Title: Windham Vacation Rentals from CA $386: Short-Term Rentals for 2025 | Expedia.ca

  

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# Windham Vacation Rentals

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## Check prices for these dates

Tonight

[Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2025-10-26&endDate=2025-10-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Windham

![Living area](https://images.trvl-media.com/lodging/115000000/114500000/114494400/114494310/491d0f94.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/115000000/114500000/114494400/114494310/e7a65769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/115000000/114500000/114494400/114494310/26cc2e53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/115000000/114500000/114494400/114494310/b6ec15a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene 1-bedroom house in Windham with Babbling Brook

Windham

[](https://www.expedia.ca/Windham-Hotels-Serene-1-Bedroom-House-In-Windham-With-Babbling-Brook.h114494310.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/5ce0d1e3.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/fdbc861b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/f914f2f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Sunny Spot with Private Parking.

Knightville

9.8/10

Exceptional

(24)

"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 $136

CA $281 total

includes taxes & fees

Nov 2 - Nov 3

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/7cd3b1c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/30311abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/1b42a016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/52bd6668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Brunswick

8.8/10

Excellent

(21)

"Nice place, I'd stay again!"

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

Ronnie C.

CA $217

CA $572 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Brunswick-Hotels-Private-Home-W-Office-Year-Round-In-Town-Brunswick-Next-To-Bowdoin.h73561259.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120580000/120578300/120578247/a546b97e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/121000000/120580000/120578300/120578247/eae7913a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Offices](https://images.trvl-media.com/lodging/121000000/120580000/120578300/120578247/28f92e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120580000/120578300/120578247/0356bd1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern, Luxurious, Cabin in the Woods - 05 (ADA)

Freeport

CA $174

CA $342 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Freeport-Hotels-Modern.h120578247.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/77000000/76980000/76972800/76972798/2d400632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/77000000/76980000/76972800/76972798/5978cb70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76980000/76972800/76972798/e7bc7922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/77000000/76980000/76972800/76972798/8c4cba78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renovated 2Bd Cottage 10min walk to Beach. Pets Ok

Old Orchard Beach

7.2/10

Good

(12)

"Super comfortable beds! Small cozy cottage, but with so much to do in town who needs more space?"

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

John G.

CA $196

CA $375 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Renovated-2Bd-Cottage-10min-Walk-To-Beach-Pets-Ok.h76972798.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107090000/107088500/107088424/d417fea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107090000/107088500/107088424/6b9f8ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107090000/107088500/107088424/feae8453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107090000/107088500/107088424/d0295c6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Access with Kayaks, Private Deck and a Firepit

Gray

10/10

Exceptional

(3)

" The place was wonderful!! Very peaceful and beautiful!! "

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

Anonymous traveller

CA $231

CA $842 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Gray-Hotels-Waterfront-Access-With-Kayaks.h107088424.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/102000000/101470000/101468600/101468544/ab26633f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101470000/101468600/101468544/d272c886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/102000000/101470000/101468600/101468544/61658bd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/102000000/101470000/101468600/101468544/de5e2c22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

Saco

10/10

Exceptional

(13)

"The property was exactly as advertised, and it was a perfect two night stay for us on a road trip up the Maine coast with our dogs. The location was perfect to explore Portland, Saco, Biddeford, and Kennebunkport. The hosts were super responsive and friendly. We would definitely stay here again in future!"

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

Ryan S.

CA $195

CA $457 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Saco-Hotels-The-Saco-Suite-Downtown.h101468544.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/70000000/69570000/69568100/69568092/8bfdb3b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/70000000/69570000/69568100/69568092/30c8c437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/70000000/69570000/69568100/69568092/1d3cb344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/70000000/69570000/69568100/69568092/5f9d8d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 1st Floor Apartment & Amazing Shower

Parkside

9.0/10

Wonderful

(24)

"My brother in law and I stayed here while my husband was hospitalized at the Maine Med and it was a lovely property. Everything was clean and organized, check in was easy and the hosts were responsive and kind. I would stay here again!"

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

Lillian L.

