities MiddlesexGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World MiddlesexGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Clarks Gully
Hill Cumorah Visitors Center
Keuka Lake
CMAC Performing Arts Center
Bristol Mountain Ski Resort
Finger Lakes Gaming and Racetrack
CaNonedaigua Lake
Hobart and William Smith Colleges
Three Brothers Wineries and Estates
Keuka College
Conesus Lake
Seneca Lake State Park
Honeoye Lake
Keuka Lake State Park
Ventosa Vineyards
Hunt Hollow
Sampson State Park
Ontario County Park at Gannett Hill
Finger Lakes Wine Center
Rose Hill Mansion

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Clarks Gully 31 Properties

Frequently Asked Questions About Middlesex?

What are the top hotels, lake houses & vacation rentals in Middlesex?

We provide an array of great vacation destinations in Middlesex. If you are looking to stay in or around the Middlesex area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Middlesex:

How many Hotels & Vacation Rentals have private pools in Middlesex?

We have 2 Hotels & Vacation Rentals featuring a private pool in and near Middlesex. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Middlesex is best for families?

Searching for a family-friendly getaway in Middlesex? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Middlesex?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 180 in the Middlesex area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Middlesex.


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