
Windsor Vacation Rentals
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Our top choices for Windsor vacation rentals

1. High End Apartment in Downtown Hallowell
High End Apartment in Downtown Hallowell
2. Sister A-Frame in Woods B
Sister A-Frame in Woods B
3. Home Away From Home. Family friendly, comfortable- centrally located in Augusta
Home Away From Home. Family friendly, comfortable- centrally located in Augusta
4. Two bedroom Mid Century Modern apartment in Downtown Hallowell
Two bedroom Mid Century Modern apartment in Downtown Hallowell
5. The Lincoln Suite: historic king suite
The Lincoln Suite: historic king suite
6. The Oak Room: bright queen studio
The Oak Room: bright queen studio
7. Central Maine Apartment offering 4 Seasons of Fun.
Central Maine Apartment offering 4 Seasons of Fun.
8. Cozy cottage in the Winthrop Lakes Area
Cozy cottage in the Winthrop Lakes Area
9. Fabulous 3-bedroom RV with direct access to the Sebasticook River!
Fabulous 3-bedroom RV with direct access to the Sebasticook River!
10. Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!
Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!
11. Happy Cottage Near Everything 11
Happy Cottage Near Everything 11
12. Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters
Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters
13. Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
14. Cozy House in the heart of Waterville Maine.
Cozy House in the heart of Waterville Maine.
15. China Lake, Dog Friendly, Lots of space for family gatherings
China Lake, Dog Friendly, Lots of space for family gatherings
16. The heart of the Belgrade Lakes
The heart of the Belgrade Lakes
17. Rustic Mountainside Cabin: “Liberty Lodge”
Rustic Mountainside Cabin: “Liberty Lodge”
18. The Big Top: queen suite with a patio
The Big Top: queen suite with a patio
19. The General's Quarters: bright king
The General's Quarters: bright king
20. “Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
“Otter Getaway” Cozy Damariscotta Lake Year Round CottageFind vacation rentals that suit your style
Top Windsor Hotel Reviews

Fireside Inn & Suites Waterville
Find out more about Windsor
You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Windsor. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.




































