CA $114

CA $239 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Portland-Hotels-Beautiful-1st-Floor-Apartment-Amazing-Shower.h69568092.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801603/0db21c43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801603/c912865d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801603/ecff94aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801603/69545df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Private Apartment, minutes from LLBean!

Freeport

10/10

Exceptional

(14)

"We had a lovely stay at this property. Comfortable bed, beautiful view, enjoyed using the sauna, would stay again."

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

Emily Jeanne B.

CA $237

CA $387 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Freeport-Hotels-Waterfront-Private-Apartment.h71801603.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/91a3f768.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)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/310f34f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### Adorable Portland getaway on the Eastern Promenade

Munjoy Hill

9.8/10

Exceptional

(123)

"So clean! Loved all the little notes, very helpful. Such a great location close to the water and would definitely recommend this place in the future."

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

Lorena

CA $151

CA $284 total

includes taxes & fees

Oct 27 - Oct 28

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

![Interior](https://images.trvl-media.com/lodging/90000000/89870000/89862700/89862612/4fba6c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89870000/89862700/89862612/3de90b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89870000/89862700/89862612/41602c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89870000/89862700/89862612/c33307fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serenity between the lakes and seashore

Westbrook

9.8/10

Exceptional

(22)

"We had a fabulous vacation! Great location easy access to everything we wanted to do! It was exactly what it said it was! "

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

Jackie K.

CA $167

CA $478 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Westbrook-Hotels-Serenity-Between-The-Lakes-And-Seashore.h89862612.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/79000000/78510000/78507100/78507021/39e6bac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78510000/78507100/78507021/b70e45a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/79000000/78510000/78507100/78507021/6d6fd9cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78510000/78507100/78507021/11d3cea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach House ∆ Prime Location ∆ Steps to the Ocean

Old Orchard Beach

10/10

Exceptional

(53)

"We loved everything about our stay here. Perfect location right on Old Orchard Beach. The house is perfect for what we needed/wanted. Wish we could have stayed longer. We would definitely come back for a longer stay next time we’re in Maine. "

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

Chanmaly V.

CA $198

CA $678 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Beach-House-Prime-Location-Steps-To-The-Ocean.h78507021.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/106000000/105090000/105087200/105087188/cd9c1de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/106000000/105090000/105087200/105087188/a63216a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105090000/105087200/105087188/629fb68f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/106000000/105090000/105087200/105087188/f01d0c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Upscale Spacious OOB Beach House - Seasonal Heated Pool

Old Orchard Beach

10/10

Exceptional

(11)

"We loved our stay - it was very clean and spacious in a charming neighborhood away from the hustle and bustle of the downtown/beach. I would strongly recommend! "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Kelsey S.

CA $210

CA $690 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Upscale-Spacious-OOB-Beach-House-Seasonal-Heated-Pool.h105087188.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76480000/76473600/76473587/w750h500x0y3-3024c068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/77000000/76480000/76473600/76473587/458852c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy, Elegant and Bright 2 bed in the East End

Munjoy Hill

9.8/10

Exceptional

(51)

"Very nice apartment. Nice area!"

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

Jan Helge R.

CA $245

CA $471 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Portland-Hotels-Cozy.h76473587.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112724/32a99d95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112724/f9d077fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112724/cbd3c9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112724/85af2af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheerful 1 bedroom cottage only 50ft from beach

Old Orchard Beach

10/10

Exceptional

(2)

"We loved the area. We loved the cottage feel. We only wished it had bigger fridge and a better cook top. Other then that it was great."

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

Chris A.

CA $208

CA $346 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Cheerful-1-Bedroom-Cottage-Only-50ft-From-Beach.h114112724.Hotel-Information)

![Microwave, oven, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/38000000/37150000/37144800/37144738/4fe9df5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/38000000/37150000/37144800/37144738/4975f080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/38000000/37150000/37144800/37144738/5ef9be4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, Netflix, books, streaming services](https://images.trvl-media.com/lodging/38000000/37150000/37144800/37144738/43512b3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to Old Port ♦ West End Condo ♦ Parking

West End

9.6/10

Exceptional

(77)

"Cute place, close to old port! We brought our pup and she was happy as well. We would definitely stay there again! "

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

Colleen M.

