A waterfall cascading through a narrow rock formation surrounded by greenery.

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Middlesex cottages

Exterior

Private Backyard & Deck · Family-Friendly

Private Backyard & Deck · Family-Friendly
Penn Yan
10.0 out of 10, Exceptional, (1 review)
"This house was excellent. Very clean and had a well-stocked kitchen with everything you need. Also had plenty of towels for the family. The beds were very comfortable and it’s very quiet. Very easy to get to Penn Yan by car in a few minutes. We will definitely rent this property again."
United States
Amie M.
The price is ￥43,470
￥71,059 total
includes taxes & fees
Aug 26 - Aug 27
Private Backyard & Deck · Family-Friendly
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, (23 reviews)
"A cozy and comfortable cottage, great location and a relaxing stay!"
United States
Kathy G.
Lakeview retreat with beach access. Stylish home just steps from Deep Run Beach.
Outdoor dining

Backyard Fire Ring & Deck w/ Grill · Games

Backyard Fire Ring & Deck w/ Grill · Games
Stanley
9.6 out of 10, Exceptional, (21 reviews)
"Everything was wonderful! The property was beautiful and everything was exactly as described. The host was very accommodating as well, I would definetely come back!"
United States
samantha s.
The price is ￥48,745
￥74,596 total
includes taxes & fees
Aug 6 - Aug 7
Backyard Fire Ring & Deck w/ Grill · Games
Interior

Cottage with lake view at the heart of Seneca lake

Cottage with lake view at the heart of Seneca lake
Geneva
9.2 out of 10, Wonderful, (13 reviews)
"Very accessible and very large and efficient. Beautiful surroundings"
United States
Joanna
The price is ￥42,617
￥82,097 total
includes taxes & fees
Jul 30 - Jul 31
Cottage with lake view at the heart of Seneca lake
Exterior

Lakeview and relax at the heart of Seneca lake

Lakeview and relax at the heart of Seneca lake
Geneva
9.8 out of 10, Exceptional, (13 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 ￥47,318
￥87,655 total
includes taxes & fees
Aug 27 - Aug 28
Lakeview and relax at the heart of Seneca 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)
"Loved everything"
United States
Syes S.
The price is ￥54,850
￥84,146 total
includes taxes & fees
Aug 17 - Aug 18
Cozy Cottage with 45' Lake Frontage and Kayaks
Exterior

Star Cove: Luxury Couples Retreat!

Star Cove: Luxury Couples Retreat!
Hammondsport
9.4 out of 10, Exceptional, (15 reviews)
"The Star Cove was perfect for the 2 of us to get away. Close to everything and so relaxing!! Will rent here again😊"
United States
Stacey B.
Star Cove: Luxury Couples Retreat!
Living area

Lovely 1 Bed Ranch Close to all Attractions

Lovely 1 Bed Ranch Close to all Attractions
Canandaigua NY
The price is ￥16,221
￥35,052 total
includes taxes & fees
Aug 2 - Aug 3
Lovely 1 Bed Ranch Close to all Attractions
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

Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region

8/10 Good
"My room was spacious but the bathroom was cramped. I came in early but a staff member went out of her way to get a room ready. I took one look at what was offered at the breakfast and walked away."
Kimberly 1-night trip
Posted 4 hours ago
Microtel by Wyndham Penn Yan Finger Lakes Region

Find out more about Middlesex

Middlesex Cottages information

Number of reviews
86
Accommodation
252 Cottages
Lowest Price
￥35,052
Highest Price
￥87,655

Frequently asked questions

How much do cottages in Middlesex cost?
Prices for cottages in Middlesex range between ￥35,052 and ￥87,655 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.
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 favorite with locals and tourists alike.