Search Cottages in Middlesex

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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Middlesex cottages

A covered porch with a view of a well-maintained lawn and trees.

1. Private Backyard & Deck · Family-Friendly

Private Backyard & Deck · Family-Friendly
Penn Yan
9.8 out of 10, Exceptional, (7 reviews)
"Great house. It was perfect for us. Clean, beds were comfy and location was quiet and beautiful."
United States
Emily W.
The price is €379
includes taxes & fees
16 Nov - 17 Nov
Private Backyard & Deck · Family-Friendly
A deck with two chairs and a table overlooking a body of water.

2. 1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!
Penn Yan
9.6 out of 10, Exceptional, (108 reviews)
"It was the perfect size and location of a space for our overnight stop along the finger lakes!"
United States
Jen B.
The price is €280
includes taxes & fees
14 Nov - 15 Nov
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!
A red brick house with a steeply pitched roof, a chimney, and a front porch.

3. Lakeview and relax at the heart of Seneca lake

Lakeview and relax at the heart of Seneca lake
Geneva
9.4 out of 10, Exceptional, (15 reviews)
"Very nice property, host was very helpful and easy to contact. We enjoyed our stay!"
United States
Sandra D.
The price is €468
includes taxes & fees
25 Nov - 26 Nov
Lakeview and relax at the heart of Seneca lake
Enjoy meals, morning coffee, or evening chats on this spacious covered porch. Rain or shine, it's the perfect hangout.

4. 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.
Lakefront living at its best—private dock, kayaks, firepit, and a beautifully updated cottage just moments from the Wine Trail.
A rustic wooden building with a metal roof, a front door, and a small porch area with a chair and potted plants.

5. Cozy Cottage with 45' Lake Frontage and Kayaks

Cozy Cottage with 45' Lake Frontage and Kayaks
Lodi
9.8 out of 10, Exceptional, (101 reviews)
"Loved everything"
United States
Syes S.
The price is €333
includes taxes & fees
15 Nov - 16 Nov
Cozy Cottage with 45' Lake Frontage and Kayaks
Private fire pit area with Adirondack chair. Bring your own wood and lighting materials and enjoy the view with your favorite glass of wine.

6. Cottage #15 · Brand New 2 Bedroom Cottage on Seneca Lake

Cottage #15 · Brand New 2 Bedroom Cottage on Seneca Lake
Himrod
9.6 out of 10, Exceptional, (4 reviews)
"Gorgeous property! Loved the decor and all the little touches that made it feel like home away from home. Super clean and very comfortable beds. It was a short and easy walk down to the lake and the Dockside Grill which had amazing food. "
United States
Rebecca
The price is €412
includes taxes & fees
3 Dec - 4 Dec
Cottage #15 · Brand New 2 Bedroom Cottage on Seneca Lake
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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Learn more about Middlesex

Nestled along the shores of Canandaigua Lake, this charming town invites visitors to explore the dramatic rock formations of Clarks Gully. Outdoor enthusiasts can split their time between Deep Run Beach's refreshing waters and nearby Bristol Mountain's scenic slopes depending on the season.

See all hotels in Middlesex
A pier with a red lighthouse at dusk, reflecting on calm water.

Top reviews in Middlesex

A Best Western Plus hotel with a covered entrance, multiple windows, and a brick facade.
Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites
Penn Yan

10/10 Excellent

Pokój był przestronny i czysty, śniadanie akceptowalne jak na amerykańskie warunki. Duży parking, dobra okolica - niedaleko sklep i jezioro
Ireland
Agnieszka
Reviewed June 17, 2026
Best Western Plus Vineyard Inn & Suites

Frequently Asked Questions

How much do cottages in Middlesex cost?

Prices for cottages in Middlesex range between €279 and €467 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.