Winthrop Holiday Homes
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Featured Holiday Homes in Winthrop

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

Waterfront retreat with stunning views, dock access and washer/dryer

Year-Round Lakeside Retreat

Cozy Home Away From Home! Right Outside of the City! Dog Friendly!

Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly

Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

Spacious Country Home w/ Hot Tub, near Colby/Thomas

Lakefront Maine House ~ 4 Mi to Colby College

Cozy Cottage on Togus Pond

Lakeside retreat in Central Maine
Holiday Accommodation Winthrop
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Winthrop are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Winthrop itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Winthrop holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Winthrop, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Winthrop with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
Winthrop Holiday Homes essential information
Accommodation | 149 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting, Waterfront retreat with stunning views, dock access and washer/dryer, Year-Round Lakeside Retreat, Cozy Home Away From Home! Right Outside of the City! Dog Friendly! , Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly, Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak, Spacious Country Home w/ Hot Tub, near Colby/Thomas, Lakefront Maine House ~ 4 Mi to Colby College, Cozy Cottage on Togus Pond, Lakeside retreat in Central Maine , Great Pond Waterfront: Dog-friendly Home Near Colby College, Every window has a spectacular lake view Low fees |
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Escape to our cozy Winthrop cabin on Dexter Pond
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