CA $165

CA $393 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Portland-Hotels-Walk-To-Old-Port-West-End-Condo-Parking.h37144738.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/89000000/88480000/88474700/88474605/93dffbb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88480000/88474700/88474605/0bb0da25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88480000/88474700/88474605/ce7dc6d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88480000/88474700/88474605/8a0d6e6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home on Historical Springs Island and Saco River + Gym

Biddeford

9.0/10

Wonderful

(8)

"Nice quiet clean place to stay while traveling for work!"

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

Brock E.

CA $278

CA $686 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Biddeford-Hotels-Home-On-Historical-Springs-Island-And-Saco-River.h88474605.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/23000000/22160000/22157200/22157121/5010938a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/23000000/22160000/22157200/22157121/c08f6ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/23000000/22160000/22157200/22157121/1849f6a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22160000/22157200/22157121/362d65d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1200 Sq Ft ♦ West End Gem ♦ Perfect Location

West End

9.4/10

Exceptional

(96)

"The house is good and reasonably appointed for a short stay. Beds quite comfortable and home is clean You can walk to downtown port area easily. Very peaceful residential street. Enjoyed our short visit. "

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

Debra M.

CA $154

CA $375 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Portland-Hotels-1200-Sq-Ft-West-End-Gem-Perfect-Location.h22157121.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/115000000/114570000/114564100/114564037/w1968h1268x16y33-4957a8a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/115000000/114570000/114564100/114564037/26c3ae66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114570000/114564100/114564037/w1536h1022x0y2-99989d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114570000/114564100/114564037/4d34a049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 5BR Family Dream with Private Beach Access

Old Orchard Beach

10/10

Exceptional

(1)

"Great property! Spacious and comfortable.Nice location."

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

rebecca c.

CA $267

CA $764 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Spacious-5BR-Family-Dream-With-Private-Beach-Access.h114564037.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/102000000/101160000/101152500/101152432/7a301b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/102000000/101160000/101152500/101152432/8bfb001c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101160000/101152500/101152432/0c23e2a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/102000000/101160000/101152500/101152432/5f03c1cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach

Old Orchard Beach

9.4/10

Exceptional

(13)

"The property was in a good location from everything available in the beach area and the house had enough space to accommodate all 12 of us."

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

Wayne R.

CA $195

CA $675 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-The-Eagles-Nest-Rooftop-Deck-Close-To-Beach.h101152432.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=2025-11-08&endDate=2025-11-09&regionId=10053&adults=2&sort=RECOMMENDED&openPlayBack=true)

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Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindham-Vacation-Rentals.d10053.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindham-Vacation-Rentals.d10053.Travel-Guide-VacationRentals)

## Top Windham Hotel Reviews

![Comfort Inn Airport](//images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg)

### Comfort Inn Airport

10/10 Excellent

"Room was great, bed very comfortable, room was quite clean and pet was allowed. That's a big plus!"

[](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.Hotel-Information)

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

### Canopy by Hilton Portland Waterfront

10/10 Excellent

"I don’t have a pet"

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

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

### Clarion Hotel Portland

10/10 Excellent

"I will definitely book with Clarion again if I need to be close to Maine Health in Portland. They took special care of my needs including a shuttle service leaving every half hour for various locations and a voucher for a hot breakfast for two. The room was attractive and very clean, and the front desk people were very accommodating."

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

![Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel](//images.trvl-media.com/lodging/2000000/1090000/1085000/1084959/18487d8b_y.jpg)

### Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10/10 Excellent

"Very good"

[](https://expedia.ca/South-Portland-Hotels-Casco-Bay-Hotel.h1084959.Hotel-Information)

![Old Orchard Beach Inn](//images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/25e0b609_y.jpg)

### Old Orchard Beach Inn

10/10 Excellent

"A beautiful place to stay!!! First time at a B&B and it did not disappoint."

