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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Middlesex cottages

Exterior

Cozy new England style cottage Right on Wine and Beer Trail

Cozy new England style cottage Right on Wine and Beer Trail
Penn Yan
9.6 out of 10, Exceptional, (283 reviews)
"Such a cozy little spot! Would love to visit again"
United States
Paola R.
The price is €307
includes taxes & fees
4 May - 5 May
Cozy new England style cottage Right on Wine and Beer Trail
Property grounds

Finger Lakes Cottage

Finger Lakes Cottage
Prattsburgh
9.8 out of 10, Exceptional, (102 reviews)
"Cute place!"
United States
Jessica W.
The price is €152
includes taxes & fees
21 May - 22 May
Finger Lakes Cottage
Exterior

Lakeview retreat with beach access. Stylish home just steps from Deep Run Beach.

Lakeview retreat with beach access. Stylish home just steps from Deep Run Beach.
Canandaigua
10.0 out of 10, Exceptional, (22 reviews)
"A cozy and comfortable cottage, great location and a relaxing stay!"
United States
Kathy G.
The price is €414
includes taxes & fees
6 May - 7 May
Lakeview retreat with beach access. Stylish home just steps from Deep Run Beach.
Outdoor dining

Between Geneva & Canandaigua- Large Yard, Firepit, Sleeps 13

Between Geneva & Canandaigua- Large Yard, Firepit, Sleeps 13
Stanley
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful weekend getaway!"
United States
Jill C.
The price is €305
includes taxes & fees
4 May - 5 May
Between Geneva & Canandaigua- Large Yard, Firepit, Sleeps 13
Property grounds

Lakeside cottage on quiet, private road. Walk to Keuka Lake State Park!

Lakeside cottage on quiet, private road. Walk to Keuka Lake State Park!
Keuka Park
10.0 out of 10, Exceptional, (255 reviews)
"Had a great quiet weekend getaway!"
United States
Dan Y.
The price is €273
includes taxes & fees
1 Jun - 2 Jun
Lakeside cottage on quiet, private road. Walk to Keuka Lake State Park!
Exterior

Lakeview and relax at the heart of Seneca lake

Lakeview and relax at the heart of Seneca lake
Geneva
9.6 out of 10, Exceptional, (10 reviews)
"This was a wonderful place. It was very clean and comfortable. We would definitely stay here again. "
United States
Rev John S.
The price is €453
includes taxes & fees
4 May - 5 May
Lakeview and relax at the heart of Seneca lake
Exterior

That Cottage by the Lake!!

That Cottage by the Lake!!
Canandaigua
9.8 out of 10, Exceptional, (17 reviews)
"Beautiful property walkable to the lake, hosting awesome and communicates well and responds fast to messages, overall lovely place to stay!"
United States
Ava m.
The price is €298
includes taxes & fees
4 May - 5 May
That Cottage by the Lake!!
Exterior

Cozy Cottage with 45' Lake Frontage and Kayaks

Cozy Cottage with 45' Lake Frontage and Kayaks
Lodi
9.6 out of 10, Exceptional, (97 reviews)
"The cottage was exactly as listed. The sunset from the deck was very pretty. The fenced in yard was an added bonus for the dogs to play after a long car ride. Wish we had more time to enjoy the lake front. There is so much to do in the area. "
United States
Cindy M.
The price is €330
includes taxes & fees
4 May - 5 May
Cozy Cottage with 45' Lake Frontage and Kayaks
Outdoor dining

Cozy Lake Cottage - Pet Friendly

Cozy Lake Cottage - Pet Friendly
Honeoye
The price is €139
includes taxes & fees
11 May - 12 May
Cozy Lake Cottage - Pet Friendly
House (3 Bedrooms) | Interior

Keuka Lake Retreat Steps From Marina!

Keuka Lake Retreat Steps From Marina!
3.0 star property
Penn Yan
The price is €410
includes taxes & fees
17 May - 18 May
Keuka Lake Retreat Steps From Marina!
Interior

Cottage with lake view at the heart of Seneca lake

Cottage with lake view at the heart of Seneca lake
Geneva
9.6 out of 10, Exceptional, (7 reviews)
"We had a great time and the cottage was charming. The location was convenient, and we had a nice view of the lake. Very enjoyable weekend! "
United States
MaryJo C.
The price is €423
includes taxes & fees
4 May - 5 May
Cottage with lake view at the heart of Seneca lake
Front of property

Junius Pond

Junius Pond
3.0 star property
Phelps
4.0 out of 10, (2 reviews)
"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."
United States
Duncan
The price is €122
includes taxes & fees
6 May - 7 May
Junius Pond
Terrace/patio

Million-dollar view of Seneca lake Pet friendly3 bedroom ON water

Million-dollar view of Seneca lake Pet friendly3 bedroom ON water
Geneva
9.4 out of 10, Exceptional, (125 reviews)
"Everything was great will definitely be booking again. "
United States
Noel R.
The price is €534
includes taxes & fees
13 May - 14 May
Million-dollar view of Seneca lake Pet friendly3 bedroom ON water
Outdoor dining

Lakefront living at its best—private dock, kayaks, firepit, and a beautifully updated cottage just moments from the Wine Trail.

Lakefront living at its best—private dock, kayaks, firepit, and a beautifully updated cottage just moments from the Wine Trail.
Lodi
10.0 out of 10, Exceptional, (1 review)
"Great place with a great lakefront! Worked out perfectly."
United States
Karen M.
The price is €659
includes taxes & fees
19 May - 20 May
Lakefront living at its best—private dock, kayaks, firepit, and a beautifully updated cottage just moments from the Wine Trail.
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

The Lake House on Canandaigua

The Lake House on Canandaigua

10/10 Excellent
"Customer service was the best. My wife needed an Emory board and they went to the store and brought it to her. Above and beyond service."
William 1-night trip
Posted 2 hours ago
The Lake House on Canandaigua

Find out more about Middlesex

Middlesex Cottages information

Number of reviews
301
Accommodation
237 Cottages
Lowest Price
€122
Highest Price
€659

Frequently asked questions

How much do cottages in Middlesex cost?
Prices for cottages in Middlesex range between €122 and €659 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 holiday 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.
What is there to do in Middlesex near my cottage?
If you're eager to make the most of your time in Middlesex, make tracks to Clarks Gully. It's a favourite with locals and tourists alike.