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Our top choices for Middlesex cottages

1. 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, (26 reviews)
"Everything was wonderful. Only comment I have is the “lake view” is just a small view between 2 houses across the street."
United States
John
The price is AU$683
includes taxes & fees
6 Nov - 7 Nov
Lakeview retreat with beach access. Stylish home just steps from Deep Run Beach.

2. Backyard Fire Ring Evenings · Grill & Cornhole

Backyard Fire Ring Evenings · Grill & Cornhole
Stanley
9.6 out of 10, Exceptional, (24 reviews)
"We had a wonderful time at this property!! Super cozy and perfect for a weekend away."
United States
Lauryn N.
The price is AU$515
includes taxes & fees
8 Nov - 9 Nov
Backyard Fire Ring Evenings · Grill & Cornhole

3. Private Backyard & Deck · Family-Friendly

Private Backyard & Deck · Family-Friendly
Penn Yan
9.8 out of 10, Exceptional, (7 reviews)
"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 AU$560
includes taxes & fees
9 Nov - 10 Nov
Private Backyard & Deck · Family-Friendly

4. 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, (107 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 AU$431
includes taxes & fees
14 Nov - 15 Nov
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

5. 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 AU$723
includes taxes & fees
9 Nov - 10 Nov
Lakeview and relax at the heart of Seneca lake

6. 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 AU$735
includes taxes & fees
8 Nov - 9 Nov
Lakefront living at its best—private dock, kayaks, firepit, and a beautifully updated cottage just moments from the Wine Trail.

7. 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 AU$515
includes taxes & fees
8 Nov - 9 Nov
Cozy Cottage with 45' Lake Frontage and Kayaks

8. 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 AU$639
includes taxes & fees
1 Dec - 2 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.

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.

A pier with a red lighthouse at dusk, reflecting on calm water.

Top reviews in Middlesex

Frequently Asked Questions

How much do cottages in Middlesex cost?

Expect to pay between AU$430 and AU$734 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.