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

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Middlesex holiday homes

A room with a large window overlooking a body of water, wicker furniture, and a patterned rug.

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 £469
includes taxes & fees
1 Nov - 2 Nov
Peaceful lake front home with amazing views.
A kitchen with a wooden table, two chairs, a microwave, and a brick wall.

2. Sub Level Effiency

Sub Level Effiency
Geneva
9.0 out of 10, Wonderful, (21 reviews)
"A great place to stay "
United States
Patrick
The price is £76
includes taxes & fees
1 Nov - 2 Nov
Sub Level Effiency
A modern living room with a green sofa, a wooden floor, and a large sliding glass door leading to an outdoor deck with chairs and a table.

3. 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 £334
includes taxes & fees
22 Nov - 23 Nov
Finger Lakes Escape • FLX Chalet + Private Pond
A kitchen with wooden cabinets, a microwave, and a dining table with woven placemats.

4. 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 £235
includes taxes & fees
3 Nov - 4 Nov
The bungalow @ T. Spex Eyewear is a cozy, convenient stay in Canandaigua!
A spacious living area with a fireplace, a large flat-screen TV, and a cozy seating arrangement.

5. 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 £469
includes taxes & fees
16 Nov - 17 Nov
Naples Oasis: 2 bedrooms, 2 baths, a full kitchen and open-concept, lake views!
A yurt interior with a round ceiling, a mounted television, a wooden barrel, and a small kitchenette.

6. 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 £194
includes taxes & fees
2 Nov - 3 Nov
Pet Friendly Keuka Yurt
A spacious living room with hardwood flooring, a ceiling fan, a large window with a view, and a leather couch.

7. Canandaigua Lake Overlook

Canandaigua Lake Overlook
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 £495
includes taxes & fees
1 Nov - 2 Nov
Canandaigua Lake Overlook
A compact kitchen with a sink, stove, and wooden cabinets.

8. 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 £211
includes taxes & fees
2 Nov - 3 Nov
Cozy tiny home with Sunrise Views in the Heart of Finger Lakes
A modern kitchen with a large island, a sink, and a window overlooking a yard.

9. Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!

Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!
Penn Yan
8.2 out of 10, Very good, (12 reviews)
"Very peaceful 3 days. Amenities were as expected."
United States
alan
The price is £175
includes taxes & fees
8 Nov - 9 Nov
Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!
A spacious room with wooden flooring, wicker furniture, and large windows allowing natural light.

10. 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 £658
includes taxes & fees
3 Nov - 4 Nov
Wine Country: Epic Game Room, Lake Views, Fire Pit
A spacious kitchen with a large island, wooden ceiling beams, and large windows offering a view.

11. 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 £614
includes taxes & fees
1 Nov - 2 Nov
Enjoy Cabin Vibes & Lake Views, Close to Town, Lake & FLX Activities; EV Charger
A modern kitchen with a central island, wooden chairs, and green cabinetry.

12. 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 £325
includes taxes & fees
2 Nov - 3 Nov
Charming country ranch in the hills of the Finger Lakes
A spacious living room with a grey sectional sofa, a wooden coffee table, and a kitchen in the background.

13. 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 £424
includes taxes & fees
2 Nov - 3 Nov
Walkable Naples Wine Country 5BR Hot Tub Sleeps 16 Bristol Mountain
A bedroom with a view of a lake through a sliding glass door.

14. Fall Foliage/Hiking/Wine Tasting/Pets Same day bookings accepted Terms apply

Fall Foliage/Hiking/Wine Tasting/Pets Same day bookings accepted 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 £385
includes taxes & fees
2 Nov - 3 Nov
Fall Foliage/Hiking/Wine Tasting/Pets Same day bookings accepted Terms apply
A living room with two grey sofas, a coffee table, a lamp, and a small wooden side table.

15. A Relaxing Getaway on Grant in Geneva.

A Relaxing Getaway on Grant in Geneva.
Geneva
The price is £209
includes taxes & fees
2 Nov - 3 Nov
A Relaxing Getaway on Grant in Geneva.
A spacious living area with a large sofa, a ceiling fan, skylights, a flat-screen TV, and a wooden floor.

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

Secluded Finger Lakes 3BR Retreat Near Keuka Lake with Vineyard Views
Branchport
9.2 out of 10, Wonderful, (5 reviews)
"Such a great stay! Highly recommended"
United States
Kymberlee D.
The price is £325
includes taxes & fees
30 Nov - 1 Dec
Secluded Finger Lakes 3BR Retreat Near Keuka Lake with Vineyard Views
Interior

17. Entire Home - 4 Bedroom - Sleeps 10 Canandaigua - Steps Off Main St / Downtown

Entire Home - 4 Bedroom - Sleeps 10 Canandaigua - Steps Off Main St / Downtown
Canandaigua
10.0 out of 10, Exceptional, (23 reviews)
"Great location!"
United States
Kelly D.
The price is £414
includes taxes & fees
2 Nov - 3 Nov
Entire Home - 4 Bedroom - Sleeps 10 Canandaigua - Steps Off Main St / Downtown
A bathroom with a toilet, a sink, a mirror, and a shower curtain with a tree pattern.

18. Top of the Fingerlakes, relaxing retreat.

Top of the Fingerlakes, relaxing retreat.
Waterloo
9.8 out of 10, Exceptional, (38 reviews)
"Great place to stay. "
United States
Jose
The price is £159
includes taxes & fees
1 Nov - 2 Nov
Top of the Fingerlakes, relaxing retreat.
A patio with a table, a bench, and a view of the sunset over the water.

19. Cozy All Season Tiny house Bungalow right on the Lake wine and brewery trail.

Cozy All Season Tiny house Bungalow right on the Lake wine and brewery trail.
Penn Yan
9.6 out of 10, Exceptional, (55 reviews)
"The Bungalow was a nice little spot for two. Right off the main road with wineries near by. The place was clean, comfy and we enjoyed watching the sun come up over the lake. Zero complaints and would stay again."
United States
Pat S.
The price is £346
includes taxes & fees
2 Nov - 3 Nov
Cozy All Season Tiny house Bungalow right on the Lake wine and brewery trail.
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

Microtel Inn & Suites by Wyndham Geneva

Microtel Inn & Suites by Wyndham Geneva

8/10 Good
"I was satisfied with my stay there"
elham 1-night trip
Posted 2 hours ago
Microtel Inn & Suites by Wyndham Geneva

Find out more about Middlesex

Middlesex Holiday Homes information

Number of reviews
368
Accommodation
686 Holiday Homes
Lowest Price
£76
Highest Price
£658