Book Holiday Homes in Winslow
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Featured Holiday Homes in Winslow

Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting

Private and Calming Waterfront to the Rescue!

Beautiful lakeside 4 bedroom retreat with private dock and walkout basement

Idyllic Washington Retreat w/ Fire Pit & Yard

The Modern Maine Retreat

Brand New Waterfront Lake House (completed July 2021)

Charming 4-bedroom log home with WiFi and AC in pleasant Liberty

Cozy House in the heart of Waterville Maine.

Spectacular Location Reasonably Priced
Winslow Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Winslow vacation homes are the perfect way for you to wing it.
Holiday houses in Winslow let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Winslow in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Winslow adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Winslow with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Winslow vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Winslow Holiday Homes essential information
Accommodation | 117 Holiday Homes |
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Lowest Price | AU$201 |
Highest Price | AU$249 |
Popular accommodation | Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting, Private and Calming Waterfront to the Rescue!, Beautiful lakeside 4 bedroom retreat with private dock and walkout basement, Idyllic Washington Retreat w/ Fire Pit & Yard, The Modern Maine Retreat, Brand New Waterfront Lake House (completed July 2021), Charming 4-bedroom log home with WiFi and AC in pleasant Liberty, Cozy House in the heart of Waterville Maine., Spectacular Location Reasonably Priced |
Top Locations for Holiday Homes in Winslow
Top trending hotels in Winslow

Maine Evergreen Hotel, Ascend Hotel Collection

Holiday Inn Express & Suites Waterville - North by IHG

Senator Inn & Spa

Best Western Plus Waterville Grand Hotel
More ways to explore Winslow
Top picks
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^Subject to availability and chosen travel dates.