Title: North Windham Vacation Rentals from CA $166: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248634999118067&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.ca/Hotel-Search?regionId=553248634999118067&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.ca/Hotel-Search?regionId=553248634999118067&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.ca/Hotel-Search?regionId=553248634999118067&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)

## Our top choices for North Windham vacation rentals

![Smart TV](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/070bcabc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/7080160d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/9e80e946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/b6e21af4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pine Point Beach private, quaint, charming studio.

[](https://www.expedia.ca/Scarborough-Hotels-Charming-Studio-In-Delightful-Pine-Poinr-Beach-Area.h122859633.Hotel-Information)

Blue Point

10/10

Exceptional

(28 reviews)

"A great location to see Portland and surroundings. A very clean and nice place to stay. "

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

Pam B.

CA $163

CA $339 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Scarborough-Hotels-Charming-Studio-In-Delightful-Pine-Poinr-Beach-Area.h122859633.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/c0051374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/7654ef7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, internet, bed sheets](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/d66d7839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/70c2ba04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunny Spot with Private Parking.

[](https://www.expedia.ca/South-Portland-Hotels-Sunny-Spot-In-South-Portland-With-Private-Parking.h106377797.Hotel-Information)

Knightville

9.8/10

Exceptional

(25 reviews)

"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"

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

Giana

CA $149

CA $300 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/South-Portland-Hotels-Sunny-Spot-In-South-Portland-With-Private-Parking.h106377797.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/a67d235a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/687cf518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/8dfb9a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/f6a06df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful & minutes from the Old Port with private parking

[](https://www.expedia.ca/South-Portland-Hotels-Peaceful-Minutes-From-The-Old-Port-With-Private-Parking.h113674508.Hotel-Information)

Knightville

9.6/10

Exceptional

(8 reviews)

"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."

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

Lynn E.

CA $151

CA $318 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/South-Portland-Hotels-Peaceful-Minutes-From-The-Old-Port-With-Private-Parking.h113674508.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/123000000/122240000/122233000/122232985/145c4246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122240000/122233000/122232985/d1020ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122240000/122233000/122232985/a85eb914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122240000/122233000/122232985/cc84a772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Studio Apartment in Freeport

[](https://www.expedia.ca/Freeport-Hotels-Studio-Apartment-In-Freeport.h122232985.Hotel-Information)

Freeport

10/10

Exceptional

(1 review)

"I could not have ask for a better place to stay for my winter holiday trip in Freeport, Maine. This studio apartment went above my expectations. The entire space was much larger than I thought it would be. From the entry downstairs & throughout the entire apartment, it was clean & well-kept. Kitchen is fully equipped, has adequate space for meal prep, and there is plenty of room around the table & kitchen counter for dining. The living room is a welcoming pleasant area, and there is ample space...

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

Di W.

CA $89

CA $211 total

includes taxes & fees

Apr 27 - Apr 28

[](https://www.expedia.ca/Freeport-Hotels-Studio-Apartment-In-Freeport.h122232985.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164446/48575d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164446/d2de73a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164446/26983b0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164446/d6a93002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern, Luxurious, Cabin in the Woods - 17

[](https://www.expedia.ca/Freeport-Hotels-Modern.h95164446.Hotel-Information)

Freeport

10/10

Exceptional

(3 reviews)

"Awesome camping in a great, quiet campground. The staff is very responsive and all the little details make this place special."

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

Miranda K.

CA $284

CA $478 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Freeport-Hotels-Modern.h95164446.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/d4c429bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/ad6007d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/b844c6f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/7e249362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Entrance Residential Portland

[](https://www.expedia.ca/Portland-Hotels-Private-Entrance-Residential-Portland.h114761464.Hotel-Information)

Deering Center

8.8/10

Excellent

(6 reviews)

"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "

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

Ameleah B.

CA $103

CA $203 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Portland-Hotels-Private-Entrance-Residential-Portland.h114761464.Hotel-Information)

![Fitness facility](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/46be521f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/997655d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/efb87708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/2c80bd29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### HomeAwhile

[](https://www.expedia.ca/Scarborough-Hotels-HomeAwhile.h120687259.Hotel-Information)

Scarborough

9.2/10

Wonderful

(16 reviews)

"The room was spotless. The hotel was very clean and the staff was very friendly and helpful."

