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Compare 140 Cottages in Middlesex with updated reviews, rates, and availability.

Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
8.6 out of 10, Excellent, (167)
"House was perfect for 2 people. Hot tub was great."
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
The Heart Of The Wine Country! Sip wine, take a dip, relax and enjoy
9.8 out of 10, Exceptional, (144)
"Gary’s place was just what the doctor ordered. Cozy and clean, well-stocked, and secure. Gary’s communication was fantastic - he gave a heads-up on the sneaky railroad underpass to get to the house (which was totally fine for my sedan), and checked in at the beginning and ending of my stay. Very dog friendly! My pup absolutely loved the backyard and dock, and at 11 years old, she had her first experience with using a doggie door. Great location for quiet R&R, small town exploring (Geneva and...
The Heart Of The Wine Country! Sip wine, take a dip, relax and enjoy
Junius Pond
3.0 star property
2.0 out of 10, (1)
"not a comfortable environment at all, cabin was full of bugs and cob webs everywhere, have to pay for guest’s to come visit. They say speed limit 5 mph but they zoom around on go carts going past cars, then tell the cars to slow down, because you’re not white!!!!!!! Most horrible experience ever!!! Then got police called on us as well!!!!! "
The price is $90
$100 total
includes taxes & fees
Jun 25 - Jun 26
Junius Pond
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Canandaigua Lake Cottage
Canandaigua Lake Cottage
Cozy new England style cottage Right on Wine and Beer Trail
9.8 out of 10, Exceptional, (238)
"Cottage is clean, in a good location. Love sitting on the deck or in the yard just looking at the lake. Plants on the property are beautiful. A great place to stay and would stay here again!"
The price is $275
$426 total
includes taxes & fees
Jun 19 - Jun 20
Cozy new England style cottage Right on Wine and Beer Trail
Cozy Home W/ King Bed and Lake Access
7.6 out of 10, Good, (4)
"We enjoyed our stay overall at this vrbo! The location is excellent, it is a 5 min walk to the lake. The neoghborhhod was quiet and felt safe. It was nice to have our own parking spot on the property. The house is newly renovated, and had nice finished and a kitchen that had all the needed tools. There were a few tjings that could still be added as part of the renovation, but ill assume that is ongoing."
The price is $106
$206 total
includes taxes & fees
Jul 7 - Jul 8
Cozy Home W/ King Bed and Lake Access
CENTRALLY LOCATED - NEWLY RENOVATED LAKEFRONT COTTAGE - BOAT SLIP - HOT TUB
10.0 out of 10, Exceptional, (7)
"We had a wonderful stay at this home for the extended Memorial Day Weekend. The home is in a perfect spot to hit some of the area's finest wineries. The home had everything we needed to be comfortable both inside and outside. We enjoyed the sunsets, kayaks, the fire table, and the view in general. The area is very quiet and the neighbors were all welcoming and friendly. Connor was very responsive and even offered for us to check in earlier than expected - a welcome bonus after coming from a...
CENTRALLY LOCATED - NEWLY RENOVATED LAKEFRONT COTTAGE - BOAT SLIP - HOT TUB
Relax and Take in the Beautiful View of Honeoye Lake
10.0 out of 10, Exceptional, (26)
"Loved the house, feet from the water's edge, shallow at the edge of the lawn and wonderful view of the lake. Too soon in the season for docks to be in, it would have been nice to walk out over the water. Enjoyed watching the birds on the lake. Spacious deck, A great time skipping stones on the water. Keith came over, explained directions on the heat and answered any questions we had. Pam and Keith pleasant to work with, they live in the neighborhood so easily contact, but we did not need them. I...
Relax and Take in the Beautiful View of Honeoye Lake
Finger Lakes Cottage Getaway
10.0 out of 10, Exceptional, (16)
"great waterfront. Cabin was clean but set-back from water. Very close to Geneva. Great place to stay if you have a boat as Marina is next door & cabin's dock is navigable."
Finger Lakes Cottage Getaway
Finger Lakes Cottage
10.0 out of 10, Exceptional, (64)
"This property was great. It was very well stocked with everything we could need, including a Keurig, K-cups and creamers. Appreciated an ample supply of paper products, so no need to go buy more. Loved all the nice touches- cute signs and pictures and really comfy furniture. The property was nice and very quiet for sleeping. If we go back up to the area and would recommend it to friends. Thanks!"
Finger Lakes Cottage
Waterfront cottage on Keuka Lake near Penn Yan
10.0 out of 10, Exceptional, (21)
"Open floor plan worked well for our family. The many outdoor sitting areas was a real plus."
Waterfront cottage on Keuka Lake near Penn Yan
While Away Cottage
10.0 out of 10, Exceptional, (78)
"The house is super clean and very well stocked. We cooked dinner (on the grill) and breakfast at the house and it was really nice - great kitchen. Overall really enjoyed our stay."
While Away Cottage
Calming lakefront home with firepit, kitchen, kayaks, grill, patio & hammock
9.4 out of 10, Exceptional, (3)
"After descending 73 stairs with luggage and groceries, the vacation home was a little slice of paradise. Lovely ❤️."
Calming lakefront home with firepit, kitchen, kayaks, grill, patio & hammock
Grey Goose Cottage In The Heart Of The FingerLakes
10.0 out of 10, Exceptional, (99)
"The place was great. It appears to be pretty new and it was nicely decorated and well kept. The property manager answered my inquiries promptly and professionally. The only issue we had was the dirt road leading up to the property. It was a pothole ridden mess. The property manager warned me about it ahead of time but it was worse than I expected. Having said that, we were the first renters for the season (early April) and a small section of that road got repaired while we were there. I...
Grey Goose Cottage In The Heart Of The FingerLakes
Newly remodeled lakefront cottage with new furn. and AC. May also book 2664590.
10.0 out of 10, Exceptional, (181)
"Second time we stayed here, love it , home away from home 👍😊"
Newly remodeled lakefront cottage with new furn. and AC. May also book 2664590.
Cozy Lake Front Cottage
10.0 out of 10, Exceptional, (10)
"We loved the property! It was very clean, a great space and the hosts were very responsive! Would absolutely recommend"
Cozy Lake Front Cottage
Lakefront Canandaigua Home w/ Grill, Fire Pit
9.8 out of 10, Exceptional, (16)
"1000% better than we had imagined. Clean, quaint and quiet. Just what was needed to get away from life for awhile. Already booked property for same time next year. The premises had a wide arrange of reading material and games. Kayaks and life jackets for all sizes. Even had a life jacket for our 11 year old golden retriever who loves to kayak."
Lakefront Canandaigua Home w/ Grill, Fire Pit
Relaxing Lakefront Cottage Retreat
10.0 out of 10, Exceptional, (2)
"Incredibly relaxing get away with friends. Beautiful view of the lake from the deck. Amenities were wonderful! Highly recommended!"
Relaxing Lakefront Cottage Retreat
Cozy Creek Cottage, situated between the beautiful rolling hills of Italy, NY
10.0 out of 10, Exceptional, (10)
"Nice little place. Exactly what we needed as we did not spend much time there. The water is definitely as described in the listing, but it was not a surprise. Would definitely book again."
Cozy Creek Cottage, situated between the beautiful rolling hills of Italy, NY
Mary's lake house, enjoy the magic of the Finger Lakes .
10.0 out of 10, Exceptional, (22)
"Lovely property and amenities. Comfortable. Location was close to many sights in the Finger lakes. Enjoyed our stay."
Mary's lake house, enjoy the magic of the Finger Lakes .
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See all available properties in Middlesex
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.

