Middlesex Holiday Rentals from €150: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Middlesex has to offer?

Keuka East: Spacious & Comfy : This holiday home rental outside Middlesex is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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Our top choices for Middlesex holiday rentals

1. Beautiful Newly Renovated 1900s Farm House On 9 Acres

Rushville

ERIC W.

includes taxes & fees

21 Sept - 22 Sept

A living room with a brown leather sofa, a wooden coffee table, a TV mounted on the wall, and a window with blinds.

2. Beautiful Tiny home Near The Lake

Canandaigua

Chrissy D.

includes taxes & fees

14 Oct - 15 Oct

3. Lovely 1 Bed Ranch Close to all Attractions

Canandaigua NY

"There is NO house number on the building. The host did NOT provide us with info prior to arrival, we had to message him to get access. It appeared that check in was at 4:00, but turned out it was 3:00. The actual property appearance does NOT look like the pictures online. Outside is overgrown, dirty and cobweb’s everywhere. Inside smells musty and gross. Flies everywhere, spiders in the bathroom and shower. It was not clean under the bed. There’s no bathroom soaps or wash clothes and the towels...

Anonymous traveller

includes taxes & fees

23 Sept - 24 Sept

A yurt with a central skylight, a bed with a 'OFFLINE' sign, a woven chair, and a patterned rug.

4. Achsah Mongolian Round Tent & Breakfast in Finger Lakes Wine Country region

Rushville

"We so much enjoyed our two night's stay at Rainey and Jeff's campground and can't wait to return. Upon arrival, Rainey showed us around the campground, led us to our adorably decorated yurt and invited us to join the campfire later that evening for gourmet smores. We opened a bottle of wine and sat on the egg swings for a while, enjoying the sound of the bullfrogs and the beautiful surroundings. Later we enjoyed sitting by the campfire talking with the other guests and Rainey and Jeff. After a...

Stephanie M.

includes taxes & fees

25 Sept - 26 Sept

A group of Adirondack chairs arranged around a fire pit in a forested area with a small cabin in the background.

5. Savannah Safari Tent & Breakfast-FLX Glamping

Rushville

Faithann B.

includes taxes & fees

25 Sept - 26 Sept

A cozy cabin interior with a sectional sofa, wooden ceiling, white cabinets, and a kitchenette.

6. Finger Lakes Cottage

Prattsburgh

Jessica W.

includes taxes & fees

12 Oct - 13 Oct

A waterfall cascading over rocks into a pool, surrounded by greenery.

7. Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016

Penn Yan

Jeffrey

includes taxes & fees

21 Sept - 22 Sept

A bedroom with a bed, a nightstand, a window with curtains, a door, and a ceiling fan.

8. Private Backyard & Deck · Family-Friendly

Penn Yan

includes taxes & fees

30 Sept - 1 Oct

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Top Middlesex Hotel Reviews

The Lake House on Canandaigua

10/10 Excellent

"I had a wonderful time at the Lake House. The property was well maintained, the food was amazing, and the atmosphere was terrific. I was looking for a calm and relaxing stay on the lake, and that is exactly what I got!"

Holiday Inn Express & Suites Geneva Finger Lakes by IHG

10/10 Excellent

"The staff was great & very friendly. The room was clean, just a little dusty, the bed was soft, but this seems to be a theme with many hotels. There was a wonderful restaurant less than a 3 minute walk away, luckily we got a table without a reservation. This hotel has the BEST breakfast! So many choices & hot oatmeal ( not instant ). I would stay here again."

Find out more about Middlesex

Everything you need to know about Middlesex holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middlesex holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlesex holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middlesex holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middlesex. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middlesex holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middlesex holiday rentals we have selected for you start as low as €150 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middlesex rentals

At Expedia, we put the best Middlesex holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middlesex rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlesex holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlesex. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there holiday rentals in Middlesex?

Yes, there are holiday rentals close to the most popular sights in Middlesex, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Middlesex has to offer?

Keuka East: Spacious & Comfy: This holiday home rental outside Middlesex is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Middlesex?

Choose from 11 Expedia holiday rentals in Middlesex for a memorable holiday.

What can I see and do in Middlesex?

Canandaigua Lake and Clarks Gully are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find West River Marsh and Bristol Mountain Ski Resort.

What are holiday rentals like in Middlesex?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middlesex. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family trips.

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Our top choices for Middlesex holiday rentals