Photo by Matthew Jay

Middlesex Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    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

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
17 Oct - 19 Oct
In two weeks
24 Oct - 26 Oct

Holiday Rentals in Middlesex

Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
Exterior

Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..

8.6 out of 10, Excellent, (222)
"nice and quiet"
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
On-the-Water Romantic Cabin Breathtaking View Beach Fire Pit! Oct-Nov Availabity
Terrace/patio

On-the-Water Romantic Cabin Breathtaking View Beach Fire Pit! Oct-Nov Availabity

9.2 out of 10, Wonderful, (186)
"We enjoyed ourselves at this lakefront location. It was also great to have a great view of the Garrett Chapel. We also used Reagan Rentals for a kayak. Great trip! "
On-the-Water Romantic Cabin Breathtaking View Beach Fire Pit! Oct-Nov Availabity
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!
Property grounds

THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!

9.8 out of 10, Exceptional, (59)
"The place was great, just outside of town but nice and private. They had everything we needed and the view was beautiful! "
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!
Family fun, wine tours and beautiful sunsets
Terrace/patio

Family fun, wine tours and beautiful sunsets

9.6 out of 10, Exceptional, (171)
"Nice house with great views of the lake and easy access to kayaks/lifejackets etc. "
Family fun, wine tours and beautiful sunsets
Pine Grove Cabin
Exterior detail

Pine Grove Cabin

8.8 out of 10, Excellent, (6)
"We just needed a place without light pollution near Lincoln hill farm, so we could go to a concert, then lay in the grass and see some meteors. Pretty great."
The price is HK$615
HK$1,299 total
includes taxes & fees
31 Oct - 1 Nov
Pine Grove Cabin
Lake Dreamin-Seneca Lake-Waterfront-Hot Tub-Wine Trail, 100ft Private Level Beach-Pets OK
Beach

Lake Dreamin-Seneca Lake-Waterfront-Hot Tub-Wine Trail, 100ft Private Level Beach-Pets OK

9.2 out of 10, Wonderful, (306)
"We were sad to leave. Quiet, clean, cozy little stay. "
Lake Dreamin-Seneca Lake-Waterfront-Hot Tub-Wine Trail, 100ft Private Level Beach-Pets OK
Large Lakefront Lodge on Canandaigua Lake Sleeps 22 Guests!
Exterior

Large Lakefront Lodge on Canandaigua Lake Sleeps 22 Guests!

9.6 out of 10, Exceptional, (64)
"We stayed here for my sister’s bachelorette weekend and loved every second of it! The house is perfect for a big group. Only con was no mirrors in a lot of the bedrooms. "
Large Lakefront Lodge on Canandaigua Lake Sleeps 22 Guests!
WELCOME! WE ARE PET FRIENDLY.
Outdoor dining

WELCOME! WE ARE PET FRIENDLY.

9.8 out of 10, Exceptional, (294)
"Beautiful place"
WELCOME! WE ARE PET FRIENDLY.
Canadaigua Lake Sunset Oasis: Private Beach, Family Fun Wineries, CMAC, Shopping
Outdoor dining

Canadaigua Lake Sunset Oasis: Private Beach, Family Fun Wineries, CMAC, Shopping

10.0 out of 10, Exceptional, (16)
"We had amazing time at the property. The host was amazing with communication and taking care of any needs that we had. The set up of the house was perfect."
The price is HK$6,829
HK$11,207 total
includes taxes & fees
13 Oct - 14 Oct
Canadaigua Lake Sunset Oasis: Private Beach, Family Fun Wineries, CMAC, Shopping
Cozy new England style cottage Right on Wine and Beer Trail
Terrace/patio

Cozy new England style cottage Right on Wine and Beer Trail

9.8 out of 10, Exceptional, (275)
"We had an amazing time and are already planning a trip back. "
Cozy new England style cottage Right on Wine and Beer Trail
FROG HOUSE - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons
Property grounds

FROG HOUSE - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons

2.0 star property
9.8 out of 10, Exceptional, (12)
"Dave has a great secluded get away property! The property was stocked with wood for fires, making it perfect for an evening to have drinks and make smores. It is close to many local wineries, making wine tastings even friendlier! The bed was comfortable and the place was very clean. If you are looking to glamp but still have the rustic feel of no electric this is the place! This is a creative way to get people out and in tune with nature. "
FROG HOUSE - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons
Wildflower-Seneca Lake-Water View-Hot Tub-Wine Trail - Pets, Steps to Lake-Acre of Privacy
Property grounds

Wildflower-Seneca Lake-Water View-Hot Tub-Wine Trail - Pets, Steps to Lake-Acre of Privacy

8.6 out of 10, Excellent, (101)
"The property was clean, and very convenient to all that we wanted to do. We did not use the hot tub as we weren't interested in that. Overall a great week's stay. Pics of the lake views on the site need updating to reflect actual views. It was my only disappointment as it was a factor in selecting this rental. "
Wildflower-Seneca Lake-Water View-Hot Tub-Wine Trail - Pets, Steps to Lake-Acre of Privacy
Lakeaholic Living On Canandaigua Lake
Property grounds

Lakeaholic Living On Canandaigua Lake

10.0 out of 10, Exceptional, (84)
"The house is modern and very clean with a basement game room, hangout space, main floor kitchen with two separate living rooms that allows different activities to be enjoyed. The viwes are wonderful from the deck that has a motorized retractable awning. Would book this again!!"
Lakeaholic Living On Canandaigua Lake
Camp Believe It is a secluded cabin with 50 acres of hiking trails!
2 bedrooms, iron/ironing board, WiFi, bed sheets

Camp Believe It is a secluded cabin with 50 acres of hiking trails!

