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Browse Select Windsor Resorts

Island Glamping in a Luxury Tent in Maine
Pet-friendly

Island Glamping in a Luxury Tent in Maine

10.0 out of 10, Exceptional, (2)
"Our stay at Hemlock Haven, was nothing short of magical. My fiancé, Jess, and I spent three unforgettable nights immersed in nature’s beauty. We loved the peaceful ambiance, especially the crisp fall air and foggy mornings by the lake. The hammocks were a favorite spot for us to relax, read, and craft. As two chefs, we had a blast cooking over the fire and experimenting with the smoky flavors. Each evening, we cozied up to the sounds of the night, even catching a haunting chorus from coyotes (or...
Island Glamping in a Luxury Tent in Maine
Eco-Island Resort:14 Private Acres, 5 Unique Stays
Pet-friendly

Eco-Island Resort:14 Private Acres, 5 Unique Stays

Eco-Island Resort:14 Private Acres, 5 Unique Stays
Island Tent Overlook in Maine
Pet-friendly

Island Tent Overlook in Maine

10.0 out of 10, Exceptional, (1)
Island Tent Overlook in Maine
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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Other property types in Windsor

A Charming Waterfront Cottage with Touches of Elegance
Miscellaneous

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (97)
"We were having a delightful stay until we noticed that there was no heat but from the fire place. Unfortunately, we had to leave in the middle of our stay. Vrbo gave us a refund. I would stay there again. Lovely and sunny. Excellent Property Manager."
A Charming Waterfront Cottage with Touches of Elegance
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Fridge, microwave, oven, stovetop

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

8.0 out of 10, Very good, (15)
"This house has a beautiful location. My husband and I stayed for a weekend getaway and enjoyed our stay. One issue that we had was the water pressure. It was hard to shower because the water kept going in and out. As others have stated, the inside of the house could use some TLC. Some of the decorations are falling apart on the wall. The paint on the walls in some rooms look incomplete. Overall it was a good stay. "
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK
Aerial view

Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK

9.0 out of 10, Wonderful, (18)
"Comfortable, quiet location. Appreciated the many nightlights. Both showers need grab bars. Basement shower drain not attached to shower floor."
Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK
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.

Frequently asked questions

What can I expect from a resort vacation in Windsor?
You deserve a break, and a resort is the ideal place to find all the amenities and services you need for a relaxing trip to Windsor. One of the comfortable resorts in the surrounding area might be just what you’re looking for, whether you want a luxurious suite, a state-of-the-art fitness center, or fun activities to try.
What's a top resort in Windsor?
Our highest-rated resorts around Windsor: Island Glamping in a Luxury Tent in Maine - 20.1 mi (32.4 km) from Windsor. Features free self parking. Eco-Island Resort:14 Private Acres, 5 Unique Stays - 20.1 mi (32.3 km) from Windsor. Island Tent Overlook in Maine - Beach resort. 19.8 mi (31.9 km) from Windsor. Enjoy the garden.
What can I do in Windsor?
Capitol Park, Maine State House, and Damariscotta Lake are a few interesting places to visit nearby. In the area, other attractions include University of Maine at Augusta and Augusta Civic Center.
What's the seasonal weather like in Windsor?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Windsor are January, December, March, and February, with each month seeing an average of 10 inches of snowfall.
What's the best way to get to and around Windsor?
Fly into Augusta, ME (AUG-Augusta State), which is located 10.5 mi (16.9 km) away from the heart of the city. You can also search for flights into Waterville, ME (WVL-Robert Lafleur), which is 16.2 mi (26 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.