Search and Rent Windham Condos

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Windham condo rentals

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

Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES
Bridgton
10.0 out of 10, Exceptional, (22 reviews)
"Stay was great, as advertised."
United States
Mary Campbell K.
$178 nightly
The price is $193
Apr 2 - Apr 3
Total with taxes and fees
Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES

Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck

Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck
Back Cove
10.0 out of 10, Exceptional, (7 reviews)
"My friends and I had a lovely time! The neighborhood is cute and easily to navigate. The beds were comfortable and the water pressure was great. All around a wonderful stay!"
United States
Sam C.
$781 nightly
The price is $852
Apr 20 - Apr 21
Total with taxes and fees
Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck

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

Condo in downtown OOB. 4 min walk to Pier & Beach
Old Orchard Beach
$239 nightly
The price is $242
Apr 5 - Apr 6
Total with taxes and fees
Condo in downtown OOB. 4 min walk to Pier & Beach

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, (77 reviews)
"Location was great. Parking was easy."
United States
Bruce G.
$462 nightly
The price is $504
Apr 6 - Apr 7
Total with taxes and fees
Elegant condo - walk to Portland's best restaurants & Old Port

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
9.6 out of 10, Exceptional, (24 reviews)
"We had an excellent time! Great location"
United States
Erin S.
$452 nightly
The price is $492
Apr 2 - Apr 3
Total with taxes and fees
Direct ocean views from extra large balcony! Over 1200 square feet!

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, (37 reviews)
"Overall a pleasing stay."
United States
Mallory D.
$429 nightly
The price is $468
Apr 6 - Apr 7
Total with taxes and fees
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

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

Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
West End
9.4 out of 10, Exceptional, (3 reviews)
"All was great...clean and convenient."
United States
Krista P.
$424 nightly
The price is $462
Apr 5 - Apr 6
Total with taxes and fees
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

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, (7 reviews)
"Great location!"
United States
Daniel
$342 nightly
The price is $373
Apr 16 - Apr 17
Total with taxes and fees
Charming two-bedroom, one-bathroom condo, two short blocks from the beach!

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

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Downtown Portland
9.6 out of 10, Exceptional, (22 reviews)
"A great location for exploring the city. The apartment was clean and comfortable. The coffee shop across the street was an added perk! "
United States
abbey b.
$384 nightly
The price is $418
Apr 6 - Apr 7
Total with taxes and fees
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

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, (2 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.
$509 nightly
The price is $555
Apr 2 - Apr 3
Total with taxes and fees
Relax and unwind in our 4 bedroom beach condo.

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

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Old Orchard Beach
9.8 out of 10, Exceptional, (228 reviews)
"Wonderful location!"
United States
Vicky S.
$312 nightly
The price is $340
Apr 2 - Apr 3
Total with taxes and fees
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.6 out of 10, Exceptional, (80 reviews)
"Great location and very spacious! Easy commutation - must stay! "
United States
Courtney H.
$335 nightly
The price is $365
Apr 14 - Apr 15
Total with taxes and fees
Walk to Old Port ♦ West End Condo ♦ Parking

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

Tranquil 3BR - Ocean View Condo 4 Min to OOB Pier
Old Orchard Beach
$519 nightly
The price is $566
Apr 2 - Apr 3
Total with taxes and fees
Tranquil 3BR - Ocean View Condo 4 Min to OOB Pier

Centrally located off Back Cove, 1st floor 4 bedroom, 1.5 Bath condo w/ porch

Centrally located off Back Cove, 1st floor 4 bedroom, 1.5 Bath condo w/ porch
Back Cove
9.0 out of 10, Wonderful, (2 reviews)
"Excellent clean property. Very nice communicative host"
United States
Alex C.
$800 nightly
The price is $872
Apr 2 - Apr 3
Total with taxes and fees
Centrally located off Back Cove, 1st floor 4 bedroom, 1.5 Bath condo w/ porch

Romantic apt:West End +parking

Romantic apt:West End +parking
West End
10.0 out of 10, Exceptional, (9 reviews)
"Very clean and modern apartment in a conveniently located spot. Hosts were great and checked in with us after arrival to make sure we had everything we needed! "
United States
Amie P.
$376 nightly
The price is $410
Apr 5 - Apr 6
Total with taxes and fees
Romantic apt:West End +parking

Ocean View! - Luxury Condo with Beach Access

Ocean View! - Luxury Condo with Beach Access
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"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.
$381 nightly
The price is $415
Apr 3 - Apr 4
Total with taxes and fees
Ocean View! - Luxury Condo with Beach Access

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.
$639 nightly
The price is $697
Apr 7 - Apr 8
Total with taxes and fees
Old Orchard Beach, Spacious, beachfront, 2 bedroom condo

70 E Grand OOB | 2BR Condo Steps to the Beach

70 E Grand OOB | 2BR Condo Steps to the Beach
Old Orchard Beach
$303 nightly
The price is $330
Apr 10 - Apr 11
Total with taxes and fees
70 E Grand OOB | 2BR Condo Steps to the Beach

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
9.0 out of 10, Wonderful, (2 reviews)
"Great location!"
United States
Karen Y.
$339 nightly
The price is $370
Apr 2 - Apr 3
Total with taxes and fees
Stunning, two-bedroom, one-bathroom condo, two short blocks from the beach!

Atlantic Ocean Suites - Sand Castle Suite 7

Atlantic Ocean Suites - Sand Castle Suite 7
Old Orchard Beach
10.0 out of 10, Exceptional, (3 reviews)
"Would definitely come back"
United States
Mike D.
$521 nightly
The price is $568
Apr 8 - Apr 9
Total with taxes and fees
Atlantic Ocean Suites - Sand Castle Suite 7
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windham Hotel Reviews

Find out more about Windham

Windham Condo Rentals information

Number of reviews
470
Accommodation
263 Condo Rentals
Lowest Price
$193
Highest Price
$872

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 is a top attraction to add to your itinerary.

Explore a world of travel with Expedia