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Compare 616 Vacation Homes in Middlesex with updated reviews, rates, and availability.

Lakefront Home in the heart of Seneca Lake Wine Trail

9.8 out of 10, Exceptional, (46)
"Wonderful place to stay, roomy without being huge (cozy feel) all of the bedrooms were nice sizes and was perfect for our needs and the lake right out the back door! beautiful!"
Lakefront Home in the heart of Seneca Lake Wine Trail

Retreat of falling waters

9.0 out of 10, Wonderful, (202)
"Our stay at the Retreat of Falling Waters was nothing short of magical. We loved exploring the waterfall, playing the board games provided, and enjoying meals at the quaint kitchen table. Just plan to bring your own drinking water because the well water connected to the property isn’t really safe to drink! Thank you so much to the incredibly communicative host! "
Retreat of falling waters

Naples Valley Getaway! Private home with hot tub.

10.0 out of 10, Exceptional, (316)
"Absolutely wonderful "
Naples Valley Getaway! Private home with hot tub.

Peaceful, pet friendly and newly remodeled Geneva home

9.6 out of 10, Exceptional, (9)
"My husband and I, along with my parents visited my daughter at HWS. Our stay was very comfortable. The owner had made sure to have lights on as we were arriving after dark. "
The price is SAR 656
SAR 1,057 total
includes taxes & fees
1 Apr - 2 Apr
Peaceful, pet friendly and newly remodeled Geneva home

Charming Canandaigua Lake House w/ Deck & Views!

10.0 out of 10, Exceptional, (21)
"Simple, clean and wonderful spot for a winter weekend getaway."
Charming Canandaigua Lake House w/ Deck & Views!

Croft Cove: laid back home on Lamoka Lake with private lakefront

9.6 out of 10, Exceptional, (33)
"This house is such a gem. From the comfort of the beds to the view of the lake, everything was just wonderful. I would love to stay here again."
Croft Cove: laid back home on Lamoka Lake with private lakefront

Lake Dreamin-Seneca Lake-Waterfront-Hot Tub-Wine Trail, 100ft Private Level Beach-Pets OK

9.2 out of 10, Wonderful, (291)
"Cottage was very clean had everything as advertised would definitely go back again enjoyed being so close to the lake and having the hot tub was a plus!"
Lake Dreamin-Seneca Lake-Waterfront-Hot Tub-Wine Trail, 100ft Private Level Beach-Pets OK

Plum Point Villa - Stunning View In The Heart Of The Finger Lakes!

9.8 out of 10, Exceptional, (155)
"We had a great ladies weekend ! Beautiful lake view and plenty of room for our group "
Plum Point Villa - Stunning View In The Heart Of The Finger Lakes!

Townhouse with Lake views/access, 10 min to ski Bristol Mountain

9.8 out of 10, Exceptional, (51)
"There could have been some more pictures and a better description of condo. There is no lake access. I know it is winter but I would have liked to go there for a walk. Two pans and the toaster tray were dirty. Tub with shower were slippery due to liquid bath soap. Otherwise it was great. And I loved the view."
The price is SAR 315
SAR 949 total
includes taxes & fees
1 Apr - 2 Apr
Townhouse with Lake views/access, 10 min to ski Bristol Mountain

Direct Waterfront private house, NEW 40ft dock w/power, sleeps 8 in Wine Country

10.0 out of 10, Exceptional, (30)
"The house was extremely clean and well taken care of. Attention to all the small details really made it feel like home. We would definitely stay again! Host was great! Highly recommend the property "
Direct Waterfront private house, NEW 40ft dock w/power, sleeps 8 in Wine Country

Among the Oaks: Newly built Luxury home with game room, wooded setting overlooking Seneca lake

10.0 out of 10, Exceptional, (5)
"We stayed over the weekend for the deck the halls event. Property was excellent and we would definitely stay again. I have no complaints."
Among the Oaks: Newly built Luxury home with game room, wooded setting overlooking Seneca lake

TreeTops, modern luxury overlooking Keuka Lake - luxury Treehouse new for 2025!

