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Featured Cottages in Middlesex

Beautiful Views, Sunrises, Pet Friendly, Comfortable!
Outdoor dining

Beautiful Views, Sunrises, Pet Friendly, Comfortable!

10.0 out of 10, Exceptional, (95)
"Simply perfect! This super well-stocked and clean cottage was just what I needed for a quiet, restful getaway. The gas fireplace and rocking chair on the dock were the cherries on top. And it was a great location to tons of wineries and Geneva if you need to go out--but why would you want to leave, lol!"
Beautiful Views, Sunrises, Pet Friendly, Comfortable!
Cottage on Conesus lake w private shared beach, dock, fireplace & AC
Property grounds

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"Nice clean cottage not too far from stores & restaurants also Letchworth park is nice. Plenty of dishes towels and linens. Will stay again. "
Cottage on Conesus lake w private shared beach, dock, fireplace & AC
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..

8.6 out of 10, Excellent, (189)
"We stayed here right after our wedding for a mini honeymoon. The location is private and quiet and just a very short drive to downtown Naples. The host were absolutely fabulous and wonderful with communication. We highly recommend! "
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
Junius Pond
Cottage

Junius Pond

3.0 star property
4.0 out of 10, (2)
"Made reservation through 3rd party. Office had no record of it when I was checking in. I had to show that my account was debited for the rental. Area is very crowded with RVs. Was greeted by campers yelling at me to slow down, even though I was doing the tmph speed limit. Not a good environment if you don't have an RV."
Junius Pond
Quiet Cozy Cottage on Keuka Lake Wine Trail
Exterior

Quiet Cozy Cottage on Keuka Lake Wine Trail

9.8 out of 10, Exceptional, (74)
"The cottage was clean and conveniently located with the extra bonus of being right on the lake! The owners were very easy to communicate with and provided a lot of great information (i.e.their favorite restaurants) prior to the trip. Great little cottage!"
Quiet Cozy Cottage on Keuka Lake Wine Trail
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!
Outdoor dining

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

3.0 star property
9.8 out of 10, Exceptional, (48)
"We had a nice time at Maryann's property last week. The location was great and was in the middle of many great wineries, restaurants, and towns. The cottage was clean and it was beautiful to wake up on the lake! The sunrises were incredible!"
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!
The Heart Of The Wine Country! Sip wine, take a dip, relax and enjoy
Property grounds

The Heart Of The Wine Country! Sip wine, take a dip, relax and enjoy

9.8 out of 10, Exceptional, (155)
"Located at the end of a dirt road along the lake, this cozy home leaves little to be desired. It’s off the beaten path and provides seclusion as well close proximity to the wide variety of wineries and towns in the area. The host was wonderful; calling before our arrival to ensure there were no questions, and informing us of a temporary power outage the day we were to arrive. The home was well kept, fully stocked, and clean upon our arrival. The Finger Lakes is one of my favorite vacation...
The Heart Of The Wine Country! Sip wine, take a dip, relax and enjoy
While Away Cottage
Exterior

While Away Cottage

10.0 out of 10, Exceptional, (90)
"2 couples, stayed there in mid November. House inside and out is practically brand new. Kitchen is well stocked, plenty of towels and linens. It was cold while we were there, but the outside deck is very large and spacious. Grill could use some help, and there are no TVs. Basement is a plus, but we didn't use it. Property manager lives right across the street and greeted us when we arrived to make sure everything was in order. When we come to the finger lakes, we will rent this house again."
While Away Cottage
Family/Dog Friendly cottage on Seneca Lake @ Long Point Beach with awesome views
Terrace/patio

Family/Dog Friendly cottage on Seneca Lake @ Long Point Beach with awesome views

9.0 out of 10, Wonderful, (14)
"Central to wineries "
Family/Dog Friendly cottage on Seneca Lake @ Long Point Beach with awesome views
Stone's Throw from Keuka College
TV

Stone's Throw from Keuka College

10.0 out of 10, Exceptional, (22)
"Stayed here this time with my wife’s sister and husband. Nice location and everything was immaculate. We will likely use Stone’s Throw again. "
Stone's Throw from Keuka College
Charming 2-bedroom cottage on Loon Lake
Miscellaneous

Charming 2-bedroom cottage on Loon Lake

2.0 star property
10.0 out of 10, Exceptional, (4)
"Beautiful and quiet "
Charming 2-bedroom cottage on Loon Lake
Newly remodeled lakefront cottage with new furn. and AC. May also book 2664590.
Beach

Newly remodeled lakefront cottage with new furn. and AC. May also book 2664590.