[](https://expedia.ca/Portland-Hotels-Old-Orchard-Beach-Inn.h1507122.Hotel-Information)

![Hampton Inn Portland Downtown - Waterfront](//images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg)

### Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"Front office staff were awesome"

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

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

### Tru by Hilton Portland Airport Area

10/10 Excellent

"Overall, service and cleanliness of the room and facilities were great. Breakfast was pretty good the first day but could have used more variety from one day to the next for those staying multiple nights. Hot options were limited to pancakes, cheese omelettes and sausage (coins one day and links the next)"

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

![Cambria Hotel Portland Downtown-Old Port](//images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/fae57c26_y.jpg)

### Cambria Hotel Portland Downtown-Old Port

10/10 Excellent

"Very nice and clean"

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

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

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

10/10 Excellent

"Great hotel! Right near our sons college. "

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

## Find out more about Windham

**Everything you need to know about** **Windham** **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 Windham vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... 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 Windham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

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

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windham vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windham vacation rentals we have selected for you start as low as CA $386 per night. Entering your travel dates in the search wizard you might find even better deals!

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

At Expedia, we put the best Windham 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 Windham 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 Windham 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 Windham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

-   Trending destinations on Expedia.ca
-   All accommodation types in Windham

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-   [Vacation Homes in Windham](https://expedia.ca/Windham-Private-Vacation-Homes.d10053-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Apartments in Windham](https://expedia.ca/Windham-Apartments.d10053-aaApartments.Travel-Guide-Accommodation)
-   [Cottages in Windham](https://expedia.ca/Windham-Cottages.d10053-aaCottages.Travel-Guide-Accommodation)
-   [Condo Rentals in Windham](https://expedia.ca/Windham-Condos.d10053-aaCondos.Travel-Guide-Accommodation)
-   [Cabin Rentals in Windham](https://expedia.ca/Windham-Cabins.d10053-aaCabins.Travel-Guide-Accommodation)
-   [Motels in Windham](https://expedia.ca/Windham-Motels.d10053-aaMotels.Travel-Guide-Accommodation)
-   [Villas in Windham](https://expedia.ca/Windham-Villas.d10053-aaVillas.Travel-Guide-Accommodation)
-   [B&B in Windham](https://expedia.ca/Windham-Bed-And-Breakfast.d10053-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Farmstay in Windham](https://expedia.ca/Windham-Agritourism.d10053-aaAgritourism.Travel-Guide-Accommodation)
-   [Chalets in Windham](https://expedia.ca/Windham-Chalets.d10053-aaChalets.Travel-Guide-Accommodation)
-   [Aparthotels in Windham](https://expedia.ca/Windham-Apart-Hotels.d10053-aaApartHotels.Travel-Guide-Accommodation)
-   [RV Parks in Windham](https://expedia.ca/Windham-RV-Parks.d10053-aaRVParks.Travel-Guide-Accommodation)
-   [Guest Houses in Windham](https://expedia.ca/Windham-Guest-Houses.d10053-aaGuestHouses.Travel-Guide-Accommodation)
-   [Inns in Windham](https://expedia.ca/Windham-Inns.d10053-aaInns.Travel-Guide-Accommodation)
-   [Lodges in Windham](https://expedia.ca/Windham-Lodges.d10053-aaLodges.Travel-Guide-Accommodation)
-   [Resorts in Windham](https://expedia.ca/Windham-Resort-Hotels.d10053-aaResortHotels.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Windham?

> Yes, we offer vacation rentals in Windham near Seacoast Adventure, or you can go with a more remote option if you're looking for extra privacy while you relax. Visitors to Windham speak positively about the lakeside and restaurants in this destination. Make sure you have time to check out the shopping and coffeehouses during your trip.

### What are some of the best vacation rentals in Windham?

> [New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach](https://www.expedia.ca/Bailey-Island-Hotels-New-Cottage-Perfect-For-A-Peaceful-And-Quiet-Stay-On-The-Ocean-With-Beach.h27118287.Hotel-Information): This vacation home rental near Windham is located on the beach and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

### How many vacation rentals are there in Windham?

> Expedia has 32 vacation rentals for your stay in Windham.

### What can I see and do in Windham?

> Little Sebago Lake and Sebago Lake are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Seacoast Adventure. Other places in town to visit include Sebago Lake Basin and Jordan Bay.

### What are vacation rentals like in Windham?

> Vacation rentals are privately owned accommodations you can book for a couple days or more in Windham. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family getaway.

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

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Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)