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Vacation Homes in Winslow
Our top choices for Winslow vacation homes

Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly
Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly
9.2 out of 10, Wonderful, (21)

New Waterfront Lake House - completed 2021
New Waterfront Lake House - completed 2021
10.0 out of 10, Exceptional, (27)

Spacious Country Home w/ Hot Tub, near Colby/Thomas
Spacious Country Home w/ Hot Tub, near Colby/Thomas
9.8 out of 10, Exceptional, (27)

3 Bedroom year round lakefront home on Three Mile Pond with private dock
3 Bedroom year round lakefront home on Three Mile Pond with private dock
9.8 out of 10, Exceptional, (90)

Spectacular Location Reasonably Priced
Spectacular Location Reasonably Priced
9.6 out of 10, Exceptional, (30)

Discover Oakland charm near Colby College 10 min
Discover Oakland charm near Colby College 10 min
10.0 out of 10, Exceptional, (3)

Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting
Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting
10.0 out of 10, Exceptional, (12)

Belgrade Lake house with Dock!
Belgrade Lake house with Dock!
10.0 out of 10, Exceptional, (1)
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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