A white church with a steeple and red accents, surrounded by autumn trees.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Windham condo rentals

A beach with a wooden chair and a small building in the background.

1. Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (70 reviews)
"Beautiful place, perfect location! "
United States
Melissa M.
The price is CA $331
CA $711 total
includes taxes & fees
Oct 26 - Oct 27
Arlie`s Digs! - One Block To Willard Beach!
A modern house with a wooden exterior, a small garden, and a visible window.

2. Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
East Bayside
8.8 out of 10, Excellent, (40 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is CA $197
CA $661 total
includes taxes & fees
Oct 4 - Oct 5
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
A modern kitchen with a dining area, featuring a round table, chairs, and a hanging light fixture.

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

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.2 out of 10, Wonderful, (85 reviews)
"It was nice if you like being right in town. There is no view and it's a bit noisy."
United States
Nancy S.
The price is CA $238
CA $726 total
includes taxes & fees
Oct 8 - Oct 9
Elegant condo - walk to Portland's best restaurants & Old Port
A living room with a television, a wooden chest, a glass coffee table, a sofa, and a chair.

4. Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.6 out of 10, Exceptional, (91 reviews)
"Was great for our few days in Portland! Having a designated parking space was great and the location was convenient for everything we wanted to do."
United States
Britney G.
The price is CA $242
CA $654 total
includes taxes & fees
Oct 8 - Oct 9
Walk to Old Port ♦ West End Condo ♦ Parking
A beach with a sunset, a pier, and a building with 'erly' on it.

5. Condo in downtown OOB. 4 min walk to Pier & Beach

Condo in downtown OOB. 4 min walk to Pier & Beach
Old Orchard Beach
9.0 out of 10, Wonderful, (2 reviews)
"Place was perfect. good distance from the pier. We had a great stay, will definitely return"
United States
Joseph R.
The price is CA $131
CA $352 total
includes taxes & fees
Oct 27 - Oct 28
Condo in downtown OOB. 4 min walk to Pier & Beach
A pier with a building on stilts over the beach.

6. Charming two-bedroom, one-bathroom condo, two short blocks from the beach!

Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
9.6 out of 10, Exceptional, (10 reviews)
"Great location!"
United States
Daniel
The price is CA $225
CA $456 total
includes taxes & fees
Sep 30 - Oct 1
Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
A modern living room with a wooden dining table, a sofa, and a TV mounted on the wall.

7. Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco

Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco
Saco
9.0 out of 10, Wonderful, (9 reviews)
"The coastal condo was comfortable and a great place to stay! "
United States
Tara P.
The price is CA $210
CA $516 total
includes taxes & fees
Sep 27 - Sep 28
Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco
A wooden pier extending into the water with multiple buildings on stilts.

8. Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!

Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Old Orchard Beach
8.8 out of 10, Excellent, (3 reviews)
"The place was cute and conveniently located. A few things could use touching up and better upkeep. Overall, we had a nice stay. "
United States
Katherine m.
The price is CA $253
CA $490 total
includes taxes & fees
Sep 27 - Sep 28
Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!
A pier with numerous wooden pillars extending into the water.

9. Stunning, two-bedroom, one-bathroom condo, two short blocks from the beach!

Stunning, two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
8.8 out of 10, Excellent, (3 reviews)
"Great location!"
United States
Karen Y.
The price is CA $243
CA $478 total
includes taxes & fees
Sep 27 - Sep 28
Stunning, two-bedroom, one-bathroom condo, two short blocks from the beach!
A pier with a building on stilts over the beach.

10. Relax and unwind in our 4 bedroom beach condo.

Relax and unwind in our 4 bedroom beach condo.
Old Orchard Beach
9.0 out of 10, Wonderful, (6 reviews)
"Jason was very responsive to all my questions. While the house is an older building everything was working well and we had a great time. The only problem was the first night one of the bedrooms was cold. As we found out the next morning, one of the windows was slightly open. Once it was closed it warmed up quickly."
United States
Barry Y.
The price is CA $324
CA $667 total
includes taxes & fees
Oct 4 - Oct 5
Relax and unwind in our 4 bedroom beach condo.
A pier with buildings on stilts, a sandy beach, and a clear sky.

11. Adorable, two-bedroom, one-bathroom condo, two short blocks from the beach!

Adorable, two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
8.0 out of 10, Very good, (2 reviews)
"The stay was wonderful - tiny snafu getting in; listed was b when we were supposed to be getting into a"
United States
Alana J.
The price is CA $253
CA $490 total
includes taxes & fees
Sep 27 - Sep 28
Adorable, two-bedroom, one-bathroom condo, two short blocks from the beach!
A wooden boardwalk leading to a beach with a clear view of the ocean.

12. Ocean View! - Luxury Condo with Beach Access

Ocean View! - Luxury Condo with Beach Access
Old Orchard Beach
10.0 out of 10, Exceptional, (2 reviews)
"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...
United States
Jim W.
The price is CA $280
CA $662 total
includes taxes & fees
Sep 27 - Sep 28
Ocean View! - Luxury Condo with Beach Access
A balcony with a table and chairs, overlooking a parking lot and buildings, with a view of the sea and sky.

