Holiday Homes in Windsor

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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Featured Holiday Homes in Windsor

Our top choices for Windsor holiday homes

Sister A-Frame in Woods B
Exterior

Sister A-Frame in Woods B

10.0 out of 10, Exceptional, (3)
"Great stay. Would stay here again if in the area."
The price is AU$356
includes taxes & fees
4 Sept - 5 Sept
Sister A-Frame in Woods B
Dome 1 - Luxury Dome at Come Spring Farm
Exterior

Dome 1 - Luxury Dome at Come Spring Farm

9.8 out of 10, Exceptional, (11)
"We had a great experience with our stay Everything was nice the owner was very helpful and friendly "
The price is AU$316
includes taxes & fees
27 Aug - 28 Aug
Dome 1 - Luxury Dome at Come Spring Farm
Little Landing Cottage-gorgeous View BBQ Wi-fi
Suite

Little Landing Cottage-gorgeous View BBQ Wi-fi

3.5 star property
10.0 out of 10, Exceptional, (1)
"I love this little cottage. I will definitely be staying again. Thank you.!!!!!"
The price is AU$1,162
includes taxes & fees
15 Sept - 16 Sept
Little Landing Cottage-gorgeous View BBQ Wi-fi
Spacious 4-bedroom house in heart of Augusta with AC and wood stove!
Terrace/patio

Spacious 4-bedroom house in heart of Augusta with AC and wood stove!

The price is AU$694
includes taxes & fees
27 Aug - 28 Aug
Spacious 4-bedroom house in heart of Augusta with AC and wood stove!
Charming Guest House on Farm - Near lakes and trails
TV

Charming Guest House on Farm - Near lakes and trails

10.0 out of 10, Exceptional, (5)
"Six of us stayed to celebrate my son’s graduation from Thomas College. It was perfect! The property has a beautiful Balance of rustic farmhouse and modern conveniences. Our host was wonderful, the check in was easy, the house was immaculate, and the beds were comfy. I would stay here again! "
The price is AU$427
includes taxes & fees
29 Aug - 30 Aug
Charming Guest House on Farm - Near lakes and trails
Cozy Cottage on water's edge of Lake Cobbosseecontee
Property grounds

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."
The price is AU$497
includes taxes & fees
7 Sept - 8 Sept
Cozy Cottage on water's edge of Lake Cobbosseecontee
Island Tree House: Lake Front, Kayaks, & Fire Pit
Interior

Island Tree House: Lake Front, Kayaks, & Fire Pit

10.0 out of 10, Exceptional, (7)
"The place was great and secluded. Kent and Heather were amazing hosts "
The price is AU$584
includes taxes & fees
4 Sept - 5 Sept
Island Tree House: Lake Front, Kayaks, & Fire Pit
Modern lake front home
Fridge, microwave, oven, stovetop

Modern lake front home

9.2 out of 10, Wonderful, (10)
"Great location to stay if you're wanting to check out Portland to Bar Harbor. We loved the hot tub and the access to the water with views of wildlife and stars. The haystack trail right across the street was a great start to the day as well. "
The price is AU$921
includes taxes & fees
27 Aug - 28 Aug
Modern lake front home
Sunset Chalet-amazing Views Private hot tub
Suite

Sunset Chalet-amazing Views Private hot tub

3.0 star property
10.0 out of 10, Exceptional, (1)
"Easy to find, amenties were great for kitchen, bathroom, and game room. We look forward to going again but try one of the treehouses. "
The price is AU$1,364
includes taxes & fees
6 Sept - 7 Sept
Sunset Chalet-amazing Views Private hot tub
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Living area

Dome 3 at Come Spring Farm Glamping - Alpaca Farm

8.4 out of 10, Very good, (5)
The price is AU$443
includes taxes & fees
31 Aug - 1 Sept
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Property grounds

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

10.0 out of 10, Exceptional, (30)
"The owners were ver accommodating and the place is a quiet, pretty location "
The price is AU$526
includes taxes & fees
8 Sept - 9 Sept
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Cozy Keyes Cottage-family-friendly Amazing Views
Suite

Cozy Keyes Cottage-family-friendly Amazing Views

3.5 star property
The price is AU$1,264
includes taxes & fees
15 Sept - 16 Sept
Cozy Keyes Cottage-family-friendly Amazing Views
Red Cedar Haven in Sidney
House

Red Cedar Haven in Sidney

2.0 star property
The price is AU$1,656
includes taxes & fees
4 Sept - 5 Sept
Red Cedar Haven in Sidney
Come Spring Farm Glamping Dome 2
WiFi

Come Spring Farm Glamping Dome 2

The price is AU$443
includes taxes & fees
27 Aug - 28 Aug
Come Spring Farm Glamping Dome 2
Charming Lakefront Home: Big Porches, Kayaks & Room to Gather
Terrace/patio

Charming Lakefront Home: Big Porches, Kayaks & Room to Gather

9.6 out of 10, Exceptional, (4)
"Wonderful stay! This is the third year in a row our group of "mature" fishermen have stayed at this lake. This was by far the best place we stayed at. Views and setting are all that we could ask for. We'll be back again."
Charming Lakefront Home: Big Porches, Kayaks & Room to Gather
Camp Lintonia on Tacoma Lakes
Interior

Camp Lintonia on Tacoma Lakes

10.0 out of 10, Exceptional, (9)
" Beautiful newly renovated spacious property. The views off the back deck were lovely. The house was fully stocked and the owners were very responsive. We stayed for the Bates graduation weekend and it was very accessible to the campus. We would highly recommend this property! "
The price is AU$961
includes taxes & fees
27 Aug - 28 Aug
Camp Lintonia on Tacoma Lakes
SkyView Treehouse Lakefront Private Hot Tub
Interior

SkyView Treehouse Lakefront Private Hot Tub

10.0 out of 10, Exceptional, (5)
"We had a fantastic stay at the sky view treehouse. It was beautiful and very clean. Feras’ attention to detail was amazing and it made our stay better than any hotel."
The price is AU$1,401
includes taxes & fees
1 Sept - 2 Sept
SkyView Treehouse Lakefront Private Hot Tub
Cozy Keyes Cottage- Rare Lakefront Getaway
Terrace/patio

Cozy Keyes Cottage- Rare Lakefront Getaway

10.0 out of 10, Exceptional, (13)
"We loved your house. You made our stay amazing. We will certainly be back in '24."
The price is AU$1,298
includes taxes & fees
1 Sept - 2 Sept
Cozy Keyes Cottage- Rare Lakefront Getaway
The Maine Experience: Where expansive nature meets modern comfort...
Property grounds

The Maine Experience: Where expansive nature meets modern comfort...

The price is AU$549
includes taxes & fees
24 Sept - 25 Sept
The Maine Experience: Where expansive nature meets modern comfort...
The Entire Waldoboro Inn
Exterior detail

The Entire Waldoboro Inn

The price is AU$1,984
includes taxes & fees
21 Sept - 22 Sept
The Entire Waldoboro Inn
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

Maine Evergreen Hotel, Ascend Hotel Collection

Maine Evergreen Hotel, Ascend Hotel Collection

10/10 Excellent
"Clean, enjoyed the art"
Lisa 1-night trip
Posted 1 day ago
Maine Evergreen Hotel, Ascend Hotel Collection

Find out more about Windsor

Find out more about Windsor

Windsor Holiday Homes information

Number of reviews
363
Accommodation
190 Holiday Homes
Lowest Price
AU$443
Highest Price
AU$961

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