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Middlesex Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Middlesex vacation rentals

1 bedroom, WiFi, bed sheets
Pet Friendly Keuka Wagon

Pet Friendly Keuka Wagon

Pet Friendly Keuka Wagon
Penn Yan
9.6 out of 10, Exceptional, (25)
"Such an amazing, unique, peaceful and beautiful weekend getaway destination. "
United States
Ashley J.
The price is ￥16,443
￥28,439 total
includes taxes & fees
Jan 11 - Jan 12
Pet Friendly Keuka Wagon
Smart TV
Cozy 1BDR APT in Vibrant Downtown Geneva

Cozy 1BDR APT in Vibrant Downtown Geneva

Cozy 1BDR APT in Vibrant Downtown Geneva
Geneva
10.0 out of 10, Exceptional, (4)
"Didn’t get to vinyards, loved the accommodations though."
United Kingdom
laura r.
The price is ￥14,094
￥36,167 total
includes taxes & fees
Jan 14 - Jan 15
Cozy 1BDR APT in Vibrant Downtown Geneva
Interior
Modern Studio APT in the Heart of Downtown Geneva

Modern Studio APT in the Heart of Downtown Geneva

Modern Studio APT in the Heart of Downtown Geneva
Geneva
10.0 out of 10, Exceptional, (11)
"Highly recommend this place for your stay in the Finger Lakes! It was clean and comfy and easy walking distance to food and drink in Geneva. It was also conveniently located to many great wineries, breweries and other restaurants."
United States
Shelby L.
The price is ￥20,358
￥43,954 total
includes taxes & fees
Jan 13 - Jan 14
Modern Studio APT in the Heart of Downtown Geneva
Outdoor dining
Cozy 1-bedroom apartment with AC and WiFi in enjoyable Geneva

Cozy 1-bedroom apartment with AC and WiFi in enjoyable Geneva

Cozy 1-bedroom apartment with AC and WiFi in enjoyable Geneva
Geneva
9.0 out of 10, Wonderful, (17)
"The space was very clean and provided nice proximity to the lake and things to do in the area. It was a great stay!"
United States
Kaitlyn D.
The price is ￥15,503
￥25,784 total
includes taxes & fees
Feb 1 - Feb 2
Cozy 1-bedroom apartment with AC and WiFi in enjoyable Geneva
Outdoor dining
Cozy little home located in the Finger Lakes

Cozy little home located in the Finger Lakes

Cozy little home located in the Finger Lakes
Dundee
10.0 out of 10, Exceptional, (2)
"We only used the property to sleep in while visiting family locally. It was very clean and had basics."
United States
Heather Z.
The price is ￥15,671
￥34,212 total
includes taxes & fees
Jan 7 - Jan 8
Cozy little home located in the Finger Lakes
1 bedroom, WiFi, bed sheets
Casita: Near Wineries & Keuka Lake: 100"Projector

Casita: Near Wineries & Keuka Lake: 100"Projector

Casita: Near Wineries & Keuka Lake: 100"Projector
Bath
9.8 out of 10, Exceptional, (7)
"This is a beautifully appointed tiny home, perfect for a quiet getaway! The decor is curated so tastefully, and the kitchen area equipped with stovetop and even olive oil and spices. The bed is comfortable and it was so nice to be able to bring our dog along. The hosts were lovely and provided quick and thoughtful communication. We enjoyed this quiet, lovely retreat, and it is close to wineries and not far from the Corning Museum of Glass, which we took the opportunity to visit. A great...
United States
Erika K.
The price is ￥23,255
￥29,553 total
includes taxes & fees
Jan 7 - Jan 8
Casita: Near Wineries & Keuka Lake: 100"Projector
Terrace/patio
Bluebird Cabin - Brand New Cozy Log Cabin on 5-Wooded Acres / Pet-Friendly!

Bluebird Cabin - Brand New Cozy Log Cabin on 5-Wooded Acres / Pet-Friendly!

Bluebird Cabin - Brand New Cozy Log Cabin on 5-Wooded Acres / Pet-Friendly!
2.0 star property
Dundee
10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay! This rental was very clean and secluded. It was comfortable, cozy and just what we were looking for. We wish the weather had been just a little bit nicer to be able to enjoy the porch but perhaps next time. Everything inside was tidy and thoughtfully set up, making our stay very easy and relaxing. We would definitely stay here again and recommend it to others."
United States
Nicole P.
Bluebird Cabin - Brand New Cozy Log Cabin on 5-Wooded Acres / Pet-Friendly!
TV, fireplace
Lake Trout Cove Summa

Lake Trout Cove Summa

Lake Trout Cove Summa
2.0 star property
Canandaigua
The price is ￥12,685
￥81,174 total
includes taxes & fees
Jan 7 - Jan 8
Lake Trout Cove Summa
Property grounds
Top of the Fingerlakes, relaxing retreat.

Top of the Fingerlakes, relaxing retreat.

