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Aug 15 - Aug 17
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Vacation Homes in Windsor

The Modern Maine Retreat
Enjoy meals in this traditional dining area with a wooden table and black chairs, perfect for a family gathering.

The Modern Maine Retreat

8.8 out of 10, Excellent, (8)
"Multi generation family in town to visit other family. Kitchen adequate for meal prep, "
The Modern Maine Retreat
Peaceful home with forest views & great yard - minutes to town
Relax in this spacious living room with a high ceiling, large windows, and a cozy fireplace.

Peaceful home with forest views & great yard - minutes to town

8.8 out of 10, Excellent, (5)
"Your home is beautiful!! Love all the windows, very comfortable!!"
Peaceful home with forest views & great yard - minutes to town
Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly
Enjoy cooking in this well-equipped kitchen with a large window offering a view of the outdoors.

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

9.2 out of 10, Wonderful, (20)
"The house & deck were very nice with beautiful view of the lake. It could use some typical amenities like tissues, hair dryer, etc. The main problem is getting to the house. It’s a 3/4 mile drive down a narrow stone road riddled with potholes and bumps. I was afraid I was going to do damage to the rental car and that’s driving at or lower than the 15mph speed limit! "
Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly
Cozy Cottage on water's edge of Lake Cobbosseecontee
Relax on the dock with a serene view of the lake.

Cozy Cottage on water's edge of Lake Cobbosseecontee

8.8 out of 10, Excellent, (12)
"Great little getaway, sitting right by the water. We loved our time there. Alarice is a great hot and responded quickly to any needs or questions."
$293 nightly
The price is $319
Aug 17 - Aug 18
Total includes taxes and fees
Cozy Cottage on water's edge of Lake Cobbosseecontee
Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion
Enjoy meals in this dining area with a wooden table and chairs under a large window offering a serene lake view.

Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion

9.8 out of 10, Exceptional, (31)
"This place was perfect for our 3-night stay. Inside, it hits the sweet spot between well-equipped but uncluttered. The bird-watching overlooking the water was fantastic - from huge bald eagles to petite hummingbirds. "
Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion
Find Your Bliss at this Private and Captivating Lakeside Retreat
Relax in this inviting living room with a high ceiling, large windows, and a cozy sofa set.

Find Your Bliss at this Private and Captivating Lakeside Retreat

10.0 out of 10, Exceptional, (25)
"Great stay, amazing house and property!"
Find Your Bliss at this Private and Captivating Lakeside Retreat
Come Spring Farm Glamping Dome 2
Relax in a dome-shaped retreat with a large bed, cozy seating area, and fireplace.

Come Spring Farm Glamping Dome 2

Come Spring Farm Glamping Dome 2
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Enjoy cooking in this well-equipped kitchen with a central island, microwave, toaster, coffee maker, and oven.

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

7.6 out of 10, Good, (21)
"We enjoyed this place and will definitely come back again."
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Elegant home with a cozy living area, Wifi, backyard, and washer/dryer
Enjoy cooking in this well-equipped kitchen with a microwave, dishwasher, and refrigerator.

Elegant home with a cozy living area, Wifi, backyard, and washer/dryer

8.0 out of 10, Very Good, (3)
"This house is so cute. It had everything we needed and the hosts were easy to work with. "
Elegant home with a cozy living area, Wifi, backyard, and washer/dryer
Lakefront Escape w/ Dock, Fire Pit & Views
Relax in a cozy cabin with a stone fireplace, dining area, and expansive views of the surrounding forest and lake.

Lakefront Escape w/ Dock, Fire Pit & Views

8.0 out of 10, Very Good, (1)
"Walk to town location was ideal. Home is adorable with an amazing lake view. First couple of days were super hot so we would have liked a little AC, ceiling fans were fine once it cooled off a bit. I would stay here again!"
Lakefront Escape w/ Dock, Fire Pit & Views
Classy AF Home Steps from Colby and Trails
Kitchen features a central island with stove and oven, stainless steel range hood, and dishwasher.