10.0 out of 10, Exceptional, (186)
"This property has a beautiful lake view with a fire pit to enjoy the serenity of the area. The space was warm and homey feeling. We really enjoyed our stay. My brother is handicapped and there was a very sweet lady named Cynthia who was working in the yard when we pulled in. She helped us with getting ramps for accessibility into the home."
Newly remodeled lakefront cottage with new furn. and AC. May also book 2664590.
Cozy Lake Front Cottage
Interior

Cozy Lake Front Cottage

9.8 out of 10, Exceptional, (19)
"Beautiful property! Easy access. Nicely decorated and fully stocked with amenities. However, due to the awkward layout, we would have been much more comfortable with privacy window treatments in the front porch area. Also, the shower floor is EXTREMELY slippery. We would definitely rent again. Hopefully with those 2 issues addressed. Thank you so much for sharing your lovely cottage with us!"
Cozy Lake Front Cottage
AMAZING Lakefront And Well Designed Lakehouse: That Is Sure To Please
Dining

AMAZING Lakefront And Well Designed Lakehouse: That Is Sure To Please

10.0 out of 10, Exceptional, (144)
"The property was perfect. Very clean, very well provisioned. The proximity of the house to the water was our favorite feature. We ate all our meals on the back patio table, watching a heron fish for minnows with the gorgeous sunset as a backdrop. The shore was nice and shallow, and the lake was warm. We barely got out of our bathing suits from sun up til sundown, and then we gathered around the fire pit. Even though we had planned to visit a local winery, we wound up never leaving the...
AMAZING Lakefront And Well Designed Lakehouse: That Is Sure To Please
Relax and Take in the Beautiful View of Honeoye Lake
Miscellaneous

Relax and Take in the Beautiful View of Honeoye Lake

9.8 out of 10, Exceptional, (30)
"A delightful stay..."
Relax and Take in the Beautiful View of Honeoye Lake
Finger Lakes Cottage
Exterior

Finger Lakes Cottage

9.8 out of 10, Exceptional, (98)
"Great location- secluded but close enough to many wineries, breweries and local favorites! Thanks for a great place to stay "
Finger Lakes Cottage
Pet-friendly Ovid Home Near Seneca Lake & Wineries
House (3 Bedrooms) | Private kitchen

Pet-friendly Ovid Home Near Seneca Lake & Wineries

3.0 star property
10.0 out of 10, Exceptional, (1)
Pet-friendly Ovid Home Near Seneca Lake & Wineries
Cozy Keuka cottage - 3 steps away from the lake!
Interior

Cozy Keuka cottage - 3 steps away from the lake!

9.8 out of 10, Exceptional, (18)
"This is a clean / well appointed little cottage on the lake with a nice grass area in front and a little boat house to watch movies in. Super convenient for our dog and the most beautiful dock to lounge on and enjoy the peacefulness of the lake. It feels very private! The stairs are steep but easy to navigate (pack light) / the bathroom is very tight - just enough room to sit but everything else wonderful - beds extremely comfortable mattresses / extra blankets / we had a space heater to use -...
Cozy Keuka cottage - 3 steps away from the lake!
HUGE DECK! ENJOY the beauty and quaintness of this 3 bedroom and 2 bath cottage
Smart TV

HUGE DECK! ENJOY the beauty and quaintness of this 3 bedroom and 2 bath cottage

10.0 out of 10, Exceptional, (32)
"We had a great time! Amazing deck! Beautiful location. The only thing I would warn folks about is the steepness of the stairs to the property - there are a lot of stairs and they are pretty steep. "
HUGE DECK! ENJOY the beauty and quaintness of this 3 bedroom and 2 bath cottage
Charming Canandaigua Lake House w/ Deck & Views!
Microwave, oven, stovetop, dishwasher

Charming Canandaigua Lake House w/ Deck & Views!

3.0 star property
Charming Canandaigua Lake House w/ Deck & Views!
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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Other property types in Middlesex

Retreat of falling waters
Exterior

Retreat of falling waters

9.0 out of 10, Wonderful, (195)
"Cute cottage brought me back to my childhood cottage on the lake, but instead this was tucked away in the woods. The road is close, but you cannot see it or hear it as the house is set back. It served our needs & close to area's we wanted to visit. There was a note saying enjoy our complimentary bottle of wine which we could not find, but This was ok because we had plenty. The house is set on a small hill with a rail on the right side & shale rock path which was a little slippery when it...
Retreat of falling waters
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..

8.6 out of 10, Excellent, (189)
"We stayed here right after our wedding for a mini honeymoon. The location is private and quiet and just a very short drive to downtown Naples. The host were absolutely fabulous and wonderful with communication. We highly recommend! "
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!
Property grounds

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

9.8 out of 10, Exceptional, (45)
"Beautiful view. Hard to overstate how gorgeous it is. Host provides a lot of helpful mod-cons that we didn't expect. Only major issue is ticks! If you bring a pet, do not let it stray from stone driveways and make sure it's up to date on preventive meds. Our (always leashed) dog must have brushed some high grass on walking trails on property and had more ticks on her than I have ever seen at once. "
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

How much do cottages in Middlesex cost?
Expect to pay between and per night for cottages in Middlesex. Whatever your budget, the perfect stay is just a click or two away on Expedia. This price was 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.
What is there to do in Middlesex near my cottage?
You’ll find tons of superb things to do in Middlesex. You won’t want to miss big attractions like Hunt Country Vineyards, Inspire Moore Winery and Vineyard and Bristol Valley Theatre. Conklin Gully, Clarks Gully and Ontario County Park at Gannett Hill also lure many visitors.