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Compare 437 Vacation Homes in Middlesex with updated reviews, rates, and availability.

Retreat of falling waters

9.0 out of 10, Wonderful, (196)
"Cozy. The hot tub was great after a day of walking the many trails in the area"
Retreat of falling waters

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

New! Panorama Lakeview Place: Canandaigua Lake escape w pool, game room & more!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Had a great pre-Christmas celebration with our family. Place and views were absolutely amazing. Host even welcomed us with 2 of the biggest cinnamon rolls I’ve ever seen! Highly recommend this location. Thank you!"
New! Panorama Lakeview Place: Canandaigua Lake escape w pool, game room & more!

creek's edge

9.8 out of 10, Exceptional, (18)
"Stayed for the night after going to a concert, amazing place felt very safe there and had no concerns!"
The price is SAR 372
SAR 447 total
includes taxes & fees
2 Jan - 3 January 2025
creek's edge

Cozy Chateau cabin with hot tub, pool table, and view of Seneca Lake, close to Wine trail

10.0 out of 10, Exceptional, (87)
"Took the family away for a 3 night stay over Thanksgiving and really enjoyed it. Nice house, view of the lake (though lake access is a drive away) and the property was beautiful. We all loved the hot tub, the movie theatre set up in the basement and the kitchen was well stocked (though a few more coffee mugs and dishes would be nice). Check in and communication was easy and we had no issues. Really enjoyed this house and the location - easy drive to Watkins Glen and everything we would need...
Cozy Chateau cabin with hot tub, pool table, and view of Seneca Lake, close to Wine trail

Penn Yan House Rental - Close to Wineries!

9.6 out of 10, Exceptional, (4)
"This was a lovely little home for our weekend getaway. It is walking distance to multiple restaurants and shops in Penn Yann and the owner's were kind enough to recommend wineries for us."
Penn Yan House Rental - Close to Wineries!

Pet-Friendly Ovid Home Near Seneca Lake & Wineries

9.0 out of 10, Wonderful, (31)
"We had a great time in this home. Short drive to the wineries, quiet neighborhood. Everything as described - including the steep stairs. We were even given snacks and coffee! Thank you!"
Pet-Friendly Ovid Home Near Seneca Lake & Wineries

Naples Private home with hot tub. Discounts on select December dates available

10.0 out of 10, Exceptional, (304)
"Such a cute house and property! We highly enjoyed our stay!! The house was amazing and the hotub was so clean and relaxing!! Love that it is just a couple miles from a few wineries and town. We will be coming back!"
Naples Private home with hot tub. Discounts on select December dates available

Classic country retreat with a game room, bar, expansive outdoor space, & grill

8.6 out of 10, Excellent, (7)
"Trip to visit wineries and see old friends. House was great for us. Very clean and spacious. Location was perfect. "
Classic country retreat with a game room, bar, expansive outdoor space, & grill

Historic Geneva Row House near Hobart William Smith Colleges and Linden Street.

10.0 out of 10, Exceptional, (23)
"Comfortable home, lots of character. Close to downtown and HWS. Perfect for our weekend stay. Owner were extremely helpful and available."
Historic Geneva Row House near Hobart William Smith Colleges and Linden Street.

Panoramic Seneca Lake Views, On Wine Trail, Open Floorpan, Huge Firepit Area

9.0 out of 10, Wonderful, (36)
"This place is absolutely stunning. The views from the house are incredible. We even got to see horses next door. Very close to a lot of wineries and breweries. We will be returning!"
Panoramic Seneca Lake Views, On Wine Trail, Open Floorpan, Huge Firepit Area

Papa`s Paradise: rural home on Waneta Lake with private lakefront, pool table

9.6 out of 10, Exceptional, (50)
"The listing matched the house, cleanliness, and great communication with the management company. We enjoyed the sunset and sunrise from this location and watching the fishermen running up and down the lake or trolling in the area. The house was a good size for family to dine together and laugh and play games in the spacious living room."
Papa`s Paradise: rural home on Waneta Lake with private lakefront, pool table

Castello: modern cabin with hot tub, pool table and Seneca lake view, along wine trail

9.8 out of 10, Exceptional, (80)
"Absolutely beautiful house with stunning views!"
Castello: modern cabin with hot tub, pool table and Seneca lake view, along wine trail

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

10.0 out of 10, Exceptional, (65)
"Stop in this area on our way back West after visiting New Hampshire. Clean and comfortable, but was a bit overpriced. Otherwise everything was good."
The price is SAR 657
SAR 1,140 total
includes taxes & fees
23 Dec - 24 Dec
The bungalow @ T. Spex Eyewear is a cozy, convenient stay in Canandaigua!

Cayuga Cottage [Bella Vista Cottages]

9.8 out of 10, Exceptional, (12)
"We loved the location, the views and how spacious the house was. "
The price is SAR 730
SAR 1,522 total
includes taxes & fees
23 Dec - 24 Dec
Cayuga Cottage [Bella Vista Cottages]

Cozy Bungalow

10.0 out of 10, Exceptional, (3)
"Very cute and very clean little bungalow get away. Close to finger lakes for wine touring. Quit nice neighborhood and a cute outside deck with a bar style table to set outside and enjoy the evening. Will definitely stay again."
Cozy Bungalow

Secluded home with large deck, foosball table, & W/D - near skiing

8.4 out of 10, Very Good, (6)
"Great"
Secluded home with large deck, foosball table, & W/D - near skiing

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

9.0 out of 10, Wonderful, (4)
"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 SAR 751
SAR 1,980 total
includes taxes & fees
25 Dec - 26 Dec
Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly

Seneca Sunsets - Waterfront, hot tub, new dock, great views, central location!

10.0 out of 10, Exceptional, (24)
"Let's start with the host and the amenities. The guest accommodations and small touches that the host included were better than any vacation home I've ever stayed in! The house is beautifully decorated and well appointed. The views from the three levels of decks are unbelievable and gorgeous! The location is secluded and it's almost as if there is no one around! The location was a quick 8 minute drive to Geneva and close to so many wineries! We did not want to leave!"
Seneca Sunsets - Waterfront, hot tub, new dock, great views, central location!

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
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

Retreat of falling waters

9.0 out of 10, Wonderful, (196)
"Cozy. The hot tub was great after a day of walking the many trails in the area"
Retreat of falling waters

Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..

8.8 out of 10, Excellent, (194)
"The location was ideal for what we wanted to do. The views were incredible"
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..

WELCOME! WE ARE PET FRIENDLY.

9.8 out of 10, Exceptional, (258)
"Rented to get away from it all. Excellent location, everything was as described, very happy with everything. "
WELCOME! WE ARE PET FRIENDLY.
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.