Holiday houses in Middlesex

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Popular amenities for Middlesex holiday rentals

Other great holiday rentals in Middlesex

Superhost
Cabin in Dundee
5 out of 5 average rating, 68 reviews

Timber View At Timber Trails

BrookeRating, 5 stars1 day ago
I can’t say enough about Kay’s cabins! I arrived a little early and was able to get a sneak peak of all of them. They are all extremely unique and adorable. Perfect if you want the tiny house experience but still have high standards when it comes to accommodations. This place is so much better than a hotel! It’s a true gem! Part of me wants to tell everyone to come and stay here and part of me wants to keep it a secret so it’s available whenever I want to come back. Kay is also a doll! So sweet and accommodating!!! I will 100% be back!!!
Superhost
Farm stay in Canandaigua
5 out of 5 average rating, 69 reviews

CMAC 420 Friendly Horses Private Romantic Quiet

KimberlyRating, 5 stars1 week ago
Beautiful suite, we enjoyed feeding the horses and having a quiet relaxing evening. Very comfortable!wonderful hosts.
Superhost
Home in Canandaigua
5 out of 5 average rating, 51 reviews

Finger Lakes Hilltop Chalet Relax, Unwind & Renew

AmyRating, 5 stars1 week ago
What a perfect choice for us to spend a relaxing week celebrating our 25th wedding anniversary! While it felt remote and in the 'middle of nowhere,' we were only 15 minutes from the quaint little town of Canandaigua. The home was absolutely gorgeous, clean and had everything you'd possibly need. When they say "fully stocked" kitchen, they're not kidding. The bathrooms also had personal care items in case you forgot something. The basement bar is so fun, as was trying the sauna. Being a massage therapist, having an actual massage table was awesome. But the outdoor whirlpool was best! We soaked every night or early morning and loved being outdoors surrounded by nature. The beds & furniture were very comfortable. For those unsuspecting, I would just say be aware of woodland critters that can make it into the house ;) Upon arriving back one night, it was fun to drive slowly up the .5 mile driveway and as we parked under the carport, watch a mama & baby deer at the edge of the woods!
Superhost
Home in Canandaigua
4.98 out of 5 average rating, 41 reviews

All Season Perfection! Cozy Cabin Vibes, Lake View

DouglasRating, 5 stars1 week ago
Excellent place to get away with friends! Would highly recommend Jessica’s place!
Superhost
Home in Bloomfield
5 out of 5 average rating, 25 reviews

2 Bedroom pool house

SusanRating, 5 starstoday
We were looking for a quiet place to enjoy a weekend with friends while we attended an outdoor concert at Wayne County Fairgrounds. This definitely hit the mark! Four adults and dog were very comfortable. Spacious bedrooms, great kitchen so we didn’t have to eat out, and comfortable house overall. Even saw two deer and a fox in the backyard one night! Highly recommend because Kenneth was more than accommodating.
Superhost
Home in Canandaigua
5 out of 5 average rating, 4 reviews

Finger Lakes Chalets Farmhouse Annex- Pool Open!

Stephanie EliseRating, 5 stars8 months ago
Our stay was fantastic! Rebecca was an awesome host, and so easy to communicate with. Highly, highly recommend if you’re looking for a beautiful getaway.
Superhost
Apartment in Canandaigua
5 out of 5 average rating, 82 reviews

Welcome to Bliss Chalet!

JesseRating, 5 stars2 days ago
Never have I ever stayed at a bnb where I want to plan, and accommodation a trip specifically to go back and stay somewhere again. Tricia was so responsive, and so so so kind! We drove 7hrs to this bnb and she was extremely accommodating. Traveling down for a concert, she gave us tips for our adventure on how to make it smooth sailing and when we returned to our bnb quite late we were surprised by a sweet treat she left us! The space itself, is stunning- and the photos do not do it justice. I cannot want to go back, we absolutely love New York State.
Superhost
Cabin in Naples
4.98 out of 5 average rating, 54 reviews

The Hill Hideaway

CindyRating, 5 stars1 week ago
Host very helpful and responsive. Loved loved accommodations! We were so sorry we were only there for two days. Will definitely go back!

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Yates County
  5. Middlesex