Title: North Windham Vacation Rentals from CA $193: Short-Term Rentals for 2026 | Expedia.ca

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# North Windham Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=553248634999118067&startDate=2025-12-17&endDate=2025-12-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=553248634999118067&startDate=2025-12-18&endDate=2025-12-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248634999118067&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248634999118067&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for North Windham vacation rentals

![Deluxe Suite, 1 King Bed | Living area](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/38875013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Tech](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/c7ab64f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/6c222be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/839e7b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Weldon Hotel

[](https://www.expedia.ca/Portland-Hotels-The-Weldone-Hotel.h107321604.Hotel-Information)

Downtown Portland

9.8/10

Exceptional

(90)

"Loved this place and would definitely stay here next time we go back."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eleni

CA $283

CA $412 total

includes taxes & fees

Dec 25 - Dec 26

[](https://www.expedia.ca/Portland-Hotels-The-Weldone-Hotel.h107321604.Hotel-Information)

![House, 5 Bedrooms | Living area](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/b9122216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 5 Bedrooms | Outdoor dining](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/fcf99f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 5 Bedrooms | Living area](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/0bacf700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 5 Bedrooms](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/99ecb732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home

[](https://www.expedia.ca/Gray-Hotels-Gray-Woodland-Escape-Golf.h120238862.Hotel-Information)

Gray

CA $645

CA $1,190 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Gray-Hotels-Gray-Woodland-Escape-Golf.h120238862.Hotel-Information)

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 North Windham Hotel Reviews

![Hyatt Place Portland Downtown - Old Port Square](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg)

### Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent

"Great corner"

[](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information)

![Tru by Hilton Portland Airport Area](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d_y.jpg)

### Tru by Hilton Portland Airport Area

10/10 Excellent

"Everything was much better than I expected. We were very pleased. "

[](https://expedia.ca/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information)

![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_y.jpg)

### The Westin Portland Harborview

10/10 Excellent

"Yes"

[](https://expedia.ca/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information)

![Cambria Hotel Portland Downtown-Old Port](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/50b0940a_y.jpg)

### Cambria Hotel Portland Downtown-Old Port

10/10 Excellent

"It wasn’t free, but it was good (and there was a $25 credit/day applied to all F&B purchases."

[](https://expedia.ca/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.Hotel-Information)

![Aloft Portland Downtown Waterfront ME](https://images.trvl-media.com/lodging/69000000/68850000/68847400/68847370/b64a7749_y.jpg)

### Aloft Portland Downtown Waterfront ME

10/10 Excellent

"Clean room, fun design, very quiet "

[](https://expedia.ca/Portland-Hotels-Aloft-Portland.h68847370.Hotel-Information)

![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg)

### Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"Every thing was perfect, service, accomodations, and friendly staff!!!"

[](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information)

![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg)

### Portland Harbor Hotel

10/10 Excellent

"Lovely stay in a beautiful room, appreciated the upgrade. Easy walk to downtown activities. "

[](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information)

![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg)

### Clarion Hotel Portland Airport ME

10/10 Excellent

"Perfect room and perfect staff! Excellent on everything "

[](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information)

![Canopy by Hilton Portland Waterfront](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/419cdab1_y.jpg)

### Canopy by Hilton Portland Waterfront

10/10 Excellent

"Great location. Clean rooms. Good restaurants with Ken walking distance."

[](https://expedia.ca/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.Hotel-Information)

## Find out more about North Windham

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with North Windham. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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