Top of the Fingerlakes, relaxing retreat.
Waterloo
9.8 out of 10, Exceptional, (28)
"Very comfortable, clean, and felt like home. Will be booking here again in June."
United States
April
The price is ￥18,181
￥30,609 total
includes taxes & fees
Jan 7 - Jan 8
Top of the Fingerlakes, relaxing retreat.
Iron/ironing board, WiFi, bed sheets
The Champlin Carriage House at Keuka Lake

The Champlin Carriage House at Keuka Lake

The Champlin Carriage House at Keuka Lake
2.0 star property
Hammondsport
The price is ￥14,407
￥37,396 total
includes taxes & fees
Jan 8 - Jan 9
The Champlin Carriage House at Keuka Lake
Exterior
Timber Haven - Serene log home getaway with Wi-Fi, HVAC in NY Finger Lakes

Timber Haven - Serene log home getaway with Wi-Fi, HVAC in NY Finger Lakes

Timber Haven - Serene log home getaway with Wi-Fi, HVAC in NY Finger Lakes
Cohocton
10.0 out of 10, Exceptional, (19)
"Loved the cabin We had a great stay"
United States
Sue T.
The price is ￥25,056
￥31,571 total
includes taxes & fees
Jan 13 - Jan 14
Timber Haven - Serene log home getaway with Wi-Fi, HVAC in NY Finger Lakes
Property grounds
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

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

1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!
3.0 star property
Penn Yan
9.8 out of 10, Exceptional, (81)
"Great location, water front property, close to wineries, dining and entertainment. "
United States
Jay M.
The price is ￥34,765
￥58,405 total
includes taxes & fees
Jan 31 - Feb 1
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!
Exterior detail
Spacious ‘GEM’ of the city

Spacious ‘GEM’ of the city

Spacious ‘GEM’ of the city
Geneva
9.8 out of 10, Exceptional, (44)
"Enjoyed our stay in this spacious, comfortable house right in downtown Geneva. House was short walk to HWS, downtown restaurants, and lakefront/FLX visitor center. We would happily stay here again. "
United States
Lynda F.
The price is ￥26,638
￥49,162 total
includes taxes & fees
Jan 14 - Jan 15
Spacious ‘GEM’ of the city
Exterior
Pet Friendly Log Cabin

Pet Friendly Log Cabin

Pet Friendly Log Cabin
Penn Yan
9.4 out of 10, Exceptional, (55)
"Very Clean, Peaceful and serene, enjoyed our time here. "
United States
Alisha W.
The price is ￥12,168
￥23,993 total
includes taxes & fees
Jan 20 - Jan 21
Pet Friendly Log Cabin
Smart TV, fireplace
Hubbs Cellar at JS Hubbs Guest House

Hubbs Cellar at JS Hubbs Guest House

Hubbs Cellar at JS Hubbs Guest House
Hammondsport
10.0 out of 10, Exceptional, (7)
"Clean, modern, great host, and walking distance to a beautiful water view. So nice!"
United States
Jonathan S.
The price is ￥17,226
￥45,777 total
includes taxes & fees
Jan 7 - Jan 8
Hubbs Cellar at JS Hubbs Guest House
Property grounds
Peaceful, pet friendly and newly remodeled Geneva home

Peaceful, pet friendly and newly remodeled Geneva home

Peaceful, pet friendly and newly remodeled Geneva home
Geneva
9.8 out of 10, Exceptional, (26)
"Very comfortable and dog friendly which was great!"
United States
Matthew W.
The price is ￥27,405
￥46,203 total
includes taxes & fees
Jan 12 - Jan 13
Peaceful, pet friendly and newly remodeled Geneva home
Smart TV, fireplace
Charming Farmhouse Retreat ~ King Suite

Charming Farmhouse Retreat ~ King Suite

Charming Farmhouse Retreat ~ King Suite
Shortsville
10.0 out of 10, Exceptional, (16)
"Peaceful!!!"
United States
Kevin D.
The price is ￥30,694
￥71,935 total
includes taxes & fees
Jan 10 - Jan 11
Charming Farmhouse Retreat ~ King Suite
2 bedrooms, WiFi, bed sheets
The Johnson Chalet in Bristol/Canandaigua*HOT TUB*

The Johnson Chalet in Bristol/Canandaigua*HOT TUB*

The Johnson Chalet in Bristol/Canandaigua*HOT TUB*
Canandaigua
10.0 out of 10, Exceptional, (5)
"Our stay was relaxing and very comfortable. The cottage is well appointed and upscale in its feel. And it's located in a verybprivate setting while still being close to major roads. We enjoyed our stay."
United States
Kip B.
The price is ￥32,722
￥63,721 total
includes taxes & fees
Jan 7 - Jan 8
The Johnson Chalet in Bristol/Canandaigua*HOT TUB*
Interior
Pet Friendly Keuka Yurt

Pet Friendly Keuka Yurt

Pet Friendly Keuka Yurt
Penn Yan
9.6 out of 10, Exceptional, (28)
"Very pet friendly, great location to many local wineries. Will definitely stay here again. For a longer time."
United States
Ian B.
The price is ￥16,443
￥28,439 total
includes taxes & fees
Jan 7 - Jan 8
Pet Friendly Keuka Yurt
Interior
Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom
Penn Yan
10.0 out of 10, Exceptional, (5)
"Great property. Close to everything the town has to offer. Plenty of room for a family "
United States
Anonymous traveler
The price is ￥20,358
￥88,047 total
includes taxes & fees
Jan 27 - Jan 28
Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom
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

10/10 Excellent
"Yes"
David 4-night trip
Posted 2 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 vacation rentals in Middlesex?

Yes, we offer vacation rentals near popular attractions in Middlesex, or you can go with a more remote option if you're looking for a relaxing stay.

What's the top vacation rental in Middlesex?

Keuka East: Spacious & Comfy: This vacation home rental outside of Middlesex is located on a lake and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Middlesex?

Choose from 13 Expedia vacation rentals in Middlesex for a memorable vacation.

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 larger area, you’ll find West River Marsh and Bristol Mountain Ski Resort.

What are vacation rentals like in Middlesex?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Middlesex. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family trip.