Windsor Vacation Rentals

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Windsor holiday rentals

Front of property

Private Dock on Messalonskee Lake: Cozy Cottage!

Private Dock on Messalonskee Lake: Cozy Cottage!
3.0 star property
Augusta
10.0 out of 10, Exceptional, (1 review)
"Great little lake cabin. Had everything we needed. Clean, comfortable, quite. Beautiful area and views. We had a wonderful stay and would stay again."
United States
John
The price is RM338
RM1,271 total
includes taxes & fees
12 May - 13 May
Private Dock on Messalonskee Lake: Cozy Cottage!
Interior

Rustic Retreat Across From Lake; Family Friendly!

Rustic Retreat Across From Lake; Family Friendly!
3.0 star property
Union
9.0 out of 10, Wonderful, (2 reviews)
"I liked that it was by the lake quiet and secluded. "
United States
Wilma
The price is RM477
RM1,575 total
includes taxes & fees
20 May - 21 May
Rustic Retreat Across From Lake; Family Friendly!
Interior

Trout Ponds & Sauna: Unique Log Cabin in Freedom

Trout Ponds & Sauna: Unique Log Cabin in Freedom
3.0 star property
Freedom
The price is RM714
RM1,315 total
includes taxes & fees
11 May - 12 May
Trout Ponds & Sauna: Unique Log Cabin in Freedom
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

The Elmwood

The Elmwood

10/10 Excellent
"Newly renovated facility. Modern decor is a little unnerving until you discover how to control the touch lights. Climate control was very effective and quieter than usual in motel rooms."
Alan 1-night trip
Posted 3 hours ago
The Elmwood

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

  • View our selection of featured holiday rentals in Windsor
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

Look no further and take a look at our great range of rental properties in Windsor!

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 can I see and do in Windsor?

While exploring the area, visit family-friendly sights like Kennebec Ice Arena, or get outside and enjoy nature at Kennebec River Rail Trail. In the wider area, you’ll find Kennebec Arsenal and Maine State House.

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.