Title: Windham Condo Rentals from CA $239 | Expedia.ca
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# Search Condos Rentals in Windham from CA $239
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## Check prices for these dates
In two weeks
[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)
In two months
[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)
In three months
[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)
In four months
[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)
## Browse Select Windham Condo Rentals
### Beach across the Street. Pets OK
Old Orchard Beach
8.6/10
Excellent
(31)
"Perfect location for a quick visit to the beach. It was easy for us to stay there and have our small dogs too."
Christopher C.
CA $98
CA $254 total
includes taxes & fees
Dec 1 - Dec 2
[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Beach-Across-The-Street-Pets-OK.h51682701.Hotel-Information)
### Arlie\`s Digs! - One Block To Willard Beach!
Willard Beach
10/10
Exceptional
(61)
"We had a wonderful week here. Fantastic proximity to the beach & a great bakery and ice cream shop. They accommodated us and our dog very well and had everything we need for a great stay. "
Elizabeth C.
CA $191
CA $454 total
includes taxes & fees
Dec 2 - Dec 3
[](https://www.expedia.ca/South-Portland-Hotels-Arlies-Digs-One-Block-To-Willard-Beach.h81627464.Hotel-Information)
### Escape to the Beach! Cozy Condo in downtown OOB.
Old Orchard Beach
9.6/10
Exceptional
(26)
"Easy check-in, super clean, amazing location! "
Chantelle V.
CA $126
CA $286 total
includes taxes & fees
Dec 3 - Dec 4
[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Escape-To-The-Beach-Cozy-Condo-In-Downtown-OOB.h51663017.Hotel-Information)
### City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8/10
Exceptional
(122)
"I loved staying in the vacation rental! There was a lot of space, a nice waterfront view, and it was convenient to get in/out of town. "
Jade G.
CA $208
CA $433 total
includes taxes & fees
Dec 3 - Dec 4
[](https://www.expedia.ca/Portland-Hotels-City-Amenities.h34429189.Hotel-Information)
### Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.6/10
Exceptional
(79)
"Great location. Nice and clean!"
Anonymous traveller
CA $153
CA $383 total
includes taxes & fees
Dec 2 - Dec 3
[](https://www.expedia.ca/Portland-Hotels-Walk-To-Old-Port-West-End-Condo-Parking.h37144738.Hotel-Information)
### Adorable, two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
10/10
Exceptional
(1)
"The stay was wonderful - tiny snafu getting in; listed was b when we were supposed to be getting into a"
Alana J.
CA $251
CA $482 total
includes taxes & fees
Nov 30 - Dec 1
[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Adorable.h113644256.Hotel-Information)
### Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
9.4/10
Exceptional
(6)
"The cottage was clean, good location, close to the beach. "
Debra M.
CA $251
CA $488 total
includes taxes & fees
Dec 4 - Dec 5
[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Charming-Two-Bedroom.h113644266.Hotel-Information)
### Appealing two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
9.6/10
Exceptional
(5)
"This property is wholeheartedly recommended to anyone looking for a memorable Maine getaway. The host was incredibly responsive and provided excellent recommendations for local attractions and dining."
siomaira m.
CA $251
CA $482 total
includes taxes & fees
Dec 7 - Dec 8
[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Appealing-Two-Bedroom.h113644270.Hotel-Information)
### Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Old Orchard Beach
8.0/10
Very good
(2)
"The place was cute and conveniently located. A few things could use touching up and better upkeep. Overall, we had a nice stay. "
Katherine m.
CA $251
CA $482 total
includes taxes & fees
Nov 30 - Dec 1
[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Quaint-2-Bedroom.h112904768.Hotel-Information)
### Barn on Pleasant-
walk to town
NO EXTRA FEES
Bridgton
10/10
Exceptional
(17)
"Stay was great, as advertised."
Mary Campbell K.
CA $191
CA $239 total
includes taxes & fees
Dec 3 - Dec 4
[](https://www.expedia.ca/Bridgton-Hotels-Spacious-Loft-10-Min-To-Pleasant-Mt-Walk-Downtown.h102658159.Hotel-Information)
### Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Old Orchard Beach
9.8/10
Exceptional
(226)
"The view off the deck was breathtaking "
Raymond
CA $245
CA $474 total
includes taxes & fees
Dec 3 - Dec 4
[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Oceanfront-Condo-Steps-To-7-Mile-Beach-Downtown-OOB-3rd-Floor-Welevator.h19251469.Hotel-Information)
### Oceanfront Condo! Spectacular Views From Private Large Balcony
Old Orchard Beach
9.0/10
Wonderful
(141)
"Great location above the Brunswick with live music and steps to the beach. "
Kayla H.
CA $196
CA $407 total
includes taxes & fees
Dec 3 - Dec 4
[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Oceanfront-Condo-Spectacular-Views-From-Private-Large-Balcony.h34145438.Hotel-Information)
### Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
East Bayside
8.8/10
Excellent
(36)
"Was a very comfortable stay!! Walking distance to pier restaurants etc!"
Elisha
CA $187
CA $543 total
includes taxes & fees
Nov 30 - Dec 1
[](https://www.expedia.ca/Portland-Hotels-Spacious-And-Contemporary-Condo-In-The-Heart-Of-Portland-Close-To-Beach.h59959794.Hotel-Information)
### Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Old Orchard Beach
9.8/10
Exceptional
(6)
"Such a great property. It was clean and the location was perfect. We will definitely be back for our next girls trip!"
Kristen O.
