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    Check prices for these dates, 15 – 16 December 2026

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    Our top choices for Middlesex cottages

    1. Private Backyard & Deck · Family-Friendly

    A single-story white house with a porch, surrounded by a well-maintained lawn and trees.

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

    A wooden deck with a railing overlooking a body of water, a tree, and a dock extending into the water.

    3. Lakeview and relax at the heart of Seneca lake

    A red brick house with a steeply pitched roof, a chimney, and a front porch.

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

    Enjoy meals, morning coffee, or evening chats on this spacious covered porch. Rain or shine, it's the perfect hangout.

    5. Cozy Cottage with 45' Lake Frontage and Kayaks

    A rustic wooden building with a metal roof, a front door, and a small porch area with a chair and potted plants.

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

    Private Pavillion Available (Reservation Required) with two composite picnic tables.  Lighting, fans, and power available.

    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

    Hampton Inn Penn Yan

    A balcony with wicker furniture, a glass table, and a view of a lake and forest.

    Microtel by Wyndham Penn Yan Finger Lakes Region

    A Microtel by Wyndham hotel with a covered entrance, a parking lot, and a brick facade.

    Sutherland House Victorian Bed & Breakfast

    A large, historic house with a well-maintained lawn and a driveway leading to the entrance.

    The Lake House on Canandaigua

    A spa area with wooden tubs, a lounge chair, and a building with a balcony overlooking a lake.

    Holiday Inn Express Canandaigua - Finger Lakes by IHG

    A multi-story hotel with a central entrance, parking lot, and a flag in the background.

    Microtel Inn & Suites by Wyndham Farmington

    A multi-story hotel with a covered entrance, stone facade, and a parking area.

    Holiday Inn Express & Suites Geneva Finger Lakes by IHG

    A Holiday Inn Express hotel with a covered entrance, outdoor seating area, and a well-lit facade.

    Best Western Plus The Hammondsport Hotel

    A multi-story hotel with a stone facade, a covered parking area, and a landscaped entrance.

    Americas Best Value Inn Farmington

    A two-story building with a stone facade and a flat roof.

    Hampton Inn Geneva

    A Hampton Inn hotel with a prominent illuminated sign, a well-maintained lawn, and a parking area.

    Frequently Asked Questions

    How much do cottages in Middlesex cost?

    Prices for cottages in Middlesex range between £279 and £382 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.