Windsor Holiday Rentals

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Holiday Rentals in Windsor

Dome 1 - Luxury Dome at Come Spring Farm

9.6 out of 10, Exceptional, (9)
"We had a great experience with our stay Everything was nice the owner was very helpful and friendly "
The price is NZ$593
includes taxes & fees
20 July - 21 July
Dome 1 - Luxury Dome at Come Spring Farm

Dome 3 at Come Spring Farm Glamping - Alpaca Farm

7.0 out of 10, Good, (2)
"Beautiful location and a unique stay."
The price is NZ$494
includes taxes & fees
19 July - 20 July
Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Come Spring Farm Glamping Dome 2

The price is NZ$473
includes taxes & fees
15 July - 16 July
Come Spring Farm Glamping Dome 2

The Entire Waldoboro Inn

The price is NZ$2,166
includes taxes & fees
3 Aug - 4 Aug
The Entire Waldoboro Inn

THE NOOK Apartment

The price is NZ$497
includes taxes & fees
3 Aug - 4 Aug
THE NOOK Apartment

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

10.0 out of 10, Exceptional, (25)
"The owners were ver accommodating and the place is a quiet, pretty location "
The price is NZ$610
includes taxes & fees
19 July - 20 July
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

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

9.8 out of 10, Exceptional, (22)
"This house has everything for a weekend family vacay; you can spend the whole weekend enjoying the house & amenities such as the hot tub!"
The price is NZ$785
includes taxes & fees
14 July - 15 July
Spacious Country Home w/ Hot Tub, near Colby/Thomas

Discover Oakland charm near Colby College 10 min

2.0 star property
10.0 out of 10, Exceptional, (2)
"New, clean and had everything we needed. "
The price is NZ$430
includes taxes & fees
3 Aug - 4 Aug
Discover Oakland charm near Colby College 10 min

Sister A-Frame in Woods B

10.0 out of 10, Exceptional, (2)
"Great stay. Would stay here again if in the area."
The price is NZ$380
includes taxes & fees
22 July - 23 July
Sister A-Frame in Woods B

Red Cedar Haven in Sidney

2.0 star property
The price is NZ$1,912
includes taxes & fees
10 Aug - 11 Aug
Red Cedar Haven in Sidney

Red Cedar Haven Lakefront Dock Kayaks

10.0 out of 10, Exceptional, (7)
"Great setting. Family respite much appreciated Loons. Osprey and eagle. Water time also. "
The price is NZ$1,932
includes taxes & fees
10 Aug - 11 Aug
Red Cedar Haven Lakefront Dock Kayaks

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 NZ$1,255
includes taxes & fees
14 July - 15 July
Sunset Chalet-amazing Views Private hot tub

SkyView Treehouse Lakefront Private Hot Tub

10.0 out of 10, Exceptional, (3)
"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 NZ$1,604
includes taxes & fees
13 July - 14 July
SkyView Treehouse Lakefront Private Hot Tub

MoonLight Treehouse Hot Tub Lakefront Retreat

10.0 out of 10, Exceptional, (19)
"We recently returned from our stay at this property and felt compelled to share our experience. The cabin was truly a delightful retreat, well maintained and equipped with top-of-the-line appliances and comforts. We especially enjoyed the cozy fireplace and the soothing outdoor hot tub. Upon our arrival, we were pleased to find the cabin clean and fresh, stocked with lovely linens and towels, which made us feel right at home. WONDERFUL, RELAXING and PEACEFUL SETTING. Thank you to Feras & Family...
The price is NZ$1,542
includes taxes & fees
15 July - 16 July
MoonLight Treehouse Hot Tub Lakefront Retreat

Cozy Cottage on water's edge of Lake Cobbosseecontee

8.6 out of 10, Excellent, (11)
"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 NZ$531
includes taxes & fees
22 July - 23 July
Cozy Cottage on water's edge of Lake Cobbosseecontee

Cozy Keyes Cottage-family-friendly Amazing Views

3.5 star property
Cozy Keyes Cottage-family-friendly Amazing Views

Little Landing Cottage | Lakefront · Dock · Kayaks

9.8 out of 10, Exceptional, (9)
"Great location! "
The price is NZ$1,497
includes taxes & fees
14 July - 15 July
Little Landing Cottage | Lakefront · Dock · Kayaks

Cozy Keyes Cottage- Rare Lakefront Getaway

10.0 out of 10, Exceptional, (10)
"We loved your house. You made our stay amazing. We will certainly be back in '24."
The price is NZ$1,604
includes taxes & fees
16 July - 17 July
Cozy Keyes Cottage- Rare Lakefront Getaway

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 NZ$1,474
includes taxes & fees
14 July - 15 July
Little Landing Cottage-gorgeous View BBQ Wi-fi

Camp Lintonia on Tacoma Lakes

10.0 out of 10, Exceptional, (6)
"Comfortable, clean, good amenities. Fun home layout for family gathering."
The price is NZ$1,025
includes taxes & fees
15 July - 16 July
Camp Lintonia on Tacoma Lakes
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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Frequently asked questions

Are there holiday rentals in Windsor?

Yes, there are holiday rentals close to the most popular sights in Windsor, or you can select a more secluded option if you're looking for a relaxing stay. Windsor is known for its shopping and restaurants.

What are some of the best holiday rentals that Windsor has to offer?

Peaceful home with forest views & great yard - minutes to town: This holiday home rental outside of Windsor is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

What can I see and do in Windsor?

While exploring the area, visit family-friendly sights like Maine State Museum, or get outside and enjoy nature at Kennebec River Rail Trail. In the wider area, you’ll find Old Fort Western and Capitol Park.

What are holiday rentals like in Windsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windsor. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for small groups.