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Our top choices for Middlesex holiday 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)
The price is NZ$852
includes taxes & fees
1 Dec - 2 Dec

2. Cozy 1-bedroom house in Lovely Crystal Beach Area
Cozy 1-bedroom house in Lovely Crystal Beach AreaCanandaigua
The price is NZ$357
includes taxes & fees
7 Dec - 8 Dec

3. Sub Level Effiency
Sub Level EffiencyGeneva
8.6 out of 10, Excellent, (22 reviews)
The price is NZ$155
includes taxes & fees
14 Nov - 15 Nov

4. VRFLX Canandaigua View | Pool & Hot Tub
VRFLX Canandaigua View | Pool & Hot TubNaples
10.0 out of 10, Exceptional, (104 reviews)
The price is NZ$1,070
includes taxes & fees
16 Nov - 17 Nov

5. Pet Friendly Keuka Yurt
Pet Friendly Keuka YurtPenn Yan
9.6 out of 10, Exceptional, (30 reviews)
The price is NZ$354
includes taxes & fees
7 Dec - 8 Dec

6. Finger Lakes Escape • FLX Chalet + Private Pond
Finger Lakes Escape • FLX Chalet + Private PondBranchport
10.0 out of 10, Exceptional, (11 reviews)
The price is NZ$758
includes taxes & fees
22 Nov - 23 Nov

7. 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 NZ$957
includes taxes & fees
16 Nov - 17 Nov

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 welcomeCanandaigua
8.4 out of 10, Very good, (5 reviews)
The price is NZ$1,035
includes taxes & fees
16 Nov - 17 Nov

9. 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)
The price is NZ$506
includes taxes & fees
15 Nov - 16 Nov

10. Cozy tiny home with Sunrise Views in the Heart of Finger Lakes
Cozy tiny home with Sunrise Views in the Heart of Finger LakesPenn Yan
10.0 out of 10, Exceptional, (1 review)
The price is NZ$471
includes taxes & fees
22 Nov - 23 Nov

11. Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom
Spacious Keuka Lake Gem, BBQ, Firepit, GameroomPenn Yan
10.0 out of 10, Exceptional, (8 reviews)
The price is NZ$925
includes taxes & fees
8 Dec - 9 Dec

12. Canandaigua Lake Overlook | Hot Tub, Gazebo & Lake Views
Canandaigua Lake Overlook | Hot Tub, Gazebo & Lake ViewsCanandaigua
8.6 out of 10, Excellent, (7 reviews)
The price is NZ$1,190
includes taxes & fees
13 Nov - 14 Nov

13. 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 ChargerCanandaigua
10.0 out of 10, Exceptional, (41 reviews)
The price is NZ$1,338
includes taxes & fees
15 Nov - 16 Nov

14. Walkable Naples Wine Country 5BR Hot Tub Sleeps 16 Bristol Mountain
Walkable Naples Wine Country 5BR Hot Tub Sleeps 16 Bristol MountainNaples
10.0 out of 10, Exceptional, (2 reviews)
The price is NZ$939
includes taxes & fees
16 Nov - 17 Nov

15. The Vita and Vine: Lakefront, Outdoor Theater
The Vita and Vine: Lakefront, Outdoor TheaterRushville
The price is NZ$1,663
includes taxes & fees
15 Nov - 16 Nov

16. Charming country ranch in the hills of the Finger Lakes
Charming country ranch in the hills of the Finger LakesNaples
10.0 out of 10, Exceptional, (14 reviews)
The price is NZ$711
includes taxes & fees
13 Nov - 14 Nov

17. Wine Country: Epic Game Room, Lake Views, Fire Pit
Wine Country: Epic Game Room, Lake Views, Fire PitNaples
10.0 out of 10, Exceptional, (2 reviews)
The price is NZ$1,617
includes taxes & fees
16 Nov - 17 Nov

18. 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 applyCanandaigua
8.8 out of 10, Excellent, (15 reviews)
The price is NZ$780
includes taxes & fees
14 Nov - 15 Nov

19. Secluded Finger Lakes 3BR Retreat Near Keuka Lake with Vineyard Views
Secluded Finger Lakes 3BR Retreat Near Keuka Lake with Vineyard ViewsBranchport
9.6 out of 10, Exceptional, (4 reviews)
The price is NZ$687
includes taxes & fees
16 Nov - 17 Nov

20. A Relaxing Getaway on Grant in Geneva.
A Relaxing Getaway on Grant in Geneva.Geneva
The price is NZ$487
includes taxes & fees
17 Nov - 18 Nov
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.
Learn more about Middlesex
Nestled along the shores of Canandaigua Lake, this charming town invites visitors to explore the dramatic rock formations of Clarks Gully. Outdoor enthusiasts can split their time between Deep Run Beach's refreshing waters and nearby Bristol Mountain's scenic slopes depending on the season.

Top reviews in Middlesex

Hotel Canandaigua, Tapestry Collection by Hilton
Hotel Canandaigua, Tapestry Collection by HiltonCanandaigua















































