Other property types in Middlesex

Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
8.6 out of 10, Excellent, (167)
"House was perfect for 2 people. Hot tub was great."
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
THE GRAPE ESCAPE - Wine Trail & Lake View Cabin - Pet Friendly! 4 Season Rental
9.8 out of 10, Exceptional, (36)
"Great location, host was very communicative and assisting, view is amazing! My boyfriend and I stayed with our two doggies!!"
THE GRAPE ESCAPE - Wine Trail & Lake View Cabin - Pet Friendly! 4 Season Rental
Adirondack Style Lodge - Minutes from Keuka Lake, Wineries.
10.0 out of 10, Exceptional, (224)
"My wife and I had a great time exploring the finger lakes region. Staying in this cabin was a great locatiin to the two of the larger lakes. I wanted to stay away from people and this cabin fit that perfrctly. The cabin had everything we needed to enjoy our stay at the lakes. Everything was clean and a fully stocked kitchen. Would absolutely recommend this place to stay to anyone wanting peace and quiet. Thank you so much for offering this hidden gem."
Adirondack Style Lodge - Minutes from Keuka Lake, Wineries.
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.

Middlesex Cottages information

Number of reviews
1,014
Accommodation
140 Cottages
Lowest Price
$90
Highest Price
$275

Frequently asked questions

How much do cottages in Middlesex cost?
Expect to pay between $90 and $275 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.
Why book your cottage in Middlesex with Expedia?
We think that vacays should be a walk in the park, so if you’re after cottages in Middlesex at the perfect price, Expedia has you covered. Stick to the budget and stay in a cheap option far away from the hustle and bustle, or splurge on a 5-star cottage to spoil your favorite people.
How can I find cheap cottages in Middlesex?
A great way to locate cheap cottages in Middlesex is with Expedia’s useful filter tool. Refine your search results by budget, amenities and star rating to access excellent rates in a couple of clicks.
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 Theater. Conklin Gully, Clarks Gully and Ontario County Park at Gannett Hill also lure many visitors.

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