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Compare 55 Cottages in Middlesex with updated reviews, rates, and availability.

Junius Pond
Cottage | Laptop workspace, free WiFi
Junius Pond
3.0 star property
2.0 out of 10, (1)
"not a comfortable environment at all, cabin was full of bugs and cob webs everywhere, have to pay for guest’s to come visit. They say speed limit 5 mph but they zoom around on go carts going past cars, then tell the cars to slow down, because you’re not white!!!!!!! Most horrible experience ever!!! Then got police called on us as well!!!!! "
Junius Pond
Pet-friendly Ovid Home Near Seneca Lake & Wineries
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher
Pet-friendly Ovid Home Near Seneca Lake & Wineries
3.0 star property
10.0 out of 10, Exceptional, (1)
Pet-friendly Ovid Home Near Seneca Lake & Wineries
Pet-friendly Honeoye Cottage Rental: Walk to Lake!
Cottage (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher
Pet-friendly Honeoye Cottage Rental: Walk to Lake!
3.0 star property
6.0 out of 10, (2)
"The owners have thought of everything. There were even snacks on the counter when we arrived. We had a very relaxing stay and would definitely stay again."
Pet-friendly Honeoye Cottage Rental: Walk to Lake!
Quaint Lakemont Retreat: 1 Mi to Seneca Lake!
Interior
Quaint Lakemont Retreat: 1 Mi to Seneca Lake!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great start and host was very attentive to make sure all needs were met. "
Quaint Lakemont Retreat: 1 Mi to Seneca Lake!
Lovely Finger Lakes Vacation Home Near Seneca Lake
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher
Lovely Finger Lakes Vacation Home Near Seneca Lake
3.0 star property
8.0 out of 10, Very Good, (1)
"It was quite and peaceful and not a lot of noise from fireworks on the fourth "
Lovely Finger Lakes Vacation Home Near Seneca Lake
Cozy Lakemont Getaway, 11 Mi to Watkins Glen!
House (2 Bedrooms) | Private kitchen | Paper towels
Cozy Lakemont Getaway, 11 Mi to Watkins Glen!
3.0 star property
10.0 out of 10, Exceptional, (2)
"Don is a very attentive host. He came to greet us when we arrived. He is nice enough to put crackers, fruit cups, etc in kitchen for us. And he answers all my questions any time via text message."
Cozy Lakemont Getaway, 11 Mi to Watkins Glen!
Charming Canandaigua Lake House w/ Deck & Views!
Interior
Charming Canandaigua Lake House w/ Deck & Views!
3.0 star property
Charming Canandaigua Lake House w/ Deck & Views!
Finger Lakes Retreat w/ Sunroom, Fire Pit & Bbq!
Interior
Finger Lakes Retreat w/ Sunroom, Fire Pit & Bbq!
3.0 star property
Finger Lakes Retreat w/ Sunroom, Fire Pit & Bbq!
Pet-friendly Penn Yan Home: Wineries, Parks, Lakes
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher
Pet-friendly Penn Yan Home: Wineries, Parks, Lakes
3.0 star property
Pet-friendly Penn Yan Home: Wineries, Parks, Lakes
The Dome' - Spacious Retreat Near Finger Lakes!
House (5 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher
The Dome' - Spacious Retreat Near Finger Lakes!
3.0 star property
10.0 out of 10, Exceptional, (1)
The Dome' - Spacious Retreat Near Finger Lakes!
Cozy Finger Lakes Abode in Downtown Canandaigua!
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher
Cozy Finger Lakes Abode in Downtown Canandaigua!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Safe, comfortable. convenient location Perfect for a weekend get away. "
Cozy Finger Lakes Abode in Downtown Canandaigua!
Springwater Cabin Near Hiking, Lakes, & Vineyards
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, blender
Springwater Cabin Near Hiking, Lakes, & Vineyards
3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful property and nice area. We loved the wood burning fireplace and convenience of the full kitchen. Owners were very accommodating. "
Springwater Cabin Near Hiking, Lakes, & Vineyards
Secluded Naples Cabin w/ Deck & Stream Views
Interior
Secluded Naples Cabin w/ Deck & Stream Views
3.0 star property
10.0 out of 10, Exceptional, (2)
"We stayed here over 3 days May 31 to June 2. What Kristen has done to the cabin is incredible. The cabin itself it decorated and furnished with up to date decor and appliances. This looks like a cabin you would see in a magazine. The property is huge and the rooms and beds were very comfortable with lots of pillows and blankets if needed. It is a 5 minute drive (never any traffic!) to downtown Naples. This are of New York state is quite simply stunning. There are numerous lookouts and...
Secluded Naples Cabin w/ Deck & Stream Views
Unique Finger Lakes Converted Horse Barn w/ Patio!
Interior
Unique Finger Lakes Converted Horse Barn w/ Patio!
3.0 star property
Unique Finger Lakes Converted Horse Barn w/ Patio!
Honeoye Lake House w/ Community Amenities!
House (5 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher
Honeoye Lake House w/ Community Amenities!
3.0 star property
Honeoye Lake House w/ Community Amenities!
Hammondsport Home: Keuka Lake Views & Hiking!
Interior
Hammondsport Home: Keuka Lake Views & Hiking!
3.0 star property
6.0 out of 10, (1)
Hammondsport Home: Keuka Lake Views & Hiking!
'aunt Al's Place' Home on Canandaigua Lake w/ Deck
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'aunt Al's Place' Home on Canandaigua Lake w/ Deck
2.0 star property
'aunt Al's Place' Home on Canandaigua Lake w/ Deck
Charming Stanley Home w/ Yard, 7 Mi to Seneca Lake
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, highchair
Charming Stanley Home w/ Yard, 7 Mi to Seneca Lake
3.0 star property
Charming Stanley Home w/ Yard, 7 Mi to Seneca Lake
Lakefront Canandaigua Home w/ Grill, Fire Pit
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Lakefront Canandaigua Home w/ Grill, Fire Pit
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great Lake "
Lakefront Canandaigua Home w/ Grill, Fire Pit
Spacious Naples Vacation Rental: 6 Acres w/ Pool!
House (5 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher
Spacious Naples Vacation Rental: 6 Acres w/ Pool!
3.0 star property
Spacious Naples Vacation Rental: 6 Acres w/ Pool!
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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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Frequently asked questions

How much do cottages in Middlesex cost?
Cottages in Middlesex range between and per night. These retreats offer a chance to touch base with nature — at a price you can afford. 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 entering your travel dates and choosing an ideal place for outdoor fun and relaxation. From high-end retreats to budget-friendly properties and cottages that offer perks like a pool, Expedia has something for all tastes. As for awesome deals? We’ve got them as well!
How can I find cheap cottages in Middlesex?
Expedia can help you look for cheap cottages in Middlesex. To lock in your dream stay in a few quick clicks, simply use our handy filter tool to tailor your search results by budget, amenities and star rating.
What is there to do in Middlesex near my cottage?
After you’ve unpacked your suitcases, venture out and discover the amazing things Middlesex has on offer. Clarks Gully is a great attraction to add to your must-do list.