A waterfall cascading through a narrow rock formation surrounded by greenery.

Middlesex Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Middlesex holiday rentals

1. Beautiful Tiny home Near The Lake

Beautiful Tiny home Near The Lake
Canandaigua
The price is HK$600
HK$813 total
includes taxes & fees
25 Aug - 26 Aug
Beautiful Tiny home Near The Lake

2. Last Light Outdoor Retreat | the Lakehouse | On Seneca Wine Trail | Firepit

Last Light Outdoor Retreat | the Lakehouse | On Seneca Wine Trail | Firepit
Lodi
The price is HK$1,041
HK$2,112 total
includes taxes & fees
20 Sept - 21 Sept
Last Light Outdoor Retreat | the Lakehouse | On Seneca Wine Trail | Firepit

3. Beautiful Newly Renovated 1900s Farm House On 9 Acres

Beautiful Newly Renovated 1900s Farm House On 9 Acres
Rushville
The price is HK$917
HK$1,932 total
includes taxes & fees
31 Aug - 1 Sept
Beautiful Newly Renovated 1900s Farm House On 9 Acres

4. Last Light Outdoor Retreat | Wine Cellar | Seneca Wine Trail | Firepit

Last Light Outdoor Retreat | Wine Cellar | Seneca Wine Trail | Firepit
Lodi
The price is HK$1,034
HK$2,105 total
includes taxes & fees
20 Sept - 21 Sept
Last Light Outdoor Retreat | Wine Cellar | Seneca Wine Trail | Firepit

5. Last Light Outdoor Retreat | Cork Cottage | Seneca Wine Trail | Firepit

Last Light Outdoor Retreat | Cork Cottage | Seneca Wine Trail | Firepit
Lodi
The price is HK$1,060
HK$2,134 total
includes taxes & fees
20 Sept - 21 Sept
Last Light Outdoor Retreat | Cork Cottage | Seneca Wine Trail | Firepit

6. Last Light Outdoor Retreat | the Farmhouse | Seneca Wine Trail | Firepit

Last Light Outdoor Retreat | the Farmhouse | Seneca Wine Trail | Firepit
Lodi
The price is HK$1,021
HK$2,090 total
includes taxes & fees
25 Aug - 26 Aug
Last Light Outdoor Retreat | the Farmhouse | Seneca Wine Trail | Firepit

7. Last Light Outdoor Retreat | Wine Nook | Seneca Wine Trail | Firepit

Last Light Outdoor Retreat | Wine Nook | Seneca Wine Trail | Firepit
Lodi
The price is HK$1,113
HK$2,201 total
includes taxes & fees
25 Aug - 26 Aug
Last Light Outdoor Retreat | Wine Nook | Seneca Wine Trail | Firepit

8. Last Light Outdoor Retreat | Seneca Modern | Seneca Wine Trail | Firepit

Last Light Outdoor Retreat | Seneca Modern | Seneca Wine Trail | Firepit
Lodi
The price is HK$1,422
HK$2,588 total
includes taxes & fees
27 Aug - 28 Aug
Last Light Outdoor Retreat | Seneca Modern | Seneca Wine Trail | Firepit

9. Lovely 1 Bed Ranch Close to all Attractions

Lovely 1 Bed Ranch Close to all Attractions
Canandaigua NY
4.0 out of 10, (1 review)
"There is NO house number on the building. The host did NOT provide us with info prior to arrival, we had to message him to get access. It appeared that check in was at 4:00, but turned out it was 3:00. The actual property appearance does NOT look like the pictures online. Outside is overgrown, dirty and cobweb’s everywhere. Inside smells musty and gross. Flies everywhere, spiders in the bathroom and shower. It was not clean under the bed. There’s no bathroom soaps or wash clothes and the towels...
United States
Anonymous traveller
The price is HK$924
HK$1,862 total
includes taxes & fees
13 Sept - 14 Sept
Lovely 1 Bed Ranch Close to all Attractions
A living room with a sectional sofa, a fireplace, and a large window.

10. Ideal location for adventure all year round

Ideal location for adventure all year round
Naples
10.0 out of 10, Exceptional, (7 reviews)
"house was clean, quiet area, perfect for my one night stay for a wedding"
United States
Alexis M.
The price is HK$917
HK$1,155 total
includes taxes & fees
3 Sept - 4 Sept
Ideal location for adventure all year round
A yurt with a central skylight, a bed with a 'OFFLINE' sign, a woven chair, and a patterned rug.

