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Middlesex Holiday Rentals

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Holiday Rentals in Middlesex

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

10.0 out of 10, Exceptional, (245)
"It was the perfect spot for peace and tranquility on the water. House was perfect for two people. Updated but homey feel. "
The price is NZ$924
includes taxes & fees
26 Oct - 27 Oct
Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

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

9.8 out of 10, Exceptional, (169)
"A group of my friends and I stayed here for a long weekend. It was right on the water and was beautiful. The host provided a lot of great information leading up to this day. They have a park pass that you can borrow and they had firewood available if you wanna stay in and have a fire. I would definitely recommend this stay to large groups. "
Family fun, wine tours and beautiful sunsets

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!

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!

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

9.2 out of 10, Wonderful, (303)
"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

Cozy new England style cottage Right on Wine and Beer Trail

9.8 out of 10, Exceptional, (273)
"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

2.0 star property
10.0 out of 10, Exceptional, (11)
"Overall, our impression is that the property was very comfortable as a campsite. The property was very much what we had hoped for -- (mostly) quiet, forest, trails. Thought "Frog House" meant frog sounds all night, but .... "
FROG HOUSE - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons

WELCOME! WE ARE PET FRIENDLY.

9.8 out of 10, Exceptional, (291)
"Beautiful place"
WELCOME! WE ARE PET FRIENDLY.

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

8.6 out of 10, Excellent, (220)
"Very private, quiet getaway! The cottage was very cute tucked away in the woods. It was very peaceful."
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..

The Flatts at North Shore

3.5 star property
9.8 out of 10, Exceptional, (93)
"Large nicely appointed condo. Bed was comfortable. Very nice bathrooms. Appreciated washer, dryer and dishwasher. Close to lake and many restaurants. "
The Flatts at North Shore

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

10.0 out of 10, Exceptional, (14)
"Great location"
The price is NZ$1,417
includes taxes & fees
1 Oct - 2 Oct
Canadaigua Lake Sunset Oasis: Private Beach, Family Fun Wineries, CMAC, Shopping

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 NZ$274
includes taxes & fees
28 Sept - 29 Sept
Pine Grove Cabin

Keuka East: Spacious & Comfy

9.6 out of 10, Exceptional, (144)
"My wife and I stayed at the house with our 3 grown children for a long weekend . The house is very spacious and provided ample family time but also privacy when needed. Everything was very clean and fully stocked with everything we needed. Great location with nice view of the lake.Highly recommend it!"
Keuka East: Spacious & Comfy

Romantic Cabin On-the-Water w/Breathtaking Views; Beach Fire Pit! 100' Long Dock

9.2 out of 10, Wonderful, (184)
"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! "
Romantic Cabin On-the-Water w/Breathtaking Views; Beach Fire Pit! 100' Long Dock

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

10.0 out of 10, Exceptional, (8)
"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 NZ$340
includes taxes & fees
29 Sept - 30 Sept
Camp Believe It is a secluded cabin with 50 acres of hiking trails!

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

8.6 out of 10, Excellent, (101)
"The cleanliness seemed fine but the structure of trailer seemed to have signs of damage in the past,no lights around hot tub,couldn’t see steps getting out of it,,,and although it was unusually hot there was no coolness in living room and middle bedroom,and I would also suggest an up to date toaster, bagels had to be pried out of it and had to eat burnt,all in all the host was very easy to communicate wth, any questions were answered quickly and to the point"
Wildflower-Seneca Lake-Water View-Hot Tub-Wine Trail - Pets, Steps to Lake-Acre of Privacy

1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

3.0 star property
9.8 out of 10, Exceptional, (73)
"This is a beautiful and reasonably priced vacation for any couple looking to get away for a few days and enjoy a clean, small one bedroom cottage with a lovely view of Seneca lake. Maryanne thinks of everything when you arrive with a full kitchen and all the info you need to find local eateries, wineries and excursions. We would definitely stay again. 10 of 10."
The price is NZ$507
includes taxes & fees
7 Oct - 8 Oct
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

Pet Friendly Log Cabin

9.4 out of 10, Exceptional, (52)
"Very nice spot. Quiet, spacious surroundings. Very pet friendly."
The price is NZ$258
includes taxes & fees
28 Oct - 29 Oct
Pet Friendly Log Cabin

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

9.4 out of 10, Exceptional, (96)
"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.
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Top Middlesex Hotel Reviews

Find out more about Middlesex

Find out more about Middlesex

Everything you need to know about Middlesex holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middlesex holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlesex holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middlesex holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middlesex. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middlesex holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middlesex holiday rentals we have selected for you start as low as NZ$258 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middlesex rentals

At Expedia, we put the best Middlesex holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Middlesex rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlesex holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlesex. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!: This holiday home rental outside of Middlesex is located on the beach, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

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.