Classy AF Home Steps from Colby and Trails

10.0 out of 10, Exceptional, (44)
"Wonderful house in a great location. Hosts were fantastic. "
Classy AF Home Steps from Colby and Trails
Lakefront Maine House ~ 4 Mi to Colby College
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and refrigerator.

Lakefront Maine House ~ 4 Mi to Colby College

8.0 out of 10, Very Good, (4)
"Nice place to stay. Only thing I noticed was the screen door and downstairs bathroom door need to be fixed. And there is only one exit. But other than that the place was comfortable and clean. Would stay again if we are in the area. "
Lakefront Maine House ~ 4 Mi to Colby College
Tree-lined home with screened porch & perfect Midcoast location
Relax in a spacious living area with a sofa, flat-screen TV, and sleek kitchen.

Tree-lined home with screened porch & perfect Midcoast location

8.8 out of 10, Excellent, (10)
"Very nice and private home that has everything you’ll need on your trip."
Tree-lined home with screened porch & perfect Midcoast location
Cozy House in the heart of Waterville Maine.
Relax in this stylish living room with a large sofa, coffee table, and area rug.

Cozy House in the heart of Waterville Maine.

9.6 out of 10, Exceptional, (43)
"Loved the cozy home! We would stay there again in a heartbeat. The only thing that we would have been nice is if there was a tv in the main bedroom, but that’s just a personal preference. "
Cozy House in the heart of Waterville Maine.
Spectacular Location Reasonably Priced
Situated in a forested area, this cabin features a central entrance and two windows on each side, surrounded by a wooden fence.

Spectacular Location Reasonably Priced

9.6 out of 10, Exceptional, (29)
"Peaceful and scenic location"
Spectacular Location Reasonably Priced
Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting
Enjoy cooking in this well-appointed kitchen with a central island, oven, and modern appliances.

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

10.0 out of 10, Exceptional, (11)
Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Relax by the serene lake with a picnic table and bench amidst lush greenery.

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

10.0 out of 10, Exceptional, (27)
"The owners were ver accommodating and the place is a quiet, pretty location "
$321 nightly
The price is $350
Aug 18 - Aug 19
Total includes taxes and fees
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Coastal Farmhouse in historic Sheepscot Village
Stunning two-story home with a central entrance and a beautifully manicured yard.

Coastal Farmhouse in historic Sheepscot Village

10.0 out of 10, Exceptional, (2)
"Lovely updated older home. Excellent kitchens (yes - two!!), comfortable bedrooms, nice bathrooms - one with charming claw foot tub/shower. Very comfortable couch, sitting from and dining area for six. Marvelous screened in porch with ceiling fan. On a dead end street perfect for walking dogs. Close to Damariscotta. Responsive host. Clean charcoal Weber grill. Dishwasher, free laundry machines."
Coastal Farmhouse in historic Sheepscot Village
Sunfish Cove is the perfect year round getaway.
Escape to a serene lakeside haven with a wrap-around porch and tranquil surroundings.

Sunfish Cove is the perfect year round getaway.

10.0 out of 10, Exceptional, (47)
"We had a wonderful stay. Everything was clean and the amenities were perfect. The kids had fun with all the games. The hosts responded quickly to all questions and had great suggestions for activities in the area. When we return we will be sure to stay again. "
Sunfish Cove is the perfect year round getaway.
Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters
Traditional building with a steeply pitched roof and a prominent tower, set amidst a well-manicured lawn and black metal fence.

Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters

9.0 out of 10, Wonderful, (76)
"We were in town for a wedding and this house was perfect for our group of friends. Each room is very well appointed and beautifully decorated. The location is perfect for getting in and out of town. Thank you for a wonderful stay! "
Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters
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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Top Windsor Hotel Reviews

Homewood Suites by Hilton Augusta

Homewood Suites by Hilton Augusta

10/10 Excellent
"Very nice, very clean room. Large and updated. Great kitchen, including large refrigerator and a dishwasher."
Daniel 1-night trip
Posted 2 days ago
Homewood Suites by Hilton Augusta