Middlesex Cottages ￥33,826

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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

Penn Yan

Emily W.

￥66,661 total

includes taxes & fees

Nov 16 - Nov 17

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!

Penn Yan

Jen B.

￥49,067 total

includes taxes & fees

Nov 14 - Nov 15

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

Geneva

Sandra D.

￥81,927 total

includes taxes & fees

Nov 24 - Nov 25

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.

Lodi

Karen M.

￥79,431 total

includes taxes & fees

Nov 30 - Dec 1

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

Lodi

Syes S.

￥58,745 total

includes taxes & fees

Nov 15 - Nov 16

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

Himrod

Rebecca

￥73,760 total

includes taxes & fees

Dec 2 - Dec 3

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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

An outdoor patio with tables and chairs, overlooking a lake.

Hampton Inn Penn Yan

Penn Yan

10/10 Excellent

Vincenzo

A hotel entrance with a covered walkway, brick pillars, and a central entrance with glass doors.

Microtel by Wyndham Penn Yan Finger Lakes Region

Penn Yan

10/10 Excellent

Definitely lived up to its "fabulous" rating! Everyone was super friendly and helpful. The room was very nice and clean. The bed and pillows were super comfortable. The options for the continental breakfast were many and even nicer was that everything was individually wrapped (but fresh, NOT pre-packaged and sealed with no expiration date!) and pancake machine was touchless. A little further off the interstate than we anticipated but worth the drive. Would stay again

Rex

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

The Lake House on Canandaigua

Canandaigua

10/10 Excellent

Amanda

An outdoor seating area with Adirondack chairs and a stone fire pit, overlooking a body of water and a sunset.

Hotel Canandaigua, Tapestry Collection by Hilton

Canandaigua

10/10 Excellent

Michael

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

Sutherland House Victorian Bed & Breakfast

Canandaigua

10/10 Excellent

Brent

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

Holiday Inn Express & Suites Geneva Finger Lakes by IHG

Geneva

10/10 Excellent

Julie

A hotel with a modern design, featuring multiple floors and a central entrance.

Fairfield Inn & Suites by Marriott Geneva Finger Lakes

Western Gardens

10/10 Excellent

Tyson

Best Western Plus The Hammondsport Hotel

Hammondsport

10/10 Excellent

Michael

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

Microtel Inn & Suites by Wyndham Farmington

Farmington

10/10 Excellent

Christine

A two-story house with a front porch, green shutters, and a chimney.

B&B at Oliver Phelps

Canandaigua

10/10 Excellent

This was a short stay at a Bed and Breakfast. We arrived in the pm, I did a bicycle ride while my wife shopped. We checked in around 5 and left the next morning around 10:00. It was a great B&B. Run by a husband and wife. Great breakfast with locally grown foods. We just didn't have enough time to really enjoy the stay. Hope to go back some day and spend more time there. If you are there in the fall watch where you park or the falling walnuts could cause dents.

John

Two wooden cabins with porches, surrounded by greenery and a paved path leading to them.

Los Gatos Bed & Breakfast

Penn Yan

10/10 Excellent

Nitin

A brick building with a white porch, outdoor seating, and a flag.

The Naples Hotel

Naples

10/10 Excellent

Holly

A log cabin with a large deck and multiple windows, surrounded by trees.

Chalet of Canandaigua

Canandaigua

10/10 Excellent

Jennifer

A white house with green shutters, a porch, and a well-maintained lawn with fallen leaves.

Canandaigua Guesthouse

Canandaigua

10/10 Excellent

Christine

A Comfort Inn & Suites hotel with a covered entrance, multiple windows, and a parking lot.

Comfort Inn & Suites Farmington - Victor

Farmington

10/10 Excellent

Anonymous traveler

A multi-story hotel with a covered entrance and brick facade.

Microtel Inn & Suites by Wyndham Geneva

Geneva

10/10 Excellent

Holly

Frequently Asked Questions

How much do cottages in Middlesex cost?

Prices for cottages in Middlesex range between ￥33,826 and ￥46,174 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.

Search Middlesex Cottage Rentals

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Middlesex cottages

1. Private Backyard & Deck · Family-Friendly

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

3. Lakeview and relax at the heart of Seneca lake

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

5. Cozy Cottage with 45' Lake Frontage and Kayaks

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

Learn more about Middlesex

Top reviews in Middlesex

Hampton Inn Penn Yan

10/10 Excellent

Frequently Asked Questions

How much do cottages in Middlesex cost?

Why book your cottage in Middlesex with Expedia?

How can I find cheap cottages in Middlesex?

What is there to do in Middlesex near my cottage?