Holiday Homes in Middlesex

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Our top choices for Middlesex holiday homes

Top of the Fingerlakes, relaxing retreat.

Top of the Fingerlakes, relaxing retreat.
Waterloo
9.8 out of 10, Exceptional, (28 reviews)
"Very comfortable, clean, and felt like home. Will be booking here again in June."
United States
April
The price is NZ$340
includes taxes & fees
19 Jan - 20 Jan
Top of the Fingerlakes, relaxing retreat.

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, (80 reviews)
"This is the second time I’ve stayed here, great experience both times."
United States
Deanna S.
The price is NZ$527
includes taxes & fees
19 Jan - 20 Jan
The bungalow @ T. Spex Eyewear is a cozy, convenient stay in Canandaigua!

Spacious ‘GEM’ of the city

Spacious ‘GEM’ of the city
Geneva
9.8 out of 10, Exceptional, (44 reviews)
"Enjoyed our stay in this spacious, comfortable house right in downtown Geneva. House was short walk to HWS, downtown restaurants, and lakefront/FLX visitor center. We would happily stay here again. "
United States
Lynda F.
The price is NZ$542
includes taxes & fees
19 Jan - 20 Jan
Spacious ‘GEM’ of the city

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

Lake Dreamin-Seneca Lake-Waterfront-Hot Tub-Wine Trail, 100ft Private Level Beach-Pets OK
Dresden
9.2 out of 10, Wonderful, (312 reviews)
"Great location quite with plenty of sunshine and stars at night. "
United States
james R.
Lake Dreamin-Seneca Lake-Waterfront-Hot Tub-Wine Trail, 100ft Private Level Beach-Pets OK

Beautiful Keuka Lake Home close to Penn Yan

Beautiful Keuka Lake Home close to Penn Yan
Penn Yan
10.0 out of 10, Exceptional, (6 reviews)
"We had a wonderful stay at Keuka lake . The house was great , love the views of lake, plenty of room for everyone. The owner was very nice , good communication. Would highly recommend to anyone."
United States
Diane S.
The price is NZ$446
includes taxes & fees
21 Jan - 22 Jan
Beautiful Keuka Lake Home close to Penn Yan

Charming Farmhouse Retreat

Charming Farmhouse Retreat
Shortsville
10.0 out of 10, Exceptional, (16 reviews)
"Peaceful!!!"
United States
Kevin D.
The price is NZ$534
includes taxes & fees
19 Jan - 20 Jan
Charming Farmhouse Retreat

Pet Friendly Log Cabin

Pet Friendly Log Cabin
Penn Yan
9.4 out of 10, Exceptional, (56 reviews)
"Very Clean, Peaceful and serene, enjoyed our time here. "
United States
Alisha W.
The price is NZ$263
includes taxes & fees
9 Feb - 10 Feb
Pet Friendly Log Cabin

Rare Mini Home Near the Lake

Rare Mini Home Near the Lake
2.0 star property
Canandaigua
The price is NZ$212
includes taxes & fees
19 Jan - 20 Jan
Rare Mini Home Near the Lake

Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK

Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK
Penn Yan
9.6 out of 10, Exceptional, (209 reviews)
"We had a very relaxing stay at this property. Perfect time of year for this visit."
United Kingdom
Stephen N.
Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK

Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom
Penn Yan
10.0 out of 10, Exceptional, (5 reviews)
"Great property. Close to everything the town has to offer. Plenty of room for a family "
United States
Anonymous traveller
The price is NZ$954
includes taxes & fees
21 Jan - 22 Jan
Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

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

The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK
Penn Yan
9.8 out of 10, Exceptional, (45 reviews)
"Very nice property and convenient to areas we wanted to visit. "
United States
Diane B.
The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK

It's A Wonderful Life -Main St Penn Yan-Hot Tub-Seneca/Keuka, Restored Victorian Home-Nightlife

It's A Wonderful Life -Main St Penn Yan-Hot Tub-Seneca/Keuka, Restored Victorian Home-Nightlife
Penn Yan
9.4 out of 10, Exceptional, (41 reviews)
"The property was beautiful and just as depicted in photos. It was private and perfect for a ladies getaway. The host was very responsive and we had the best time. "
United States
Wendi S.
It's A Wonderful Life -Main St Penn Yan-Hot Tub-Seneca/Keuka, Restored Victorian Home-Nightlife

