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Check prices for these dates

Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13
In one month
Jul 25 - Jul 27
In two months
Aug 22 - Aug 24

Condo Rentals in Windham

City Amenities, Casco Bay Sunrises and Natural Beauty
Interior

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (107)
"Very comfortable, close to shopping and restaurants, clean, easily accessible"
$469 nightly
The price is $511
Jul 13 - Jul 14
Total includes taxes and fees
City Amenities, Casco Bay Sunrises and Natural Beauty
Escape to the Beach! Cozy Condo in downtown OOB.
Beach nearby

Escape to the Beach! Cozy Condo in downtown OOB.

9.6 out of 10, Exceptional, (21)
"Super convenient location!"
$372 nightly
The price is $405
Jun 25 - Jun 26
Total includes taxes and fees
Escape to the Beach! Cozy Condo in downtown OOB.
Sun Deck It's All Here! Beach, Pier, Bright & FUN
Beach nearby

Sun Deck It's All Here! Beach, Pier, Bright & FUN

9.4 out of 10, Exceptional, (26)
"It was a beautiful condo we just loved everything from the comfortable beds to the great location to the beach. "
Sun Deck It's All Here! Beach, Pier, Bright & FUN
Oceanfront Condo – Walk to Pier & beach out your front door!
Smart TV

Oceanfront Condo – Walk to Pier & beach out your front door!

2.0 star property
10.0 out of 10, Exceptional, (7)
"We had an amazing stay! The condo was spotless and had everything we needed. We loved being able to look out at the ocean from the living room! Kaitlin was incredibly friendly and responsive, making check-in seamless. The location is perfect - close to everything, yet peaceful. We can't wait to come back when there's no snow on the ground! "
Oceanfront Condo – Walk to Pier & beach out your front door!
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Exterior

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

10.0 out of 10, Exceptional, (12)
"We had a lovely weekend staying at this condo! It was clean, cozy, and the coffee bar was amazing! "
$543 nightly
The price is $592
Jun 24 - Jun 25
Total includes taxes and fees
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Garden Deck on 1st floor - Close to Beach & Pier. Easy Access.
Beach nearby

Garden Deck on 1st floor - Close to Beach & Pier. Easy Access.

10.0 out of 10, Exceptional, (12)
"We had an amazing time. Property was clean and comfortable. We loved this dog friendly location and hope to visit again next year!"
Garden Deck on 1st floor - Close to Beach & Pier. Easy Access.
Lido Deck on 1st floor - Easy Access, Close to Beach and Pier
Beach nearby

Lido Deck on 1st floor - Easy Access, Close to Beach and Pier

9.0 out of 10, Wonderful, (29)
"It was perfect for my daughter and husbands stay ! Short walk to the beach loved it would stay again "
Lido Deck on 1st floor - Easy Access, Close to Beach and Pier
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (37)
"Perfect two bedroom for us to stay in during our work event."
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
Sky Deck Penthouse Condo, Walk to Beach and Pier
Beach nearby

Sky Deck Penthouse Condo, Walk to Beach and Pier

9.8 out of 10, Exceptional, (25)
"Really enjoyed our stay. The property was spacious, clean and modern and convenient to the beach and amusements. We definitely plan to stay here again next year!"
Sky Deck Penthouse Condo, Walk to Beach and Pier
Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Beach nearby

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

$381 nightly
The price is $415
Jun 24 - Jun 25
Total includes taxes and fees
Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Maine, Beachfront Condo!
On the beach, sun loungers, beach towels

Maine, Beachfront Condo!

9.6 out of 10, Exceptional, (61)
"Right on the beach perfect get away "
Maine, Beachfront Condo!
Spacious 4 bedroom luxury Condo
Exterior

Spacious 4 bedroom luxury Condo

10.0 out of 10, Exceptional, (28)
"A great place to stay minutes from downtown Freeport and a short ride to Portland. Had a great time visiting family and the house was perfect for our getaway! Very close to all the Freeport attractions but quiet enough to rest and relax!"
Spacious 4 bedroom luxury Condo
Gorgeous ocean-front home with stunning beach views
On the beach

Gorgeous ocean-front home with stunning beach views

9.4 out of 10, Exceptional, (111)
"Lovely, clean & great location!"
Gorgeous ocean-front home with stunning beach views
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Beach nearby, beach towels

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

8.2 out of 10, Very Good, (34)
"Is a nice little condo that I we enjoy but next time I should get a 3 bedroom place"
$513 nightly
The price is $559
Jun 30 - Jul 1
Total includes taxes and fees
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Beach nearby, beach towels

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

7.6 out of 10, Good, (27)
"Really enjoyed our stay the place made it incredibly easy to get up and go. Thanks!"
$600 nightly
The price is $654
Jul 2 - Jul 3
Total includes taxes and fees
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
Beach nearby

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

$480 nightly
The price is $523
Jun 29 - Jun 30
Total includes taxes and fees
Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
Beach across the Street. Pets OK
Fridge, microwave, oven, stovetop

Beach across the Street. Pets OK

8.8 out of 10, Excellent, (26)
"Perfect spot! Right near the beach and walking distance to all the best places. Very clean and chill little place perfect for what I was going for."
$371 nightly
The price is $404
Jul 1 - Jul 2
Total includes taxes and fees
Beach across the Street. Pets OK
Elegant condo - walk to Portland's best restaurants & Old Port
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (61)
"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "
$417 nightly
The price is $455
Jun 29 - Jun 30
Total includes taxes and fees
Elegant condo - walk to Portland's best restaurants & Old Port
Beach Bunker Minute Walk To Beach and Pier at Old Orchard Family-Friendly Cozy
Fridge, microwave, oven, stovetop

Beach Bunker Minute Walk To Beach and Pier at Old Orchard Family-Friendly Cozy

10.0 out of 10, Exceptional, (6)
"The proximity to the beach was great. The place was very clean and updated and we had no issues getting in and out. If I had to find a complaint it might be that I wish the water pressure in the shower were stronger so we could clean off the sand easier. Overall our stay was amazing. Thank you!"
Beach Bunker Minute Walk To Beach and Pier at Old Orchard Family-Friendly Cozy
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
Outdoor dining

The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island

9.8 out of 10, Exceptional, (19)
"We thoroughly enjoyed a long weekend on Bailey Island. The condo was clean and new, very nicely furnished. It was a quiet easy to access property, very good experience."
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
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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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.