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Check prices for these dates

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Aug 22 - Aug 24
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Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Cottages in Middlesex

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

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

3.0 star property
9.8 out of 10, Exceptional, (66)
"Great place overlooking the lake, we enjoyed sitting in the deck taking in the view."
The price is ￥32,664
￥54,627 total
includes taxes & fees
Sep 10 - Sep 11
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!
Experience wine country magic with several wineries nearby and memorable tasting
Property grounds

Experience wine country magic with several wineries nearby and memorable tasting

9.8 out of 10, Exceptional, (165)
"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
That Cottage by the Lake!!
Exterior

That Cottage by the Lake!!

9.8 out of 10, Exceptional, (13)
"Truly enjoyed our weekend at this property. Wonderfully located and host was so responsive. Would gladly stay again."
The price is ￥31,629
￥59,742 total
includes taxes & fees
Aug 17 - Aug 18
That Cottage by the Lake!!
Cottage on Conesus lake w private shared beach, dock, fireplace & AC
Terrace/patio

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

2.0 star property
9.2 out of 10, Wonderful, (7)
"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!"
Cottage on Conesus lake w private shared beach, dock, fireplace & AC
Relax and Enjoy your time at the Lake
Outdoor dining

Relax and Enjoy your time at the Lake

10.0 out of 10, Exceptional, (115)
"This is our second stay here and plan on making it an annual event as the location is superb if you like quiet, beaty, and good fishing.has been the most relaxing vacation hands down."
Relax and Enjoy your time at the Lake
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
Exterior

Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..

8.8 out of 10, Excellent, (212)
"Love the area loved the place just was very dirty :(. "
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
Charming 2-bedroom cottage on serene Seneca Lake! Close to wineries, waterfalls!
Exterior

Charming 2-bedroom cottage on serene Seneca Lake! Close to wineries, waterfalls!

9.0 out of 10, Wonderful, (4)
"Cozy cabin on the lake."
Charming 2-bedroom cottage on serene Seneca Lake! Close to wineries, waterfalls!
Pet friendly 4-bedroom cottage in fabulous Penn Yan with WiFi, AC and more
Exterior

Pet friendly 4-bedroom cottage in fabulous Penn Yan with WiFi, AC and more

10.0 out of 10, Exceptional, (4)
"The property worked very well for our family. Nice accommodations. Friendly touch with banana nut bread and jam to welcome us. "
Pet friendly 4-bedroom cottage in fabulous Penn Yan with WiFi, AC and more
Lakeside Lodi Hideaway w/ Dock & Nearby Parks
Property grounds

Lakeside Lodi Hideaway w/ Dock & Nearby Parks

9.4 out of 10, Exceptional, (3)
"We had a fantastic stay. The house is very clean, looks like a fresh reno. Kitchen was well thought out, everything in working order. House felt spacious for 2 couples. Bathroom was clean and roomy. We hooked bc we brought a small sailboat which we put right into the water easily. Had fun sailing, sitting on the dock, floating in our tubes, swimming. Small private road with houses close together but it was super quiet both at the house and on the water. Was concerned that staying right next to...
Lakeside Lodi Hideaway w/ Dock & Nearby Parks
Charming Vintage Lakefront Cottage on Seneca Lake
Property grounds

Charming Vintage Lakefront Cottage on Seneca Lake

10.0 out of 10, Exceptional, (1)
"Nice relaxing weekend. "
Charming Vintage Lakefront Cottage on Seneca Lake
Fall in love with Keuka at Keuka Kara
Terrace/patio

Fall in love with Keuka at Keuka Kara

9.8 out of 10, Exceptional, (79)
"Great location on the water with fully stocked house. Close to wineries. Nice setup for a large group of people-most bedrooms have their own bathroom."
Fall in love with Keuka at Keuka Kara
Serene 2BR Cottage on 180ft of Private Keuka Lakefront
Terrace/patio

Serene 2BR Cottage on 180ft of Private Keuka Lakefront

8.8 out of 10, Excellent, (20)
"Great location in a cozy cottage"
Serene 2BR Cottage on 180ft of Private Keuka Lakefront
Pet-Friendly Honeoye Cottage Rental: Walk to Lake!
Exterior

Pet-Friendly Honeoye Cottage Rental: Walk to Lake!

