Title: Windsor Vacation Rentals from $332: Search Short-Term Rentals | Expedia.com

[Hotels in Windsor](https://expedia.com/Windsor-Hotels.d175568.Travel-Guide-Hotels)[Flights to Windsor](https://expedia.com/Cheap-Flights-To-Windsor.d175568.Travel-Guide-Flights)[Car Rentals in Windsor](https://expedia.com/Car-Rentals-In-Windsor.d175568.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.com/Windsor.d175568.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=175568&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=175568&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=175568&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=175568&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Find vacation rentals that suit your style

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=COTTAGE)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=CABIN)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=VILLA)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=APARTMENT)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=HOUSE_BOAT)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=CHALET)

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## Top Windsor Hotel Reviews

![Best Western Plus Waterville Grand Hotel](https://images.trvl-media.com/lodging/1000000/30000/22100/22003/c76e225a_y.jpg)

### Best Western Plus Waterville Grand Hotel

10/10 Excellent

"Clean, basic room, easy on off to highway, number of food options close to hotel; staff very friendly and helpful"

[](https://expedia.com/Augusta-Hotels-Best-Western-Plus-Waterville-Grand-Hotel.h22003.Hotel-Information)

![Lockwood Hotel](https://images.trvl-media.com/lodging/79000000/78100000/78095000/78094968/d4c480e1_y.jpg)

### Lockwood Hotel

10/10 Excellent

"Very comfortable stay and amazing experience "

[](https://expedia.com/Waterville-Hotels-Lockwood-Hotel.h78094968.Hotel-Information)

![The Elmwood](https://images.trvl-media.com/lodging/72000000/71560000/71556000/71555928/5778ded9_y.jpg)

### The Elmwood

10/10 Excellent

"The staff was amazing and friendly even after getting there later. And very clean and nicely updated, would definitely stay at again."

[](https://expedia.com/Waterville-Hotels-The-Elmwood.h71555928.Hotel-Information)

![Maine Evergreen Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/790000/787600/787572/2b5fab10_y.jpg)

### Maine Evergreen Hotel, an Ascend Collection Hotel

10/10 Excellent

"Fantastic place to stay. "

[](https://expedia.com/Augusta-Hotels-Quality-Inn-Suites-Evergreen-Hotel.h787572.Hotel-Information)

![Hampton Inn Augusta](https://images.trvl-media.com/lodging/6000000/5190000/5185100/5185016/6fd3155a_y.jpg)

### Hampton Inn Augusta

10/10 Excellent

"Great location, clean and friendly staff. "

[](https://expedia.com/Augusta-Hotels-Hampton-Inn-Augusta.h5185016.Hotel-Information)

![Homewood Suites by Hilton Augusta](https://images.trvl-media.com/lodging/16000000/15600000/15591900/15591820/3f18ff2e_y.jpg)

### Homewood Suites by Hilton Augusta

10/10 Excellent

"Was very pleasantly surprised by this hotel on our drive home from Canada. New hotel, nicely decorated, very quiet, good bed, small but nice kitchen, living area and bathroom with pleasantly scented Crabtree & Evelyn body wash in the shower, ok breakfast. So we slept really well, had a great shower and acceptable breakfast and were back on the highway in under 5 minutes. Will stay again next road trip."

[](https://expedia.com/Augusta-Hotels-Homewood-Suites-By-Hilton-Augusta.h15591820.Hotel-Information)

![Fireside Inn & Suites Waterville](https://images.trvl-media.com/lodging/1000000/20000/19700/19607/w4224h2819x5y5-25572f1f_y.jpg)

### Fireside Inn & Suites Waterville

10/10 Excellent

"Very nice. Older refurbished hotel. Economical. Our room was very clean. "

[](https://expedia.com/Augusta-Hotels-Fireside-Inn-Suites-Waterville.h19607.Hotel-Information)

![Fairfield Inn & Suites by Marriott Augusta](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789240/d6e5eaf8_y.jpg)

### Fairfield Inn & Suites by Marriott Augusta

10/10 Excellent

"I dealt with Lucy and Eric in the evening, both were excellent. "

[](https://expedia.com/Augusta-Hotels-Fairfield-Inn-Suites-By-Marriott-Augusta.h1789240.Hotel-Information)

![Days Inn by Wyndham Augusta](https://images.trvl-media.com/lodging/1000000/60000/50600/50552/7c038889_y.jpg)

### Days Inn by Wyndham Augusta

6/10 Okay

"The rooms definitely could have been cleaned and maintained better"

[](https://expedia.com/Augusta-Hotels-Days-Inn-By-Wyndham-Augusta.h50552.Hotel-Information)

## Find out more about Windsor

**Everything you need to know about Windsor vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Windsor vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $332 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Windsor rentals**

At Expedia, we put the best Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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- [Vacation Homes in Windsor ](https://expedia.com/Windsor-Private-Vacation-Homes.d175568-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Windsor ](https://expedia.com/Windsor-Cottages.d175568-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Windsor ](https://expedia.com/Windsor-Apartments.d175568-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Windsor ](https://expedia.com/Windsor-Cabins.d175568-aaCabins.Travel-Guide-Accommodation)
- [Farmstay in Windsor ](https://expedia.com/Windsor-Agritourism.d175568-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Windsor ](https://expedia.com/Windsor-Bed-And-Breakfast.d175568-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motels in Windsor ](https://expedia.com/Windsor-Motels.d175568-aaMotels.Travel-Guide-Accommodation)
- [RV Parks in Windsor ](https://expedia.com/Windsor-RV-Parks.d175568-aaRVParks.Travel-Guide-Accommodation)
- [Chalets in Windsor ](https://expedia.com/Windsor-Chalets.d175568-aaChalets.Travel-Guide-Accommodation)
- [Guest Houses in Windsor ](https://expedia.com/Windsor-Guest-Houses.d175568-aaGuestHouses.Travel-Guide-Accommodation)
- [Villas in Windsor ](https://expedia.com/Windsor-Villas.d175568-aaVillas.Travel-Guide-Accommodation)
- [Lodges in Windsor ](https://expedia.com/Windsor-Lodges.d175568-aaLodges.Travel-Guide-Accommodation)
- [Houseboats in Windsor ](https://expedia.com/Windsor-Houseboats.d175568-aaHouseboats.Travel-Guide-Accommodation)
- [Condo Rentals in Windsor ](https://expedia.com/Windsor-Condos.d175568-aaCondos.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Windsor?

### What are some of the best vacation home rentals in Windsor?

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### What are vacation rentals like in Windsor?

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