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Middlesex vacation rentals

We found 468 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 9 homes and other vacation rentals in Middlesex that are perfect for your trip. Whether you're staying in a vacation rental with your kids and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, including parking and a TV. You'll be sure to find a rental for everyone's needs, including options that are accessible or non-smoking.

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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Explore the natural setting in Middlesex

Learn about the unique charm of Middlesex with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Middlesex

Are you hoping to discover things to do while you're in the area? Venture out of your cozy vacation rental and check out everything that makes Middlesex a one-of-a-kind vacation spot. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Bristol Mountain Ski Resort (7.5 mi / 12 km)
  • Roseland Waterpark (12.2 mi / 19.6 km)
  • Fox Run Vineyards (15.5 mi / 25 km)
  • Ravines Wine Cellars on Seneca Lake (16.9 mi / 27.3 km)
  • Keuka Lake Vineyards (19.3 mi / 31.1 km)
  • Bully Hill Vineyards (19.4 mi / 31.2 km)

Exploring the natural features in Middlesex

Whether you're looking for fun outdoor activities or just want to take in the scenery, Middlesex is a great place to spend some time outside. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Canandaigua Lake (5.4 mi / 8.7 km)
  • Keuka Lake State Park (11 mi / 17.8 km)
  • Honeoye Lake (12.8 mi / 20.7 km)
  • Sonnenberg Gardens and Mansion State Historic Park (13.3 mi / 21.4 km)
  • Keuka Lake Outlet Trail (14.2 mi / 22.8 km)
  • Keuka Lake (16.2 mi / 26 km)

Frequently asked questions

What is the most popular type of vacation rental accommodation in Middlesex?

According to our research, houses are the most desirable vacation property type in Middlesex. But having said that, everyone's idea of an awesome stay isn't going to be the same. Vrbo has vacation homes in a variety of sizes and shapes, and we'll help you locate the perfect fit.

How much does it cost to rent a vacation rental in Middlesex?

Length of stay, season and property type are among the factors that can determine the price of a vacation home. Simply add your travel dates to find your ideal escape. From cozy country cottages to expansive villas, all Vrbo vacation rentals provide incredible value.

How much does it cost to rent a beach house in Middlesex?

Prices for beach houses in Middlesex differ depending on the size and type of the property and when you're traveling. All you have to do is enter your travel dates into Vrbo and the number of guests to view vacation rental options and prices. From there you can use the filters to tailor your search results by ratings, amenities, nearby activities and more.

Are there pet-friendly vacation rentals in Middlesex?

Pack a travel bag and a bone for the pooch in your life because Middlesex has 14 stays that open their doors to pets. Let your four-legged buddy join in on the family trip at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and travel dates, then check our "Pets allowed" filter box.

What are popular rental amenities in Middlesex?

The most popular rental amenities people are searching for in Middlesex are a water view, a firepit and a fireplace. Whether you're hitting the road with family, friends or even pets, Vrbo vacation properties include the best amenities for starting a new adventure with the people who matter most.

Are there large group vacation rentals in Middlesex?

Choose from seven vacation properties in Middlesex that can accommodate 10 or more guests. Whether you're organizing a trip with the family or a special event, there's plenty of space to get your loved ones together under one roof.

Are there vacation rentals in Middlesex that welcome kids?

With 14 family-friendly vacation homes to choose from in Middlesex, now is an awesome time to introduce the kids to the thrills of travel. Just check our "Properties good for families" filter to search for stays loaded with amenities ideal for vacationing families, like dining rooms, backyards, hot tubs and bunk beds.

What are the top attractions for families in Middlesex?

Keeping the kiddos entertained during your Middlesex vacation is a breeze with these top family-friendly attractions:

  • Conklin Gully
  • Clarks Gully
  • Bristol Mountain Ski Resort

Are there one-bedroom vacation rentals in Middlesex?

You can choose from two one-bedroom rentals in Middlesex. Whether you're on the lookout for a cozy chalet or a cabin, our one-bedroom properties are great if you don't need a lot of space. One of the best parts about having your own digs? You won't ever have to share your vacation with strangers.

Can I find two-bedroom vacation rentals in Middlesex?

Middlesex has three two-bedroom properties that you can choose from. Experience a vacation home with all the comfort and privacy you want at a price that won't break the bank on Vrbo.

Are there vacation rentals with WiFi in Middlesex?

Whether you want to stay in touch with the news, make a video call or surf social media, there are six vacation homes with WiFi in Middlesex. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.

How can I find vacation rentals with air conditioning in Middlesex?

Middlesex has 14 vacation rentals where you'll be able to relax and recharge in air-conditioned comfort. To locate a property on Vrbo that provides this amenity, enter your travel dates and use the handy filter tool to select the "air conditioning" box.