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

Monique

CA $152

CA $166 total

includes taxes & fees

May 3 - May 4

[](https://www.expedia.ca/Scarborough-Hotels-HomeAwhile.h120687259.Hotel-Information)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118710000/118703800/118703789/18f05291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118710000/118703800/118703789/2db19464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118710000/118703800/118703789/7e56d4a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118710000/118703800/118703789/0ffa9ba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large, luxurious geodesic dome - 04

[](https://www.expedia.ca/Freeport-Hotels-Large.h118703789.Hotel-Information)

Freeport

10/10

Exceptional

(2 reviews)

"We didn’t get enough time to evaluate but from the short visit, we can say that this is the small paradise within the Main area. Best camp ground facilities we have ever seen or experienced. Looking forward to visit with friends and extended families as well. "

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

Hrishi K.

CA $363

CA $593 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Freeport-Hotels-Large.h118703789.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/46000000/45280000/45275300/45275256/7b65d9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/46000000/45280000/45275300/45275256/147dbb5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, books](https://images.trvl-media.com/lodging/46000000/45280000/45275300/45275256/951a54d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, books](https://images.trvl-media.com/lodging/46000000/45280000/45275300/45275256/7b33c414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

[](https://www.expedia.ca/Portland-Hotels-Furnished-1BR1BA-Walk-To-Maine-MedMercy-Parking-All-Utilities-Included.h45275256.Hotel-Information)

West End

9.4/10

Exceptional

(3 reviews)

"All was great...clean and convenient."

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

Krista P.

[](https://www.expedia.ca/Portland-Hotels-Furnished-1BR1BA-Walk-To-Maine-MedMercy-Parking-All-Utilities-Included.h45275256.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/89000000/88280000/88272900/88272840/cfb4c671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88280000/88272900/88272840/eac9c1af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88280000/88272900/88272840/66160bf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/89000000/88280000/88272900/88272840/922bd26f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### East end. Walk to food, beer and downtown fun.

[](https://www.expedia.ca/Portland-Hotels-East-End-Walk-To-Food.h88272840.Hotel-Information)

Munjoy Hill

9.8/10

Exceptional

(32 reviews)

"Clean, great location, excellent communication with host, perfectly furnished for our group"

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

Elizabeth P.

CA $290

CA $510 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Portland-Hotels-East-End-Walk-To-Food.h88272840.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119750000/119749600/119749582/039d0497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119750000/119749600/119749582/634cb5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119750000/119749600/119749582/5487bd7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119750000/119749600/119749582/w1255h853x25y0-9164e7fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Toast to 2026! Free Champagne for all Jan / Feb Bookings

[](https://www.expedia.ca/South-Portland-Hotels-Stylish-4BR-Retreat.h119749582.Hotel-Information)

South Portland

10/10

Exceptional

(4 reviews)

"The house was very nice and had great accommodations for our group. The kitchen and living room was very accommodating for meals and hangouts and we were close to all of the activities we were looking to do"

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

Justin R.

CA $294

CA $496 total

includes taxes & fees

May 3 - May 4

[](https://www.expedia.ca/South-Portland-Hotels-Stylish-4BR-Retreat.h119749582.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/b3ca2cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/a62b9a88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/6c6c5960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/cac4d9aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Studio apartment with WiFi, AC in welcoming Portland

[](https://www.expedia.ca/Portland-Hotels-Charming-Studio-Apartment-With-WiFi.h114768499.Hotel-Information)

Munjoy Hill

9.6/10

Exceptional

(11 reviews)

"A great location and a comfortable place to stay!"

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

Andrew K.

CA $157

CA $300 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Portland-Hotels-Charming-Studio-Apartment-With-WiFi.h114768499.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/w1917h1645x3y0-1a82cf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/fe48c018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/4fe2dda9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/91a3f768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Adorable Portland getaway on the Eastern Promenade

[](https://www.expedia.ca/Portland-Hotels-Adorable-Portland-Getaway-On-The-Eastern-Promenade.h32432059.Hotel-Information)

Munjoy Hill

9.6/10

Exceptional

(129 reviews)

"Tidy place in a great location! "

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

Mary M.

