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Middlesex Vacation Rentals

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Browse Select Middlesex Vacation Homes

Our top choices for Middlesex vacation homes

Year-round, beautiful lake front home on Canandaigua Lake. 20-min to Ski Resorts
Dining

Year-round, beautiful lake front home on Canandaigua Lake. 20-min to Ski Resorts

10.0 out of 10, Exceptional, (12)
"Loved the property, so much to do in the area! Beautiful place right on the water with lots of wildlife"
The price is CA $402
CA $827 total
includes taxes & fees
Sep 11 - Sep 12
Year-round, beautiful lake front home on Canandaigua Lake. 20-min to Ski Resorts
Welcome to Lil Hickory
Outdoor dining

Welcome to Lil Hickory

10.0 out of 10, Exceptional, (3)
"What a perfect small and affordable VRBO! Nicely appointed and very comfy bed. Thank you for a lovely stay!"
The price is CA $148
CA $325 total
includes taxes & fees
Aug 26 - Aug 27
Welcome to Lil Hickory
Sub Level Effiency
1 bedroom, iron/ironing board, WiFi, bed sheets

Sub Level Effiency

6.0 out of 10, (1)
The price is CA $100
CA $141 total
includes taxes & fees
Sep 7 - Sep 8
Sub Level Effiency
Hollow Hills Tiny Home
1 bedroom, WiFi, bed sheets

Hollow Hills Tiny Home

8.0 out of 10, Very good, (1)
"It was a perfect base to explore the Finger Lakes."
The price is CA $161
CA $268 total
includes taxes & fees
Aug 25 - Aug 26
Hollow Hills Tiny Home
Camp Believe It is a secluded cabin with 50 acres of hiking trails!
2 bedrooms, iron/ironing board, WiFi, bed sheets

Camp Believe It is a secluded cabin with 50 acres of hiking trails!

10.0 out of 10, Exceptional, (4)
"This cabin was perfect! We got in late but there are motion sensor lights outside and the inside was lit up as well. It was clean, stocked, comfortable and really made our trip even more enjoyable. Great place to stay!!"
The price is CA $190
CA $267 total
includes taxes & fees
Sep 10 - Sep 11
Camp Believe It is a secluded cabin with 50 acres of hiking trails!
The Macberns Row House (Unit 1)
2 bedrooms, WiFi

The Macberns Row House (Unit 1)

2.0 star property
8.4 out of 10, Very good, (5)
"The set up of the unit was a bit strange, finding privacy for everyone in our family was difficult. The overall stay was good as it was just a night. Any longer than that would not have worked. "
The price is CA $251
CA $475 total
includes taxes & fees
Sep 21 - Sep 22
The Macberns Row House (Unit 1)
Top of the Fingerlakes, relaxing retreat.
Exterior

Top of the Fingerlakes, relaxing retreat.

9.6 out of 10, Exceptional, (24)
"Great place to stay. "
The price is CA $181
CA $301 total
includes taxes & fees
Aug 24 - Aug 25
Top of the Fingerlakes, relaxing retreat.
Charming Farmhouse Retreat ~ King Suite
Fireplace

Charming Farmhouse Retreat ~ King Suite

10.0 out of 10, Exceptional, (15)
"We loved our time at the farmhouse, and wish we could have stayed longer. Check-in was easy, and communication with the owner was great. The house was clean, well-stocked, and very comfortable. Would definitely stay here again when we're in the area."
The price is CA $219
CA $500 total
includes taxes & fees
Aug 24 - Aug 25
Charming Farmhouse Retreat ~ King Suite
Pet Friendly Keuka Yurt
Interior

Pet Friendly Keuka Yurt

9.6 out of 10, Exceptional, (27)
"We loved our weekend in the yurt! It was chilly and rainy outside but warm and cozy inside. We enjoyed the location in the trees and the Yurt was exactly as we expected. A great time for us and our dog."
The price is CA $197
CA $317 total
includes taxes & fees
Aug 27 - Aug 28
Pet Friendly Keuka Yurt
5 min to Canandaigua Lake, Hiking, Private Trails connect to County Trails
Exterior

5 min to Canandaigua Lake, Hiking, Private Trails connect to County Trails

7.4 out of 10, Good, (3)
"House was amazing very peaceful and hosts were amazing!! Would stay there again!"
The price is CA $183
CA $897 total
includes taxes & fees
Aug 25 - Aug 26
5 min to Canandaigua Lake, Hiking, Private Trails connect to County Trails
Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly
Smart TV, DVD player, table tennis, books

Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly

9.6 out of 10, Exceptional, (7)
"We just wanted a little place to stay away for a weekend. This house was everything and more than we wanted! The hosts were great to work with. "
The price is CA $312
CA $844 total
includes taxes & fees
Aug 26 - Aug 27
Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly
Cottage with lake view at the heart of Seneca lake
Fridge, microwave, oven, stovetop

Cottage with lake view at the heart of Seneca lake

9.0 out of 10, Wonderful, (2)
"Wonderful place near Seneca Lake.Spacious with plenty of room for the 5 of us.Minutes from Geneva."
The price is CA $401
CA $747 total
includes taxes & fees
Aug 23 - Aug 24
Cottage with lake view at the heart of Seneca lake
Chic Lakeview Getaway on Seneca Lake Wine Trail
Fridge, microwave, oven, stovetop

Chic Lakeview Getaway on Seneca Lake Wine Trail

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great location for visiting Watkins Glen, wineries and Keuka Lake area. Very clean and comfortable "
The price is CA $347
CA $674 total
includes taxes & fees
Aug 26 - Aug 27
Chic Lakeview Getaway on Seneca Lake Wine Trail
Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails
Terrace/patio

Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails

10.0 out of 10, Exceptional, (13)
"Nice basic space that was perfect for two people on an extended work trip."
The price is CA $325
CA $417 total
includes taxes & fees
Aug 24 - Aug 25
Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails
Golden Retreater: Pet Friendly on Keuka Lake!
Outdoor dining

Golden Retreater: Pet Friendly on Keuka Lake!

8.8 out of 10, Excellent, (5)
"Great stay. Everything regarding this property was "as described".....went kayaking and rented a boat nearby for the day....Had a blast"
The price is CA $2,101
CA $3,433 total
includes taxes & fees
Aug 26 - Aug 27
Golden Retreater: Pet Friendly on Keuka Lake!
The bungalow @ T. Spex Eyewear is a cozy, convenient stay in Canandaigua!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (70)
"This was a wonderful place to stay! Eveything was clean & very welcoming. We had a great time, thank you!"
The price is CA $200
CA $372 total
includes taxes & fees
Aug 25 - Aug 26
The bungalow @ T. Spex Eyewear is a cozy, convenient stay in Canandaigua!
Welcome to Camp Waneta.
Fridge, microwave, oven, stovetop

Welcome to Camp Waneta.

9.6 out of 10, Exceptional, (15)
"The house is tiny but nicely designed and built. It has all the necessities, a fire pit, a grill (outdoor) and direct access to a private dock where you can enjoy the lake view and fishing. We are also glad to know we are the first guests so everything is brand new. We enjoyed our stay. My kids love the fire pit, grill, house etc. My husband loves the fishing. By the way, it’s easy to fish; we caught 8 fish in about half hours. The house is close to a lot of attractions, e.g. finger lake area,...
The price is CA $187
CA $371 total
includes taxes & fees
Sep 8 - Sep 9
Welcome to Camp Waneta.
Adventure Out. Come Home to the View! Ski. Bike. Hike. Relax. Repeat.
Property grounds

Adventure Out. Come Home to the View! Ski. Bike. Hike. Relax. Repeat.

2.0 star property
10.0 out of 10, Exceptional, (2)
"This is a lovely house in a great location! Beautiful home, great views and as advertised. The host was responsive and helpful. Great experience and I would definitely return!"
The price is CA $353
CA $919 total
includes taxes & fees
Sep 21 - Sep 22
Adventure Out. Come Home to the View! Ski. Bike. Hike. Relax. Repeat.
Hygge on Seneca: "Relaxing Seneca Lake Getaway!"
Terrace/patio

Hygge on Seneca: "Relaxing Seneca Lake Getaway!"

9.8 out of 10, Exceptional, (11)
"Absolutely loved our stay in the finger lakes. The house was great, amazing view and loved the private dock on the lake. Great location to many great wineries. Would recommend an SUV to get down the winding road to the house. Overall loved our stay, would be back!"
The price is CA $2,051
CA $3,410 total
includes taxes & fees
Sep 8 - Sep 9
Hygge on Seneca: "Relaxing Seneca Lake Getaway!"
Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!
Fridge, oven, stovetop, coffee/tea maker

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

10.0 out of 10, Exceptional, (1)
"We had a wonderful stay in the Space Station! Such a unique space that was perfect for our stop in the area. We loved all the windows and natural lighting! The host was very communicative and helpful when we reached out. We would for sure recommend the Space Station to anyone looking for a great stay!"
The price is CA $313
CA $491 total
includes taxes & fees
Aug 28 - Aug 29
Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!
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

41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham

10/10 Excellent
"I would stay again, nice view of the lake all staff were pleasant ns helpful"
Deborah A 1-night trip
Posted 1 day ago
41 Lakefront Hotel, Trademark Collection By Wyndham