CA $251
CA $488 total
includes taxes & fees
Dec 8 - Dec 9
[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Cozy-2-Bedroom.h113644254.Hotel-Information)
### Ocean View! - Luxury Condo with Beach Access
Old Orchard Beach
10/10
Exceptional
(1)
"The condo was in an excellent location, close to town and all the shops and attractions. Though not directly on the ocean, we had a great view from our front window to the ocean. Kitchen area was up to date and had all the amenities one may need. Living area was comfortable and the unexpected gas fireplace was a welcomed touch especially being early October.The host responded quickly to our questions. Check in and check out was very easy and simple.Overall, we had a fantastic time and would...
Jim W.
CA $288
CA $566 total
includes taxes & fees
Nov 30 - Dec 1
[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Little-Miss-Cottages-68-East-Grand-Luxury-Condo.h120276572.Hotel-Information)
### Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Downtown Portland
9.6/10
Exceptional
(21)
"We loved the walkable neighborhood & had a great, comfortable stay!"
Erin R.
CA $198
CA $524 total
includes taxes & fees
Dec 2 - Dec 3
[](https://www.expedia.ca/Portland-Hotels-Gem-On-Congress-King-Bed.h99736898.Hotel-Information)
### Direct ocean views from extra large balcony! Over 1200 square feet!
Old Orchard Beach
9.6/10
Exceptional
(23)
"Spacious apartment with amazing ocean views. We loved the music and enjoyed being able to dance right on the deck. Beds were comfortable too!"
Diane M.
CA $347
CA $686 total
includes taxes & fees
Nov 30 - Dec 1
[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Direct-Ocean-Views-From-Extra-Large-Balcony.h78364091.Hotel-Information)
### Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.2/10
Wonderful
(74)
"Location was great. Parking was easy."
Bruce G.
CA $224
CA $594 total
includes taxes & fees
Dec 2 - Dec 3
[](https://www.expedia.ca/Portland-Hotels-Elegant-Condo-Walk-To-Portlands-Best-Restaurants-Old-Port.h42069496.Hotel-Information)
### Walk to the Pier. Central Location Downtown Condo
Old Orchard Beach
9.2/10
Wonderful
(25)
"Great location, clean, easy access. "
Jean Anthony
CA $175
CA $355 total
includes taxes & fees
Dec 16 - Dec 17
[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Walk-To-The-Pier-Central-Location-Downtown-Condo.h55516588.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=2025-12-12&endDate=2025-12-13®ionId=10053&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)
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## Top Windham Hotel Reviews
### Home2 Suites by Hilton Portland Airport
10/10 Excellent
"The front desk woman was exceptional. She help me accommodate my husband’s Parkinson’s needs. We are very grateful for her special attention. "
[](https://expedia.ca/Portland-Hotels-Home2-Suites-By-Hilton-Portland-Airport.h24464467.Hotel-Information)
### Holiday Inn Portland-By the Bay by IHG
10/10 Excellent
"10/10 all the way around "
[](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information)
### Cambria Hotel Portland Downtown-Old Port
10/10 Excellent
"Wonderful place to stay in downtown Portland. Many dining options nearby. I was able to find street parking and avoid the high parking costs."
[](https://expedia.ca/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.Hotel-Information)
### Aloft Portland Downtown Waterfront ME
10/10 Excellent
"Very nice hotel. Conveniently located to a lot of restaurants and shops! "
[](https://expedia.ca/Portland-Hotels-Aloft-Portland.h68847370.Hotel-Information)
### Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
10/10 Excellent
"Good free breakfast"
[](https://expedia.ca/South-Portland-Hotels-Casco-Bay-Hotel.h1084959.Hotel-Information)
### Dormir
10/10 Excellent
"Room was clean ,staff was great. Thank you "
[](https://expedia.ca/Windham-Hotels-Dormir.h9312400.Hotel-Information)
### Portland Harbor Hotel
10/10 Excellent
"Tasteful decor Lovely view Cozy room Fireplace with a real fire in sitting room Location perfect Staff wonderful Will stay again!"
[](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information)
### Hilton Garden Inn Portland Downtown Waterfront
10/10 Excellent
"Great staff so very helpful "
[](https://expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information)
### Portland Regency Hotel & Spa
10/10 Excellent
"Love this historic charm of this hotel. Room was great, spa is amazing and restaurant choices lovely. Located right in the heart of the Old Port, valet parking makes things really easy and the staff is so friendly. "
[](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information)
## Find out more about Windham
## Windham Condo Rentals information
| Number of reviews | 850 |
| --- | --- |
| Accommodation | 263 Condo Rentals |
| Lowest Price | CA $239 |
| Highest Price | CA $686 |
## Frequently asked questions
### Why book your condo in Windham with Expedia?
> Use Expedia to find your ideal condo in Windham. On the lookout for someplace luxurious? Try out our filters to search for properties with a 5-star rating. If you have a budget, click on how much you're willing to spend and then check out our fabulous options. We'll help you find the right fit whatever your bank balance or plans.
### How can I find cheap condos in Windham?
> A wonderful way to score cheap condos in Windham is with Expedia's filter tool. Narrow your search results by amenities, budget and star rating to secure awesome rates with only a few clicks.
### What is there to do in Windham near my condo?
> Once you've unpacked your suitcases, set out and discover the incredible things Windham has for you to experience. [Maine Wildlife Park](https://www.expedia.ca/Maine-Wildlife-Park-Windham.d553248621532667988.Vacation-Attraction) is a top attraction to add to your itinerary.
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