CA $165

CA $301 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Portland-Hotels-Adorable-Portland-Getaway-On-The-Eastern-Promenade.h32432059.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/w4029h3018x0y0-30871d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Netflix, streaming services](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/5855295e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/w4014h3018x0y0-01d84674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/4589cab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

[](https://www.expedia.ca/Portland-Hotels-1200-Sq-Ft-West-End-Townhouse-Perfect-Location.h22478290.Hotel-Information)

West End

8.4/10

Very good

(59 reviews)

"Nice place. Good location."

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

Rob M.

CA $129

CA $509 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Portland-Hotels-1200-Sq-Ft-West-End-Townhouse-Perfect-Location.h22478290.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/43000000/42070000/42069500/42069496/fade2032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/43000000/42070000/42069500/42069496/e678c4ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/43000000/42070000/42069500/42069496/c02e06e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42070000/42069500/42069496/58339323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elegant condo - walk to Portland's best restaurants & Old Port

[](https://www.expedia.ca/Portland-Hotels-Elegant-Condo-Walk-To-Portlands-Best-Restaurants-Old-Port.h42069496.Hotel-Information)

East Bayside

9.2/10

Wonderful

(77 reviews)

"We will certainly be back! Came here for an anniversary trip and had the best time. House was very clean and beautiful! Loved the fireplace and the reading options! "

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

Emily L.

CA $223

CA $703 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Portland-Hotels-Elegant-Condo-Walk-To-Portlands-Best-Restaurants-Old-Port.h42069496.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/90000000/89550000/89544600/89544504/cd6e7cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89550000/89544600/89544504/683c3d1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89550000/89544600/89544504/4396edf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89550000/89544600/89544504/818d6400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Skyline 138: Charming West End Mansard Penthouse

[](https://www.expedia.ca/Portland-Hotels-Charming-Downtown-Penthouse-The-Cabana.h89544504.Hotel-Information)

Parkside

9.4/10

Exceptional

(26 reviews)

"Great place. Had everything we needed and close to everything."

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

Bill P.

CA $172

CA $474 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Portland-Hotels-Charming-Downtown-Penthouse-The-Cabana.h89544504.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/93000000/92460000/92454900/92454893/517137ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92460000/92454900/92454893/28017515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92460000/92454900/92454893/ba12bdef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/93000000/92460000/92454900/92454893/36361af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Trolley Access

[](https://www.expedia.ca/Scarborough-Hotels-Beach-Apartment-1-Block-Away-From-Beach-Entrance.h92454893.Hotel-Information)

Pine Point

9.6/10

Exceptional

(35 reviews)

"Cute place; clean and inviting. Would happily stay again!"

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

Kelly M.

CA $144

CA $440 total

includes taxes & fees

Apr 16 - Apr 17

[](https://www.expedia.ca/Scarborough-Hotels-Beach-Apartment-1-Block-Away-From-Beach-Entrance.h92454893.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/99959de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/w1024h675x0y3-f2ff33b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/9b63f509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/1d71d218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern & Sunny House Steps from the Promenade. Private Parking!

[](https://www.expedia.ca/Portland-Hotels-Modern.h100134127.Hotel-Information)

Munjoy Hill

10/10

Exceptional

(39 reviews)

"Great home, great location, very accommodating, clear communication."

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

Kristi H.

CA $275

CA $534 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Portland-Hotels-Modern.h100134127.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100140000/100134100/100134074/w1024h606x0y38-e252896d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100140000/100134100/100134074/w1021h674x0y0-7d95a6d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/101000000/100140000/100134100/100134074/1f0fcec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100140000/100134100/100134074/w1011h682x8y1-1955f753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Home in the West End. Private Parking.

[](https://www.expedia.ca/Portland-Hotels-Historic-Home-In-The-West-End-Private-Parking.h100134074.Hotel-Information)

West End

10/10

Exceptional

(54 reviews)

"Host was very welcoming and the place exceeded expectations! Made our stay better than we could have imagined!"

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

Robert D.

