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Middlesex Vacation Rentals

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Vacation Rentals in Middlesex

The Flatts at North Shore

3.5 star property
9.8 out of 10, Exceptional, (87)
"The Flatts is one of the nicest properties I’ve stayed in while on vacation. The beds and pillows were super comfortable, and the host/owner had impeccable customer service. I highly recommend this beautiful condo."
The Flatts at North Shore

Adirondack Style Lodge - Minutes from Keuka Lake, Wineries.

10.0 out of 10, Exceptional, (254)
"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."
Adirondack Style Lodge - Minutes from Keuka Lake, Wineries.

Your Destination For July 4th!!!

10.0 out of 10, Exceptional, (6)
"Perfect spot for pur parents weekend!"
Your Destination For July 4th!!!

Cozy Two Bedroom Home Next to Canadaigua Lake Private 9+ Acres

6.0 out of 10, (2)
"Loved the primitive furniture, beautiful hardwood floors and live edge countertop!! Great location and close to stores! "
The price is CA $322
CA $570 total
includes taxes & fees
Jul 7 - Jul 8
Cozy Two Bedroom Home Next to Canadaigua Lake Private 9+ Acres

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

10.0 out of 10, Exceptional, (233)
"We had a wonderful time at this house! "
The price is CA $367
CA $637 total
includes taxes & fees
Jul 20 - Jul 21
Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

Large Lakefront Lodge on Canandaigua Lake Sleeps 22 Guests!

9.6 out of 10, Exceptional, (62)
"Family reunion, we rented a boat, excellent accommodations !"
Large Lakefront Lodge on Canandaigua Lake Sleeps 22 Guests!

THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!

9.8 out of 10, Exceptional, (51)
"Great stay!"
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!

Birchwood Cottage, 200ft of Lake Beach-Fully flat lot -Private Driveway

9.6 out of 10, Exceptional, (42)
"This property was perfect for our group of 8. We enjoyed having our coffee by the lake in the morning and there was plenty of space for us to prepare our meals. Would highly recommend this property!"
Birchwood Cottage, 200ft of Lake Beach-Fully flat lot -Private Driveway

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

9.6 out of 10, Exceptional, (137)
"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."
The price is CA $214
CA $275 total
includes taxes & fees
Jul 7 - Jul 8
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

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

3.0 star property
9.8 out of 10, Exceptional, (60)
"Great place overlooking the lake, we enjoyed sitting in the deck taking in the view."
The price is CA $302
CA $509 total
includes taxes & fees
Jul 15 - Jul 16
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

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

2.0 star property
10.0 out of 10, Exceptional, (17)
"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. "
Renovated Cabin, with custom craftwork, in Picturesque Finger Lakes Wine Country

Seneca Hideaway/Sunken Vessel/Hot Tub

2.0 star property
10.0 out of 10, Exceptional, (2)
"The property was perfect Quite relaxing host was super nice All in all it was exactly what we were looking for great long weekend. We will be returning next year."
Seneca Hideaway/Sunken Vessel/Hot Tub

Pine Grove Cabin

9.0 out of 10, Wonderful, (2)
"We just needed a place without light pollution near Lincoln hill farm, so we could go to a concert, then lay in the grass and see some meteors. Pretty great."
The price is CA $97
CA $215 total
includes taxes & fees
Jul 7 - Jul 8
Pine Grove Cabin

Experience wine country magic with several wineries nearby and memorable tasting

9.8 out of 10, Exceptional, (160)
"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."
Experience wine country magic with several wineries nearby and memorable tasting

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

9.8 out of 10, Exceptional, (133)
"Lots to do in the area and right on the property. The cabin is small, but very nice, well maintained and cleaned. I would definitely stay there again!"
The price is CA $165
CA $216 total
includes taxes & fees
Jul 8 - Jul 9
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016

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

9.6 out of 10, Exceptional, (33)
"Wonderful gem right on the water. Close to great breweries! Very clean and private. Looking forward to booking again."
Cozy All Season Bungalow right on the Lake wine and brewery trail.

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

10.0 out of 10, Exceptional, (6)
"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!"
Finger Lakes Chalets – Pool is Open! Up the hill from Canandaigua Lake!

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

9.6 out of 10, Exceptional, (126)
"Had a great time and the cabin was great! Great hospitality, and it was a nice getaway."
Newly Renovated Rustic Cabin w/WiFi in the Heart of the Finger Lakes

Pet-Friendly Seneca Lake Home w/ Private Deck

9.6 out of 10, Exceptional, (38)
"Loved our stay ❤️"
Pet-Friendly Seneca Lake Home w/ Private Deck

Wildflower-Seneca Lake-Water View-Hot Tub-Wine Trail - Pets, Steps to Lake-Acre of Privacy

8.6 out of 10, Excellent, (100)
"Home was very clean, had everything we needed and more.. great location short walk to look at the lake"
Wildflower-Seneca Lake-Water View-Hot Tub-Wine Trail - Pets, Steps to Lake-Acre of Privacy
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Are there vacation rentals in Middlesex?

Yes, we offer vacation rentals near popular attractions in Middlesex, or you can go with a more remote option if you're looking for a relaxing stay.

What's the top vacation rental in Middlesex?

Your Destination For July 4th!!!: This vacation home rental outside of Middlesex is located in a rural location and has a private yard, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Middlesex?

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

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 larger area, you’ll find West River Marsh and Bristol Mountain Ski Resort.

What are vacation rentals like in Middlesex?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Middlesex. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family trip.