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

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Our top choices for Middlesex vacation homes

1. Peaceful lake front home with amazing views.

Peaceful lake front home with amazing views.
Middlesex
10.0 out of 10, Exceptional, (27 reviews)
"Very quiet and peaceful when we were there ."
United States
Julie Z.
The price is ¥35,230
¥75,844 total
includes taxes & fees
Dec 1 - Dec 2
Peaceful lake front home with amazing views.

2. Cozy 1-bedroom house in Lovely Crystal Beach Area

Cozy 1-bedroom house in Lovely Crystal Beach Area
Canandaigua
The price is ¥12,124
¥28,026 total
includes taxes & fees
Nov 22 - Nov 23
Cozy 1-bedroom house in Lovely Crystal Beach Area

3. Sub Level Effiency

Sub Level Effiency
Geneva
8.6 out of 10, Excellent, (22 reviews)
"A great place to stay "
United States
Patrick
The price is ¥9,699
¥12,819 total
includes taxes & fees
Nov 10 - Nov 11
Sub Level Effiency

4. VRFLX Canandaigua View | Pool & Hot Tub

VRFLX Canandaigua View | Pool & Hot Tub
Naples
10.0 out of 10, Exceptional, (104 reviews)
"We traveled with family and our infant. It was a beautiful home and property. "
United States
Marina V.
The price is ¥28,057
¥95,612 total
includes taxes & fees
Nov 16 - Nov 17
VRFLX Canandaigua View | Pool & Hot Tub

5. Pet Friendly Keuka Yurt

Pet Friendly Keuka Yurt
Penn Yan
9.6 out of 10, Exceptional, (30 reviews)
"Such a fun yurt and a peaceful location! We loved the proximity to activities and then relaxing with a glass of wine on the little balcony!"
United States
Sharon
The price is ¥19,769
¥31,940 total
includes taxes & fees
Dec 7 - Dec 8
Pet Friendly Keuka Yurt

6. Naples Oasis: 2 bedrooms, 2 baths, a full kitchen and open-concept, lake views!

Naples Oasis: 2 bedrooms, 2 baths, a full kitchen and open-concept, lake views!
Naples
The price is ¥40,080
¥85,168 total
includes taxes & fees
Nov 16 - Nov 17
Naples Oasis: 2 bedrooms, 2 baths, a full kitchen and open-concept, lake views!

7. Finger Lakes Escape • FLX Chalet + Private Pond

Finger Lakes Escape • FLX Chalet + Private Pond
Branchport
10.0 out of 10, Exceptional, (11 reviews)
"Great place for a winter getaway!"
United States
Catherine K.
The price is ¥30,904
¥67,500 total
includes taxes & fees
Nov 22 - Nov 23
Finger Lakes Escape • FLX Chalet + Private Pond

8. Lakeside Home - We accept direct same day bookings w VRBO booking;2 pets welcome

Lakeside Home - We accept direct same day bookings w VRBO booking;2 pets welcome
Canandaigua
8.4 out of 10, Very good, (5 reviews)
"Great peaceful location on Canandaigua Lake but close to town! Enjoyed relaxing on the dock!"
United States
Christopher H.
The price is ¥23,962
¥77,224 total
includes taxes & fees
Nov 10 - Nov 11
Lakeside Home - We accept direct same day bookings w VRBO booking;2 pets welcome

9. Canandaigua Lake Overlook | Hot Tub, Gazebo & Lake Views

Canandaigua Lake Overlook | Hot Tub, Gazebo & Lake Views
Canandaigua
8.6 out of 10, Excellent, (7 reviews)
"Our stay worked out really well for us. Nice view of the lake. The deck actually has a covered gazebo! "
United States
Corey P.
The price is ¥50,397
¥106,483 total
includes taxes & fees
Nov 10 - Nov 11
Canandaigua Lake Overlook | Hot Tub, Gazebo & Lake Views

10. The bungalow @ T. Spex Eyewear is a cozy, convenient stay in Canandaigua!

The bungalow @ T. Spex Eyewear is a cozy, convenient stay in Canandaigua!
Canandaigua
10.0 out of 10, Exceptional, (89 reviews)
"Everything you need, very nice base for exploring the finger lakes."
United States
Adam R.
The price is ¥28,526
¥47,022 total
includes taxes & fees
Nov 10 - Nov 11
The bungalow @ T. Spex Eyewear is a cozy, convenient stay in Canandaigua!