9.6 out of 10, Exceptional, (8)
"The cottage is in a sweet lakeside community. It was very quiet and easily accessible in the snow. Great for a family gathering."
Pet-Friendly Honeoye Cottage Rental: Walk to Lake!
Fossil Beach: "Canandaigua Lake Retreat and Memorable Views!"
Property grounds

Fossil Beach: "Canandaigua Lake Retreat and Memorable Views!"

9.4 out of 10, Exceptional, (24)
"Big, clean and comfortable home in front of lake. Privacy and amenities are wonderful. We had a great time in this place"
The price is ￥276,668
￥453,552 total
includes taxes & fees
Aug 31 - Sep 1
Fossil Beach: "Canandaigua Lake Retreat and Memorable Views!"
Finger Lakes Cottage
Terrace/patio

Finger Lakes Cottage

10.0 out of 10, Exceptional, (86)
"We had a great stay at this house! Perfect for the Cayuga wine trail events! "
Finger Lakes Cottage
Cozy Creek Cottage, situated between the beautiful rolling hills of Italy, NY
Fridge, microwave, oven, stovetop

Cozy Creek Cottage, situated between the beautiful rolling hills of Italy, NY

9.6 out of 10, Exceptional, (19)
"Quiet little place, clean and in the right location. Thank you for the great stay."
Cozy Creek Cottage, situated between the beautiful rolling hills of Italy, NY
Finger Lakes Cottage Getaway
Exterior

Finger Lakes Cottage Getaway

10.0 out of 10, Exceptional, (47)
"Enjoyed this little getaway. Perfect spot for me and my wife "
Finger Lakes Cottage Getaway
New 2024 Firefly Cottage in the heart of the FingerLakes. Amazing Vineyard views
Exterior

New 2024 Firefly Cottage in the heart of the FingerLakes. Amazing Vineyard views

10.0 out of 10, Exceptional, (11)
"We've stayed at the Finger Lakes for many years. This time, it's been one of the best."
New 2024 Firefly Cottage in the heart of the FingerLakes. Amazing Vineyard views
Stay at this charming one bedroom cottage and enjoy exploring the Finger Lakes.
Microwave, oven, stovetop, dishwasher

Stay at this charming one bedroom cottage and enjoy exploring the Finger Lakes.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Everything was easy from checking in to enjoying this beautiful home...Dennis' place is top notch and he has thought of everything to make your stay comfortable. "
Stay at this charming one bedroom cottage and enjoy exploring the Finger Lakes.
Keuka Waterfront 2-bedroom cottage with Wi-Fi and AC. Sleeps 6
Exterior

Keuka Waterfront 2-bedroom cottage with Wi-Fi and AC. Sleeps 6

10.0 out of 10, Exceptional, (3)
"This was a perfect house for our group of 2 adults and a teenager. The water is so clear here and the house was very clean. The a/c was a lifesaver! Would love to stay here again."
Keuka Waterfront 2-bedroom cottage with Wi-Fi and AC. Sleeps 6
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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Top Middlesex Hotel Reviews

Best Western Plus The Hammondsport Hotel

Best Western Plus The Hammondsport Hotel

10/10 Excellent
"It was very accessible to many wineries which is why we come here and very well maintained with great breakfast included"
Sharon 3-night trip
Posted 1 day ago
Best Western Plus The Hammondsport Hotel

Frequently asked questions

How much do cottages in Middlesex cost?
Prices for cottages in Middlesex range between ￥31,629 and ￥276,668 per night. No matter your budget, you're sure to find the ideal place to immerse yourself in nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Middlesex with Expedia?
Booking a cottage in Middlesex is as simple as clicking on your travel dates and picking an ideal place for a vacation in the outdoors. From upmarket retreats to inexpensive stays and cottages that have amenities like laundry facilities, Expedia has something for all tastes. As for the best offers around? We've got them too!
How can I find cheap cottages in Middlesex?
A good way to spot cheap cottages in Middlesex is with Expedia's useful filter tool. Narrow down your search by star rating, amenities and budget to take advantage of awesome prices in just a few clicks.