A pier with a red lighthouse at dusk, reflecting on calm water.

Search Condos Rentals in Middlesex from CA $344

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Middlesex condo rentals

A cozy room with a brown sofa, a blue bed, and a fireplace.

1. Charming 1BR getaway steps from Keuka Lake, wine trail & Village Square

Charming 1BR getaway steps from Keuka Lake, wine trail & Village Square
Hammondsport
10.0 out of 10, Exceptional, (12 reviews)
"Very clean, quiet and convenient. Host was very nice and easy to work with as was the check-in, check-out process."
United States
Todd B.
The price is CA $117
CA $344 total
includes taxes & fees
Nov 8 - Nov 9
Charming 1BR getaway steps from Keuka Lake, wine trail & Village Square
A dining area with a wooden table, metal railings, and a decorative butterfly wall piece.

2. Charming 2BR/1BA getaway steps from Keuka Lake, wine trail & Village Square

Charming 2BR/1BA getaway steps from Keuka Lake, wine trail & Village Square
Hammondsport
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay in this beautiful property!"
United States
Kim C.
The price is CA $196
CA $443 total
includes taxes & fees
Nov 4 - Nov 5
Charming 2BR/1BA getaway steps from Keuka Lake, wine trail & Village Square
A hallway with a wooden floor, a couch, a TV mounted on the wall, and a sign that reads "Life is better at the lake".

3. Charming 2BR/2BA getaway steps from Keuka Lake, wine trail & Village Square

Charming 2BR/2BA getaway steps from Keuka Lake, wine trail & Village Square
Hammondsport
9.6 out of 10, Exceptional, (8 reviews)
"Walter was fantastic! We had a wonderful stay and will be back!!"
United States
Katherine F.
The price is CA $235
CA $490 total
includes taxes & fees
Nov 4 - Nov 5
Charming 2BR/2BA getaway steps from Keuka Lake, wine trail & Village Square
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlesex Hotel Reviews

Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites

10/10 Excellent
"This by far was the cleanest hotel I’ve stayed in! Perfectly located to many wineries and places to eat only having to drive within 10-15min. some of the places to eat are in walking distance. Lived it here and would definitely recommend and come back next time we visit"
Kimberly A. 2-night trip
Posted 3 hours ago
Best Western Plus Vineyard Inn & Suites

Find out more about Middlesex

Middlesex Condo Rentals information

Number of reviews
22
Accommodation
12 Condo Rentals
Lowest Price
CA $344
Highest Price
CA $490

Frequently asked questions

Why book your condo in Middlesex with Expedia?
Use Expedia to find your dream condo in Middlesex. After a high-end stay? Find your way to the filters to search for properties with a 5-star rating. If you need to stick to a budget, choose how much you're willing to spend and then check out our fabulous deals. We'll help you find the perfect place whatever your vacation looks like.
How can I find cheap condos in Middlesex?
With Expedia's filter tool, getting your hands on cheap condos in Middlesex couldn't be easier. To find stays that'll make your wallet smile, narrow your search results by budget, amenities and star rating.
What is there to do in Middlesex near my condo?
The perfect travel accessory is a well-planned schedule. Clarks Gully is a good place to start your exploration of Middlesex.

Explore a world of travel with Expedia