Canandaigua Lake Overlook

Canandaigua Lake Overlook
2.0 star property
Canandaigua
10.0 out of 10, Exceptional, (1 review)
"First and foremost what a stunning property with the most Amazing view! Micheal our host was very responsive to our needs during our stay and accommodating to our special requests.Although it was just the two of us this time we are looking forward to the next visit with another couple. The house is set up perfectly that two couples could have the privacy they are seeking but also the communal space to enjoy time together. Two full showers and separate living areas really makes this idea for two...
United States
Steve D.
The price is NZ$910
includes taxes & fees
19 Jan - 20 Jan
Canandaigua Lake Overlook

Arrowhead Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Pets, Recently Updated-Covered Deck

Arrowhead Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Pets, Recently Updated-Covered Deck
Dresden
9.0 out of 10, Wonderful, (222 reviews)
"Property worked out perfectly for 3 adults and 2 dogs. We appreciated the fenced in yard and access to the water. Hot tub was a nice bonus and the temp was just right. "
United States
Christine M.
Arrowhead Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Pets, Recently Updated-Covered Deck

Chic Lakeview Getaway on Seneca Lake Wine Trail

Chic Lakeview Getaway on Seneca Lake Wine Trail
2.0 star property
Penn Yan
10.0 out of 10, Exceptional, (2 reviews)
"Great location for visiting Watkins Glen, wineries and Keuka Lake area. Very clean and comfortable "
United States
Teresa R.
The price is NZ$744
includes taxes & fees
19 Jan - 20 Jan
Chic Lakeview Getaway on Seneca Lake Wine Trail

Sunflower-Keuka/Seneca-Lake View-Hot Tub-Wine Trail-Pets, 13 Wooded Acres-7 min to Beach

Sunflower-Keuka/Seneca-Lake View-Hot Tub-Wine Trail-Pets, 13 Wooded Acres-7 min to Beach
Barrington
9.6 out of 10, Exceptional, (97 reviews)
"Very nice place. It felt very homey and was perfect for our winery tours!"
United States
Daisy C.
Sunflower-Keuka/Seneca-Lake View-Hot Tub-Wine Trail-Pets, 13 Wooded Acres-7 min to Beach

Lake Trout Cove

Lake Trout Cove
2.0 star property
Canandaigua
The price is NZ$744
includes taxes & fees
20 Jan - 21 Jan
Lake Trout Cove

Morning Dove- Secluded Cottage - Hot Tub - Pets OK, Scenic Wooded Lot-Babbling Brook

Morning Dove- Secluded Cottage - Hot Tub - Pets OK, Scenic Wooded Lot-Babbling Brook
Milo
9.6 out of 10, Exceptional, (129 reviews)
"Everything was great, the hot tub is a bit small for 6 adults but we fit. the location was close enough to things, yet secluded"
United States
Scott K.
Morning Dove- Secluded Cottage - Hot Tub - Pets OK, Scenic Wooded Lot-Babbling Brook

Autumn Lake Escape - Cozy Fires, Sauna & Game Room

Autumn Lake Escape - Cozy Fires, Sauna & Game Room
2.0 star property
Hammondsport
10.0 out of 10, Exceptional, (1 review)
"We had an amazing time! The host was very communicative and helpful. The house was gorgeous inside and out. It was our first time at the finger lakes and we loved it. The area is amazing, we visited Watkins Glen and sampled a dozen wineries. All incredible. We will definitely be back. This house was absolutely perfect. "
United States
Emily H.
The price is NZ$993
includes taxes & fees
19 Jan - 20 Jan
Autumn Lake Escape - Cozy Fires, Sauna & Game Room

The Willow-Seneca Lake-Countryside-Hot Tub-Wine Trail - Pets, Across Road From Wiemer Vineyard

The Willow-Seneca Lake-Countryside-Hot Tub-Wine Trail - Pets, Across Road From Wiemer Vineyard
Starkey
9.6 out of 10, Exceptional, (92 reviews)
"Cute place to stay when checking out all the wineries, breweries and distilleries. Nice fire pit!"
United States
Melisa M.
The Willow-Seneca Lake-Countryside-Hot Tub-Wine Trail - Pets, Across Road From Wiemer Vineyard
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

Find out more about Middlesex

Middlesex Holiday Homes information

Number of reviews
1,265
Accommodation
636 Holiday Homes
Lowest Price
NZ$340
Highest Price
NZ$993