Updating...

Enter dates for more accurate prices

Middlesex Rentals

Filter

Bedrooms

  • Any
  • 1+ Bedrooms
  • 2+ Bedrooms
  • 3+ Bedrooms
  • 4+ Bedrooms
  • 5+ Bedrooms
  • 6+ Bedrooms
  • 7+ Bedrooms
  • 8+ Bedrooms
  • 9+ Bedrooms
  • 10+ Bedrooms
  • 11+ Bedrooms
  • 12+ Bedrooms
  • 13+ Bedrooms
  • 14+ Bedrooms
  • 15+ Bedrooms

Price range

Per night

$10 - $500

Rental types

Middlesex Rentals

101 Houses

NEW! Naples Finger Lakes House w/Hot Tub & Deck

Middlesex house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 55 minutes

Price per night from

$195

1 / 31

The Lighthouse

Middlesex house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$700

1 / 17

Historic Post Office Cottage with shared Lake Access

Middlesex house

4 bedrooms / 1 bathroom / sleeps 8

Price per night from

$199

1 / 40

Canandaigua Lake Getaway

Middlesex house

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$185

1 / 8

Great rentals within 20 miles that match your search

Geneva one story westside of Seneca Lake

Geneva house

3 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 39 minutes

Price per night from

$290

1 / 11

Pebble Beach

Romulus cottage

3 bedrooms / 1 bathroom / sleeps 10

“Great house right on the lake, lots of sleeping space” Clean, nice home, with lots of beds, good TV, and WiFi right on the lake. Good parking for a few cars too. Owners were prompt to correspond via email.

Responds fast! avg. 3 hours 38 minutes

Price per night from

$300

1 / 13

Spot o' Gold

Canandaigua cottage

3 bedrooms / 2 bathrooms / sleeps 4

“Perfect!” Evie is a wonderful host. She had done a remarkable job with her cottage and garden. She has everything you might need. This is a perfect place for a family gathering or a quiet retreat.

Responds fast! avg. 1 hour 30 minutes

Price per night from

$175

1 / 25

Manor House Estate

Hammondsport manor house

5 bedrooms / 4 bathrooms / sleeps 16

Price per night from

$795

1 / 9

'The Grape Escape' Naples Home in NY Wine Country!

Naples house

5 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 8 minutes

Price per night from

$325

1 / 26

Seneca Lake Waterfront, Central to Wine Trail - Sleeps 6

Penn Yan cottage

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 37 minutes

Price per night from

$250

1 / 12

FOREVER AND A DAY

Honeoye house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 37 minutes

Price per night from

$150

1 / 15

Lake Canandaigua Homestead & Studio

Naples apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$70

1 / 12

Lakeside Studio with kitchenette +-

Canandaigua apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 20 minutes

Price per night from

$100

1 / 17

West Willow Cottage Honeoye Lake

Honeoye cottage

2 bedrooms / 1 bathroom / sleeps 4

“Perfect Lake Getaway” I stayed here with a group of friends to get away from the city for a weekend. It was absolutely perfect. The house was a great size for our group and we were more than comfortable between the available rooms/beds and using some

Responds fast! avg. 2 hours 3 minutes

Price per night from

$165

1 / 12

Eagles' Perch at Turtle Rock Hollow

Honeoye log cabin

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 58 minutes

Price per night from

$89

1 / 13

Near Wineries, Trails, And Skiing! Woodland Cabin

Naples log cabin

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$142

1 / 10

BOOK NOW FOR 2018.......HWS COLLEGE GRAD WEEKEND AND MEMORIAL DAY WEEKEND OPEN

Penn Yan house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$400

1 / 25

Cottage Lake Cottage 4 Bedrooms

Branchport cottage

4 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 3 hours 0 minutes

Price per night from

$460

1 / 30

Flip Flop Inn Cottage 3 Bedrooms

Keuka Park cottage

3 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 0 minutes

Price per night from

$291

1 / 19

Serene Cottage in Wine Country with Lake Access

Canandaigua house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$115

1 / 20

Locke's Glen on the Lake - Upper Level

Geneva house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$175

1 / 16

Seneca Lake Escape-Stunning Post & Beam

Romulus house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 5 minutes

Price per night from

$575

1 / 27

Lizzie's Cabin on the Hill

Canandaigua house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 21 minutes

Price per night from

$350

1 / 32

Emmanuel Lodge - Town of Springwater

Wayland house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 20 minutes

Price per night from

$165

1 / 8

Wine to Water Cottage 4 Bedrooms

Wayne cottage

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 2 hours 59 minutes

Price per night from

$479

1 / 35

Main House Suite-Off Grid

Naples house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$125

1 / 15

Glory Days Cottage 5 Bedrooms

Pulteney cottage

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 0 minutes

Price per night from

$629

1 / 39

Deer View Cottage 3 Bedrooms

South Bristol cottage

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 3 hours 0 minutes

Price per night from

$315

1 / 21

Hummingbird Haven at Turtle Rock Hollow

Honeoye cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 58 minutes

Price per night from

$89

1 / 5

Lakeside Home - Suite A

Canandaigua apartment

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 20 minutes

Price per night from

$125

1 / 16

Spend the Whole summer on Beautiful Canandaigua Lake

Canandaigua cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$167

1 / 11

Precious Moments Cottage 3 Bedrooms

Rushville cottage

3 bedrooms / 1 bathroom / sleeps 7

Responds fast! avg. 3 hours 0 minutes

Price per night from

$266

1 / 20

The beautiful house

Geneva house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$329

1 / 37

Timeless Memories Cottage 6 Bedrooms

Canandaigua cottage

6 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 3 hours 36 minutes

Price per night from

$1,213

1 / 30

Conesus Cabin by Seneca Lake at Cobtree

Geneva house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 15 minutes

Price per night from

$220

1 / 17

Book NOW for gorgeous sunsets on Keuka Wine Trail!

Keuka Park cottage

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$150

1 / 20

Canandaigua Deluxe Cabin by Seneca Lake

Geneva house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 3 hours 15 minutes

Price per night from

$380

1 / 23

Canadice Deluxe Cabin by Seneca Lake at Cobtree

Geneva log cabin

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 3 hours 15 minutes

Price per night from

$380

1 / 15
Viewing 38 of 101
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more