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Compare 201 Condo Rentals in Windham with updated reviews, rates, and availability.

Charming, updated 2 bdr Condo - 3 minute walk to the beach!
Living area

Charming, updated 2 bdr Condo - 3 minute walk to the beach!

10.0 out of 10, Exceptional, (47)
"Steve & Ed's attention to detail makes their place exceptional. They have made sure every room in the condo is just right including lovely bath towels, linens, and a kitchen that has all the utensils for a good chef. And, to top it off the beach is just a short walk away. We are looking forward to coming back!"
Charming, updated 2 bdr Condo - 3 minute walk to the beach!
Gorgeous ocean-front home with stunning beach views

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (100)
"The view and location are amazing. The house was very comfortable for the three adults on our trip. It’s also very suitable for a family with kids as one of the rooms has two bunk bed sets. It’s comfortable, cozy, and completely relaxing. Within walking distance of the pier and entertainment. Great place to stay. "
Gorgeous ocean-front home with stunning beach views
Fun 2BR Oceanfront Condo at The Brunswick in Old Orchard Beach
Best deck views in Old Orchard

Fun 2BR Oceanfront Condo at The Brunswick in Old Orchard Beach

10.0 out of 10, Exceptional, (52)
"The communication with Nancy was exceptional, she was very helpful with everything. "
Fun 2BR Oceanfront Condo at The Brunswick in Old Orchard Beach
Beach across the Street. Pets OK
Living area

Beach across the Street. Pets OK

8.8 out of 10, Excellent, (25)
"We love this location, set back from the street and a short walk to the beach. Easy parking on-site. The bed was exceptionally comfortable, super clean, and there was a great private backyard, including a grill. New fridge, and bathroom were great, only, If all of the appliances worked our stay would have been better, but the toaster oven was not a good replacement for a regular toaster, the removable basket for the coffee maker was missing, had to improvise, and the stove was due for an...
The price is AED 364
AED 793 total
includes taxes & fees
1 Jan - 2 January 2025
Beach across the Street. Pets OK
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Private kitchen

Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

7.6 out of 10, Good, (27)
"The location couldn’t be any better, literally a few steps from the beach. The guest contact was very responsive in getting back to me with any questions or concerns we had which is great however there were too many times we had to reach out to them during our stay, all basically minor things but things that should be taken care of prior to guest arrival so we don’t have to ask for thing. He was sure to get these things taken care of as we asked in a timely manner but again things that should...
The price is AED 1,469
AED 2,286 total
includes taxes & fees
28 Dec - 29 Dec
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES

Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES

10.0 out of 10, Exceptional, (5)
"Great place to stay, as advertised"
The price is AED 551
AED 674 total
includes taxes & fees
4 Jan - 5 January 2025
Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Spectacular oceanfront view from your private newly built expansive balcony!!

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

9.8 out of 10, Exceptional, (196)
"My family had a wonderful stay at your condo. They had unbelievably nice weather and got to enjoy your deck and views in early Nov. "
The price is AED 643
AED 1,249 total
includes taxes & fees
2 Jan - 3 January 2025
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Beach

Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

7.4 out of 10, Good, (26)
"The location was amazing! Walking distance to the pier, and right by the beach! We enjoyed that it was far enough down from the pier that the beach was a bit less crowded but we were still able to walk downtown. The accommodations are very cute and rustic. Some things could use attention, like paint touch ups and the patio table needs replacing… however these were minor issues and we will be back! "
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)
Beach

Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)

9.8 out of 10, Exceptional, (119)
"Clean, comfortable and quiet! Beautiful views of ocean."
Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Comfy living room with WiFi, 40" Roku TV and games for the kiddos

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

10.0 out of 10, Exceptional, (6)
"Fantastic place to have a home base while exploring the city. Steps away from some great restaurants and sites in Portland. Will be staying here on our next visit!"
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
NEW TO THE MARKET - 1 block from the beach!
Beach

NEW TO THE MARKET - 1 block from the beach!

10.0 out of 10, Exceptional, (18)
"Close walk to beach restaraunts and pier very nice inside"
NEW TO THE MARKET - 1 block from the beach!
Escape to the Beach! Cozy Condo in downtown OOB.
Living area

Escape to the Beach! Cozy Condo in downtown OOB.