13. Grand Victorian #403

Grand Victorian #403
Old Orchard Beach
9.8 out of 10, Exceptional, (24 reviews)
"Clean, friendly, fantastic place to stay. "
United States
Jamie N.
The price is CA $336
CA $1,556 total
includes taxes & fees
Sep 30 - Oct 1
Grand Victorian #403
A view from a room with large windows to a balcony overlooking a beach.

14. Oceanfront condo! Steps to beach & downtown. 3rd floor, elevator. Sleeps 2.

Oceanfront condo! Steps to beach & downtown. 3rd floor, elevator. Sleeps 2.
Old Orchard Beach
9.8 out of 10, Exceptional, (249 reviews)
"Had an amazing stay in Old Orchard Beach, Maine. The views and sunsets were absolutely beautiful, and the whole area had such a relaxing vibe. There were plenty of great food spots within walking distance, which made everything super convenient. The place looked exactly like the pictures, which is always a huge plus. Definitely a stay I’d recommend and would come back to again."
United States
Jason R.
The price is CA $262
CA $503 total
includes taxes & fees
Oct 12 - Oct 13
Oceanfront condo! Steps to beach & downtown. 3rd floor, elevator. Sleeps 2.
A sandy beach with a clear sky and ocean waves.

15. Cozy Newly Renovated 2-bedroom Condo By The Beach

Cozy Newly Renovated 2-bedroom Condo By The Beach
Saco
9.2 out of 10, Wonderful, (10 reviews)
"Clean, allowed us to check in earlier, Accommodating host. Convenient location Would stay again "
United States
Carlos P.
The price is CA $210
CA $513 total
includes taxes & fees
Oct 4 - Oct 5
Cozy Newly Renovated 2-bedroom Condo By The Beach
A pier with a building on stilts over the beach.

16. Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!

Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Old Orchard Beach
9.8 out of 10, Exceptional, (10 reviews)
"Such a great property. It was clean and the location was perfect. We will definitely be back for our next girls trip!"
United States
Kristen O.
The price is CA $225
CA $453 total
includes taxes & fees
Oct 5 - Oct 6
Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!
A beach at night with a view of the ocean and a city skyline in the distance.

17. Direct ocean views from extra large balcony! Over 1200 square feet!

Direct ocean views from extra large balcony! Over 1200 square feet!
Old Orchard Beach
9.8 out of 10, Exceptional, (29 reviews)
"Everything was great! Love the beach view, the location was great, and the condo was beautiful! We had some issues with parking on a busy Saturday night, but Wendy went above and beyond to get it taken care of! In fact everything we needed, Wendy made happen! Would definitely stay here again if ever in the area!"
United States
Tabitha F.
The price is CA $332
CA $672 total
includes taxes & fees
Oct 16 - Oct 17
Direct ocean views from extra large balcony! Over 1200 square feet!
A balcony with a view of the beach, a white building in the background, and a wicker sofa with floral cushions.

18. Old Orchard Beach, Spacious, beachfront, 2 bedroom condo

Old Orchard Beach, Spacious, beachfront, 2 bedroom condo
Old Orchard Beach
9.6 out of 10, Exceptional, (5 reviews)
"We absolutely loved our stay in Old Orchard. The beach was 10x nicer than we expected. Waking up for sunrise was a treat. The condo is spacious and loved having the windows open for the ocean breeze. We were able to grill lobster. Beds upstairs were super comfy. Better sleeping on the couch than the couch bed as the couch bed is terrible at best (there’s plenty of room on the couch). Kitchen is very sparse. Pick up all essentials in town (coffee, plastic wrap/foil, paper towels, paper cups,...
United States
Ally M.
The price is CA $505
CA $982 total
includes taxes & fees
Oct 20 - Oct 21
Old Orchard Beach, Spacious, beachfront, 2 bedroom condo
A coastal residential area with houses, a beach, and a clear sky.

19. Tranquil 3BR - Ocean View Condo 4 Min to OOB Pier

Tranquil 3BR - Ocean View Condo 4 Min to OOB Pier
Old Orchard Beach
The price is CA $325
CA $842 total
includes taxes & fees
Sep 27 - Sep 28
Tranquil 3BR - Ocean View Condo 4 Min to OOB Pier
A beach with a sunset, a pier, and a building with 'erly' on it.

20. 4 min Walk to Pier & Beach. Center of OOB FREE Pk

4 min Walk to Pier & Beach. Center of OOB FREE Pk
Old Orchard Beach
9.4 out of 10, Exceptional, (27 reviews)
"Great location, clean, easy access. "
United States
Jean Anthony
The price is CA $197
CA $470 total
includes taxes & fees
Oct 27 - Oct 28
4 min Walk to Pier & Beach. Center of OOB FREE Pk
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 Windham Hotel Reviews

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

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

8/10 Good
"Weren't in room a lot. Most TV channels not working always. Not enough towels, but you could pick some up. Breakfast we thought was very well provided. Quiet place. Clean. We will stay again if go back to area. If you pick room with roll in shower...assuming you are on wheelchair or have leg issues, please note...It is on 4th fl and as far away from elevator as possible. We thought a shower like that it would be a first floor and close unit but it is not. So we took another room because there were plenty of grab bars to access shower safe enough. suprised to have micro and frig not mentioned, Don't know if they all had it."
dennis 4-night trip
Posted less than an hour ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Find out more about Windham

Windham Condo Rentals information

Number of reviews
662
Accommodation
235 Condo Rentals
Lowest Price
CA $352
Highest Price
CA $1,556

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