9.8 out of 10, Exceptional, (9)
"This cabin was perfect! We got in late but there are motion sensor lights outside and the inside was lit up as well. It was clean, stocked, comfortable and really made our trip even more enjoyable. Great place to stay!!"
The price is HK$1,136
HK$1,578 total
includes taxes & fees
16 Oct - 17 Oct
Camp Believe It is a secluded cabin with 50 acres of hiking trails!
Welcome to Camp Waneta.
Fridge, microwave, oven, stovetop

Welcome to Camp Waneta.

9.6 out of 10, Exceptional, (18)
"The house is tiny but nicely designed and built. It has all the necessities, a fire pit, a grill (outdoor) and direct access to a private dock where you can enjoy the lake view and fishing. We are also glad to know we are the first guests so everything is brand new. We enjoyed our stay. My kids love the fire pit, grill, house etc. My husband loves the fishing. By the way, it’s easy to fish; we caught 8 fish in about half hours. The house is close to a lot of attractions, e.g. finger lake area,...
The price is HK$841
HK$2,754 total
includes taxes & fees
13 Oct - 14 Oct
Welcome to Camp Waneta.
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
Pool

Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016

9.8 out of 10, Exceptional, (148)
"This property was a great option for two adults and a dog. The grounds were well manicured and the cabin was adorable!"
The price is HK$946
HK$1,233 total
includes taxes & fees
13 Oct - 14 Oct
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
Lakeside Home, New Pool, Carriage House, level & private, 6 BR, 120' frontage!
Exterior

Lakeside Home, New Pool, Carriage House, level & private, 6 BR, 120' frontage!

10.0 out of 10, Exceptional, (114)
"This property was great!"
Lakeside Home, New Pool, Carriage House, level & private, 6 BR, 120' frontage!
Sandy Beach Haven - Modern Canandaigua Lake House
Interior

Sandy Beach Haven - Modern Canandaigua Lake House

10.0 out of 10, Exceptional, (117)
"We had a lovely stay. The location was convenient and perfect for spending time with family."
Sandy Beach Haven - Modern Canandaigua Lake House
Naples Valley Getaway-Private home with hot tub.
Outdoor dining

Naples Valley Getaway-Private home with hot tub.

10.0 out of 10, Exceptional, (345)
"If you need to ger away and unwind, we highly recommend this place very clean and comfortable with many accommodation, including flip flops for when you get out of the hot top,me and my husband really enjoyed our stay "
Naples Valley Getaway-Private home with hot tub.
Sunflower-Keuka/Seneca-Lake View-Hot Tub-Wine Trail-Pets, 13 Wooded Acres-7 min to Beach
Exterior

Sunflower-Keuka/Seneca-Lake View-Hot Tub-Wine Trail-Pets, 13 Wooded Acres-7 min to Beach

9.6 out of 10, Exceptional, (97)
"We enjoyed our stay at this property. Very clean and welcoming. Great location. Would definitely recommend this property."
Sunflower-Keuka/Seneca-Lake View-Hot Tub-Wine Trail-Pets, 13 Wooded Acres-7 min to Beach
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

Comfort Inn & Suites Farmington - Victor

Comfort Inn & Suites Farmington - Victor

10/10 Excellent
"I love that the pool is open until 9:30pm for all, and until 11pm for (quiet) adults. Most hotels close the pool earlier than a typical tourist would be arriving."
David 1-night trip
Posted 3 days ago
Comfort Inn & Suites Farmington - Victor

Find out more about Middlesex

Search for holiday rentals in Middlesex on Expedia! You can easily find your home rentals, villas, holiday apartments in Middlesex using one of the methods below:

  • View our selection of featured holiday rentals in Middlesex
  • Use the map to find apartments and other holiday homes in the Middlesex neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middlesex while they last

Look no further and take a look at our great range of rental properties in Middlesex!

Frequently asked questions

Are there holiday rentals in Middlesex?

Yes, there are holiday rentals close to the most popular sights in Middlesex, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Middlesex has to offer?

Lakeside Home, New Pool, Carriage House, level & private, 6 BR, 120' frontage!: This holiday home rental outside of Middlesex is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a private garden and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Middlesex?

Choose from 11 Expedia holiday rentals in Middlesex for a memorable holiday.

What can I see and do in Middlesex?

Canandaigua Lake and Clarks Gully are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find West River Marsh and Bristol Mountain Ski Resort.

What are holiday rentals like in Middlesex?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middlesex. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family trips.