Middlesex Vacation Rentals
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$1,000+
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50 rentals in Middlesex.
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Sunnyside Shore - Lakefront Retreat, 2 bedroom, 1 bathroom, sleeps 4-6
2 bedrooms
1 bathroom
Sleeps 6
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Beautiful Timber-Frame Cottage - Canandaigua Lake
4 bedrooms
3 bathrooms
Sleeps 10
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Canandaigua Lake Getaway
3 bedrooms
1 bathroom
Sleeps 5
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Ltd Availability; 2 Steps Access --4BR/3BA--110 Ft Flat Beachfront--Family Home
4 bedrooms
3 bathrooms
Sleeps 10
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Historic Post Office Cottage with shared Lake Access
4 bedrooms
1 bathroom
Sleeps 8
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Naples House w/Hot Tub & Deck - Near Finger Lakes!
2 bedrooms
2 bathrooms
Sleeps 6
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2 bedrooms, 1 Queen size sleeper sofa, 1 Bathroom - Sleeps 6
2 bedrooms
1 bathroom
Sleeps 6
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Amazing Canandaigua Lake Retreat. Rare End Unit! 4 bed/3 bath/1750 sq ft.
4 bedrooms
3 bathrooms
Sleeps 10
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Dramatic Views! Nature's Wonderland. 5 Minutes from Bristol Mountain
5 bedrooms
3 bathrooms
Sleeps 10
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Wine Country Getaway--Jim's South Bristol Guest House
3 bedrooms
2 bathrooms
Sleeps 6
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Canandaigua Lake Superior Views Great skiing 10 minutes to Bristol Mountain
2 bedrooms
3 bathrooms
Sleeps 7
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Spacious Bristol Harbour Lakeside Retreat For All Seasons
5 bedrooms
3 bathrooms
Sleeps 10
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Heron Cove Sanctuary - Peace, Privacy & Beauty!
2 bedrooms
1 bathroom
Sleeps 6
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Private 3Bd3.5Ba w/Gorg Views of Canandaigua Lake! <COVID-19 Book w/Confidence>
3 bedrooms
4 bathrooms
Sleeps 8
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Canandaigua Lake Million Dollar Lake Views And Sunsets!
2 bedrooms
1 bathroom
Sleeps 6
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3 Bedroom Townhouse in scenic Bristol Harbor Village
3 bedrooms
2 bathrooms
Sleeps 6
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Canandaigua Lake, Seneca Pt, Now with 4BR's en Suite sleeping 8
4 bedrooms
6 bathrooms
Sleeps 8
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Breathtaking Canandaigua Lake Home In A Quiet Cove
4 bedrooms
2 bathrooms
Sleeps 12
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Canandaigua / Bristol Harbour Lakeside Condo -All Season Resort!
2 bedrooms
2 bathrooms
Sleeps 5
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Bristol View Lodge Mountainside
7 bedrooms
4 bathrooms
Sleeps 14
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Deer View: 'Modern Condo Minutes from Bristol Ski Mountain and Wineries'
3 bedrooms
2 bathrooms
Sleeps 6
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Falling Waters Retreat
2 bedrooms
1 bathroom
Sleeps 4
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Private Farmhouse just minutes from Keuka Lake, on the Keuka Lake wine trail.
3 bedrooms
2 bathrooms
Sleeps 6
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The Birches-Peaceful resort retreat in finger lakes wine country
4 bedrooms
2 bathrooms
Sleeps 8
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Spectacular 100 Acres On The Shores Of Canandaigua Lake
3 bedrooms
4 bathrooms
Sleeps 8
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Minutes from ski, golf, lake,weddings,concerts wine tours or just relax.
3 bedrooms
3 bathrooms
Sleeps 8
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Charming lake view home w/ easy lake access, full kitchen, and smart TV!
3 bedrooms
1 bathroom
Sleeps 8
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Chalet 64 Mountainside Retreat
3 bedrooms
2 bathrooms
Sleeps 6
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Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
1 bedroom
1 bathroom
Sleeps 3
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Amazing Lakefront Cottage, Perfect Summer Getaway
5 bedrooms
3 bathrooms
Sleeps 12
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Birch Lodge on Canandaigua Lake
5 bedrooms
7 bathrooms
Sleeps 10
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Grapewood:'150 Feet of Pristine Sunny Beach'
5 bedrooms
3 bathrooms
Sleeps 10
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Cliffside Sunrise: 'Gorgeous Canandaigua Lake Views!'
2 bedrooms
2 bathrooms
Sleeps 4
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Lakeview Lodge on Canandaigua Lake
12 bedrooms
5 bathrooms
Sleeps 24
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Fossil Beach: 'Canandaigua Lake Retreat and Memorable Views!'
4 bedrooms
3 bathrooms
Sleeps 12
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Arbor Landing:'Amazing Charm & History'
4 bedrooms
2 bathrooms
Sleeps 10
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Strawberry Cottage - Enjoy Wooded Privacy on Canandaigua Lake!
5 bedrooms
4 bathrooms
Sleeps 14
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Livin' on the Edge: Spectacular Waterfront Property
3 bedrooms
2 bathrooms
Sleeps 6
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Heart's Desire:'Great Sunset Views'
4 bedrooms
2 bathrooms
Sleeps 8
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Lake Dreams - Cottage on Canandaigua Lake
3 bedrooms
2 bathrooms
Sleeps 8
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Clouds Rest
3 bedrooms
3 bathrooms
Sleeps 8
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Serene Cottage in Wine Country with Lake Access
2 bedrooms
1 bathroom
Sleeps 6
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Cliffside Harbor: 'Location! Location! Location!'
4 bedrooms
3 bathrooms
Sleeps 12
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Naples Cabin w/Large Wraparound Deck & Lake Views!
4 bedrooms
2 bathrooms
Sleeps 6
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Evergreen Vista - Serene Country Estate in the Finger Lakes
4 bedrooms
2 bathrooms
Sleeps 10
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'The Grape Escape' Naples Home in NY Wine Country!
5 bedrooms
2 bathrooms
Sleeps 12
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Log Cabin in a quiet wooded area, off the beaten path
3 bedrooms
1 bathroom
Sleeps 6
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Charming lake view home w/ easy lake access, full kitchen, and smart TV!
3 bedrooms
1 bathroom
Sleeps 8
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Canandaigua Lake House w/ Lake View & Fire Pit!
5 bedrooms
3 bathrooms
Sleeps 10
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