11. 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
10.0 out of 10, Exceptional, (1 review)
The price is ¥21,537
¥40,631 total
includes taxes & fees
Nov 10 - Nov 11
Cozy tiny home with Sunrise Views in the Heart of Finger Lakes

12. Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom
Penn Yan
10.0 out of 10, Exceptional, (8 reviews)
"We love the area. The house was very clean and had fun activities for us to do while there!"
United States
Renee S.
The price is ¥23,614
¥88,394 total
includes taxes & fees
Nov 17 - Nov 18
Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

13. Wine Country: Epic Game Room, Lake Views, Fire Pit

Wine Country: Epic Game Room, Lake Views, Fire Pit
Naples
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful stay. Highly recommend."
United States
Maffettone Thiesmeyer T.
The price is ¥52,555
¥128,732 total
includes taxes & fees
Nov 10 - Nov 11
Wine Country: Epic Game Room, Lake Views, Fire Pit

14. Charming country ranch in the hills of the Finger Lakes

Charming country ranch in the hills of the Finger Lakes
Naples
10.0 out of 10, Exceptional, (13 reviews)
"We rented the property to attend a wedding and found out that the wedding venue was only 2 minutes away! Great location with nice views all around. Very quiet at night and nice comfortable beds for a good nights sleep. Great place to stay for a long weekend or a full weeks vacation."
United States
Brian K.
The price is ¥35,658
¥64,882 total
includes taxes & fees
Nov 11 - Nov 12
Charming country ranch in the hills of the Finger Lakes

15. Walkable Naples Wine Country 5BR Hot Tub Sleeps 16 Bristol Mountain

Walkable Naples Wine Country 5BR Hot Tub Sleeps 16 Bristol Mountain
Naples
10.0 out of 10, Exceptional, (2 reviews)
"House was exactly as advertised and worked perfectly for 7 travelers. The firepit outdoors was great and house was very walkable to everything Naples had to offer. The kitchen had everything you needed to cook and serve. House was clean and the owner was super responsive and accommodating. I would highly recommend this house to any group traveling to the Naples area."
United States
Michael T.
The price is ¥32,048
¥83,576 total
includes taxes & fees
Nov 10 - Nov 11
Walkable Naples Wine Country 5BR Hot Tub Sleeps 16 Bristol Mountain

16. Enjoy Cabin Vibes & Lake Views, Close to Town, Lake & FLX Activities; EV Charger

Enjoy Cabin Vibes & Lake Views, Close to Town, Lake & FLX Activities; EV Charger
Canandaigua
10.0 out of 10, Exceptional, (41 reviews)
"We had a wonderful stay at this beautiful home on Lake Canandaigua! The house was spotless, well-maintained, and had everything we needed for a relaxing and enjoyable vacation. We loved grilling out for BBQ dinners and spending the evenings around the fire pit making s’mores with the family. The lake views were absolutely stunning, and the location was perfect—close to everything while still feeling peaceful and private. We would definitely stay here again and highly recommend it!"
United States
Wendy B.
The price is ¥63,234
¥124,198 total
includes taxes & fees
Nov 10 - Nov 11
Enjoy Cabin Vibes & Lake Views, Close to Town, Lake & FLX Activities; EV Charger

17. Nov 13-15 Christkindl/Murder Mystery wknd, Pets Same day bookings ok terms apply

Nov 13-15 Christkindl/Murder Mystery wknd, Pets Same day bookings ok terms apply
Canandaigua
8.8 out of 10, Excellent, (15 reviews)
"Nancy, the host did a great job of making sure I arrived ok and if I needed any information about the area. She was very knowledgeable about the Town of Canandaigua and the surrounding area."
United States
Charlie M.
The price is ¥35,658
¥71,043 total
includes taxes & fees
Nov 10 - Nov 11
Nov 13-15 Christkindl/Murder Mystery wknd, Pets Same day bookings ok terms apply

18. Secluded Finger Lakes 3BR Retreat Near Keuka Lake with Vineyard Views

Secluded Finger Lakes 3BR Retreat Near Keuka Lake with Vineyard Views
Branchport
9.6 out of 10, Exceptional, (4 reviews)
"Loved the location surrounded by grapes and farmland. Very spacious. Awesome communication. And the price was perfect. Next time I’m in the area I would definitely check for availability."
United States
Rae G.
The price is ¥35,658
¥62,657 total
includes taxes & fees
Nov 11 - Nov 12
Secluded Finger Lakes 3BR Retreat Near Keuka Lake with Vineyard Views

19. Spacious ‘GEM’ of the city

Spacious ‘GEM’ of the city
Geneva
9.8 out of 10, Exceptional, (65 reviews)
"Great property!!"
United States
Shawn M.
The price is ¥26,957
¥47,461 total
includes taxes & fees
Nov 15 - Nov 16
Spacious ‘GEM’ of the city

20. A Relaxing Getaway on Grant in Geneva.

A Relaxing Getaway on Grant in Geneva.
Geneva
The price is ¥24,675
¥43,727 total
includes taxes & fees
Nov 11 - Nov 12
A Relaxing Getaway on Grant in Geneva.
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

Middlesex Vacation Homes information

Number of reviews
365
Accommodation
690 Vacation Homes
Lowest Price
¥12,819
Highest Price
¥128,732