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 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Windham condo rentals

Beach

1. City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (132 reviews)
"Wonderful place! Owner very responsible! Would stay again! Great choice for place to stay away from home."
United States
Arlene L.
$383 nightly
The price is $417
Sep 22 - Sep 23
Total with taxes and fees
City Amenities, Casco Bay Sunrises and Natural Beauty
Beach nearby

2. 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.
$425 nightly
The price is $463
Sep 21 - Sep 22
Total with taxes and fees
Arlie`s Digs! - One Block To Willard Beach!
Property grounds

3. 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.
$429 nightly
The price is $467
Sep 21 - Sep 22
Total with taxes and fees
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Dining

4. 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.
$468 nightly
The price is $510
Oct 8 - Oct 9
Total with taxes and fees
Elegant condo - walk to Portland's best restaurants & Old Port
Interior

5. Cozy Two Bedroom on Munjoy Hill

Cozy Two Bedroom on Munjoy Hill
Munjoy Hill
$274 nightly
The price is $297
Oct 5 - Oct 6
Total with taxes and fees
Cozy Two Bedroom on Munjoy Hill
Flat-screen TV, Netflix, books, streaming services

6. 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.
$393 nightly
The price is $429
Sep 22 - Sep 23
Total with taxes and fees
Walk to Old Port ♦ West End Condo ♦ Parking
Beach

7. 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.
$254 nightly
The price is $256
Sep 21 - Sep 22
Total with taxes and fees
Condo in downtown OOB. 4 min walk to Pier & Beach
Interior

8. 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.
$335 nightly
The price is $365
Sep 23 - Sep 24
Total with taxes and fees
Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco
Beach

9. 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.
$335 nightly
The price is $365
Sep 25 - Sep 26
Total with taxes and fees
Cozy Newly Renovated 2-bedroom Condo By The Beach
Iron/ironing board, travel crib, WiFi (free), bed sheets

10. Barn on Pleasant-walk to Highland beach & town

Barn on Pleasant-walk to Highland beach & town
Bridgton
10.0 out of 10, Exceptional, (28 reviews)
"Absolutely beautiful place to stay! The room was very welcoming and cozy. "
United States
Robyn N.
$198 nightly
The price is $215
Sep 21 - Sep 22
Total with taxes and fees
Barn on Pleasant-walk to Highland beach & town
Beach nearby

11. 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
$310 nightly
The price is $338
Sep 21 - Sep 22
Total with taxes and fees
Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
TV, fireplace

12. Waterfront Two Master Suite Penthouse with Rooftop

Waterfront Two Master Suite Penthouse with Rooftop
Downtown Portland
10.0 out of 10, Exceptional, (201 reviews)
"Great property. It was clean, comfortable, and the location was amazing"
United States
Jaylene G.
$1,479 nightly
The price is $1,612
Oct 19 - Oct 20
Total with taxes and fees
Waterfront Two Master Suite Penthouse with Rooftop
Beach nearby

13. 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.
$316 nightly
The price is $344
Sep 21 - Sep 22
Total with taxes and fees
Stunning, two-bedroom, one-bathroom condo, two short blocks from the beach!
Beach nearby

14. 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.
$312 nightly
The price is $340
Sep 27 - Sep 28
Total with taxes and fees
Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Beach nearby

15. 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.
$319 nightly
The price is $348
Sep 27 - Sep 28
Total with taxes and fees
Adorable, two-bedroom, one-bathroom condo, two short blocks from the beach!
Beach

16. 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
$306 nightly
The price is $309
Sep 21 - Sep 22
Total with taxes and fees
4 min Walk to Pier & Beach. Center of OOB FREE Pk
Beach nearby

17. 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.
$318 nightly
The price is $347
Sep 27 - Sep 28
Total with taxes and fees
Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Property grounds

18. 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.
$1,043 nightly
The price is $1,129
Sep 30 - Oct 1
Total with taxes and fees
Grand Victorian #403
Interior

19. 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, (247 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.
$324 nightly
The price is $353
Oct 12 - Oct 13
Total with taxes and fees
Oceanfront condo! Steps to beach & downtown. 3rd floor, elevator. Sleeps 2.
Beach

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

Tranquil 3BR - Ocean View Condo 4 Min to OOB Pier
Old Orchard Beach
$544 nightly
The price is $593
Sep 21 - Sep 22
Total with taxes and fees
Tranquil 3BR - Ocean View Condo 4 Min to OOB Pier
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

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

10/10 Excellent
"Staff were warm and welcoming. We enjoyed a lovely dinner at Thames Landing"
Kayla 1-night trip
Posted less than an hour ago
Cambria Hotel Portland Downtown-Old Port

Find out more about Windham

Windham Condo Rentals information

Number of reviews
979
Accommodation
235 Condo Rentals
Lowest Price
$215
Highest Price
$1,612

Frequently asked questions

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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.

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