9.8 out of 10, Exceptional, (8)
"We thoroughly enjoyed staying at TreeTops! The property is beautiful, clean and has an awesome view. We would stay again without hesitation!"
TreeTops, modern luxury overlooking Keuka Lake - luxury Treehouse new for 2025!

Spacious ‘GEM’ of the city

9.8 out of 10, Exceptional, (31)
"Nice stay"
The price is SAR 784
SAR 1,297 total
includes taxes & fees
1 Apr - 2 Apr
Spacious ‘GEM’ of the city

The village of Keuka

9.4 out of 10, Exceptional, (45)
"Everything about the property was wonderful"
The village of Keuka

Awesome On-the-Water Romantic Cottage w/Breathtaking Views and Beach Fire Pit!

9.2 out of 10, Wonderful, (176)
"OMG!!! This place is absolutely BEAUTIFUL! Right on the water, absolutely perfect! The property manager is incredibly helpful and readily available for any questions! The cottage was immaculate! The location is also perfect! Will definitely be returning to this cottage! We had a phenomenal time! Simply amazing!"
Awesome On-the-Water Romantic Cottage w/Breathtaking Views and Beach Fire Pit!

Pet-Friendly Seneca Lake Home w/ Private Deck

9.6 out of 10, Exceptional, (31)
"Great location! Close to the main highway that most of the wineries are on, without being on the actual highway. Much lower volume of traffic. Besides, the closest wineries, Boundary Breaks, we probably my favorite of the weekend, and that is about three minutes away. "
Pet-Friendly Seneca Lake Home w/ Private Deck

The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK

9.8 out of 10, Exceptional, (37)
"Beautifully decorated farm house with hot tub was the perfect place to relax after visiting the area state parks. We highly recommend this home. Thanks for an enjoyable stay!!"
The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK

Spacious home with private lake front

8.8 out of 10, Excellent, (5)
"We had a great stay. The check in process was easy. The property was large and had everything we needed. It was an easy walk across the road to get to the dock and waterfront. It was the perfect getaway while visiting family and friends in the Rochester, NY area. German Brothers Marina is just a little ways down the road and we rented a boat one day and it was easy to stop at the dock and exchange passengers. The dock also worked out well for swimming and fishing. The driveway was large...
Spacious home with private lake front

Chalet: modern cozy cabin on Seneca lake wine trail with outdoor firepit

10.0 out of 10, Exceptional, (34)
"Very clean, sparse amenities, kitchen could use updated towels, potholders had to buy a scrubber to clean stainless steel pans Neighbors facing property across the street not shown in pictures, no access to lake from property. All privately owned."
Chalet: modern cozy cabin on Seneca lake wine trail with outdoor firepit

Moon Dance: lake home on Seneca Lake with private beachfront

9.8 out of 10, Exceptional, (26)
"This is house is nice on the main floor. The lower floor indeed had a musty smell. We were going to use both floors but did not end up using the lower floor. The musty smell was bothersome. We tried to open the windows but either they were labeled to not be opened up or they did not work. I think if your were able to open the windows that would help. The main floor was well stocked for cooking and the deck and inside seating was great. The beds were comfortable. "
Moon Dance: lake home on Seneca Lake with private beachfront
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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Other property types in Middlesex

Croft Cove: laid back home on Lamoka Lake with private lakefront

9.6 out of 10, Exceptional, (33)
"This house is such a gem. From the comfort of the beds to the view of the lake, everything was just wonderful. I would love to stay here again."
Croft Cove: laid back home on Lamoka Lake with private lakefront

Charming Canandaigua Lake House w/ Deck & Views!

10.0 out of 10, Exceptional, (21)
"Simple, clean and wonderful spot for a winter weekend getaway."
Charming Canandaigua Lake House w/ Deck & Views!

Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI

9.8 out of 10, Exceptional, (225)
"We love this house, 3rd time here! So cozy and always provides fun time and leave us with great memories! We will definitely be back!"
Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI
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.