9.6 out of 10, Exceptional, (21)
"Cute little condo within a short walk from everything. Quiet and clean. Would recommend!"
The price is AED 364
AED 793 total
includes taxes & fees
1 Jan - 2 January 2025
Escape to the Beach! Cozy Condo in downtown OOB.
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
Beach

Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.

8.2 out of 10, Very Good, (34)
"A cozy accommodation. Big enough for a small family that wants to spend days on the beach. Small enough for quick cleanup. My family and I enjoyed our stay."
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
3-7 Nights - Gorgeous Ocean View Condo - #301 Grand Victorian
Aerial view of Grand Victorian Condo

3-7 Nights - Gorgeous Ocean View Condo - #301 Grand Victorian

9.6 out of 10, Exceptional, (43)
"My 90 year old mom and I stayed 4 nights here and loved it! It was during the off season so everything was quiet and easy going. The condo was perfect for us. The beds and furniture were comfy! Communication with the concierge and the owner was easy and fast. We enjoyed the Roku tv so we could keep streaming our favorite shows. The condo building was accessible for my mom who has some mobility issues. There are a few stairs in the lobby, but there is a lift so that was perfect. There are...
3-7 Nights - Gorgeous Ocean View Condo - #301 Grand Victorian
Ocean view! Cozy Condo w/ Kitchen, Living Area, Porch, 2 Reserved Parking Spaces
Newly updated fully furnished condo-kitchen, living, dining, and sleeping area.

Ocean view! Cozy Condo w/ Kitchen, Living Area, Porch, 2 Reserved Parking Spaces

10.0 out of 10, Exceptional, (12)
"Well equipped, great location. Perfect size for a couple."
Ocean view! Cozy Condo w/ Kitchen, Living Area, Porch, 2 Reserved Parking Spaces
Seashell Cottages/JK Rentals - The Daniel Unit
Property grounds

Seashell Cottages/JK Rentals - The Daniel Unit

9.8 out of 10, Exceptional, (59)
"The location and the place itself were perfect for a beach vacation for our family. Everything was clean, great space, and exactly as pictured. A short and easy walk to the beach and all attractions."
Seashell Cottages/JK Rentals - The Daniel Unit
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style

Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style

9.8 out of 10, Exceptional, (35)
"The condo lived up to all of our expectations. Well situated near excellent bakeries and restaurants, yet on a quiet residential street. Condo was very clean and had good beds and linens. Nicely decorated. Washer /dryer a definite plus. Parking is indeed a bit tight; you just have to back in the driveway so you can get out. Thank you! "
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
Beachfront 1 bedroom Condo with Panoramic Ocean Views. Close to Everything!!
Beach

Beachfront 1 bedroom Condo with Panoramic Ocean Views. Close to Everything!!

10.0 out of 10, Exceptional, (5)
"Nice condo - beautiful location "
Beachfront 1 bedroom Condo with Panoramic Ocean Views. Close to Everything!!
Historical & dog-friendly West End condo with parking - walk to all of Portland

Historical & dog-friendly West End condo with parking - walk to all of Portland

9.4 out of 10, Exceptional, (30)
"Very clean and perfect location! "
Historical & dog-friendly West End condo with parking - walk to all of Portland
Condos at Fairlawn
Exterior

Condos at Fairlawn

3.0 star property
7.6 out of 10, Good, (27)
"Golf package was not as good as it should have been "
Condos at Fairlawn
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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Other property types in Windham

Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome

Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome

8.6 out of 10, Excellent, (35)
"We would absolutely book this house again. Super peaceful location. Loons in the morning were a stellar start to each day. "
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Outdoor spa tub

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

9.2 out of 10, Wonderful, (30)
"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Beach House ∆ Prime Location ∆ Steps to the Ocean
Living area

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (38)
"The house is very clean, and it is only a minute walk to the beach. This was the second time we’ve stayed in this house and it won’t be the last! "
The price is AED 545
AED 1,812 total
includes taxes & fees
7 Jan - 8 January 2025
Beach House ∆ Prime Location ∆ Steps to the Ocean
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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