11. Achsah Mongolian Round Tent & Breakfast in Finger Lakes Wine Country region

Achsah Mongolian Round Tent & Breakfast in Finger Lakes Wine Country region
Rushville
9.2 out of 10, Wonderful, (5 reviews)
"We so much enjoyed our two night's stay at Rainey and Jeff's campground and can't wait to return. Upon arrival, Rainey showed us around the campground, led us to our adorably decorated yurt and invited us to join the campfire later that evening for gourmet smores. We opened a bottle of wine and sat on the egg swings for a while, enjoying the sound of the bullfrogs and the beautiful surroundings. Later we enjoyed sitting by the campfire talking with the other guests and Rainey and Jeff. After a...
United States
Stephanie M.
The price is HK$1,372
HK$1,958 total
includes taxes & fees
25 Aug - 26 Aug
Achsah Mongolian Round Tent & Breakfast in Finger Lakes Wine Country region
A group of Adirondack chairs arranged around a fire pit in a forested area with a small cabin in the background.

12. Savannah Safari Tent & Breakfast-FLX Glamping

Savannah Safari Tent & Breakfast-FLX Glamping
Rushville
10.0 out of 10, Exceptional, (10 reviews)
"Great location, amazing hosts, wonderful morning breakfasts and coffee served! Good relaxation experience, swimming pond was awesome, going back next summer!"
United States
Faithann B.
The price is HK$1,568
HK$2,213 total
includes taxes & fees
25 Aug - 26 Aug
Savannah Safari Tent & Breakfast-FLX Glamping
A kitchen with a wooden table, two chairs, a microwave, and a brick wall.

13. Sub Level Effiency

Sub Level Effiency
Geneva
8.8 out of 10, Excellent, (16 reviews)
"A great place to stay "
United States
Patrick
The price is HK$635
HK$875 total
includes taxes & fees
29 Aug - 30 Aug
Sub Level Effiency
A spacious living area with a kitchen, a sofa, and a dining table.

14. Modern Studio - Main St Penn Yan

Modern Studio - Main St Penn Yan
Penn Yan
9.6 out of 10, Exceptional, (15 reviews)
"My girlfriend and i went on our first trip together here. It was very cozy! Was walking distance to all the things we wanted to do. We were planning another trip before the weekend was even over. "
United States
Kevin G.
The price is HK$1,143
HK$2,226 total
includes taxes & fees
26 Aug - 27 Aug
Modern Studio - Main St Penn Yan
A compact kitchen with a sink, stove, and wooden cabinets.

15. Cozy tiny home with Sunrise Views in the Heart of Finger Lakes

Cozy tiny home with Sunrise Views in the Heart of Finger Lakes
Penn Yan
The price is HK$889
HK$1,856 total
includes taxes & fees
16 Sept - 17 Sept
Cozy tiny home with Sunrise Views in the Heart of Finger Lakes
A cozy cabin interior with a sectional sofa, wooden ceiling, white cabinets, and a kitchenette.

16. Finger Lakes Cottage

Finger Lakes Cottage
Prattsburgh
9.8 out of 10, Exceptional, (102 reviews)
"Cute place!"
United States
Jessica W.
The price is HK$666
HK$1,361 total
includes taxes & fees
10 Sept - 11 Sept
Finger Lakes Cottage
A bedroom with a bed, a nightstand, a window with curtains, a door, and a ceiling fan.

17. Private Backyard & Deck · Family-Friendly

Private Backyard & Deck · Family-Friendly
Penn Yan
10.0 out of 10, Exceptional, (5 reviews)
The price is HK$2,082
HK$3,517 total
includes taxes & fees
25 Aug - 26 Aug
Private Backyard & Deck · Family-Friendly
A waterfall cascading over rocks into a pool, surrounded by greenery.

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

Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
Penn Yan
9.8 out of 10, Exceptional, (161 reviews)
"The cabin and property was perfect for us, the only negative was a lack of water pressure using the shower."
United States
Jeffrey
The price is HK$1,023
HK$1,322 total
includes taxes & fees
7 Sept - 8 Sept
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
A bedroom with a bed, bedside table, lamp, and decorative vases.

19. Cozy Main St Studio - Penn Yan

Cozy Main St Studio - Penn Yan
Penn Yan
The price is HK$1,058
HK$2,141 total
includes taxes & fees
25 Aug - 26 Aug
Cozy Main St Studio - Penn Yan
A rustic log cabin with a porch, surrounded by trees.

20. Sunny Trails Getaway Cabin

Sunny Trails Getaway Cabin
Cohocton
10.0 out of 10, Exceptional, (17 reviews)
"Very peaceful and relaxing place"
United States
Orlando
The price is HK$1,500
HK$2,225 total
includes taxes & fees
30 Aug - 31 Aug
Sunny Trails Getaway Cabin
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

Comfort Inn & Suites Farmington - Victor

Comfort Inn & Suites Farmington - Victor

8/10 Good
"Room was initially cold when first entering the room but got very warm in the middle of the night. Breakfast was good but noticed there was Gluten Free muffin options. When asking the staff they indicated toss on the table were GF. However on closer look they were not. Otherwise very nice."
Gerald 1-night trip
Posted 14 hours 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?

Cozy Cabin With 165 Ft Beach in the heart of FLX wine country! ALL are welcome!: 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.

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.