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Browse Select Middlesex Holiday Homes

Our top choices for Middlesex holiday homes

Smart TV, fireplace, table football, books

"Had a great pre-Christmas celebration with our family. Place and views were absolutely amazing. Host even welcomed us with 2 of the biggest cinnamon rolls I’ve ever seen! Highly recommend this location. Thank you!"

"Amazing place that seemed brand new. Great location and service when we needed assistance with keys 😀"

"Amazing house with all the necessities and rooms we needed to celebrate a girls weekend and turning 60! We lived on the covered outdoor patio (a huge plus) when we weren't touring all the local wineries. Not enough days to do everything we wanted, but the location was perfect! The region is stunning and we are already planning a trip back! Thanks for offering your beautiful home!"

"Wonderful gem right on the water. Close to great breweries! Very clean and private. Looking forward to booking again."

"Great location, house is beautiful and we had plenty of room. There are 2 livings rooms- one is a little secluded so u didn’t wake anyone that wanted to sleep in. Love sitting on the couch and being able to see the water.I would recommend this house to anyone. Amanda was very responsive and very easy to connect with."

"We loved this private cottage on the lake. Great amenities, comfortable beds, beautiful views. Perfect for a 2 or 3 night getaway. We definitely want to come back!"

"Great property. Close to everything the town has to offer. Plenty of room for a family "

includes taxes & fees

9 Sept - 10 Sept

"This is a great property and our second time staying there. Super clean and beautiful location!"

"This home is on a large property with no near neighbors, lending it a quiet atmosphere. The large fireplace up stairs, and the gas fireplace in the basement are great features. The huge dining table (seats 14) makes for a great center of operations. The well water has a distinct sulfur smell, but we brought water with us for drinking and cooking. Overall, very nice experience."

"One of the best house rentals ever, and I have rented a lot! Super convenient to downtown Canandaigua, fantastic view, amazing"

includes taxes & fees

25 Aug - 26 Aug

"Close to town, restaurants, and wineries. The unit is in a converted garage behind the main house with a DIY vibe that's basic, but functional. Nothing fancy, but comfortable. "

"Most aspects of our stay were very good. The pool was delightful, beds were reasonably comfortable, and a very user friendly kitchen. The furniture in the main living room was not the same as pictures (very Victorian instead) and the yard and front of the house could really use some spiffing up. Anne, our hostess was very responsive and the location is very nice as well."