Vacation rentals in Middlesex
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Top-rated vacation rentals in Middlesex
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middlesex vacation rentals
Other great vacation rentals in Middlesex
Guest favorite
Apartment in Penn Yan
4.97 out of 5 average rating, 443 reviewsCrows nest lake view flat
Oct 22 – 29
$93 per night
Guest favorite
Apartment in Pulteney
4.93 out of 5 average rating, 266 reviewsPulteney Pleasure
Nov 4 – 11
$76 per night
Guest favorite
Guest suite in Naples
4.95 out of 5 average rating, 141 reviewsWarren Hill~The Peaceful Place in the Woods~
Dec 17 – 24
$93 per night
Guest favorite
Cottage in Canandaigua
4.93 out of 5 average rating, 165 reviewsBristol Retreat Cottage, Creekside with Hot Tub
Oct 5 – 12
$158 per night
Guest favorite
Apartment in Naples
5.0 out of 5 average rating, 141 reviewsHoliday Acres... something for everyone all year
Oct 19 – 26
$119 per night
Guest favorite
Loft in Canandaigua
4.96 out of 5 average rating, 240 reviewsSurveyor’s Studio - One Block from Main St
Apr 11 – 18
$110 per night
Guest favorite
Home in Penn Yan
4.92 out of 5 average rating, 154 reviewsKeuka Lake Hilltop Cottage
Apr 5 – 12
$106 per night
Guest favorite
Home in Penn Yan
4.97 out of 5 average rating, 175 reviewsGuyanoga Getaway ~Peaceful Setting
Apr 15 – 22
$165 per night
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