CA $219

CA $403 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Portland-Hotels-Historic-Home-In-The-West-End-Private-Parking.h100134074.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117790000/117781700/117781679/4a8d5e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/118000000/117790000/117781700/117781679/174d6719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/118000000/117790000/117781700/117781679/fcb10721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/118000000/117790000/117781700/117781679/849ecf64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Port City Nest: Beautiful 2bd w/ Balcony & Parking

[](https://www.expedia.ca/Portland-Hotels-Port-City-Nest-Beautiful-2bd-W-Balcony-Parking.h117781679.Hotel-Information)

Parkside

10/10

Exceptional

(2 reviews)

"Very nice apartment. Had everything we needed. "

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

Bob S.

CA $160

CA $391 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Portland-Hotels-Port-City-Nest-Beautiful-2bd-W-Balcony-Parking.h117781679.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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-19&endDate=2026-04-20&regionId=553248634999118067&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Cabins

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Villas

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Cottages

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Condos

[](https://www.expedia.ca/Hotel-Search?destination=North+Windham%2C+Maine%2C+United+States+of+America&regionId=553248634999118067&latLong=43.823181%2C-70.424385&adults=2&startDate=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=CONDO)

Private vacation homes

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Apartments

[](https://www.expedia.ca/Hotel-Search?destination=North+Windham%2C+Maine%2C+United+States+of+America&regionId=553248634999118067&latLong=43.823181%2C-70.424385&adults=2&startDate=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=APARTMENT)

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## Top North Windham Hotel Reviews

![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/bf7e40c4_y.jpg)

### Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"Clean rooms and spacious rooms "

[](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.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

"Didn’t use pool Excellent staff"

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

![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/17e160ed_y.jpg)

### DoubleTree by Hilton Hotel Portland

2/10 Terrible

"Room was honestly disgusting so very dirty."

[](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information)

![Cambria Hotel Portland Downtown-Old Port](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/2540bb39_y.jpg)

### Cambria Hotel Portland Downtown-Old Port

10/10 Excellent

"Bill at the desk was wonderful to deal with. Very kind and professional "

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

![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/4e5dab1b_y.jpg)

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

6/10 Okay

"No continental breakfast, no happy hour, had to pay to park and rooms were loud."

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

![Hyatt Place Portland Downtown - Old Port Square](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/06fb9956_y.jpg)

### Hyatt Place Portland Downtown - Old Port Square

6/10 Okay

"Everything was great except the noise. Lots of drunk people yelling from the street below, we were on the 4th floor and still loud. Would advise you ask for a room opposite the Fore Street side."

[](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/19000000/18960000/18952900/18952854/627581df_y.jpg)

### Tru by Hilton Portland Airport Area

10/10 Excellent

"H"

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

![Embassy Suites by Hilton Portland Maine](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/6b6e052e_y.jpg)

### Embassy Suites by Hilton Portland Maine

6/10 Okay

"We werełu l oooo"

[](https://expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information)

![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/1a7f326f_y.jpg)

### Portland Harbor Hotel

10/10 Excellent

"So lovely, great service"

[](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.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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- [Vacation Homes in North Windham ](https://expedia.ca/North-Windham-Private-Vacation-Homes.d553248634999118067-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in North Windham ](https://expedia.ca/North-Windham-Cottages.d553248634999118067-aaCottages.Travel-Guide-Accommodation)
- [Apartments in North Windham ](https://expedia.ca/North-Windham-Apartments.d553248634999118067-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in North Windham ](https://expedia.ca/North-Windham-Cabins.d553248634999118067-aaCabins.Travel-Guide-Accommodation)
- [Condo Rentals in North Windham ](https://expedia.ca/North-Windham-Condos.d553248634999118067-aaCondos.Travel-Guide-Accommodation)
- [Villas in North Windham ](https://expedia.ca/North-Windham-Villas.d553248634999118067-aaVillas.Travel-Guide-Accommodation)
- [B&B in North Windham ](https://expedia.ca/North-Windham-Bed-And-Breakfast.d553248634999118067-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motels in North Windham ](https://expedia.ca/North-Windham-Motels.d553248634999118067-aaMotels.Travel-Guide-Accommodation)
- [Farmstay in North Windham ](https://expedia.ca/North-Windham-Agritourism.d553248634999118067-aaAgritourism.Travel-Guide-Accommodation)
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## Frequently asked questions

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