Middlesex Holiday Rentals from €180: Search Short-Term Rentals

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Holiday Rentals in Middlesex

"The property was in a great location and had everything we needed. The bedrooms and bathrooms are spacious and the owners were great ! "

"Lovely cabin with great views."

includes taxes & fees

16 Aug - 17 Aug

"Great location, house is beautiful and we had plenty of room. There are 2 livings rooms- one is a little secluded so u didn’t wake anyone that wanted to sleep in. Love sitting on the couch and being able to see the water.I would recommend this house to anyone. Amanda was very responsive and very easy to connect with."

"Everything about our stay was amazing! We had a great time relaxing by the pool, and seeing what the lake had to offer. The house itself is perfect, and the manager of the home was very accommodating and fast to respond to questions. Will 100% be back!"

"We had a really a great time on an overnight mid-week get away at the property. For not much more than what we would have spent on a lousy hotel we got the full vacation vibe. The space is modern, private and fully equipped with everything you need. "

includes taxes & fees

18 Aug - 19 Aug

"We stayed one night, & it met our needs for a place to sleepy& shower after a friends wine tasting. We hope to stay there again when in the area. Mary, & her family were friendly & helpful."

includes taxes & fees

7 Aug - 8 Aug

"Super nice host. Everything was clean and in good condition!"

includes taxes & fees

3 Aug - 4 Aug

"My husband and I stayed at the cabin for a couple of nights as I had a booth at the Keuka Arts Festival nearby. It was the perfect place to relax after long busy days at the festival. We loved how peaceful and cosy it was, how clean everything was, and how clear all the directions on what to expect were. There were no surprises. We would definitely stay here again in the future."

"The house was perfect for my friends and I (four of us in total). Really clean and comfortable place to stay, with all the amenities that we needed for a couple nights. Would absolutely stay here again if I'm back in the area. "

"Loved our stay ❤️"

"Wonderful gem right on the water. Close to great breweries! Very clean and private. Looking forward to booking again."

"We had a nice stay! Very beautiful and quiet. The cabin was cute and had plenty of space for my dog and I! We would definitely recommend and return!"

"The house is tiny but nicely designed and built. It has all the necessities, a fire pit, a grill (outdoor) and direct access to a private dock where you can enjoy the lake view and fishing. We are also glad to know we are the first guests so everything is brand new. We enjoyed our stay. My kids love the fire pit, grill, house etc. My husband loves the fishing. By the way, it’s easy to fish; we caught 8 fish in about half hours. The house is close to a lot of attractions, e.g. finger lake area,...

includes taxes & fees

17 Aug - 18 Aug

"Great place overlooking the lake, we enjoyed sitting in the deck taking in the view."

includes taxes & fees

27 Aug - 28 Aug

"Lovely clean cabin with great ac. A great hot tub as well. Thanks!"

"Perfect spot for pur parents weekend!"

"The location and overall property was great. The doggie door and fenced yard was perfect. Property was super clean and beds comfortable. Would recommend staying there."

"Nice secluded cabin. Clean and well stocked. Only complaint is the birds and bees both had homes on the back porch under the grill and they did not enjoy us visiting! Grill is in needs some fixing (ignitor and plates), but it was doable! Otherwise, everything was great and as described. "

"This home looks NOTHING like this picture. The paint was peeling and the windows had been painted shut for years. The inside was FILTHY dirty. The showers, the kitchen (tiny microwave and refrigerator) were all disgusting. We tried to call the manager whom we never got and we had to get to a library to get the internet to tell Vrbo about the mess. We had to find a place to stay after a 12-hr. drive and the food in our cooler was getting too warm. We never heard from the manager and Vrbo gave us...

includes taxes & fees

2 Aug - 3 Aug

"Loved staying at this home. It was clean, simple and comfy. Adequately equipped with dishes, games, wine and local Finger Lakes Coffee. The views were nice, particularly the lake at night. Good food choices in nearby Penn Yan and convenient to many wineries on the trail. Great communication with the owner, Karl. I will definitely consider this property when making future trips to the Finger Lakes. Thank you!"

includes taxes & fees

6 Aug - 7 Aug

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Top Middlesex Hotel Reviews

Best Western Plus Vineyard Inn & Suites

10/10 Excellent

"Perfect for us!!"

Best Western Plus The Hammondsport Hotel

10/10 Excellent

"Very well-appointed hotel! Everyone went the extra mile, especially the breakfast staff. The facility was clean and top-notch in all ways. I had almost given up on Best Western, but now, I'm willing to give them another chance. This was one of the best places we've stayed in over the last several years. Keep up the good work!"

The Lake House on Canandaigua

10/10 Excellent

"Absolutely spectacular property! Everything is well thoughtout out, beautiful, delicious, and sparkling clean. the service is top notch. the didning is top of the line, the amenities are amazing and the views are truly special. This is one of my favorite properties, highly recommended!"

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 €180 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?

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!: This holiday home rental outside of Middlesex is located on the beach, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

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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Holiday Rentals in Middlesex

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Holiday Rentals in Middlesex

The Flatts at North Shore

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

Fully Furnished Seneca Lake Lakefront Rental

Finger Lakes Chalets – Pool is Open! Up the hill from Canandaigua Lake!

The Little Cabin By The Lake

Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

Canandaigua Lake access via 3 private beaches and park - RV with AC, hot tub

Adirondack Style Lodge - Minutes from Keuka Lake, Wineries.

Renovated Cabin, with custom craftwork, in Picturesque Finger Lakes Wine Country

Pet-Friendly Seneca Lake Home w/ Private Deck

Cozy All Season Bungalow right on the Lake wine and brewery trail.

Cottage on Conesus lake w private shared beach, dock, fireplace & AC

Welcome to Camp Waneta.

1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

Seneca Hideaway/Sunken Vessel/Hot Tub

Only A Few Summer Dates Left!!!!

Experience wine country magic with several wineries nearby and memorable tasting

Newly Renovated Rustic Cabin w/WiFi in the Heart of the Finger Lakes

Charming 3-bedroom house in nice Hammondsport with AC, WiFi

Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails

Top Middlesex Hotel Reviews

Best Western Plus Vineyard Inn & Suites

Plum Point Lodge

Americas Best Value Inn Farmington

Microtel Inn & Suites by Wyndham Farmington

Hampton Inn Penn Yan

Best Western Plus The Hammondsport Hotel

The Lake House on Canandaigua

41 Lakefront Hotel, Trademark Collection By Wyndham

Days Inn by Wyndham Geneva/Finger Lakes

Find out more about Middlesex

Frequently asked questions